Greece · SAILING TRIPS IN CRETE
The 15 best sailing trips in Crete you can book today, with what each costs, how long it takes and who it suits. Number one is first for a reason.
Luxury sailing from Heraklion to Dia Island with snorkeling, drinks, and lunch on shared trips, plus private options for more control.
“Wonderful early evening on the water with passionate captain and first mate. Vibes were exactly what we were looking for to get out on the water. Would definitely book again!”
Private half-day sailing from Heraklion to Dia Island with swimming, snorkeling, fishing, paddleboarding, unlimited drinks, and optional onboard meal.
“We loved the staff (captain and co-captain). It was really relaxing and the lunch was great. They had all the equipment for snorkelling and even moved the boat closer to the beach, so that we could swim to it. Such a great day! Thank you”
Sail from Kissamos to Balos Lagoon and Gramvousa, with Cretan lunch onboard, swimming, snorkeling, and castle views on a small-group cruise.
“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.”
Private 7-hour sail from Sfakia to Loutro, Glyka Nera and Marmara caves. Swim, snorkel, sail in good wind, with lunch.
“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!!”
Small group sailing to Dia Island from Heraklion with snorkeling or SUP, organic lunch, open drinks, and chances to spot dolphins.
“We’ve had a great time during our boat trip. Costas and Dimitris were great hosts, that throughout the experienced looked after all the guests. They showed us nice spots and told some fun facts about local fauna. I would definitely recommend to everyone visiting Iraklion. PS. The lunch was great too!”
Luxury catamaran cruise from Iraklio to Dia Island with open bar, Mediterranean lunch, snorkel and SUP gear, about 5.5 hours.
“What a day Amazing food as a first Amazing boat Amazing staff Amazing day and amazing trip 20/10 thanks again . Check out my page for some photos also @seriouslyscrumptiouseats”
Sail from Heraklion to Dia Island for snorkeling, lunch, drinks, and a sunset return option on a small yacht group.
“This was a truly fantastic experience that my wife and I enjoyed thoroughly! First, we appreciated all the communication before the day of our trip, with all the practical information regarding the trip, which made the preparations and planning simple and easy. We felt the duration of 4.5 hours worked very well. The trip itself is awesome in all respects and definitely something one should do if they visit the area of Heraklio. The sailing experience is exciting, the water at Dia is marvelous, the meal is delicious, and the staff is amazing! Our captain and co-captain were Markos and Magda and each of them was the perfect combination of…”
Private sailing from Heraklion to Dia Island with snorkeling gear, fishing, paddleboards, unlimited drinks, and optional onboard meal.
“Magnifique journée avec un guide très sympathique et professionnel, on a adoré.”
Heraklion to Dia Island on a small-group catamaran with snorkel and SUP gear, Wi-Fi, premium lunch, and open-bar drinks.
“The trip was pleasant enough but compared to similar trips taken elsewhere in Greece, this was very poor value for money at £120 pp. The departure port was moved from Hersonisos to Heraklion which cost us an extra 160 Euros in taxi fares for the six of us. The trip itself was uninteresting and just involved sailing straight to Dia island where anchor was dropped to take a dip from boat. Lunch was only adequate at best. Then sailed straight back to port with no other stop offs. This was certainly an overpriced trip for what was on offer.”
Luxury catamaran cruise from Kissamos to Balos Lagoon and Gramvousa with snorkeling, SUP, open bar, and a full Mediterranean lunch.
“If you’re looking for a way to explore Balos and Gramvousa, but want to avoid having to trek there or taking the ferry, do this!! It was such a stress free day and the boat was lovely. Balos and Gramvousa were absolutely stunning. It was so nice to basically explore it all alone. This trip is timed to avoid the ferry onslaught of people at both locations. Also, the food is stellar! I would definitely do this trip again and totally recommend it! Also, I love swimming and this trip gave me plenty of time to swim and snorkel in the Aegean!”
Sail from Hersonissos on a traditional Crete boat with 2 swim stops, snorkel gear, and an included BBQ lunch for a solid price.
“Nice trip but the boat was very crowded. Staff was excellent You could swim twice but you could not see fish There were only diving glasses available”
Sail the Gulf of Chania on a well-kept yacht, swim near Ag Island, enjoy Cretan snacks, and hope for Kri Kri goat sightings.
“Yannis and Kostas were so awesome. They taylores our sail to our interests. We loved that we got to put the sails up and turn off the engine and enjoy a peaceful day. I highly recommend them for a beautiful sailing experience.”
Panormo luxury catamaran in Crete: open bar, snorkeling and SUP, Cretan farm lunch, small group up to 20.
“We had the most amazing boat day. From start to finish the crew were amazing, we had so much fun. We went as a family with 4 young children and we felt very safe.”
Rethymno catamaran cruise with healthy brunch, nutritionist-made Cretan lunch, open bar beer and wine, plus SUP and snorkeling.
“Everything was on time as they said. The captain, assistant and deckhand (both women 😁) were all very friendly and knowledgeable. We felt completely safe and taken care of. The boat was clean, well organized and well set up. We were welcomed on board with food and drinks. The captain explained everything about the trip and made us laugh and feel at ease. The girls kept asking if we needed or wanted anything and brought it to us. The appetizers, lunch and dessert were delicious. 100% we would do this again and Highly Recommend This Exact Boat, Captain, Assistant and Deckhand!! From the 6 of us who live near the…”
All-inclusive boat trip from Heraklion to Dia Island with snorkel gear, SUP, seafood lunch, and local beer and wine.
“Enjoyable morning “sailing” to the island. I was disappointed we actually did not sail! I expected 10 people and there were 14 so a bit crowded. Swimming in Aegean Sea was a treat. The crew made shrimp pasta and Greek salad for us! Lots of wine, beer, water and lemonade.”
Pick the kind of day first. Each list sorts the rest.
