Under sail · CATAMARAN SAILING TRIPS IN GREECE

Catamaran Sailing Trips in Greece: Our 8 Favourites

8 sailing trips  ·  seats from $96 each

The good catamaran sailing trips in Greece fill their decks early in the season. Here are the 8 to book first, what each includes and how they differ.

Santorini: Sailing Catamaran Cruise with BBQ and Drinks - A catamaran built for sun, shade, and easy movement
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

1.Santorini: Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117Top of the fleet

You’ll cruise Santorini aboard a luxury catamaran with an English or Greek-speaking crew, stopping at Red Beach, Mesa Pigadia, Palea Kameni, and the hot springs. Expect three swim stops, snorkeling gear, towels, a BBQ, wine, soft drinks, and sunset views. Maria, Neta, and Liz are among the crew members praised for warm, attentive service.

“This was excellent!!!! We wished there was an all day option. The crew on board, our driver, the people answering all my crazy questions on WhatsApp, were fantastic. They were even able accommodate a vegan diet which we were so thankful for as well. This is a top notch company and it shows. For anyone visiting Santorini looking for a great cruise look no further.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Leaving Ammoudi or Athinios for the caldera
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

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

Spend about five hours sailing from Ammoudi or Athinios, with hotel pickup, swims near the volcano, Red Beach and White Beach, plus a BBQ buffet, Santorinian wine, soft drinks and music. The later departure may include sunset views toward Oia. Expect a lively boat with up to 55 passengers, shade, restrooms and snorkeling gear.

“Not sure this was the right trip for us. Didn't know was a party catamaran. However the company running this do have a more semi private opinion The BBQ was very good, actually enjoyed it and the crew was very good too Just the experience was not enough. A bit more could have been better The snorkeling equipment was not clean”

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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise - From Kissamos Port to a comfortable morning at sea
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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise

3.Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise

★★★★★★★★★★4.9 · 516 reviews · 7 - 8.5 hours · from $229

Spend 7 to 8.5 hours aboard a modern catamaran from Kissamos to Balos Lagoon and Gramvousa Island. A crew led by captains and hosts such as Giannis, Dimitri, Jessica, and Spiros serves breakfast, Cretan snacks, lunch, beer, wine, and soft drinks. With up to 22 people, SUPs, snorkeling gear, and transfers included, this is a relaxed alternative to crowded ferries.

“Spectacular cruise and brilliant crew We had a truly amazing cruise to Balos and Gramvousa. The crew Dimitri, Jessica and Giannis were brilliant, very welcoming and knowledgeable. They provided first class hospitality throughout the day, great food, drinks and entertainment. They were great with my son who got to try fishing and S/U paddle boarding. Balos and Gramvousa are spectacular, the views, beaches, snorkelling made this the highlight of our trip to Crete. Would highly recommend this.”

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Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu - Meeting the crew at Heraklion Port
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Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

4.Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

★★★★★★★★★★4.9 · 312 reviews · 5.5 hours · from $141

Join Captain Thanasis and the EOS Yachts crew for a 5.5-hour semi-private catamaran cruise from Heraklion to Dia Island. You’ll swim in a quiet cove, use snorkeling and SUP gear, enjoy seafood cooked onboard by Chef Charis, and return with Cretan dessert, drinks, and wide Aegean views.

“If you’re unsure which cruise to book, THIS is the one. The crew is professional, speaks perfect English, and truly cares about every guest. The catamaran is pure luxury-spacious, spotless, and incredibly comfortable, with plenty of room to relax and enjoy the view. And the food… wow. Fresh, flavorful, and far beyond what you’d expect on a boat. From start to finish, the company goes above and beyond. Don’t waste time comparing, Book this one, You won’t regret it ⭐️⭐️⭐️”

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Rethymno: Sailing Catamaran Cruise with Meal & Drinks - A long stop near Georgioupoli
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Rethymno: Sailing Catamaran Cruise with Meal & Drinks

5.Rethymno: Sailing Catamaran Cruise with Meal & Drinks

★★★★★★★★★★4.7 · 285 reviews · from $164

Sail from Rethymno Marina aboard DanEri Yachts’ spacious catamaran Karina for 6.5 hours. Expect welcome treats, music, WiFi, a swim stop near Georgioupoli, SUP boards, snorkeling gear, inflatables, a fresh Mediterranean lunch, and unlimited soft drinks, beer, and white wine. Hotel transfers are optional.

“Very happy with the trip, would really recommend! A small inprovement idea would be that it would be great if there was more variety in snacks and drinks. Overall a great experience!”

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Sail the Athenian Coastline on a Catamaran with Meal & Wine - Swimming near tiny Hydroussa island
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Sail the Athenian Coastline on a Catamaran with Meal & Wine

6.Sail the Athenian Coastline on a Catamaran with Meal & Wine

★★★★★★★★★★5.0 · 165 reviews · 5 hours (approx.) · from $163Best loved

Spend five hours sailing from Alimos Marina along the Athenian Riviera with a maximum of 12 people. Swim and snorkel near Hydroussa and Vouliagmeni, use the SUP and kayak, and enjoy a freshly cooked Greek lunch. Captains Bill or Chris and hosts including Julia or Claudia provide the sailing and onboard service.

“This was an amazing trip! We will do this again! The Captain and chef was great! They took such great care of us! Everybody talked about how this was the highlight of our trip and we went on a cruise! Imagine a vacation before the vacation!”

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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos - Gramvousa combines a swim with a castle visit
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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

7.Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

★★★★★★★★★★5.0 · 116 reviews · 7 hours 30 minutes (approx.) · from $235

Spend 7.5 hours sailing from Kissamos to Balos Lagoon and Gramvousa Island aboard a modern catamaran limited to 22 people. Crew members such as Dimitri, Yannis, and Jessica provide drinks, Greek snacks, a Mediterranean lunch, snorkeling gear, and paddleboards. The early departure helps you reach the beaches before the largest ferries.

“We booked three boat tours with DanEri Yachts during our stay in Crete, and this one was hands down the best! No doubt Balos and Gramvousa were breathtaking, with crystal-clear waters perfect for swimming, but what truly set this tour apart was the exceptional service and the crew's genuine hospitality. Jessica made one of the best meals we had on the island, and her partner made sure we were always comfortable, bringing drinks to wherever we were relaxing on the boat and frequently checking in to see if we needed anything. It was easily one of the highlights of our week in Crete—if not the best!”

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Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024) - Finding a quiet cove on Dia Island
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Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024)

8.Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024)

★★★★★★★★★★5.0 · 64 reviews · from $142

Spend about five and a half hours sailing from Heraklion to Dia Island aboard a new Lagoon 46 catamaran. Swim in a quiet cove, snorkel, use the included SUP boards, enjoy a freshly prepared Cretan pasta lunch, and return with fruit, soft drinks, water, wine, and beer included.

“Captain and crew were awesome. It was an incredible day on and in the water. Our lunch was delicious. Highly recommend this excursion.”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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