Crete · SAILING & CATAMARAN CRUISES
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Sails up, engine off, somewhere quiet to swim: Crete on a calm day. Below are the top sailing and catamaran cruises, most of them out to Dia Island off Heraklion, with what each includes for food and drink, how many hours on the water, and the price per person.
Small-group sailing cruise from Heraklion to Dia Island with snorkeling, paddleboarding, and a Mediterranean meal plus unlimited drinks.
“Superb day out on the boat! The views are breathtaking A must do whilst in Crete and will do it again”
Heraklion to Dia Island by luxury yacht with swimming, snorkeling, and unlimited drinks, plus lunch on shared trips for about $35.
“Miso is very knowledgeable and very nice. Answered all the questions. Thank you Mido”
Sail from Heraklion to Dia Island on a cozy yacht with snorkeling, SUP, drinks, and a Greek meal in crystal-clear waters.
“The most magical and romantic experience to end our trip in Crete. Hosts were delightful, the snacks and drinks were excellent, the equipment and amenities provided for snorkelling, fishing and paddle boarding were amazing! The sights on the way and from the island were incredible - recommend the evening trip for the sunset. 100/10 couldn’t recommend more! So so worth the money!”
Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, and Greek food on a small-group yacht.
“The crew was super friendly. Even the weather condition was not the best, the travel went quite smooth. The bays are there just amazing. Only dis thing was, I was expecting to swim in more spots (we did 2), but the places we swam was fantastic 🥰 The food was not great but it tastes good since you became super hungry 😁”
Sunset catamaran from Heraklion to Dia Island for snorkel time, paddleboarding, Greek food, drinks, and a calmer kind of Crete.
“This boat trip was amazing, we were picked up from out hotel and taken to the port. The drive was very quick and easy. We then met the captain of the boat and were amazed with how big and nice the boat was. We sat up the front of the boat having dia island in view the whole time. The boat crew made us a meal and always checked in to see if we needed anything. Great for all ages and people who love sunsets. Would highly recommend!”
Sail from Heraklion to Dia Island for snorkeling, SUP, and swimming, plus lunch, wine, and easy pickup.
“Amazing crew, so warm and welcoming. Food was all home made and delicious. Fishing, padel boarding and snorkelling was available plus jumping off the boat. So fun and so worth the money.”
Small-group sail from Heraklion to Dia Island with lunch, SUP, snorkeling, and free drinks plus calm time to swim in Saint George Bay.
“Amazing half a day trip, good views, good food and drinks, a must do if you visit Crete, very enjoyable for a small group of people.”
Luxury catamaran to Balos Lagoon and Gramvousa Island with food, open bar, swimming toys, and convenient pickup from west Crete.
“Everyone took incredible care of us. Jessica prepared and cooked us some delicious lunch, with lovely snacks also served throughout the day. We ended up chatting to each of the staff who were all so friendly and enthusiastic. Absolutely loved it, would go again and highly recommend.”
Private 4.5-hour sail from Heraklion to Dia Island for swimming, snorkel gear, paddleboards, fishing, and unlimited drinks, with optional meal.
“Although the wind was light we still had a fabulous day, our skipper was brilliant and the food was lovely. Swimming off the boat was great fun. Thank you, we’ll be back one day”
3.5-hour Rethymno sunset catamaran with sushi, open bar, SUP and snorkeling, a swim stop, and a Cretan sunset finale.
“Beautiful evening with the kindest staff, beautiful stop for a swim and an amazing experience. Would happily do it all again.”
Luxury Hersonissos sunset catamaran cruise with open bar, sushi, SUP, snorkeling, and swim time at Saint George Bay in Crete.
“Amazing trip! Unforgettable experience, views and memories! Lots of fun at the swim stop, very (I mean VERY) nice staff, perfect ride for hot days and to explore the Crete island from the side of the water. Beautiful views, UNFORGETTABLE SUNSET! I really recommend the sunset tour-to see the sunset from the catamaran is so amazing! Nice snacks, unlimited drinks and SUP’s that you can have loads of fun with. Book it and you won’t regret it!”
Sail from Heraklion to Dia Island for 5.5 hours of snorkeling, SUP, and an all-inclusive Greek meal with unlimited wine and soft drinks.
“The whole experience was fantastic, the sailing and tilt, the crew, relax time on Dia, the food, really everything. Maybe pump the paddleboard more. (first time user, so I might be wrong or just too heavy). Transfer back was struggling. Better inform booked guests about when they will receive information about the transfer.”
Sail from Kolimvari to Agioi Theodoroi for swimming, snorkeling, and SUP, plus unlimited drinks and a hearty Greek meal on a small yacht.
“My wife and I absolutely loved this experience. The two captains of the boat were so friendly, and made us feel so welcome. They were also very experienced and had some great local knowledge. The boat journey to the island stop was incredible; we got to see some amazing views and even a sea turtle. We had an amazing time once we got to our stop at Agii Theodori. We got to paddle board, snorkel and jump in to the most beautifully clear water. The food they served at dinner time was phenomenal; all freshly made on the boat. The journey back was as beautiful as the journey there. Loads…”
Cruise Crete’s Mirabello Gulf on a small catamaran with snorkeling, SUP, and lunch. Sail past Spinalonga from the sea.
“We had a lovely day on the catamaran! The boat was well equipped and not too overcrowded, the food was great and the team attentive and friendly. Not forgetting the views, they were incredible!”
Luxury catamaran from Heraklion to Dia Island with a chef-made Mediterranean lunch, snorkeling, SUP, open bar, and sunset views.
“We had an awesome few hours aboard the Eos yachts catamaran with (the immortal?) Thanasis and his small crew. Thanasis was a fabulous captain; professional, good humoured, helpful, and skilled. He made time to talk to all of his new teammates on-board and to ensure we all were relaxed, well cared for, safe, and above all making wonderful memories. It was well organised and the food was excellent, particularly considering the conditions under which it was prepared! The swimming at Dai island was fabulous with lots of time available to see the fish and make use of the paddle boards and kayaks. And the sunset cruise back is something I…”
