Heraklion Sailing Trips


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8 Best Heraklion Sailing Trips Worldwide

The best days on the water.

The 8 most popular heraklion sailing trips. What each sail costs, how long you are on the water, and which crews run it well.

8 Best Heraklion Sailing Trips Worldwide

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Small-Group Sailing with a hard cap of 14
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

1.Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Small-group Dia Island sail from Heraklion with swimming, snorkeling, SUP, a Mediterranean meal, and unlimited drinks on board.

Most Popular 4.8

“The perfect day! Our guided were all so kind and accommodating. The boat was beautiful, spacious, and had plenty of fun equipment. The lunch was delicious and abundant, as well and the drinks! Overall, a fantastic experience. Would absolutely do it again!”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - The sail to Dia: legends, dolphins, and whether the wind shows up
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Tour Reviews

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

Heraklion: Dia Island Sailing Cruise with Snorkeling - The sail out of Heraklion Old Venetian harbor
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Snorkel Sailing Trips, Snorkeling, Tour Reviews

Heraklion: Dia Island Sailing Cruise with Snorkeling

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - The boat setup: catamaran comfort without the giant-party feel
Cruises & Boat Tours, Evening Experiences, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Snorkel Sailing Trips, Snorkeling, Sunset Sails, Tour Reviews

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

4.Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

Heraklion to Dia Island at sunset: snorkel, paddleboard, and enjoy Greek food and drinks on a small catamaran.

4.7

“Andreas and Ianos (hope I am spelling it correctly) were great guides, answering a lot of questions about the island. The place is a pretty good place for snorkel activities but you have to venture a bit far out, especially by the old remains of a minoan port underwater. Food was really good, drinks at…”

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Sailing Cruise to Dia Island with Meal and Water Activities - Dia Island anchor time: swimming, snorkeling, and spotting wildlife
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Tour Reviews

Sailing Cruise to Dia Island with Meal and Water Activities

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - Getting There: Old Anchor Meet-Up and Optional Van Transfers
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Lunch Experiences, Sailing, Swim-Stop Cruises, Tour Reviews

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

Dia Sailing Cruise With All-inclusive Meal And Drinks - What the 5.5 Hours Feel Like: Day Cruise vs Sunset Cruise
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Sailing, Tour Reviews

Dia Sailing Cruise With All-inclusive Meal And Drinks

7.Dia Sailing Cruise With All-inclusive Meal And Drinks

5.5-hour Dia Island sailing from Heraklion with snorkeling and SUP, plus an all-inclusive Mediterranean meal and unlimited Greek wine.

4.6

“What a great day out, unfortunately due to the wind we couldn’t go to Dia so we sailed to another cove, it was a great spot for swimming. The crew and the food were excellent. Do yourself a favour and book this tour”

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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - Getting There: Old Anchor Meet-Up and Optional Van Transfers
Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Lunch Experiences, Sailing, Swim-Stop Cruises, Tour Reviews

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

8.Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

Sail from Heraklion to Dia Island for lunch plus snorkeling, SUP, and fishing. Unlimited drinks, dolphins, and time to swim.

4.8

“My partner and I loved this trip! Vaso & Spiros were fantastic guides. Snorkeling at Dia Island was super fun and the water was nice and warm. We enjoyed chatting with the others guests on the boat - had some wine together which was fun. Highly recommend this experience!”

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The sailing ports worth the trip, grouped by the sea they sit on.