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Crete Sailing

Our pick: Sailing to Dia Island from Crete: Snorkel, swim, dine — € 85 (4h 30m, 4.94★ · 258). Best value: Snorkeling from Heraklion to Dia Island: Small-Group Sailing — € 68 (6h–7h, 4.86★ · 137).

4.9 17 experiences from € 60 ✓Free cancellation on most experiences

The verdict

Our pick
Sailing to Dia Island from Crete: Snorkel, swim, dine
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Best value
Snorkeling from Heraklion to Dia Island: Small-Group Sailing
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Top rated
Crete: Dia Island Catamaran Cruise with Open Bar & Lunch
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The 12 best-value of 17 options, side by side

✓ 2026-09-28
OptionPricePer personLengthRatingCancellationExtra fee
South Crete Snorkeling & Sailing from Agia Galini: Private Yacht€ 600 per group
€ 60 (10 share)
7h4.74★ · 23free—
Snorkeling from Heraklion to Dia Island: Small-Group SailingBest value€ 68 p.p.
€ 68
6h–7h4.86★ · 137free—
Sunset Sailing Trip to Dia from Heraklion: Private Cruise€ 700 per group
€ 70 (10 share)
4h5.00★ · 10free—
Snorkeling from Heraklion to Dia Island: Small group sailing€ 70 p.p.
€ 70
5h 30m4.71★ · 31free—
Sunset Sailing Crete: Romantic Dinner on a Private Yacht€ 599 per group
€ 70 (10 share)
5h–7h4.50★ only 4 reviewsfree—
Crete: Dia Island Sailing Trip with Lunch & Snorkeling€ 80 p.p.
€ 80
4h 30m4.79★ · 212free—
Luxury Sailing Cruise Agios Nikolaos: Mirabello Bay€ 850 per group
€ 85 (10 share)
4h5.00★ only 2 reviewsfree—
Sailing to Dia Island from Crete: Snorkel, swim, dineOur pick€ 85 p.p.
€ 85
4h 30m4.94★ · 258free—
South Crete Sailing & Snorkeling Tour from Agia Galini€ 90 p.p.
€ 90
5h–7h4.79★ · 53free—
Catamaran to Dia Island from Heraklion: Sail, swim, snorkel€ 105 p.p.
€ 105
5h 30m5.00★ · 79free—
Crete: Dia Island Catamaran Cruise with Open Bar & LunchTop rated€ 120 p.p.
€ 120
5h 30m4.99★ · 235free—
Dia Island Catamaran Crete: Lunch, Wine & Snorkeling€ 128 p.p.
€ 128
6h 30m4.86★ · 139free—

Real price per person across the 17 options: € 60–€ 362 (median € 90). With 100+ reviews: 9 of 17.

Default order: real price per person — the group price divided by the seats it includes.

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Private experiences (4)

South Crete Snorkeling & Sailing from Agia Galini: Private Yacht
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South Crete Snorkeling & Sailing from Agia Galini: Private Yacht★★★★★★★★★★ 4.74 (23)7hA 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.Free cancellationfrom · per group€ 600View ›
Sunset Sailing Crete: Romantic Dinner on a Private Yacht
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Sunset Sailing Crete: Romantic Dinner on a Private Yacht★★★★★★★★★★ 4.50 (4)5h–7hA 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.Free cancellationfrom · per group€ 599View ›
Luxury Sailing Cruise Agios Nikolaos: Mirabello Bay
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Luxury Sailing Cruise Agios Nikolaos: Mirabello Bay★★★★★★★★★★ 5.00 (2)4hA 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.Free cancellationfrom · per group€ 850View ›
Sunset Sailing Trip to Dia from Heraklion: Private Cruise
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Sunset Sailing Trip to Dia from Heraklion: Private Cruise★★★★★★★★★★ 5.00 (10)4hA 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.Free cancellationfrom · per group€ 700View ›

2 to 5 hours (3)

Crete: Dia Island Sailing Trip with Lunch & Snorkeling
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Crete: Dia Island Sailing Trip with Lunch & Snorkeling★★★★★★★★★★ 4.79 (212)4h 30mYou’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.Free cancellationTravelers' pickfrom€ 80View ›
Chania: Sailing Cruise, Agioi Theodoroi Island & Maherida Beach Lunch
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Chania: Sailing Cruise, Agioi Theodoroi Island & Maherida Beach Lunch★★★★★★★★★★ 4.99 (102)4h–7hYou’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.Free cancellationfrom€ 362View ›
South Crete Sailing & Snorkeling Tour from Agia Galini
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South Crete Sailing & Snorkeling Tour from Agia Galini★★★★★★★★★★ 4.79 (53)5h–7hA 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.Free cancellationTravelers' pickfrom€ 90View ›

Half day and longer (7)

Balos & Gramvousa: Catamaran Cruise with Cretan Lunch
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Balos & Gramvousa: Catamaran Cruise with Cretan Lunch★★★★★★★★★★ 4.71 (204)7hYou’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.Free cancellationTravelers' pickLikely to sell outfrom€ 170View ›
Dia Island Catamaran Crete: Lunch, Wine & Snorkeling
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Dia Island Catamaran Crete: Lunch, Wine & Snorkeling★★★★★★★★★★ 4.86 (139)6h 30mYou 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.Free cancellationTravelers' pick-6%from€ 128View ›
Rethymno Catamaran Cruise: Healthy Lunch & Open Bar
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Rethymno Catamaran Cruise: Healthy Lunch & Open Bar★★★★★★★★★★ 4.79 (137)6h 30mYou’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.Free cancellationTravelers' pickfrom€ 145View ›
Balos Catamaran Cruise from Chania: Swim & Snorkel Small Groups
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Balos Catamaran Cruise from Chania: Swim & Snorkel Small Groups★★★★★★★★★★ 4.80 (104)7hA shared catamaran cruise from Chania to Balos Beach and Gramvousa Island with two anchored swimming stops, snorkeling equipment, lunch with Greek salads, local snacks and an open bar. Groups stay under 22 people. The boat secures your sunbed while you swim and explore the seabed, then sails to Gramvousa for a second stop where you can visit the old pirate fortress on the hilltop. Pickup from Chania and points toward Kissamos is available as an add-on option at checkout.Is it for me?Choose this if you want to swim and snorkel at Balos with a reserved sunbed waiting when you return—the private yacht format means no competition for deck space, unlike shared boat tours.Free cancellationTravelers' pickfrom€ 195View ›
Crete Bali Bay: Catamaran Cruise with Lunch & Open Bar
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Crete Bali Bay: Catamaran Cruise with Lunch & Open Bar★★★★★★★★★★ 4.98 (86)6h 30mYou’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.Free cancellationTravelers' pick-12%from€ 128View ›
Catamaran to Dia Island from Heraklion: Sail, swim, snorkel
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Catamaran to Dia Island from Heraklion: Sail, swim, snorkel★★★★★★★★★★ 5.00 (79)5h 30mA 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.Free cancellationTravelers' pickKids −19%from€ 105View ›
Snorkeling from Heraklion to Dia Island: Small group sailing
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Snorkeling from Heraklion to Dia Island: Small group sailing★★★★★★★★★★ 4.71 (31)5h 30mA 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.Free cancellationTravelers' pickInfants freefrom€ 70View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 17 of the 17 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 4.94 out of 5 across 258 reviews.

Are private options available?

Yes, 4 private experiences are available if you prefer a closed group.

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