sunset oia sailing catamaran

EXPERIENCE AN AMAZING

YACHT SAILING TOUR IN SANTORINI

Sunset Oia invites you to embark on a thrilling Santorini isl and adventure as well as the most romantic private yacht sailing tour in Santorini from the port of Ammoudi in the picturesque village of Oia.

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CAPTAIN'S SUNSET

Dinner sail.

FIRST-CLASS DINING

Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck. The courses are fixed with exception to your entree, which you must select when booking. We do not offer vegan/veg appetizers. 

Ala’e Sea Salt Breadsticks with lilikoi butter

Smoked Salmon on Crispy Pita with fresh dill

Cucumber Cup with Maui Onion Cream Cheese

Tataki-Style Beef Tenderloin Crostini

Caesar Salad with Blue Cheese Vinaigrette

ENTREE OPTIONS (ONE PER GUEST)

Seared Top Sirloin Steak with herb & garlic crust

Fire-Grilled Chicken with citrus & thyme

Fresh Island Fish, panko-crusted with lemon caper butter

Pasta Primavera with Portobello mushroom & sauteed vegetables in fresh marinara with basil

DESSERT TRIO

Lilikoi Cheesecake

Fresh Island Fruit

Dark Chocolate Truffle

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Dinner Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

*NOTE: Guests must be 21+ to enjoy our bar beverages.

DEPARTURE TIMES

• Feb 1 – April 14 | 5:00pm – 7:30pm
• April 15 – Aug 31 | 5:30pm – 8:00pm
• Sept 1 – Oct 14 | 5:00pm – 7:30pm
• Oct 15 – Jan 31 | 4:30pm – 7pm

Check-in time is 15 minutes prior to scheduled departure time, at the loading dock.

TOUR DURATION

• Approximately 2.5 hours

DEPARTURE LOCATIONS

• Ma’alaea Harbor | Tuesday, Wednesday, Friday

The dinner sail departs from slip #62 at Ma’alaea Harbor on Tuesdays, Wednesdays, and Fridays . Slip #62 is located on the break-wall (ocean) side of the harbor.

The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires. 

MA’ALAEA PARKING

• 11 Ma’alaea Harbor Rd
• Wailuku, HI 96793

Parking is available within Ma’alaea Harbor for $1 per hr. Please pay via the digital parking kiosks (QR Code) for parking prior to checking in. Trilogy is not responsible for cars that are towed due to a parking error.

WHAT'S INCLUDED

Chef prepared & plated 4-course Dinner with Appetizers, Salad, Entree & Dessert

21+ yrs: Premium Bar

Sodas, Filtered Water, Juices, Mocktails

Sailing & Stargazing (post sunset)

Whale watching (Dec-April)

NOTE: This tour is only available for guests 18 and over

Vegan, Vegetarian, and GF options available. Please make a note in your reservation at check-out

EXPLORE OTHER TOURS

LANA'I

MA'ALAEA

Sunset sail.

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• 1. Watch the Sunset
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Boat Tours in Santorini

Catamaran cruises, luxurious small-group catamaran cruise in santorini with bbq and drinks.

Hop on board this Lagoon 450 catamaran and get ready for a premium semi-private, 5-hour excursion around Santorini (14 people max). There are two tours available: morning tour and sunset tour . Either way passengers will tour the island’s most breathtaking beaches and attractions and lay eyes on ravishing landscapes. Pick up and drop off service is included in the price. Travellers can also find snorkeling equipment, an informative map, jackets, towels and free Wi-Fi available on board.

The morning tour sets sail from the port of Ammoudi , below Oia village at 09:45. The catamaran sails towards the famous volcano for a healing mud bath in its hot springs , offering stunning caldera views. Then it sails past the small, nearby Aspronisi Island and the prominent Akrotiri village. There passengers have the chance to admire the ancient lighthouse as well as a unique feature of the caldera cliffs, a rock formation called Indian Rock as it looks like an Indian’s profile.

Next stop is at the charming White Beach for swimming and a savory barbeque onboard with the finest local products that will definitely top off the whole experience. The Greek menu offers Greek salad, shrimp saganaki, grilled chicken and pork skewers, pasta with red sauce, stuffed vine leaves and roasted vegetables (vegetarian meal also available). The meal is accompanied by white Santorinian wine, beer and soft drinks. The final stop is at Red Beach for swimming and snorkeling in dark-blue, crystal-clear waters in front of a jaw-dropping landscape. The tour ends at Vlychada port.

The sunset tour starts from Vlychada port at 14:30-14:45, follows the exact opposite itinerary (first stop is at Red Beach, second stop is at White Beach for barbeque, third stop is at the volcano’s hot springs) and ends at Ammoudi port. It has got one great asset though, one last stop. Those who join the sunset tour can watch the impressive sunset below the picturesque village of Oia , the best spot on the whole island to take in this splendid sight.

Adults Age 10+

Children Age 4-10

Infants Age 0-3

• Transportation from/to your stay with an A/C mini-bus
• Meal included
• Greek menu prepared on the spot (greek salad, shrimp saganaki, grilled chicken and pork skewers, roasted vegetables, pasta with red sauce, stuffed vine leaves, vegeterian meal)
• Drinks (white santorinian wine, beer, soft drinks)
• Snorkeling equipment
• Map with extensive info on the landmarks and destinations
• English speaking tour guide
• Jacket (to be returned to the crew)
• Towels (to be returned to the crew)
• Swimming noodles
• Gratuities (optional)
• At the moment, we are not offering gluten-free meal options on board.
• Subject to favorable weather conditions. If canceled due to poor weather, you will be given the option of an alternative date or full refund
• Full name is required at time of booking for all participants
• This tour operates with a maximum of 14 passengers
• Children under 12 years old must be accompanied by an adult
• A white swimsuit is not recommended at the sulfurous hot springs
• All yachts and boats in Greece cannot moor directly on the beach. Sunset Oia has selected the best points for swimming and snorkeling, the closest possible from the beach.
• Children of the age group 4 to 10 years old will be charged half ticket
• Kindly note that the itinerary and stops of a cruise may be subject to alterations without prior notice in case the conditions are not appropriate to sail outside the Caldera.
• The map depicts the course of the Sunset cruise. The Morning or Day cruise follows the exact opposite route

Just be carefull that all the people can have nice seats and not the same people , Excellent!, Excellent!

All fab nothing was not good. From meet and greet drivers skippers boat food company drinks abd staff Fab more than 5 stars, Excellent!

Everything was absolutely perfect. The organisation, the Catamaran, the views and the sailing were perfect. The catamaran team demonstrated huge professionalism, kindness and great sense of humour. They took care of Everything.. and the lunch prepared by Penny... gorgeous. Definitely recommended and we will repeat such an amazing experience. Thanks team, for everything!!! Bravo! Muchas gracias!!!, Wonderful experience!

We had a great time. The staff is friendly and informative. The boat was clean and in good condition. The food was fantastic., A must do!

Once your booking is complete, you will receive the voucher, which includes the meeting point, time and supplier’s contact information, at your email address. You need to have it with you, in paper form or in digital form.

Cancellation

If you cancel at least 2 day(s) in advance of the scheduled date, there is no cancellation fee. If you cancel within 2 day(s) of the scheduled date, there is a 100 percent cancellation fee.

Passport or Id

Full names of the passengers (as shown on their passport or id). Passengers need to have onboard with them their passport or id or a copy of them, in case the Port Authority runs a check on the boat. A picture on their mobile will suffice.

Yes, all catamaran cruises include vegetarian/vegan choices i n their menus . Please report your food preference in the "Notes" field of the checkout page.

Yes, if your children are acquainted with the sea, they will love the catamaran ride. In addition, there is snorkeling equipment available on board. Don’t forget to take sunscreen, a hat and a light jacket with you.

Yes, all catamaran cruises provide free pickup and drop-off services no matter where you stay in Santorini. Please fill in the details of your Airbnb on the checkout page.

There are numerous things to do onboard - take delight in the catamaran ride and the amazing views of Santorini from the sea, sunbathe, and enjoy the meal the staff will prepare for you, or just relax with your drink on board!

Absolutely! Greece is one of the safest countries to swim in. You will be glad to know that sharks in the Aegean Sea ( usually from species such as dogfish)  are harmless, sightings are extremely rare while attacks are unheard of! In addition, the waves are usually small, especially inside the Caldera where most boat cruises make stops for swimming. So, based on the above, if you enjoy swimming, snorkeling, or even diving... you are in the right place!

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