The Mediterranean · SAILING TRIPS IN CRETE
The 15 best sailing trips in Crete you can board today, with the per-person fare, the hours afloat and who each one suits. Number one is top for a reason; start there.
Sail from Heraklion to Dia Island for swimming, snorkeling, lunch, drinks, and beautiful Crete views on a flexible yacht trip.
“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”
Review of a private Heraklion sailing trip to Dia Island, with swimming, snorkeling, fishing, drinks, fruit, and optional lunch.
“Brilliant trip, crew were lovely and so helpful. Highly recommend”
Sail from Kissamos to Balos and Gramvousa for clear water, a Cretan lunch, castle views, and a relaxed small-group day at sea.
“The captain and Jo were wonderful. They took good care of our family. The tasty foods, the company, and Balos/Gramvousa Island were all great. We really enjoyed seeing their sailing experiences. You can definitely trust their sailing capabilities. Highly recommend this excursion.”
Sail Crete’s car-free southern coast to Loutro, Sweet Water Beach, and Marmara Beach on a private yacht for up to nine.
“Beautiful, non-touristy sailing trip. Swam in some amazing caves. Visited a village that you can only access by boat or hiking. A day we will never forget!!”
Review of Crete’s small-group sailing trip to Dia Island, with swimming, snorkeling, lunch, drinks, wildlife, hotel pickup, and practical booking advice.
“Awesome sailing trip thanks to friendly and passionate about their job skippers. Picking up was really chaos, we were said to remain at Marina Cafe at 16h and 16h30 we still didn’t know what was happening. Other companies staff came and asked to people about their sailing activities but not our contact. After running from one side to another, we found by ourselves the boat. Somethig to be corrected, for sure. After that bad moments, everything changed thanks to Costas and Mario Young skippers, explaining interesting things and very professional. We had time to swim as snorkelling, a lovely and tasty dinner and we were enjoying sunset coming back.”
Sail from Heraklion to Dia Island for snorkeling, a Cretan meal, wine, swimming, and a beautiful sunset return.
“It was a great trip to finish our cruise vacation! Boat was very nice, the Captain & his assistant were truly great to deal with! Very relaxing day with a nice cove area to swim and snorkel in. They returned us on time which was critical to us because we had to make it back onto the cruise ship by 4:30. They offered us a free shuttle to/from the cruise ship (5min away, but still it was key in our getting back in time). Only suggestion I would have (if they wanted to attract more cruise passengers) is to shift the times 30 min earlier. We got back on time…”
Review of a private Heraklion sailing trip to Dia Island, with swimming, snorkeling, fishing, fruit, drinks, and optional lunch.
“Best sailing trip ever! Nikos and Vasilis made our day a wonderful experience !”
Review of the Balos and Gramvousa luxury catamaran cruise from Kissamos, with food, timing, swimming, crowds, cost, and practical tips.
“This is a true luxury experience. It is a small group on the catamaran so you aren’t there with a ton of people. Comfortable seating. The crew is extremely attentive. Always asking if you need a drink, blanket, etc. Food is top notch. Dimitri’s, Jess and Yannis are the best crew. They also filled us in with all the history. I 100% recommend this excursion. Beautiful sites, great crew and food. You also get to beat the huge ferries that come in with tons of people. By the time they are arriving you are leaving.”
Review of Cretan Sailing’s four-hour boat trip from Hersonissos, with swimming, snorkeling, BBQ lunch, practical tips, and honest value advice.
“We love it!!! The smimming spots are very beautiful. The Crew ist friendly and helpfully. The lunch was simpel but tasty.”
Sail Chania’s Gulf, swim by Ag Island, spot KRI KRI goats, and enjoy Cretan food, drinks, and snorkeling on a private cruise.
“We highly recommend spending the day on this boat. We have done a lot of day cruises in the pacific and the Mediterranean. We have been on some great boats and sailed with some great crews. This is by far the best crew we have sailed with. The boat is impeccably maintained as well.”
Review of Crete’s all-inclusive sailing trip to Dia Island, with seafood lunch, drinks, snorkeling, paddleboarding, pricing, and practical tips.
“A great day out! George and Niko were incrediblley friendly and I feel like we became fast friends through the day. The water was cool but clear as crystal, easy to see the fish! The sun was great at drying us off upon leaving the ocean for a fresh made meal which we enjoyed with our new found friends (including the other visitors) on the boat. The island is practically untouched and has only a few buildings. Stunning views all round, throughout the whole trip...”
Sail from Heraklion to Dia Island on a Lagoon 46 catamaran with swimming, SUP, snorkeling, Cretan lunch, wine, and beer.
“Don’t be that person…. Our tour started late due to a couple of late guests. Outside of that it was one of the most peaceful catamaran rides in the Aegean Sea. After an hour or so of sailing we made it to a cove in Dia where we could swRead more”
Sail from Heraklion to Dia Island aboard a Bavaria 51 for swimming, snorkeling, SUP, fishing, lunch, and clear-water relaxation.
“It was a lot of fun snorkeling and hanging out on the boat and in the water. Also was served the most delicious pasta dish. The water was beautiful and the caption and guide was very good.”
Sail privately from Kissamos to Balos and Gramvousa for swimming, a Cretan lunch, snorkeling, and fortress views away from ferry crowds.
“Fabulous day on the water! Very knowledgeable and friendly staff. Lovely lunch and very tasty.”
Review of Crete’s private sailing cruise to Balos and Gramvousa, with lunch, drinks, snorkeling gear, swim stops, and practical tips.
“The whole trip was great. Skipper was very knowledgeable, there was almost no other boats at Gramvoussa, the lunch and snacks were delicious. Trip was good for kids.”
Pick a coast, a lagoon or a kind of day.
