CRETE

Best Sailing In Crete

Crete’s best days out.

The 15 most popular sailing on Crete — what each day actually involves, what it costs, and the operator running it.

15 Best Sailing In Crete

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Meeting at Cafe Marina and getting on the yacht without stress

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Meeting up near Marina Cafe: small timing details that matter

2Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Heraklion to Dia Island sailing with snorkeling gear, unlimited drinks and local wine, and a filling onboard lunch on a small yacht.

4.9

“We were a family group of seven and had the best time - Marcos our captain and Dimitriou were so helpful and friendly. We had great fun, Marcos has a great sense of humour. The visit to the island was fabulous with snorkelling. The lunch was great too. All in all a perfect day out.…”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - The Onboard Meal and Drinks: What a Mediterranean Lunch Feels Like at Sea

3Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

Sail from Heraklion to Dia Island for snorkeling, SUP, dolphins stories, and a full onboard Mediterranean meal with drinks.

4.9

“This was truly an incredible day! So relaxing in such a beautiful place. They made lunch on the boat and it was amazing. Swimming, walking the beach and soaking up the sun on the deck - absolute perfection.”

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Heraklion: Dia Island Sailing Cruise with Snorkeling

Heraklion: Dia Island Sailing Cruise with Snorkeling - Dia Island: the swimming, snorkeling, wine, and photo stop package

Sailing Cruise to Dia Island with Meal and Water Activities

Sailing Cruise to Dia Island with Meal and Water Activities - Getting on board: pickup, meeting point, and what to expect

5Sailing Cruise to Dia Island with Meal and Water Activities

Sail to Dia Island from Heraklion for snorkeling, SUP, swimming, and a full lunch with drinks, plus time on board to relax.

4.5

“Booked the smaller boat but was invited to upgrade for free to the catamaran which was a lovely surprise, the crew were welcoming, helpful and very friendly. We would recommend this trip which in our opinion is great value for the money. The lunch was lovely with a mix of salad and local sides, our…”

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Heraklion: Private Half-Day Sailing Trip to Dia Island

Heraklion: Private Half-Day Sailing Trip to Dia Island - The private yacht setup: comfort, shade, and real “vacation mode”

6Heraklion: Private Half-Day Sailing Trip to Dia Island

Sail privately from Heraklion to Dia Island for 4.5 hours. Snorkel, fish, paddleboard, swim, with drinks and fruit.

4.9

“Had the best time with my family on the boat. Our captain Kostas was personable and informative. We all had a wonderful time in his hands! The food was great as well, simple sandwiches and a fresh salad plus the fruit platter was a perfect meal on the water.”

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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - Getting on board: Old Anchor meeting point and optional transfers

Kolimvari: Sailing Cruise with Meal & Water Activities

Kolimvari: Sailing Cruise with Meal & Water Activities - The sailing hour along Chania’s north coast (and what it’s good for)

8Kolimvari: Sailing Cruise with Meal & Water Activities

Sail from Kolimvari to Agioi Theodoroi for swimming, snorkeling, and SUP, plus unlimited drinks and a hearty Mediterranean meal.

4.7

“Great boat ride! We had plenty of swimming and sailing time. A direct public bus from Chania, it wasn't too difficult to get too on our own. We had a great time and the lunch was fantastic!”

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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - Half-Day vs Full-Day: Choosing the Right Amount of Sea Time

9Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

Heraklion to Dia island catamaran at sunset with snorkeling, paddleboarding, Greek food and drinks, plus a small group feel.

4.6

“We had a great time sailing to Dia Island. The sail back at sunset was breath taking. We also were attracted by the snorkeling. Unfortunately there were very few fish and the sea bed was badly scoured by anchors”

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Sailing trip to the Top Coasts of Crete, Daily/Multi-day

Sailing trip to the Top Coasts of Crete, Daily/Multi-day - Your boat setup for a 7-hour day (shade, cabin, and downtime)

Heraklion: Dia Island Luxury Catamaran Cruise with Meal

Heraklion: Dia Island Luxury Catamaran Cruise with Meal - From Cafe Marina to the Catamaran: Getting There Without Panic

11Heraklion: Dia Island Luxury Catamaran Cruise with Meal

Heraklion to Dia Island on a Lagoon catamaran: snorkeling, SUP and swim time plus a Mediterranean meal and unlimited drinks.

4.7

“We were very happy and glad during and after the trip, the staff was friendly, smiling and helpful. I especially want to note the attitude towards passengers from the crew, we felt comfortable and safe. Just simply had a great time 👌. I can confidently recommend others to also enjoy spending time on board with…”

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Heraklion: Dia Island Catamaran Cruise with Water Toys

Heraklion: Dia Island Catamaran Cruise with Water Toys - Price and value: why $151.23 can make sense

12Heraklion: Dia Island Catamaran Cruise with Water Toys

Half-day catamaran cruise from Heraklion to Dia Island with tons of water toys, nutritionist-made lunch, and unlimited drinks in a small group.

5.0

“The crew was so welcoming, helpful, and made our experience next level! The food was fantastic, plenty of room on the boat for the 18 passengers to sit in either sun or shade, and ample time to swim and snorkel and paddleboard at the island! We had a blast and the crew made it extra…”

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Chania: Afternoon Catamaran trip – Dinner, Drinks & Sunset

Chania: Afternoon Catamaran trip - Dinner, Drinks & Sunset - The catamaran setup: space to lounge, music to keep it light

Dia island : Small Group Sailing Trip to Dia Island with Lunch

Dia island : Small Group Sailing Trip to Dia Island with Lunch - The protected cove stop: snorkeling, SUP, and wildlife chances

Heraklion: Dia Catamaran Tour – Lunch, Open Bar & Snorkeling

Heraklion: Dia Catamaran Tour - Lunch, Open Bar & Snorkeling - Boarding at Marina Café: Arrive Early, Then Get Comfortable

More Sailing In Crete