Island hopping · SAILING AND YACHT CHARTERS IN CRETE

The 5 Sailing and Yacht Charters in Crete That Earn Their Price

5 tours  ·  from $35 a head

Every trip has one free day too few. These 5 sailing and yacht charters in Crete justify the slot, priced and timed so you can decide in minutes and get back to packing a dry bag.

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island’s clear water and limited shore access
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

1.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Our pick

Choose a 3.5 to 6.5-hour shared or private yacht trip from Heraklion to Dia Island, with swimming, snorkeling, paddleboards, fishing gear, lunch, and drinks. The one-hour coastal option stays near Heraklion and includes drinks but no island stop or water activities.

“Nice shorter activity 4 hr, Friendly crew! Good lunch with plenty of water and wine! Beautiful day! ❤️🥂”

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Heraklion: Private Half-Day Sailing Trip to Dia Island - Meeting at Heraklion’s marina
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Heraklion: Private Half-Day Sailing Trip to Dia Island

2.Private Half-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 466 reviews · 4.5 hours

Sail from Heraklion to Dia Island on a private boat for up to eight people, with two crew members, drinks, fruit, snorkeling gear, fishing equipment, and paddleboards. You get about two and a half hours in Saint George Gulf, with an optional onboard meal and hotel transfers.

“Amazing half day trip. Skippers Vassilis and Costa were informative and friendly. Such a lovely day. Transport was door to door no waiting and also fab. Totally worth the money! Recommend!”

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Dia island : Small Group Sailing Trip to Dia Island with Lunch - What makes Dia Island different from a beach stop
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Dia island : Small Group Sailing Trip to Dia Island with Lunch

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

★★★★★★★★★★5.0 · 162 reviews · 4 hours 30 minutes (approx.) · from $72Top rated

Sail from Heraklion’s Old Venetian port to protected Dia Island with a certified crew, usually aboard a 43 to 45-foot yacht. You’ll swim, snorkel, use a SUP, enjoy an organic lunch with wine, and hear about local wildlife. Pickup is free within 10 kilometers of the port.

“It’s was a great experience to my children and to me Unfortunately, the boat was small and there was another family with 5 children So we had to move to the bow”

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Heraklion: Private Full-Day Sailing Trip to Dia Island - Saint George Bay, the main stop at Dia
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Heraklion: Private Full-Day Sailing Trip to Dia Island

4.Private Full-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 140 reviews · 6.5 hours

Sail privately from Heraklion to Dia Island with a two-person crew, stopping at Saint George Bay and another swimming spot. You get snorkeling gear, fishing gear, paddleboards, fruit, wine, soft drinks, and water. Crews have included Kostas, Magda, Nikos, and Vasilis.

“Our sailing trip to Dia Island was an unforgettable experience! From the moment we stepped aboard, the crew made us feel right at home. They were exceptionally accommodating, ensuring that every detail was perfect for our family. The boat was well-maintained, and the journey was smooth and scenic. We were able to relax, swim in crystal-clear waters, and even snorkel around the island. The crew's knowledge of the area and genuine hospitality made the trip even more special. If you're in Crete and looking for a unique adventure, this is an absolute must-do. We'll definitely be back for another voyage!”

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Private Luxury Sailing Trips to Dia Island - St George Bay: clear water and a quiet anchor
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Private Luxury Sailing Trips to Dia Island

5.Private Luxury Sailing Trips to Dia Island

★★★★★★★★★★4.5 · 25 reviews · 6 hours (approx.)

Sail privately from Heraklion to Dia Island with a skipper and mate, reaching St George Bay after about an hour. Swim in clear water, try fishing, snorkel, and relax with fruit, soft drinks, bottled water, and white wine. Hotel pickup, lunch, champagne, and cake cost extra.

“Mario the captain made sure our day was fantastic from start to finish. We also arranged our hotel pick up and drop off which made the trip stress free. The snacks, salad and fruit were delicious! This is a must do when visiting Crete! Thank you Mario for making this a very memorable day! Much love from Canada”

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