Greece · CATAMARAN & SAILING CRUISES

Catamaran & Sailing Cruises in Greece: The 15 Best Days on Deck

55 tours  ·  from $58

A catamaran buys you shade, a flat deck and a swim ladder; a monohull buys you the sails. These 15 compare the caldera runs, the Cretan north coast and the Athens riviera on price, group size and whether lunch and drinks are genuinely included.

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - The lighthouse and the caldera edge
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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

1.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114Our pick

Join Spiridakos Sailing Cruises for a five-hour Santorini catamaran trip, offered by day or at sunset. Swim at Mesa Pigadia and Palea Kameni, see Red and White Beach, pass the volcano, and enjoy a BBQ with wine and soft drinks when that option is booked.

“Got off to a bad start. The company changed time and place of pick up and did not notify us in an acceptable form of communication. The bus left without us. They did correct it by sending a driver to get us, but was very stressful and not a great way to start!”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - Open bar, music, and the social side
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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

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

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

Spend about five hours aboard a small catamaran with hotel pickup, stops at Red Beach, the hot springs, and Thirassia, plus swimming, snorkeling, seafood, BBQ, and free-flowing wine and beer. The crew, including guides such as Giannis, Natalie, Alex, Mika, and Kostas, keeps the trip social and well organized.

“What a great experience! The staff were very helpful and informative. We had a great day. I would highly recommend this tour”

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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach and the island’s volcanic colors
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

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

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

Cruise Santorini’s caldera from Vlychada Marina on a five-hour catamaran trip with Red Beach, White Beach, the volcano, hot springs, and Mesa Pigadia stops. Your English-speaking crew serves Greek meze, a fresh BBQ, desserts, unlimited wine and soft drinks, with pickup and drop-off included.

“The best way to experience Oia sunset! Our guide, host and captain were very nice and made everything memorable as possible. I love the vibe the bring during the tour specially the music part. And the food was delicious!”

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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks - Choosing sailing or power for the east coast
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Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks

4.All-Inclusive Catamaran Cruise with Lunch and Drinks

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

Spend six hours sailing or motoring along Rhodes’ east coast with a small group of up to 24 passengers. Swim at Anthony Quinn Bay, Ladiko, and Kallithea Springs, with the power catamaran adding Afandou Caves. Andreas, Hope, Dimitri, and the crew serve lunch, drinks, fruit, and snorkeling gear onboard.

“Such a great time! Would 100% recommend to anyone considering this activity. The views were stunning. All the workers were very nice and helpful, instructions and highlights are very straight forward and easy to find. I will definitely be booking this again the next time I’m in Rhodes.”

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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Getting from your hotel to the marina
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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

5.Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

★★★★★★★★★★5.0 · 1,694 reviews · 5 hours (approx.) · from $181

Spend about five hours aboard a 42 to 56 foot catamaran, with hotel pickup, two swim stops, a Greek meal, white wine, Greek beer and soft drinks. Choose morning or sunset, and consider the luxury route for views of Oia and Ammoudi Bay from the water.

“Such an amazing experience with a friendly and knowledgeable crew. We would definitely recommend this sunset cruise to any of our friends who may come to Santorini in the future.”

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Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ - Sailing the Athens Riviera toward Voula and Vouliagmeni
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Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

6.Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

★★★★★★★★★★5.0 · 1,346 reviews · 5 hours (approx.) · from $205

Join a semi-private catamaran cruise from Athens with a maximum of 10 people. Captain-led sailing includes two swimming stops, towels, goggles, unlimited beer, wine, soft drinks, and a fresh Greek BBQ with salad, vegetables, shrimp saganaki, and more. Choose lunch or sunset dinner.

“Outstanding catamaran cruise!! George and Rhea were amazing and incredibly attentive! Such a wonderful experience!”

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Red Beach, where volcanic color meets clear water
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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

7.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133

You’ll sail from Vlychada around Santorini’s volcanic coast, stopping at Red Beach, White Beach, and the hot springs. The crew prepares Greek barbecue on board, serves wine, beer, and soft drinks, and provides snorkeling gear, towels, and hotel transfers. Choose the sunset sailing for sea-level views of Oia.

“We took our family on this cruise after our wedding in Santorini. Everyone had an incredible time!! The crew was friendly and the food was great! This cruise was a highlight of our Greek trip! Do not miss out!”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Swimming near the hot springs
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

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

Sail from Ammoudi or Athinios Port past the volcano, swim near the hot springs, Red Beach, and White Beach, then enjoy a BBQ, Santorinian wine, and music aboard a spacious catamaran. Hotel pickup, snorkeling gear, and sunset viewing are included.

“Love love LOVED our Sunset Oia experience. We booked for two on Viator after literal weeks of deliberation on whether or not we should spent that amount of money for a sunset cruise (approx $145 USD each). This trip was our favorite thing we did on our 2-week Greece vacation and possibly ever. - The staff was so kind and accommodating, we felt so taken care of before we even stepped foot on the boat to when it was time for us to be dropped off to our hotel by the Sunset Oia driver. - The boat itself was bordering the definition of luxurious, and very clean. - They did…”

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Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer - Thirasia and the caldera from sea level
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Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

9.Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

★★★★★★★★★★5.0 · 1,047 reviews · 5 hours (approx.) · from $169

Sail Santorini with a group of 20 or fewer, stopping at Palea Kameni’s warm sulfur springs and Mesa Pigadia for swimming. Your crew provides towels, snorkel gear, a Greek BBQ buffet, local wine, beer, and cocktails, with pickup and drop-off included.

“All staff were helpful and attentive. They are very cautious about food allergies. We had really amazing cruise. Especially, Christf is the entertainer and great hospitality host of our cruise. Thank you very much indeed.”

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Half Day Premium Catamaran Cruise in Santorini including Oia - Red Beach: striking cliffs and a short first swim
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Half Day Premium Catamaran Cruise in Santorini including Oia

10.Half Day Premium Catamaran Cruise in Santorini including Oia

★★★★★★★★★★5.0 · 988 reviews · 5 hours (approx.) · from $193

Spend about five hours aboard a premium catamaran with a maximum of 18 people. Swim at Red Beach, the volcano hot springs, and Thirassia, enjoy a BBQ dinner and open bar, and sail near Oia and the Venetian lighthouse. Crew members may include Maria, Alex, Nefeli, and Captain Giomnis.

“It was great. I'm glad. Great memory. Lovely crew. A little bit expensive for what it is anyway. The towels are provided, I had not paid attention I had brought mine.Auto-translated”

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Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks - Gialiskari gives you an hour to swim, snorkel, and jump
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Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

11.Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

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

Set out from Gouvia Marina on the sailboats Ikaria or Eros 2 for a relaxed half-day along Corfu’s northeast coast. Swim at Barbati and Gialiskari, try a cliff jump, explore a blue cave, and enjoy sandwiches, fruit, and soft drinks with a skipper such as Ari or Savvas.

“I liked that the tour was long and that we could swim at several spots”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - Free time in Dia’s clear water
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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

12.Sailing Cruise to Dia Island with Drinks and Meal

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

Spend six hours sailing from Heraklion to uninhabited Dia Island, with snorkeling, paddleboarding, fishing, swimming, and a Mediterranean meal included. The English and Greek-speaking crew, including captains such as Stelios or Nick, keeps the day relaxed and social. Hotel pickup is optional.

“We had an amazing trip to Dia island with Stelios and Celia! We decided to try the full day trip over the half day and are so glad we did. Definitely pay the bit more if you can! The pickup from our hotel was right from the door and on time, we were welcomed on board at the harbour and at the island had a chance to try snorkelling and SUP for the first time. Lunch was prepared while we swam and we had plenty of chance to sunbathe without feeling under pressure to do anything to a schedule. The whole experience was so relaxing, we felt like welcomed guests…”

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Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport - Boarding at Agia Anna and getting settled
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Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

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

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

Spend about five hours aboard the brand-new Aerial or White Coral catamaran, sailing from Agia Anna toward Rhenia or Mykonos’ southern coast. Expect a freshly cooked three-course lunch, wine, beer, swim time, snorkeling, and possible views of Delos. Hotel pickup is available when arranged in advance.

“Fantastic experience!! Pick up and drop off was well organized. The boat was perfect with great crew! Food was fantastic! Would definitely recommend! Wanted to stay forever!!”

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Catamaran Day & Sunset Cruises with meals Drinks and transportation - Passing Baos and viewing Delos from the sea
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Catamaran Day & Sunset Cruises with meals Drinks and transportation

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

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

This five-hour Mykonos catamaran cruise takes you from Tourlos to Rhenia with a pass by Delos, a two-hour swim and snorkel stop, fresh seafood pasta and meat options, homemade rosé wine, and hotel transport. Captains and crew such as Dimitris, Iliana, Margarita, and Andreas handle the sailing and meal service.

“It was probably our best day on our Greek Cruise. It was unfortunate that it was too windy to go out farther but the crew did the best they could under those conditions.”

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Heraklion: Dia Island Sailing Cruise with Snorkeling - Arriving at Dia Island’s clear bays
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Heraklion: Dia Island Sailing Cruise with Snorkeling

15.Dia Island Sailing Cruise with Snorkeling

★★★★★★★★★★4.7 · 742 reviews · 4.5 - 7 hours · from $82

Set sail from Heraklion with a small crew, usually 10 to 18 people, for Dia Island’s clear bays. Ernesto and George may guide your trip, sharing Crete stories while you swim, snorkel, paddleboard, and eat a simple Greek meal onboard.

“The team,the activities snd spots with clear water”

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