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15 Best Places to go Sailing in Florida from a Local Sailor

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Posted on Published: July 30, 2023  - Last updated: August 5, 2023

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15 Best Places to go Sailing in Florida from a Local Sailor

Looking for the best places to go sailing in Florida? You have come to the right place.

It is probably no surprise to find there are some great sailing destinations in the Sunshine State. Sailing in Florida means gliding through crystal-clear waters, basking in the golden sun, and embracing the spirit of endless nautical adventures!

In this article, I will list the absolute best sailing spots in Florida from more popular spots like sailing in the Florida Keys to hidden gems I have found from years of experience sailing in Florida.

If you love sailing like I do, you will love exploring these epic sailing spots. 

If you don’t have your own sail boat, you can book a sailing tour in Florida here .

15 Best Places to go Sailing in Florida from a Local Sailing Enthusiast

1. shell key preserve.

Shell Key Preserve is an untouched beauty located just north of Fort de Soto Park and south of Pass-a-grille Beach on the west coast of Florida.

Just inside of Pass-a-grille Inlet, on the north side of the island there is a patch of water off the beach that is the perfect depth to anchor a sailboat in. Weekends can get extremely crowded and you will most likely find the beach lined with center consoles and pontoon boats. On the weekdays, however, it is possible that you may be the only person on the whole island.

While walking along the pristine white beaches you may see dolphins, sand dollars, conchs, starfish, and possibly even a green sea turtle poking its head out of the water for some air, if you’re lucky. In the summer months, you may even spot a Roseate Spoonbill.

The mangroves covering the island offer tons of little tunnels and hide-outs from the harsh summer sun. During the weekend, it is not the best place to stay overnight. Pass-a-grille channel is a busy waterway and you will have to deal with incoming wakes all night from oblivious boaters.

If you decide to throw up a tent or a hammock overnight, camping is allowed on the public southern end of the island; registration is required and the permit is $6 for up to six campers.

“Leave no trace” is in force, so pack in and pack out (including your toilet facilities, as there are none provided). Please note that dogs and alcohol are not permitted. This is an important nesting area for both migratory birds and turtles, so please take care to leave the area undisturbed for them. 

shell-key-preserve sailing in florida

2. Pine Key AKA Beer Can Island, Tampa Bay

Beer Can Island, also known by locals as BCI, is a locally owned island located in the northeastern corner of Tampa Bay, Florida .

The east side of the island is perfect for anchoring a sailboat, because the water drops off to a decent depth just off the shoreline. The western side of the island is great for snorkeling and wading out because it remains relatively shallow for about a quarter of a mile.

During the summer months, the island regularly has a blow up slide for kids. They also throw events with different DJ’s and have a tiki bar open on select dates.

hey also book out the island for private parties, such as weddings, and offer transportation to the island. I love bringing my sailboat to the island overnight – first to hang out for the festivities during the day, only to retire afterward to my sailboat to eat dinner and watch the sunset.

After sunset, you may find that all your boat neighbors have left to return home, and you have the island all to yourself.

Pine-Key-AKA-Beer-Can-Island-Tampa-Bay

3. Gulfport

Gulfport, also known as the Gateway to the Gulf, may be one of the most boater-friendly towns I have ever visited. It is easily accessible from the Gulf of Mexico through the Pass-a-grille Channel.

You can also access the intracoastal waterway that passes north and south right through Boca Ciega Bay, the body of water adjacent to Gulfport. There is a sizable anchorage with many welcoming and knowledgeable sailors. There are also mooring balls available from Gulfport Marina, located in the north side of Boca Ciega Bay. Gulfport is a quaint, artistic little beach town with a thriving local community.

There is a public dock for dinghies that was given to the city in a grant and is available to use for free. The downtown area is right on the water and there are a number of shops and restaurants within walking distance from the public docks.

There is a local market every Tuesday along the downtown strip with tons of unique vendors selling food, artwork, plants, etc. You can find live music every night at multiple restaurants along the waterfront. The sailing community in Gulfport is certainly something special and I recommend to any sailor in the area to stop in for a night.

Gulfport

4. Bill Baggs Cape Florida State Park

Bill Baggs Cape Florida State Park is located on the southern shores of Key Biscayne, just west of Miami, and has a quaint old-Florida feel.  It is home to the Cape Florida Light, a historic lighthouse that was used to guide sailors into port through the Florida shoals.

The east side of the park has white sandy beaches that overlook the Atlantic Ocean. To stop and stay a while, you can anchor in No Name Harbor, located on the west side of the state park. It costs $20 to anchor overnight in the harbor, or you can tie up to the seawall for the day for $8. This payment is received through an honor system box on shore.

If you stay overnight, you’ll have access to facilities such as showers, laundry and a free waste pump-out. There is a Cuban restaurant right on shore called Boater’s Grill, that overlooks the anchorage so you can keep a close eye on your boat. The bottom in the harbor is mud and there is protection from all directions, so you really don’t have too much to worry about. It is a great place to hide from storms.

It is a relatively small harbor and fills up quickly. If the harbor is full you are able to anchor outside of the harbor on the edge of Cape Florida Channel and dinghy in to use the park’s facilities if you wish.

Bill-Baggs-Cape-Florida-State-Park sailing in florida

5. Fort Pierce

Fort Pierce is a great stop in southeastern Florida to drop the hook to stay and surf for a few days. If you are entering via the Atlantic Ocean, you can head west towards land through Fort Pierce Inlet. Inland of the inlet to the west there is a surf shop called Spunky’s Surf Shop.

It’s a great local surf shop that always has boards to rent, both hard tops and soft tops. If you plan to stay for a few days and want to catch a few waves Spunky’s would be a great stop to add to your trip. Once entering the harbor, you can turn south and head under the Fort Pierce Bridge.

After passing under the bridge, head east towards Faber Cove. It is better to stay towards the green channel markers on your way in to get the best depth upon entry. Once inside the basin, you have protection from pretty much every wind direction and very little fetch. You can sleep well at night knowing that the bottom is solid, clay-like mud with excellent holding.

best-sailing-destinations-in-florida

6. Key West

Key West is one of the most sought after tourist destinations in the United States. It’s the southernmost city in the United States. It’s surrounded by a network of smaller keys.

Anchoring between Fleming Key and Dredgers Key sets you up for having the perfect balance of beauty and convenience. In between the two keys it can get a bit shoaly, so be sure to keep an eye on your depth sounder. You can dinghy into Key West and leave your dinghy at the dock for $8 a day.

If you have a decent sized dinghy motor, you could anchor on the west side of Wisteria Island. The holding is relatively good, it is just a bit of a distance from the dinghy dock on Key West.

key-west-florida-sailing

7. Anclote Key

Anclote Key is the northernmost barrier island on Florida’s west coast and is recognized as a preserved state park. It is located west of the ICW outside of Tarpon Springs.

You can find it by looking for the Anclote Key Lighthouse, which was deemed unnecessary and decommissioned by the Coast Guard in 1984. If you anchor on the east side of the island, which is where I would recommend to anchor, there is protection from east and west winds, although it is exposed on the north and south sides. The holding is good with a sandy mud bottom.

Be sure to keep your eyes out for crab pots, they are littered throughout the water. There is a decent amount of fishing boat traffic early in the morning, so if you overnight there you may have to deal with some powerboat wakes. It is a preserved state park, so be sure to be respectful of the island and to leave no trace.

Anclote-Key

8. Blowing Rocks Preserve, Jupiter Island

If you’re looking for something a little more out-of-this-world, Blowing Rocks Preserve is unlike any other tourist destinations in Florida. It is home to the largest Anastasia limestone outcropping on Florida’s east coast.

It is owned by the Nature Conservancy and might be Florida’s best kept secret. Park entry costs If you would like to stay on anchor, there is an anchorage called Hell Gate, that is located between Blowing Rocks Marina and Jupiter Pointe Marina, just west of the Intracoastal Waterway.

Be wary of your depth sounder, some areas in the anchorage can get as shallow as 5 feet during low tide. You are able to dinghy into Paddling the Pointe and leave your dinghy at the dock there to run to shore.

Or, if you feel like having a bit more comfort, both marinas on either side have transient slips that you can rent out for the next to have access to showers, fuel, pump-outs, and laundry. Blowing Rocks Marina also has a marina store where you can buy ice, bait, tackle, beer, and more.

Jupiter Island

9. Dry Tortugas National Park

About seventy miles south of Key West, you’ll come across a small archipelago of coral islands known as the Dry Tortugas National Park .

It is the westernmost portion of the Florida Keys . The Dry Tortugas are known for their bountiful marine life and large population of tropical birds. Due to its impressive bird population, bugs are not an issue while staying at the park. The large Fort Jefferson sits on Garden Key, although it was never finished or completely armed.

There is a 46 square-mile Research Natural Area (RNA) in the northwest corner of the park. Within the RNA, you are not permitted to remove any marine wildlife or anchor, although six mooring balls have been installed for public use.

Be sure to fully stock up your vessel before heading there, as there are no amenities and no provisioning available within the national park. Anchoring southeast of Fort Jefferson provides you with the best protection and holding with a depth of 10-15 feet. Be sure to look for a sandy area to drop the hook in.  It is best to enter the harbor from the west, as it is the most well marked passage to the anchorage.

  • See more: Ultimate Guide to Sailing the Florida Keys

shell-key-preserve

10. Ten Thousand Islands National Wildlife Refuge

Ten Thousand Islands National Wildlife Refuge is located south of Marco Island and north of the Everglades, and is home to countless tiny islands, hence the name. It is for sure one of the best places to go sailing in Florida.

I would only recommend visiting this refuge if you have a motorized dinghy, most of the area is too shallow to bring a sailboat through, but the amount of exploring you can do on a dinghy is impressive. Having said that, be sure to keep a close eye on your transducer to avoid the shifting shoals.

A centralized location to anchor for your stay is north of Tiger Key in West Pass. Here you will find great holding with a fine, sandy bottom. On Tiger Key there is a white sandy beach that is accessible during low tide.

From your boat you can explore all of the tiny islands surrounding you on your dinghy and enjoy real, untouched wildlife. The bugs in the wildlife refuge are not something to joke around with, and this trip is most enjoyably taken with bug screens and ample bug repellant. This area is recognized as a lucrative fishing spot, particularly for snook.

11. Sanibel Island

Sanibel Island is a barrier island just south of Captiva Island on Florida’s west coast. Historians theorize that the island got its name from Jose Gaspar’s first mate, who named the island after a lover that he had to leave behind in Spain.

Sanibel Island is known for its abundance of seashells, shark’s teeth and sand dollars. It is believed that this occurs because the majority of barrier islands are oriented North and South, and Sanibel is oriented East and West. You can dinghy into Sanibel Marina which has access to showers and restaurants.

The laundry at the marina costs $2 for a wash and dry. If the weather is fair, I would recommend to anchor off of Point Ybel. Although the current can be very strong and there is little protection from heavy weather it can be a beautiful anchorage with a view of the Gulf of Mexico. On the weekends there is a lot of traffic traversing under the Sanibel Causeway Bridge.

sanibel-beaches

12. Crystal River

Crystal River is home to some of Florida’s magical freshwater springs. There is a very strong current upon entering Crystal River and it is recommended that you enter during an incoming tide. Be sure to keep an eye on your charts and transducer because there are multiple shallow parts on the way in.

Anchoring in such close proximity to the freshwater springs may give you a free bottom cleaning. If you are anchored in fresh water for a decent period of time, your barnacles that grew in saltwater will die and fall off. The cool spring water also keeps your boat at a manageable temperature, even through the summer months.

You will also be in close access to springs such as Three Sisters Springs , Hidden Spring, King Spring, and a multitude of unnamed springs. King’s Bay is a great central location to anchor for the duration of your stay.

Pete’s Pier offers a bunch of amenities and facilities, including food and beverages, fuel, etc. There is also a floating dinghy dock to tie up your tender to. Be sure to always lock up your belongings as you never know what people’s intentions around you are.

Three Sisters Springs

Three Sisters Springs/ Wikipedia

13. Steinhatchee

I grew up visiting Steinhatchee every summer for its abundance of scallops during scalloping season. Scalloping season in Florida runs July through September. In order to go scalloping, you are required to hold your Florida saltwater fishing license.

During scallop season the sea grass is teeming with tons of swimming scallops. There aren’t an overwhelming amount of places to anchor in Steinhatchee, although you can anchor on the south side of Steinhatchee River south of the Steinhatchee Marina and west of Sea Hag Marina.

There is also another spot that is possible to anchor further up the river. Steinhatchee is also home to Florida’s widest waterfall, the Steinhatchee Falls. If you need a break from scalloping and would like to swim in some rejuvenating freshwater, tubing down the Steinhatchee Falls is a great way to spend the day cooling off.

You won’t find crystal clear sparkling water like you will in Crystal River, but the river is surrounded by beautiful old Florida swamp and marsh land. There are also rope swings and trees all along the river to jump off of and have a good time.

14. Augustine

St. Augustine is an extremely unique and history rich town in the northeast corner of Florida, south of Jacksonville. It is accessible by boat either via the Atlantic Ocean or the Intracoastal Waterway. If you are entering via the Atlantic Ocean, you will need to head west down the Matzanas River, south of Vilano Beach.

You will cross the Intracoastal Waterway and then have a view of Castillo de San Marcos, the oldest masonry fortification in the continental US. After this turn south and cross under the Bridge of Lions. To your west you will find the city municipal mooring field, balls cost $20/day. If you don’t feel like paying for a ball you can also anchor south of the mooring field and pay to use the dinghy dock at the marina for $13.75 a day.

The holding is good with a mud bottom, and there is a decent amount of protection from all sides. You may have some traffic during the day, causing wakes that will rock your home around. Luckily, once you get all set up and go to shore, there are plenty of different types of activities to do to fill your time during the day.

St. Augustine is likely the oldest city in the continental US and was established in 1565 by Spanish explorers. You can tour Castillo de San Marcos, explore and marvel at the architecture of Flagler College, check out the St. Augustine Aquarium, visit the Lightner Museum, spook yourself with a ghost tour, go fishing, or rent a surfboard and catch some waves at Vilano or Crescent Beach and so much more.

Sunset Cruise of St. Augustine

Sunset Cruise of St. Augustine/ Flickr

15. George Island

If you are looking for a more remote and tranquil getaway, St. George Island is for you. Located on  the panhandle, just south of the Intracoastal Waterway(ICW).

If you are arriving via the Gulf of Mexico, you should enter St. George Sound via the East Pass and then turn west along the ICW. Just before port light 6 head south towards the island and you will find a nice little pocket to anchor your boat in. From here, you can head onshore and do some relaxing exploration.

The island is covered in old driftwood lining the beach from the pine trees covering the island. St. George is also known to be a loggerhead turtle nesting ground, so be sure to be respectful and not disturb the turtles or their nests. This anchorage is primarily a fair weather anchorage, as it offers virtually no protection, except for from the south. Appalachicola is near-by, just west down the ICW in case you need to refuel and reprovision.

Author: Reilly Mulligan is a sailing enthusiast from Florida who has spent her life sailing and exploring the Sunshine State.

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Cruising Sea

Best Places to Sail in Florida – 8 Must-See Spots!

Florida sailing destination

Florida is a great sailing destination because it gives you so many options to choose from. Boaters and sailors love it because they have their pick of destinations in the Florida Keys, the Gulf, and the Atlantic. Perhaps this is why Florida is the boating capital of the world.

However, having so many destinations poses a major problem: where do you even begin? Where do you go if you want to experience the best that Florida has to offer? Well, if you have been planning to sail in Florida sometime soon, you are in luck because this article will make things easier for you. Here are  the best places to sail in Florida .

Table of Contents

Best Time to Sail in Florida

Before we dive into the destinations, you should know when the best time is to head to Florida if you want the best sailing experience.  Florida is a state on the Southernmost part of North America. It is very close to the Bahamas, so it experiences nearly perfect weather all year round. Overall, you get around three hundred days of ideal sailing weather along the Florida coastline. 

Florida experiences a mix of humid subtropical and tropical climates. The north and central parts are humid subtropical regions, while South Florida experiences tropical climate. The best time to sail is in spring and late fall, which makes the best time to visit there between December to April.

Although the months of July to November are sailable, they are prone to on-and-off bouts of tropical storms and hurricanes. Now that you know when to go there, here is a list of the best Florida sailing destinations.

sailboating in florida

Tampa’s claim to fame is the largest estuary in Florida State. While in Tampa, expect some of the best sailing experiences in Florida, perfect for the novice sailor and the expert alike. Perhaps what makes Tampa so fascinating is the fact that it has a series of hidden rivers and bays that make for every sailor’s paradise. 

Activities in Tampa Bay

Downtown Tampa has a huge selection of restaurants and hotels that you can sample on your downtime. If you want an even wider variety, all you have to do is sail a short distance across the bay and see what St. Petersburg has to offer. 

Beer Can Island is also a popular spot. You can also set anchor near Shell Key or Egmont Key, where you will find the ruins of a 19th Century army fort, which is perfect for exploring if you are an adventure lover. 

Tampa Florida Sailing Destination

2. Jacksonville

Jacksonville is known as the main gateway to the St. Johns River. St. John’s River is Florida’s largest interior waterway. It has a great selection of marinas, supply stores, hotels, and restaurants to cater to the boating crowd. You can also dock in downtown Jacksonville at Metropolitan Park Marina. 

Activities in Jacksonville

Jacksonville hosts a world-famous kingfish tournament. Its salt marshes are also a great shallow-water fishing destination. If you are not a fishing enthusiast, you can still enjoy any one of the numerous waterfront festivals held in the city at various times of the year. 

jacksonville Florida Sailing Destination

3. Florida Keys

The Florida Keys are some of the best sailing waters in the East Coast US. They are also home to the only coral reef in the continental United States. There is so much to experience in the Florida Keys, and you will definitely enjoy sailing through the small islands of the keys, such as Marquesa, Garden Key, and the Dry Tortugas. 

If you are feeling up to it, you can even sail all the way to the Bahamas and experience a taste of the Caribbean lifestyle. Once you sail through them, it immediately becomes really easy to see why the keys are called paradise. 

Activities in the Florida Keys

The one thing that makes the Florida Keys stand out is that each key has its own personality and set of activities you can enjoy. It is a great way to constantly discover new things to do at every destination.

For instance, if you are a scuba diver, Key Largo is full of reefs and shipwrecks that will elevate your diving experience far beyond anything you have ever done before. Islamorada, on the other hand, is the sportfishing capital of the world, so if you are a deep-sea fisherman, there is literally no better place to enjoy your passion on the planet. If you are a bird lover, you will love sailing through Largo Sound and Hawk Channels.

There is so much marine bird life to see, including a few rare large birds, especially when you get to the mangroves.  There are also many restaurants to explore in the keys, all offering some great seafood and a wide selection of drinks to choose from. 

floridaa Key Sailing Destination

4. Punta Gorda

Sailing in Punta Gorda out in Charlotte Harbor and in the Gulf can be hands down one of the best things you will ever experience in Florida. The entire region is one huge body of water with varying depths, so it takes someone with a bit of experience to navigate it efficiently. And that is what makes it so exciting. There is also some nice anchorage within Pelican Pass south of Boca Grande that is very well protected, and various state parks for digging in. 

Activities in Punta Gorda

The entire region is very popular with powerboats. It is also very rich in history, with almost every building having a story to tell. For instance, after Hurricane Charley in 2004, every building was rebuilt to resist hurricanes, and this can be seen in the way they preserve the past while at the same time showcasing the future. Some of the most popular activities for holidaymakers in Punta Gorda include visiting Laishley Park, where you will experience the waterfront, marina, and a wide selection of restaurants. There is also Ponce de Leon Park, the Peace River Wildlife Centre, and Gilchrist Park. 

Punta Gorda Florida Sailing Destination

5. Key West

Key West is arguably Florida’s crowning jewel. It is the southernmost city on the island, and from here, you will be able to see one of the best sunsets in all of the US. Key West, along with the rest of the Florida Keys, offers sailors and boating enthusiasts more opportunities than any place in the world. The best part is that you can enjoy them almost all day, every day throughout the year. 

Activities in Key West

Key West is a region full of breathtaking sights and sounds. You will also find world-class snorkeling right here, where you can experience a whole new world under the water. If you simply just want to unwind and relax, be sure to sample some of the best cheeseburgers you will ever taste at Margaritaville, just a short crossing from Key West. 

key-west Florida Sailing Destination

6. Panhandle

The Florida Panhandle is a region that includes several boating destinations. Tallahassee, Fort Walton Beach, and Panama City all fall within the Florida Panhandle area. The vastness of the region means that there is so much opportunity for new and exciting experiences for sailors and boating enthusiasts. There are also several boating trips and excursions that you can join from any one of the numerous marinas throughout the Panhandle region. 

Activities in Panhandle

A sailing yacht charter trip through the Panhandle region is the best way to experience marine life up close. If you love dolphins, you can also enjoy swimming with them in various destinations. If you are a fishing enthusiast, you absolutely have to get the fishing experience of fishing in the Gulf of Mexico. There is nothing quite like it. 

Panhandle Florida Sailing Destination

7. Apalachicola

Apalachicola is a great sailing destination because it offers so much more than just the opportunity to sail. Located a very short distance from St George Island, the waters in between them are great for fishing, with lots of shallow bays and amazing state forests for you and your crew to explore. 

Activities in Apalachicola

If you are looking for some of the best seafood in all of Florida, this is where to find it. You will also find impressive waterfront parks, a series of glorious restaurants and inns, and a chance to immerse yourself in Florida’s rich fishing history.

Apalachicola Florida Sailing destination

8. Sarasota

Sarasota is a breathtaking sailing destination. You will have the time of your life as you watch dolphins leap alongside your boat as you glide along these smooth waters. It is the perfect place for a laid-back, champagne-in-hand cruise as you take in the beautiful sunsets and experience the amazing breezes.

Activities in Sarasota

Sarasota is known for being Florida’s home of culture and environmental amenities and for its beautiful beaches. You absolutely have to experience all these before you leave. With performing arts theatres, visual arts films on the cultural coast, and a series of aquaria, zoos, and botanical gardens, Sarasota has a way of making you leave feeling smarter and more enlightened.

Sarasota Florida sailing destination

Whether you are just getting into boating or you are a seasoned sailor, Florida has something for you. There is a reason why it is a world-famous sailing destination; you just have to head on down there to see it for yourself. The great weather all year round, together with the host of many, many amazing sailing destinations, will ensure that you will never run out of opportunities to create new, fun memories. If you are looking for one of the best places to sail in all of the United States, this is it!

Want More Sailing Destinations?

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Do you know other beautiful destinations in Florida? If so, you are welcome to share them in the comments below.

Picture of Daniella

Daniella has been passionate about travel, the sea, and nature for many years. As a child, she frequently traveled throughout the Mediterranean and continued with her journeys throughout her adult life.

Her experiences have created the desire within her to share her love for traveling with other passionate and adventurers who want to discover beautiful horizons and new cultures.

10 thoughts on “Best Places to Sail in Florida – 8 Must-See Spots!”

I love Florida! And this is an amazing list of where to sail! Thank you so much for posting this. I sail quite often in the keys but this has showed me many places other to sail in Florida I have not thought of going yet. Wonderful website and keep posting these tips and places to go. I am currently in Minnesota and want to get down to Florida immediately now!

Hi Christian,

Thank you for passing by and for the comment!

I wish you a lovely day!

Wow you have an impressive list of places to go sailing in Florida. I have never been to Florida and I presume a beautiful place like that must cost a bunch. For someone with limited budget, looking for the best place to go sailing and diving in Florida, with other amenities like restaurants and shopping malls include, which of these 8 sites are most affordable? 

The most affordable town in Florida is Jacksonville I guess. There are other towns that are not listed in the article such as Palm Bay, Cape Coral, Orlando, to name a few.

I hope it helped. Please let me know if you need more info. I’ll be more than happy to assist.

Thank you for the comment and wish you a nice day!

Right from my childhood days, I’ve always love sailing. When I was 10, my dad took me in a sailing trip at a nearby sea and up till now, I still cherish those moments I had at the sea. I would really love to go on a sailing trip in one of these locations.

Yes, these are the best moment in life:) You must have had a good time with your dad!

I hope you’ll be sailing soon, don’t wait too long, life is relatively short 🙂

Thank you for the comment and wish you a lovely day!

Wow, thanks for this list.

You are so right, Florida is filled with so many amazing sites to visit and it becomes a challenge finding the ones to visit, especially if you have limited time.

Thanks for narrowing the choices down to the best, really awesome selection here.

And the guide on the best time to sail was also really helpful.

Indeed, there are many places to go sailing, it can be overwhelming.

I hope this article helped:)

Let me know if you need more info. I am always happy to assist!

Thank you for the comment and wish you a great day!

Miami has many fabulous places. I hope I can tour my family again around Miami.

I agree, Miami is a fantastic place for boating. If you haveany questions, [lease, let me know. I’ll be more than happy to assist. Thankyou of the comment and I wish you a lovely day.

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Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Boating with Boatsetter

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for sailboat rentals

Miami

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Ingrid, Ron, and George were all great and very accommodating to our whole group. The boat was nice and we went to...

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Southern Star is in beautiful shape! Nice & clean ,as well as, equipped with all the bells & whistles!

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This is beautiful! There was plenty of seating for us. Riding on the front was stunning. It was perfect for a...

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Beautiful boat. Liam was wonderful. My kids had a blast. Honestly it was exactly what we hoped it would be. ...

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Sailing Orlando

Sharing the Beauty of Sailing with Central Florida

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Exclusive Private Sailing Tours with Sailing Orlando

Experience orlando's premier sailing tours.

As Central Florida's first and only sailing tour provider, Sailing Orlando brings the joy of sailing to locals and visitors alike. Our private sailing tours, including daytime excursions and stunning sunset cruises, and offer a unique chance to learn basic sailing concepts aboard our 25-foot sloop-rigged sailboat. Combining entertainment and learning, our tours introduce guests to essential sailing principles, all while basking in the warm Florida sun. Delight in a daytime sailing tour or captivating sunset cruise on the picturesque Lake Fairview in Orlando, FL. Discover the beauty of sailing in Central Florida with Sailing Orlando today!

Sunset Sailing - Sailing Orlando

2 Hour Private Sunset Sailing Tour

The perfect Orlando date night! Set sail on a 2-hour private Sailing Tour you won’t soon forget! Enjoy the color...

Day Sailing Tour - Sailing Orlando

2 Hour Daytime Sailing Tour

Come and join us on a  2-hour private sailing tour on Lake Fairview in Orlando, Florida. Your tour guide and...

American Sailing Association - Sailing Lessons - Sailing Orlando - ASA 101

ASA 101 Sailing Lessons ($475/person)

Earn Your American Sailing Association 101 Certification! Have you ever wanted to learn how to sail?  Check out this comprehensive...

Book your Private Sailing Tour!

Embark on an unforgettable adventure with Sailing Orlando – reserve your spot now and experience the thrill of sailing today!

Take the Helm with Sailing & Boating Lessons!

We've teamed up with Central Florida's top boating and sailing instructors to provide comprehensive courses for anyone eager to learn to sail or enhance their powerboating skills.

Led by USCG licensed Boat Captains and certified Sailing Instructors, these courses cover essential topics such as safety gear, pre-launch checklists, and advanced sailing and boating maneuvers. Enroll today and build the confidence to navigate the waters with ease!

Boating Safety Courses | Central Florida Boating Association

Precision Powerboat Handling & Docking

Enhance your powerboat handling & docking skills with this 3-hour boating safety course! Practice expert techniques for for maneuvering your...

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Introduction to Powerboating

Sailing Orlando partnered with the Central Florida Boating Association to offer comprehensive educational courses on all things boating & sailing....

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Youth Sailing Lessons for Ages 14+ – Learn, Explore, and Master Sailing! We partnered up with the Central Florida Boating...

Enroll in Sailing & Boating Courses Today!

Learn to sail or boost your boating skills with Orlando’s top-rated power boat classes and sailing lessons designed for boaters of all ages. Gain hands-on experience and instruction with USCG Licensed Captains & Certified Sailing Instructors.

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Tour Orlando Like a Local.

Exploring Beyond Theme Parks: Uncover Local 'Things to Do' and Exciting Tours in Central Florida. Perfect for Locals and Tourists Alike!

Sailing Blog

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Plan a perfect day on the water! We compiled a list of the best lakes for boating and fishing in Orlando and the Central Florida area.

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The Ocala National Forest holds some of the most scenic views in the state of Florida. It is the southernmost national forest in the U.S. From backpacking, camping, to swimming …

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READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Crewed and Bareboat Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Bareboat Charter

Raise the sails. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls and catamarans.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

[email protected] 305-934-5295

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TripAdvisor Award: Sailing Adventures Miami

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#1 Private Sailing Experience in Miami Best Rates in Miami Sail Away with Us You Just Found Paradise Sail * Recharge * Enjoy

Welcome to sailing adventures miami.

Your Sailboat Charter on Biscayne Bay in Miami awaits you!  Come join Captain Jeff on GOOD KARMA and relax as he takes you and your friends on a breathtaking sailboat cruise or sunset cruise through Biscayne Bay and surrounding areas in Miami.  With over 18 years of expert sailboat sailing experience, throughout the Florida coast and keys, Captain Jeff Meredith will create a sailing experience for you that you will remember for a lifetime.

Experience first hand the relaxing beauty of a peaceful sail on our 2-hour, 4-hour and all day Private Sailboat Charter.  We also offer a 2 or 3 hour Sunset Cruise throughout Biscayne Bay, a perfect way to end the day with friends.  Our sailing cruises are perfectly equipped to help you celebrate your special occasion: engagement, birthday or anniversary. 

On this site you'll find all of the valuable information needed to prepare you for a sailing adventure aboard our ship.  Not sure what to bring for your sailing adventure?  We've taken the guessing work out of it for you.  Simply check out our What To Bring page to help you prepare for your sailing experience.

GOOD KARMA is well equipped with a convenient swim platform so you can jump in and enjoy a refreshing swim in the ocean.  Ready to wash off the ocean after your swim?  Our sailing vessel includes the amenities of a fresh water shower and full bathroom for your comfort.

Pack your sunscreen and leave your work worries behind!  We are ready to treat you to a world-class sailing experience.

Call Sailing Adventures Miami at 248-613-6140 to schedule your Sailboat Charter today!

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 18 sailboat rentals in miami, fl.

Luxury sailboat for charter in Miami - Beneteau 461

boating guide

In addition to the best offers we have for boat and yacht charters in Miami, FL, see also options available for rent in these nearby locations:

  • 1005 boat rentals in Brickell, Miami, FL
  • 1005 boat rentals in Miami, FL
  • 1005 boat rentals in Downtown Miami, Miami, FL
  • 1005 boat rentals in Government Center, Miami, FL
  • 1005 boat rentals in Overtown, Miami, FL
  • 1005 boat rentals in Little Havana, Miami, FL
  • 1005 boat rentals in Town Square, Miami, FL
  • 1005 boat rentals in Watson Island, Miami, FL
  • 1005 boat rentals in Star, Palm and Hibiscus Islands, Miami, FL
  • 1005 boat rentals in Allapattah, Miami, FL

Check out Sailboat Charters in Miami, Florida on Sailo!

Choosing a sailboat rental in Miami? Discover Florida by a private Miami sailboat charter with Sailo. Enjoy a whole other side of Florida on yacht rentals in Miami with captain, or skipper yourself if you prefer. Whatever your boating needs, you’ll find the perfect Miami sailboat charter for your boating trip, party or special event. Enjoy sunset cruises, watersports or fishing trips, or a day out with family and friends for a memorable experience on a Sailo boat.

Sailo's inventory of sailboat charters in Miami, FL

We’ve been asked many times if a sailboat rental in Miami is a good choice to explore Florida from the water. With more than 470 charters rented every day during the season, our answer is YES, you’re set for an amazing experience when you rent a sailboat in Miami! Our boats are available with or without captain, with prices starting at $250 per day, depending on the boat type you choose. Browse, find, and book in minutes the best Miami sailboat for you in Florida!

How to find a boat charter in Miami for extraordinary boating experiences?

Wondering how to find the best charter for a memorable experience on the water in Miami, FL? We have created a set of advanced filters to help you navigate easily our database of Miami party boat rentals and sailboat charters in Miami, and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. For example: choose the catamaran rental in Miami , Florida you want, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a yacht in Miami, FL?

Miami sailboat charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our luxury Miami sailboat charters may have price tags up to $3850, with crew, fuel, docking fees and other extras added to your budget.

Will I be charged a security deposit for my Sailo charter?

Most of the boat owners require a boat rental refundable security deposit. The renter can check the security deposit amount at any time on the booking page. Upon instructions from the boat owner, Sailo will place a hold on the security deposit prior to the trip date or will notify the renter that the amount is due upon arrival at the marina, payable directly to the boat owner, in cash or by credit card. The funds will be released after the trip if there are no incidentals.

Sustainable boating tips

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way.  Read more about responsible boating.

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FULL 2024 PENSACOLA BEACH DOLPHIN CRUISE, SNORKELING, AND SAILING SCHEDULE AVAILABLE! BOOK ONLINE!

Jolly Sailing

Sailing, Snorkeling Tours, & Powerboat Dolphin Cruises in Pensacola, FL

Choose your adventure on the beaches in pensacola, fl, dolphin cruises.

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Snorkeling Tours

Sailing tours, private cruises, featured pensacola tours.

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  • Clock 1.5 - 2 hours

Pensacola Beach Dolphin Cruise & Scenic Bay Tour

Take a scenic sightseeing tour of Pensacola by water. View dolphins and marine life by boat and iconic Pensacola sights along the way!

  • Clock 2 hours

Go Snorkeling in Pensacola!

Visit one of our great snorkel spots in Pensacola Bay and Santa Rosa Sound. Snorkel in shallow water, about 3 – 4 feet deep. The trip includes snorkel gear and instruction. Trip may take place on our sailboat or powerboat, and lasts about 2 to 2 1/2 hours.

  • Clock 2-4 hours

Jolly Mon Sailing Tours

A day or sunset sail is the best way to relax on Pensacola Bay. Treat yourself to a unique sailing experience at Pensacola Beach, featuring steady afternoon sea-breezes, smooth sailing, no worries, and Jollification!

  • Clock 2-3 hours

Jolly Dolphin Boat Tours

Soak up the sights of Pensacola by water! We offer a variety of Jolly Dolphin scenic bay boat tours, dolphin cruises and more, private and shared, for up to 28 passengers.

About Jolly Sailing Pensacola Bay Cruises

Come see dolphins play on a Pensacola Beach dolphin cruise in Pensacola Bay and Santa Rosa Sound. Jolly Sailing is a family-owned company established in 2011 in Pensacola Beach, Florida. It all began with the Jolly Mon, our 27′ American Mariner Sailboat, with sailing, snorkeling, and sunset cruise.

We currently have several boat options to choose from, including the Original Jolly Mon! In addition, we have added Jolly Roger, a 24′ powerboat tritoon, Jolly’Ventures, a 26′ powerboat tritoon, and Jolly Dolphin, a 42′ powerboat tritoon passenger vessel that carries up to 28 guests. COMING SOON SUMMER 2024 we are launching Pensacola Beach’s NEWEST Dolphin Cruise boat, a brand new, custom built 49 passenger 38’catamaran! We offer a wide variety of excursions, both private and shared, for guests to enjoy.

Over the years, we have been pleased to welcome several experienced, friendly, and informative captains and crew members to our team. Together we strive to provide a safe, relaxing, and entertaining excursion for our guests. It’s not just a job; it’s a lifestyle that we enjoy sharing with visitors to Pensacola Beach and residents of the Pensacola Bay area. We love meeting guests from all over the world and sharing our knowledge of boating, dolphins and local wildlife, as well as Pensacola history and attractions with them. Join us on a tour today!

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Cruise Into Our Five-Star Dolphin Cruise in Pensacola!

Dolphin

I have been coming to Pensacola for many many years and I've been on almost every dolphin Cruise in this area. We had a blessed time. So many dolphins and a beautiful sunset. Captain Mike was funny and knowledgeable and his first mate Paul was on point with drinks and very friendly.

We took the sunset dolphin cruise which exceeded our expectations. There were plenty of dolphins, a great sunset, and the crew was enthusiastic and fun. The price was more than reasonable, the seating comfortable. Overall the experience was a very relaxing excursion. Highly recommend Jolly Sailing.

Excellent trip. Great information received on the dolphins we watched frolicking in the ocean. Captain Mike and Riley were full of information with great humor and refreshing "beverages" that made the trip even more enjoyable. Highly recommend. Great price!

This was a great trip and an amazing dolphin encounter that exceeded my expectations. Captain Mike shared lots of interesting dolphin facts in an entertaining fashion. First Mate Riley was friendly and made us feel welcome. I highly recommend this cruise!

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Sailboat rental in State of Florida, United States

The state of Florida in the United States is home to some of the most popular boating destinations and cities such as Miami and Fort Lauderdale. While these areas offer many boats, Miami and the Florida Keys have some beautiful sailing conditions, which makes sailboat rental in Florida particularly popular.

Pricing and Info on renting a sailboat in Florida.

To rent a sailboat in Florida, prices cost around £500 for the day, while renting a sailboat in Florida for a week will average at around £4000. These prices vary however, due to the type of boat and the time of year you want to go.

Sailboat availability in Florida

Because Florida is sunny year-round, it does not follow the conventional sailing season. The peak season will typically run from December deep into February, but sailing still goes strong into May. If you’re looking to avoid the influx of tourists, then sailing in the months of April and May is perfect for you. Outside of this period, you’ll still have plenty of sunshine, but you’ll also have heavier periods of rain and humidity. Even in the low season sailing is very popular in Florida, and so you should always book far in advance.

Do I need a license to rent a sailboat in Florida?

To rent a sailboat in Florida, you do not need a license, however, if you were born on or after January 1st of 1988 you will need to obtain a Boating Safety Education Identification Card, which will require you to complete an approved Boating Safety Course. Also, if you are 18 years old or younger, you cannot rent any sort of watercraft.

If you do not have a licence or sailing experience, you can rent any of our sailboats with a captain from our catalogue. When you rent a captained sailboat, you can relax and enjoy your trip. The captains help you to get to know the places you visit by boat in depth.

Overview of Florida

Undoubtedly one of the best areas to sail in the USA is Florida. With the sunshine year-round, you’ll always have perfect conditions to explore this beautiful state by boat. Due to its geographical position, it’s a sailor's paradise with an endless coastline that is available. If you’re living in the US, it’s the perfect place close to home; if you live abroad, it is more than recommended to make the trip.

In Florida, you’ll have several options for where to rent a boat. One of the most popular destinations to sail in Florida is the Florida Keys. Rent a boat in Key West, here you will have access to some of the best island hopping and you will be able to create a unique journey. Seeing the different islands and several coves is a highlight of any vacation. If you plan on sailing in the Florida Keys, chartering a yacht for at least is the right way to go.

Besides the Florida Keys, you’ll also be able to rent a boat in Fort Lauderdale. Fort Lauderdale is the perfect departure point for seeing the coast of Florida. Because of its location, you’ll have access to hot spots like Miami or sail down to the Florida Keys. Either way, you’ll surely have the perfect sailing holiday in Florida.

Due to the popularity of sailing in Florida, it is no wonder sailboat rental is so popular, as the sailing conditions are some of the bests you will find in the US, particularly in the Bay of Florida, with Miami and the Florida Keys, in particular, being a popular area to rent a sailboat.

Sailing areas around Florida:

  • Florida Keys
  • Fort Lauderdale

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Island Time Sailing

  • Shell Island Snorkel & Sail

Dolphin Sunset Cruise

Fireworks cruise.

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(850) 234-7377

5201 N. Lagoon Dr. Ste. 3 Panama City Beach, FL 32408

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Island Time Sailing in Panama City Beach, FL

Snorkeling, sunset cruises, and dolphin tours.

The Island Time Sailing catamarans , on Panama City Beach, have been making great family memories, since 1999. We’re known for our famous “Rum Punch,” great music and a wonderful crew. This is where you can see dolphins at Shell Island , snorkel St. Andrews Bay , and enjoy the best of Panama City Beach, FL. If you’re looking for the ultimate sunset sail or perhaps an amazing snorkel trip and an unforgettable dolphin cruise, you’ve found it! We also have private sailing charter cruises for your wedding, birthday, or sailing party!

Come and experience the best sunset cruises Panama City Beach has to offer!

Catamaran Sailing Trips

Relaxing Activity Level

Shell Island Snorkel & Sail

Moderate Activity Level

Island Time Sailing Reviews

"megan benskin".

Worth every penny !! I took 4 kids ages 10 to 2 years old and they all had a blast. The crew kept my kiddos dancing and having a great time. Plenty of water time and seen dolphins and so much more. Shout of to our crew 🐬

— Megan Benskin, July 2024

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More Aquatic Adventures Available

Pontoon Boat & Jet Ski Rentals, Dolphin Tours & More from our sister company website Lagoon Pontoons .

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Island Time Sailing

5201 N. Lagoon Dr. Ste. 3 Panama City Beach , Florida 32408

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Best of these Florida cities for sailing

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Hi all, After a brutally cold few months, my husband and I went down to Florida, thinking about a place to spend a few months each year. We visited three Florida cities: St. Petersburg, Sarasota, and St. Augustine. We like a lot about each city, but want an active sailing community. Our impression of St. Pete's is that it has a very active public marina, lots of live aboards. We didn't see that in the other two cities, but we weren't there as long. We are now in a Charleston, SC, and going to check out their public marina too, as I saw they had winter rate discounts. Any advice? Suggestions? We are new to this, don't even have a boat yet, but know we want to be in a sailing community. Thanks! Nancy  

I don't know from personal experience, but a friend regularly crosses the gulf to hand out in Ft. Meyers and recommends it highly. John  

sailboating in florida

I bareboat chartered in either the Tampa Bay area or in Charlotte Harbor for many years, and cruised up and down the Gulf Coast between Tarpon Springs and Captiva Island, and never tired of it. When the conditions are favorable, you can sail in the Gulf, and when they're bad, you can stay on the ICW. There are lots of beautiful restaurants, resorts, marinas and anchorages, and the geography of the area makes navigating from place-to-place interesting. I was only there for 2-3 weeks at a time, but it's well known that there's an active racing and social scene in the Tampa Bay area. There are other great places to sail, cruise and race, but the Tampa Bay area would be hard to beat. The good thing about boating is that, if you get tired of cruising an area after awhile, you can move to a different sailing venue.  

sailboating in florida

St. Augustine has a VERY active cruising community. A few full-time cruising SailNetters make it their home base. There are regular cruising nets, activities, get togethers. I've visited friends a few times there and we're considering it ourselves. Sailed into it once. The town is very boater friendly. Easy walking from the city marina to historic sites, great restaurants, shops, etc. PM me with an email and I can put you in contact with some people in St. A.  

sailboating in florida

Finishing my earlier post; (and the correct spelling is "Caloosahatchee." Also, the river is named after the native Americans that lived there, the Calusa. "Hatchee" means "river" in their language, so while Caloosa (or Calusa) River could be considered correct, "Caloosahatchee River" is redundant.) The waters here are skinny, and the shoal's shifty. So, while this is a great place for powerboaters, saiboats need a good depth sounder, and up to date charts. A swing keel would be a good thing to have.  

We are leaving St. Aug. for Tampa / St. Pete. In St. Aug. the tidal currents rather strong, the shores are mostly muddy, limited points of sail inland, winter is still pretty chilly. West coast offers sandy shores, much less current, bay offers more sailing options, temps. average 10 degrees warmer in winter. When our house sells its onto the boat & out of N. Fla.  

sailboating in florida

svzephyr44 said: it was 28 degrees there at 6 AM this morning Click to expand...

sailboating in florida

Depends what is most important to you, Shore side amenities, cruiser friendly town, accessible cruising grounds, low costs, etc. As far as places to live, I would vote Charleston. By far the the best amenities ashore of any of your choices. Good sailing in Charleston harbor and offshore, however, no great cruising grounds nearby. There is a very active sailing/racing community and great marina facilities. The down side is cost. Its reasonable during the winter, but VERY expensive the rest of the year. Saint Augustine has a good sailing community and a fun little town, but no nearby cruising destinations of interest. If you want to be in Florida look at the Charlotte harbor or Tampa Bay areas. St. Pete is a great spot if you want to be near the city life but still have some good weekend cruising options. There are numerous places to anchor for a night or weekend within a days sail. The Charlotte harbor area (Sanibel Isl, Pine Island, Punta Gorda, Matalacha Isl, etc.)has fantastic cruising grounds but a bit less interesting ashore, but tons of natural beauty. Also closer to the FL. Keys, Tortugas, etc for a longer getaway. I could go on and on....  

While St. Pete is the only location of the three you've mentioned that I've sailed in, as a Florida resident my vote would be for St. Pete/Sarasota on the west coast of FL. From St. Pete you can get down to the Port Charlotte/Ft Myers area fairly easily...as well as having a fairly easy jump down to the Keys. From what I've seen, St Pete has a decent sailing scene...and as has been noted above, the beaches on the West coast of FL are great...and the weather further down the peninsula is warmer (this coming from a FL panhandler - it was 26 here this morning!).  

sailboating in florida

I don't wish to hijack this thread but I would bet the OP would be interested in this question: What is the price range for seasonal (winter) slips in this area? Up here in Narragansett Bay it will go from 80-$120/foot depending on amenities for April - Oct give or take.  

Nancyleeny said: ... Any advice? Suggestions? We are new to this, don't even have a boat yet, but know we want to be in a sailing community. Thanks! Nancy Click to expand...

sailboating in florida

get a few insurance quotes before you move down...you may decide you can handle winter just fine. as for favorite sailing in FL, if you can afford it, Miami and Biscayne Bay are great, especially with the Bahamas so close by. Charlotte Harbor is second on my list...  

St. Petersburg would definitely be my choice. Lots of marinas and great support in terms of riggers, mechanics, electronics techs, etc. I have lived in both St. Pete area and Sarasota....both are beautiful, but far more choices in St. Pete. I love the keys as well but as a place to visit, not live. Tampa Bay would be a great place to learn to sail before venturing out into the Atlantic or Gulf. Good luck!  

I had a long response but it disappeared! Thank you, all, for sharing your experience. I'm not sure we want to live aboard because I am a silversmith and potter and also have dogs, cats and birds that I can get a pet sitter for if we have a house, but can't take on the boat. So for now, we have those ties. Thanks! Nancy  

Nancyleeny said: I had a long response but it disappeared! Thank you, all, for sharing your experience. I'm not sure we want to live aboard because I am a silversmith and potter and also have dogs, cats and birds that I can get a pet sitter for if we have a house, but can't take on the boat. So for now, we have those ties. Thanks! Nancy Click to expand...

Blutoyz raises a good point about slip costs. I keep my 35' boat in a slip in RI, and it costs over $4k per season (April - November). Storage for the off-season (October - May) is at least another $1.5k. Thus bringing the total annual cost for a 35' boat to $5.5K. I know that I could keep the same boat in Ft Myers for $8-$10 per foot per month (I believe that I could shop around and beat this). Thus the total cost for a slip for me, year round, would be $4.2K in FL. Insurance and taxes are another story....  

sailboating in florida

Nancy Good thread. Tell us what YOU found. Sal  

I do like the "redneck riviera" due to the colourful water though not as popular as others as a boating destination. I think it would be nice to have the Bahamas nearby.  

I would think the further south you are the better for crossing the stream so Marathon would be a prime departure point. Cheers Gary  

sailboating in florida

I'm in the Pensacola area, and it's great for sailing IMO. But, picking from where you are considering, I'd go with the St. Pete/Tampa area any day of the week, and twice on Sunday. It's a very nice location.  

Hi, Sorry, my email wasn't getting responses from here, so it seems like I did a drive-by! When we went to St. Pete/Sarasota in February, I really loved St. Pete for sailing. (I liked Sarasota for hanging out, I liked that it's a bit bigger than St. Pete's and very cool.) The St. Pete's municipal marina seemed very active and friendly, there is a Yacht club, but I'm sure my husband and I aren't fancy enough to join, and there were weekend races going on. It seemed like a lot of fun!! I didn't see any marinas in Sarasota that had as much going on. The deal breaker, especially for my husband, is that the water is cold during the winter months, colder than the Atlantic. We both love to swim and he can't see going somewhere in the winter where we can't swim. I can't argue with that, so we decided to keep looking but I can't imagine a much better place than the marina that day with all of the activity!!  

When we first got SoulMates we were in Miami and sailed almost 3 weekends out of 4. You can sail in big winds without big seas and get away if you want. You can go south to Key West or east to Bahamas.  

I sail my Catalina 30 out of Key Biscayne. Miami is a wonderful multi-cultural and great city that has excellent restaurants (not expensive away from tourist areas), cultural options (museums, galleries, exhibitions, plays, concerts) and Biscayne Bay, a great place to sail, swim and fish. Dockage if you search well is about 500/month including utilities for a 30-40 foot boat. Coconut Grove Sail Club mooring are 300/month with 24 hour launch device, nice cheap restaurant with entertainment and very friendly, helpful members. There is a long wait for moorings so get on the list asap. Dinner Key next door is expensive but great location.  

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Sailboat Rentals in Port Canaveral and Merritt Island, Florida, near Cape Canaveral, Cocoa Beach and Orlando, FL.

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Our sailboat rentals are affordable and conveniently located near many Orlando and Central Florida attractions, just a short drive from Walt Disney World.  We have boats available in Port Canaveral and Merritt Island, located near Cape Canaveral, Cocoa Beach and Titusville, Florida. Our locations allow quick access to the Indian River, Banana River, and Atlantic Ocean.  Our sailboats can accommodate multiple persons, so please click here or call us at (321) 624-5537 for more information about our sailboat rentals, sailing school and other Sailing events.

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sailboating in florida

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American Magic races back from 0-4 deficit to keep America's Cup hopes alive

Portrait of Kevin Robinson

After starting a first-to-five racing series at a 0-4 deficit, the New York Yacht Club American Magic sailing team has won three straight races and rekindled hopes that the team could settle into its new Pensacola headquarters as reigning America's Cup champions.

American Magic – a foiling sailboat racing team set to make the Port of Pensacola its new home base – is facing the Italian racing team Luna Rossa Prada Pirelli in the Louis Vuitton Cup Semi-Final on Thursday, a head-to-head racing series that began Saturday in Barcelona, Spain. The winner of the series will advance to the Louis Vuitton Cup Finals and face-off against the British racing team INEOS Britannia, which clinched its spot in the finals Wednesday with a win over Swiss team Alinghi Red Bull Racing.

The winner of the Louis Vuitton Cup will race against Emirates Team New Zealand beginning on Oct. 17 and the first team to win seven races will win the 37th America’s Cup.

But before American Magic can look ahead to New Zealand or even Britannia, the team − now down 3-4 against Luna Rossa Prada Pirelli – must win back-to-back races Thursday or be eliminated.

After losing four straight races, American Magic got its first win on the third day of racing Monday and followed up with two more wins on Wednesday. The first race Wednesday was hotly contested, but American Magic cruised to victory in the second race after the Italian team suffered a gear failure that ended their race day, according to the America's Cup website .

“Obviously, it's never the way you want to win, but by the same token, we were out there giving out our best as well – so you don't want to discredit the work of our team. Our thoughts are with Luna Rossa – it sucks to lose a race like that – but look, they have still got the lead, and they can come out tomorrow and finish it off – or we can get out there and win,” Tom Slingsby, a veteran helmsman for American Magic, told Magnus Wheatley, event writer and joint recon comms lead for the 37th America’s Cup. 

The final races in the series are scheduled for Thursday and will decide which team will advance to the Louis Vuitton Cup Finals, a first-to-seven series running Sept. 26 through Oct. 7.

The teams race in “AC 75” foiling sailboats that appear to “fly” over the water at speeds up to 55 mph and averaging around 45 mph for most of the race in winds as light as 7 mph. The ability to achieve such speed relies on cutting-edge design and technology.

American Magic plans to return to a new headquarters at the Port of Pensacola when the competition is over and bring that technology to build its next racing yacht in Pensacola.

The team has “Pensacola, Florida” in large letters on its mainsail that are featured in nearly every photo the of team’s AC 75 yacht named Patriot. The sponsorship is thanks to a $1.5 million spend from the Escambia County Tourist Development Council.

American Magic headed to port: Pensacola has eyes on American Magic in 37th America's Cup race

Meanwhile, the city is managing the  construction of a $15 million new Maritime Center of Excellence  that will host the team upon its return. The construction is being funded through a series of state grants, including $8.5 million from Triumph Gulf Coast.

As part of its lease agreement that includes rent and $32 million in capital investment, the team has pledged to use “its best efforts” to host at least two international sailing events each year in Pensacola. The task of hosting those events becomes much easier if the team wins the America’s Cup and will be able to set the rules and locations for the 38th America’s Cup.

While it’s unlikely Pensacola would be able to host the actual main event, a preliminary regatta is very much a possibility if the team wins.

News Journal reporter Jim Little contributed to this report .

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    15 Best Places to go Sailing in Florida from a Local Sailing Enthusiast. 1. Shell Key Preserve. Shell Key Preserve is an untouched beauty located just north of Fort de Soto Park and south of Pass-a-grille Beach on the west coast of Florida. Just inside of Pass-a-grille Inlet, on the north side of the island there is a patch of water off the ...

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    Sailing conditions in Florida are excellent, particularly around the Florida Keys. The best time to set sail is between January-April where you'll experience wins of around 15-20 knots, ideal for sailing! Florida's hurricane season is between June-November so you may choose to wait until the Spring for your vacation.

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    Aug 2, 2017. Original: Nov 5, 2015. It was a gorgeous day off Florida's west coast—sunny (of course) with a gentle breeze coming over our port quarter—and Nick Hake, creator of the Seaward line of trailerable cruisers, and I were thinking about where to drop the hook. We'd left Clearwater that morning and were now headed north, a mile ...

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    Sailing Florida: around beautiful South. There are so many sailing locations in Florida. First, there is Tarpon Springs at Anclote Key. These springs are known for their fascinating Greek history and Boat rentals in Key West, FL offer guided tours around the springs, in which you see the Anclote River and the Gulf waters, famous for its dolphins.

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    North Sails is the world's premier sailmaker for racing and cruising sailboats. Since opening our first sail loft in 1957, we have been the number one new sail choice for world-champion racers, superyachts, one-design sailboats, catamarans, trimarans, and casual cruisers. New sail options range to cater to any sailing.

  19. Sail Charter Sailing Fort Lauderdale

    Wind Pirate - 40-foot Sailing Sloop. Let us host your day on the water! Your Sailing Charter begins and ends two miles from Fort Lauderdale Beach. You will cruise down the historic Fort Lauderdale New River through Downtown. You will pass millionaires row, mega yachts and Port Everglades set sail in the beautiful Atlantic Ocean.

  20. Best of these Florida cities for sailing

    After a brutally cold few months, my husband and I went down to Florida, thinking about a place to spend a few months each year. We visited three Florida cities: St. Petersburg, Sarasota, and St. Augustine. We like a lot about each city, but want an active sailing community.

  21. Sailboat Rentals

    Club Rate. Half Day. $250. $75. Full Day. $350. $100. Our sailboat rentals are affordable and conveniently located near many Orlando and Central Florida attractions, just a short drive from Walt Disney World. We have boats available in Port Canaveral and Merritt Island, located near Cape Canaveral, Cocoa Beach and Titusville, Florida.

  22. Florida sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Florida. Your search returned 2427 matches of 106091 sailboats posted to date

  23. Florida sailboats for sale by owner.

    St Petersburg, Florida Asking $6,249. 41' Morgan Out Island 41 Tavernier, Florida Asking $59,000. 26.4' Paceship PY26 Warren, Rhode Island Asking $6,900. 33' Wauquiez Gladiateur Anacortes, Washington Asking $36,500 ' Torqeedo Outboard Slightly Used Travel 1103 CL 1150-00 Orlando, Florida

  24. Pensacola American Magic racing team still in Louis Vuitton Cup hunt

    The team has "Pensacola, Florida" in large letters on its mainsail that are featured in nearly every photo the of team's AC 75 yacht named Patriot. The sponsorship is thanks to a $1.5 ...

  25. Salty Podcast #38

    Join me as Hayden & Radeen, the crew of SV Island Spirit, share their proven route from Florida to the Caribbean. Expect exciting stories, tips, & inspirati...