Greece · SAILING TRIPS WITH AN OPEN BAR

Open-Bar Sailing in Greece — Our Top 15

146 sailing trips  ·  from $35 a seat

An open bar on a boat means nobody is counting, which changes the afternoon. These 15 trips are sorted by price and by what the bar covers, because some pour local wine all day and some hand you two drinks and a smile.

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music - Red Beach brings the first proper swim
Catamaran Cruises, Catamaran Cruises in Santorini, Dining Experiences, Dinner Experiences, Greece Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Santorini, Santorini Sailing Trips, Tour Reviews, Tours

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music

1.Catamaran Tour with BBQ Dinner, Drinks, and Music

★★★★★★★★★★4.6 · 5,886 reviews · 5 hours · from $93Number one

Spend five hours aboard the 74-foot Ocean Voyager or 80-foot Tahiti catamaran, with hotel pickup, hot-spring swimming, Red and White Beach stops, a fresh barbecue, unlimited white wine and soft drinks, and music. Choose morning light or a sunset sail through Santorini’s caldera.

“This was so fun. It is more of a boat trip rather than a boat party which I mistaked it for. We made it a party boat though and was so fun with no restrictions. The music was playing either, think ABBA! The drink selection was great and the food was amazing. You stop at a couple of places you get to jump in the sea. The food comes out about 3 hours into the trip so eat before you go but there is plenty food when served. So delicious proper Greek selection.”

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Santorini: Luxury Catamaran Day Trip with Meal and Open Bar - Morning sailing or sunset cruise?
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Santorini: Luxury Catamaran Day Trip with Meal and Open Bar

2.Luxury Catamaran Day Trip with Meal and Open Bar

★★★★★★★★★★4.8 · 3,678 reviews · 5 - 6 hours · from $129

Spend 5 to 6 hours aboard a luxury catamaran with a maximum of 20 people. Swim near Red and White Beaches, visit the volcanic hot springs, enjoy Greek barbecue with vegetarian choices, and sip wine, beer, soft drinks, and a cocktail. Choose a morning sailing or a sunset trip below Oia, with hotel pickup and return included.

“Everyone was so nice. The meal was excellent very fresh they did not hold back on the open bar, the sights were beautiful you must do this when you visit Santorini thank you guys for this unforgettable experience”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - Thirassia brings the longest swim and the meal
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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

3.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133Highest rated

Spend about five hours aboard a catamaran from Vlychada Marina, stopping at Red Beach, the Santorini hot springs, and Thirassia. You’ll get hotel pickup, an open bar, swimming and snorkeling, and a fresh onboard meal with shrimp, mussels, Greek salad, pasta, and barbecue. Crew members may include Giannis, Natalie, Alex, Mika, Kostas, or Bill.

“What a fun day on the water! The staff Bill, Mika and Kostas were very welcoming and knowledgeable! The food was the best that we have ever had on a boat excursion. We had plenty of room to move around and it was not crowded. We had 4 different stops to swim and snorkel. It was a wonderful day on the water in Santorini!”

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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach and the first swim
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

4.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Spend five hours aboard a spacious catamaran from Vlychada Marina, stopping at Red Beach, the volcano hot springs, and Mesa Pigadia. You’ll snorkel, swim, hear island stories in English, and eat a Greek BBQ with unlimited white wine, soft drinks, water, and hotel pickup included. Sunset departures are available.

“We had a wonderful afternoon/early evening, swimming and cruising along on the Mediterranean Sea. Bill, Mika and Eva did everything to make our day very special! The food was delicious, the drinks were flowing and everyone was in a jolly mood. Thank you, again!”

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Santorini: Catamaran Caldera Cruise with Meal and Drinks - Seeing Santorini from the caldera
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Santorini: Catamaran Caldera Cruise with Meal and Drinks

5.Catamaran Caldera Cruise with Meal and Drinks

★★★★★★★★★★4.7 · 2,255 reviews · 5 hours · from $70

Spend five hours aboard a modern catamaran sailing from Ammoudi Bay past the caldera, Aspronisi, the Venetian Lighthouse, Mesa Pigadia, White Beach, and Red Beach. Swim near the volcano and at coastal stops, enjoy a fresh Greek BBQ with wine and soft drinks, and watch the sunset on selected departures. Pickup may be available.

“The best cruise experience in my entire life, everything is the best from pick up from our hotel until we were brought home.. The entire team is amazing, they are all well dedicated to their work, they are all very nice and very kind, the swimming stops are amazing, we swam on sulfur water near the volcano, in the red and white beach. The water in santorini is the most beautiful, im a traveller and loves to swim very much and love to cruise but this was the most beautiful,thank you for the once in a lifetime memories and experience, The team took good care of us, entertained us not…”

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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks - Meeting the catamaran at Mandraki Harbor
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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks

6.All-Inclusive Catamaran Cruise with Lunch and Drinks

★★★★★★★★★★4.8 · 2,002 reviews · 6 hours · from $83

Spend six hours cruising Rhodes’ east coast aboard a sailing or power catamaran with up to 24 passengers. Swim at Anthony Quinn Bay, Ladiko, Kalithea Springs, and, on the power boat, Afandou Caves. Andreas, Hope, Dimitri, and the crew serve a Greek buffet, fruit, snacks, wine, beer, and soft drinks.

“I really enjoyed it, was relaxing, good beer & good spots chosen for a sheltered swim 👍🏼”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - Getting from Thera to Vlychada Port
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

7.Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117

Spend about five hours aboard a luxury catamaran sailing from Santorini’s Vlychada Port or Ammoudi. Swim at Red Beach, Mesa Pigadia, and Palea Kameni, see the volcano and lighthouse, and enjoy a BBQ with wine, soft drinks, and snorkeling gear. Sunset departures finish near Ammoudi, while morning cruises end at Vlychada.

“This is my second time on this tour, with the same company, and I still recommend them. Safe, fun, informative, with a great lunch and plenty of time to swim and relax while listening to music and coasting on the water.”

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Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks - Pickup, ports, and the first minutes aboard
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Santorini: Catamaran Tour with BBQ Meal and Unlimited Drinks

8.Catamaran Tour with BBQ Meal and Unlimited Drinks

★★★★★★★★★★4.8 · 1,449 reviews · 5 hours · from $153

Spend five hours aboard a Lagoon 450 with up to 14 other passengers, sailing from Ammoudi or Vlychada to the Hot Springs, White Beach, and Red Beach. Swim, snorkel, eat a fresh Greek BBQ, and enjoy unlimited water, wine, beer, and soft drinks. Choose the sunset departure for views below Oia.

“We had an amazing time on out Catamaran cruise!! The tour operator is on top of their game!! They were easy to work with when we needed to reschedule. The boat is super clean. The staff was friendly and fun!! The good was fresh and delicious!! Highly recommended!!”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Finding the boat at Heraklion Port
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

9.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Cheapest deck

Sail from Heraklion with an experienced crew on a luxury yacht, choosing a shared half-day trip to Dia Island, a private cruise, or a one-hour coastal sail. The island option includes swimming, snorkeling, fishing gear, paddleboards, lunch, fruit, and unlimited drinks. Crew members such as Stavroula and Dennis are noted for warm, capable service.

“Nice shorter activity 4 hr, Friendly crew! Good lunch with plenty of water and wine! Beautiful day! ❤️🥂”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - The hot springs near Palea Kameni
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

10.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Spend about five hours sailing Santorini’s caldera, swimming near the hot springs, Red Beach, and White Beach, then eating a BBQ meal with wine, soft drinks, and water. Captain Sakis and crew members Giannis and Orestis have been praised for their warm service. Choose the later departure for the best chance of seeing Oia’s sunset.

“Amazing cruise - great crew, great atmosphere, the views, the stops at the bays and the food were all perfect. The wine was probably the only thing I didn’t rate too highly but not enough to put me off. The sunset was incredible - worth every penny to go o this trip! Definitely recommend.”

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Santorini: Catamaran Caldera Cruise with Meal and Drinks - Seeing Santorini from the caldera
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Santorini: Catamaran Caldera Cruise with Meal and Drinks

11.Catamaran Caldera Cruise with Meal and Drinks

★★★★★★★★★★4.8 · 980 reviews · 5 hours · from $112

Sail Santorini’s Caldera for five hours on a luxury catamaran with swimming stops at Red and White Beach, volcanic hot springs, snorkeling gear, towels, BBQ, Greek appetizers, local wine, and an open bar. Choose a daytime or sunset departure, with hotel pickup available across the island.

“The yacht tour was amazing with our toddler . Guides were very helpful and we were allowed to snorkel at several stops. Definitely will do it again.”

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Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks - Barbati Beach is the first chance to cool off
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Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

12.Corfu Island Sailing Trip with Snack and Soft Drinks

★★★★★★★★★★4.8 · 851 reviews · 5 - 10 hours · from $69

Sail from Gouvia Marina along Corfu’s northeast coast with a skipper such as Ari, Savvas, or Thassos. Swim at Barbati and Gialiskari, snorkel among fish, try a supervised cliff jump, and visit a blue cave. Sandwiches, fruit, and soft drinks are included, while snorkeling gear and alcoholic drinks cost extra.

“We absolutely loved this boat trip, very chilled and relaxed and beautiful views, our guide (Ari) was brilliant and fun too😁”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - Dia Island gives you room to choose your own pace
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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

13.Sailing Cruise to Dia Island with Drinks and Meal

★★★★★★★★★★4.9 · 778 reviews · 6 hours · from $106

Spend about six hours sailing from Heraklion’s Old Venetian Harbor to Dia Island with an experienced crew, often including Stelios, Celia, or Captain Nick. Swim, snorkel, paddleboard, fish, hike, and eat a Greek meal aboard. Hotel pickup is optional, and afternoon departures can finish with a sunset sail.

“Literally so nice, personable and professional. We made friends with others on the tip facilitated by the captain. Not been cheesy but we will be lifelong friends.”

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Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport - What lunch and drinks are really worth
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Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

14.Brand-New Catamaran Cruise with Meal, Drinks & Transport

★★★★★★★★★★5.0 · 777 reviews · 5 hours (approx.) · from $180

Sail from Agia Anna aboard the brand-new Aerial or White Coral catamaran for about five hours. You’ll cruise toward Rhenia or Mykonos’ south coast, stop to swim and snorkel, enjoy a freshly cooked three-course meal with wine and beer, and possibly pass Delos. Hotel transfers are available if arranged in advance.

“It was great. Went to a beautiful place to get out and swim while the crew made a delicious meal for all 17 of us. Only problem you need to know if your ship is at the new or the old port. Our ship could not tell us so we almost missed our excursion. Thankfully the van driver came back after us. It was a great day.”

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Catamaran Day & Sunset Cruises with meals Drinks and transportation - BAOS Island and the View Toward Delos
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Catamaran Day & Sunset Cruises with meals Drinks and transportation

15.Catamaran Day & Sunset Cruises with meals Drinks and transportation

★★★★★★★★★★5.0 · 760 reviews · 5 hours (approx.) · from $133

Spend about five hours aboard a modern catamaran from Mykonos, with hotel pickup, homemade rosé wine, a freshly cooked Greek meal, snorkeling, and a two-hour swim stop at Rhenia. You’ll pass Delos for photos and history, then return by Little Venice. Crew members may include Dimitris, Iliana, Margarita, or Andreas.

“This trip was really amazing, we were with 6 other guests, the captain and 2 deckhands. The water was gorgeous, the staff was friendly and the food was amazing. I was really sad when the trip came to an end, it really was fantastic.”

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Rhodes: Sunset Catamaran Cruise with Dinner Buffet & Drinks - Forty-five minutes at Kallithea Bay
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Rhodes: Sunset Catamaran Cruise with Dinner Buffet & Drinks

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