The verdict
Our pick
Sailing to Dia Island from Crete: snorkel, swim, dine★ 4.94 (249) · 4h 30m
Best price
Snorkeling from Heraklion to Dia Island: Small-Group Sailing★ 4.88 (131) · 6h–7h
Top rated
Crete: Dia Island Catamaran Cruise with Open Bar & Lunch★ 4.99 (230) · 5h 30m
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Private experiences (4)
South Crete Snorkeling & Sailing from Agia Galini: Private YachtA private sailing and snorkeling activity in South Crete departs from Agia Galini port on a large yacht with a professional crew, taking you to unvisited coves where you jump in with snorkel gear and see the seafloor clearly. The crew prepares lunch from fresh local ingredients while you're on the water, and the itinerary shifts with weather and your own pace—no fixed stops, no crowds. You choose between a half-day (4.5 hours) or full-day (7 hours) option, and pickup from your accommodation within 5km of Agia Galini is included.Is it for me?Book the full-day option if you want time to drift between coves and take a second snorkel without rushing back; the half-day works if you're fitting this into a shorter itinerary and still want the sailing and one long snorkel in clear water.
Sunset Sailing Crete: Romantic Dinner on a Private YachtA sunset sailing experience in Crete departs from the old harbor of Heraklion, passes the Koules Fortress and Venetian arsenals, then sails to a sheltered anchorage where you moor for a private romantic dinner aboard with Cretan wine and gourmet finger food included. The crew handles all setup; you choose departure from Chania or Heraklion, and whether to add a full meal package. Snorkeling gear is provided, and the boat carries sun protection and cabin space to rest before sailing.Is it for me?Book this sail if you want the dinner and the sunset to happen on the water rather than on land, and if you'd rather the crew handle the cooking and the anchoring while you stay in one place. The five- to seven-hour window gives you time to sail out far enough that the harbor lights fade, then settle into the bay without rushing back to port.
Luxury Sailing Cruise Agios Nikolaos: Mirabello BayA luxury sailing cruise departing from Agios Nikolaos that takes you around Spinalonga Island and to Kolokytha Bay for swimming and snorkeling, with the option to extend to Psira Island on full-day trips. Choose between shared half-day cruises, private half-day, or private full-day; snorkeling gear, drinks, towels and snacks are included, and lunch at a local restaurant is available on full-day trips.Is it for me?Book the shared half-day cruise if you want a morning or afternoon of sailing and swimming without committing a full day. Choose the private option if your group wants the boat to yourself and the flexibility to linger at stops without coordinating with other passengers.
Sunset Sailing Trip to Dia from Heraklion: Private CruiseA private sunset sailing trip to Dia island departing from Heraklion harbour on a Bavaria cruiser limited to 10 passengers, with a captain and mate on board. The four-hour voyage leaves in the evening, reaching the island at dusk with champagne, wine, beer, snacks and snorkeling equipment included. A guide speaks English or Greek.Is it for me?Book this trip if you want an evening on the water without the crowds of a group tour—the 10-person limit and private charter format mean you're sailing with a small group, not a full boat. The four-hour window catches the light change from late afternoon to dusk, which is what makes the sunset moment itself feel unhurried instead of rushed.
2 to 5 hours (3)
Crete: Dia Island Sailing Trip with Lunch & SnorkelingYou’ll sail from Heraklion to Dia island with a small group and friendly local crew. Swim or snorkel in crystal-clear bays, watch for wildlife, then relax with an organic Cretan lunch served right on deck. It’s a day that lingers in your mind—the kind where you forget your phone exists for hours.
Chania: Sailing Cruise, Agioi Theodoroi Island & Maherida Beach LunchYou’ll set sail from Chania’s Old Venetian Harbor with a small group, stopping to swim near Agioi Theodoroi island and relax on Maherida Beach. Enjoy traditional Cretan snacks, fruit, drinks from an open bar, and lunch prepared onboard—all with stories from your local guide. It’s relaxed but lively, with time for snorkeling or just soaking up the sun as you drift along Crete’s coast.
South Crete Sailing & Snorkeling Tour from Agia GaliniA small-group sailing tour from Agia Galini port along South Crete's southern coast, with stops for swimming, snorkeling and lunch at beaches like Agios Pavlos and Paximadia. The crew meets you at the port, briefs you on safety and boat handling, then sets sail to explore the region's remote coves and remains. Lunch with wine, snorkeling gear and SUP boards are included; the itinerary shifts with weather and sea conditions.Is it for me?Choose the full-day cruise if you want the most time exploring multiple beaches and coves; pick the sunset cruise if you prefer a shorter sail and want to spend the rest of your day elsewhere in South Crete. Either way, the crew's flexibility with the route means you go where conditions allow, not to a preset list of stops.
Half day and longer (6)
Balos & Gramvousa: Catamaran Cruise with Cretan LunchYou’ll sail from Kissamos on a modern catamaran with plenty of space to stretch out, stopping first at Balos Lagoon for swimming and paddleboarding before heading to wild Gramvousa Island. Enjoy Cretan snacks and a healthy Mediterranean lunch onboard — plus local wine or beer if you want it. Expect real flavors, quiet moments, laughter in salty air, and time to just let go.
Dia Island Catamaran Crete: Lunch, Wine & SnorkelingYou board a new luxury catamaran at 9:30, anchor at Dia Island by 10:40, and spend the next few hours swimming, snorkeling, paddleboarding, or fishing in crystal-clear water. Lunch—fresh Mediterranean food with wine, beer, and soft drinks—arrives at 1 p.m. and is included. You're back at port by 4 p.m., with hotel pickup and drop-off available if you book it.Is it for me?Book this if you want a full day on the water with swimming and snorkeling built in, without arranging your own boat, food, or drinks—the small-group size and fixed schedule are what make it feel unhurried instead of crowded.
Rethymno Catamaran Cruise: Healthy Lunch & Open BarYou’ll start your day sailing from Rethymno with friendly crew and fresh espresso in hand. Enjoy a healthy brunch as you cruise to Georgioupoli Bay, then dive into clear water for paddleboarding or snorkeling before savoring a Cretan lunch onboard. With an open bar and plenty of time to relax or laugh with new friends, you’ll carry home more than just photos—maybe even a bit of calm.
Crete Bali Bay: Catamaran Cruise with Lunch & Open BarYou’ll sail from Panormo to Bali Bay on a modern catamaran with shaded lounges and sunbeds, enjoying Cretan snacks, brunch, and a fresh Mediterranean lunch. Try snorkeling or SUP in crystal-clear waters—maybe spot a turtle—then relax with unlimited drinks from the open bar. Friendly crew make everything easy so you can just soak up those slow Crete moments.
Catamaran to Dia Island from Heraklion: sail, swim, snorkelA catamaran sails from Heraklion to Dia Island for a morning and afternoon of swimming, snorkeling and stand-up paddleboarding in crystal-clear Cretan waters. The boat is a brand new Lagoon 46 catamaran; lunch, fresh fruit, wine, beer and soft drinks are prepared on board and included. The trip runs 5.5 hours total, with roughly three hours at the island before the return sail to Heraklion. A live guide speaks English and Greek throughout.Is it for me?The guide speaks English and Greek, so you follow the commentary and instructions in whichever language is comfortable—no translation lag, no guessing what the crew is saying. Bring swimwear and sunscreen; everything else for the water is on the boat.
Snorkeling from Heraklion to Dia Island: Small group sailingA 5.5-hour sailing trip from Heraklion to Dia Island with a small group of up to 10 guests, snorkeling equipment included. You sail the Cretan Sea in the afternoon, swim and snorkel in crystal-clear waters, explore the island's shallow bay and sandy beach, and return at sunset. The skipper speaks English, French, German or Greek and can teach basic sailing skills to anyone interested; children from age 1 are welcome.Is it for me?At 5.5 hours, this trip leaves your morning free and brings you back by sunset, so it fits into a day with other plans. The small group size and the option to learn sailing or simply relax on deck mean the pace is yours — there's no schedule to keep once you reach the island, and no pressure to do anything but swim and rest if that's what suits you.
Crete Sailing Tours — what to know before booking
This guide compares 16 bookable options for Crete Sailing Tours, with up-to-date prices and real traveler reviews. Prices start at € 68. The average rating is 4.9 out of 5, based on 1,666 traveler reviews.
Most options last half a day or longer. 16 of the 16 options offer free cancellation. 4 private experiences are also available for closed groups. The verdict at the top highlights the travelers' favorite, the best price and the top-rated option, updated with live data.
Frequently asked questions
How much does Crete Sailing Tours cost?
Prices start at € 68. There are 16 options to compare, and the final price depends on the date, group size and the option you choose.
Can I book with free cancellation?
Yes: 16 of the 16 options offer free cancellation, so you can book now and confirm your plans later.
How long do these experiences last?
Most options last half a day or longer. There are also shorter and longer formats to fit your itinerary.
Which one is the travelers' favorite?
Sailing to Dia Island from Crete: snorkel, swim, dine is the travelers' favorite, rated 4.9 out of 5 across 249 reviews.
Are private options available?
Yes, 4 private experiences are available if you prefer a closed group.
More things to do in Crete
Boat Trips Chania Crete26 optionsCrete to Santorini Day Trip14 optionsQuad Safari Crete16 optionsSnorkeling Tour Crete20 optionsScuba Diving12 optionsCrete Hiking Tours9 optionsSunset Cruises5 options4wd Tours18 optionsCrete Wine Tour6 optionsClimbing6 optionsElafonisi Beach Tour15 optionsCrete Catamaran Tour12 optionsGorge10 options
