Under sail · PRIVATE SAILING CHARTERS IN HERAKLION

The 10 Best Private Sailing Charters in Heraklion

10 sailings  ·  from $100 a head

The 10 best private sailing charters in Heraklion you can book today, with what each costs, how long the boat is out and who it suits. Number one is first for a reason; start there.

Dia Island: Semi-Private Full Day Sailing Trip with meal - One hour north toward Dia Island
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Dia Island: Semi-Private Full Day Sailing Trip with meal

Heraklion: Private sailing to Dia Island with Lunch - The one-hour crossing to Dia
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Heraklion: Private sailing to Dia Island with Lunch

2.Private sailing to Dia Island with Lunch

★★★★★★★★★★4.8 · 16 reviews · 4.5 hours

Review of a private sailing trip from Heraklion to Dia Island, with swimming, snorkeling, local lunch, crew, pricing, and practical tips.

“My parents and I enjoyed our trip to Dia Island . The captain and his helper were very friendly and accommodating . We sailed to the island while the captain was telling us the story of the island and local culture and customs . We had an opportunity to swim and snorkel once we dropped the anchor near one of the islands harbors . Traditional Cretan Lunch was served right on the boat and was delicious , fresh and full of local flavors . Overalll we had a very enjoyable experience and we highly recommend this company and the experience .”

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Private Sailing Cruise to Dia Island with Meal & Water Activities - Swimming, Snorkeling, and Paddleboarding
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Private Sailing Cruise to Dia Island with Meal & Water Activities

3.Private Sailing Cruise to Dia Island with Meal & Water Activities

★★★★★★★★★★4.5 · 10 reviews · 5 hours 30 minutes (approx.)

Review of a private Dia Island sailing cruise from Heraklion with lunch, swimming, SUP, snorkeling, pickup, and practical booking tips.

“Would highly recommend this trip. We were a group of 8 ladies. Lot's of fun had with the paddle boarding and sea scooter. The skippers really looked after us, the food and drink were very good.”

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Heraklion: Dia Island Private Sailing Cruise with Full Meal - Three hours in Dia Island’s clear bay
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Heraklion: Dia Island Private Sailing Cruise with Full Meal

4.Dia Island Private Sailing Cruise with Full Meal

★★★★★★★★★★5.0 · 6 reviews · 5.5 hours Top rated

Sail from Heraklion to Dia Island for swimming, snorkeling, a fresh Mediterranean meal, unlimited drinks, and sunset views on a private yacht.

“This is an absolutely incredible experience that you should book immediately if you're looking for a boat in Crete. Zoey and Spiros were our captains and made the day one to remember! They gave us options of where we wanted to spend the day (places that were popular but crowded or less popular and secluded), provided amazing service and made delicious food! They are genuinely amazing individuals and were a joy to spend time with. Spiros and I had amazing conversations about sports and he went out of his way after the boat trip with a very kind gesture. I cannot say enough good things about our time on the…”

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Heraklion: Sunset Private Sailing Trip to Dia island - The first hour across the Cretan Sea
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Heraklion: Sunset Private Sailing Trip to Dia island

5.Sunset Private Sailing Trip to Dia island

★★★★★★★★★★5.0 · 4 reviews · 4.5 hours

Review of Heraklion’s private sunset sail to Dia Island, with swimming, snorkeling, SUP, wine, snacks, and practical booking advice.

“One of the highlights of our entire trip to Greece!! George and Nick were a fantastic crew and they made us feel welcome and well taken care of. The trip itself offered the perfect combination of elements: gentle breezes, warm sun, cool water, great wine and snacks and a beautiful sunset. Could not ask for anything more from a sailing excursion. Highly recommend!!”

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From Heraklion: Dia Island Private Sailing Trip - Seventy-five minutes across the Cretan Sea
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From Heraklion: Dia Island Private Sailing Trip

Heraklion: Private Catamaran Cruise to Dia with Meal&Drinks - Meeting the crew at Heraklion Marina
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Heraklion: Private Catamaran Cruise to Dia with Meal&Drinks

Hersonissos: Private Catamaran Cruise, Dia Island with Lunch - The 105-minute ride to Dia Island
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Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

Private Sailing Trip from Heraklion to Dia island - The one-hour sail to Dia Island
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Private Sailing Trip from Heraklion to Dia island

Private Sailing Trip from Heraklion to Dia with meal & SUP - Why Dia makes a strong half-day escape
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Private Sailing Trip from Heraklion to Dia with meal & SUP

10.Private Sailing Trip from Heraklion to Dia with meal & SUP

★★★★★★★★★★5.0 · 2 reviews · 5 hours

Review of Heraklion’s private sailing trip to Dia, with swimming, snorkeling, SUP, local food, sunset views, and practical booking advice.

“Aris and Zjohn were very friendly and accommodating. It felt like a private boat tour for our party. They were very professional yet warming in their approach to let us know how the day will go, and some history of the places. We went to a private island and had a chance to snorkel, paddle board and get to explore a little of the island. What made it even more personal was that Aris and Zjohn made our food for us which was exceptional! Actually it was almost Michelin star level, made with love. We had a three course meal and then they escorted us back to the island. The…”

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