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5 Island Hopping Sailing Trips in Crete to Build a Day Around

5 sailing trips  ·  from $35 a head

The 5 best island hopping sailing trips in Crete you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island’s clear water and quiet cove
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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

Review of Crete’s Dia Island sailing trip from Heraklion, with yacht views, swimming, snorkeling, lunch, drinks, costs, and practical tips.

“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”

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Heraklion: Private Half-Day Sailing Trip to Dia Island - Dia Island and Saint George Bay
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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

Review of Heraklion’s private Dia Island sailing trip, with snorkeling, fishing, lunch options, pricing, timing, and practical tips.

“It was a lovely sailing experience. It was beautiful and well organised. The staff was very friendly and kind. The overall experience was amazing and would 10/10 recommend it!”

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Dia island : Small Group Sailing Trip to Dia Island with Lunch - The one-hour sail to Dia Island
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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

Review of the Dia Island sailing trip from Heraklion, with lunch, swimming, snorkeling, wildlife, pickup details, value, and practical tips.

“Absolutely fantastic excursion! We ended up having the entire boat to ourselves and the team really accommodated us and ensured we really had an amazing time. Lunch/wine onboard was delicious and they were fantastic photographers making sure we got ample amount of photos”

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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group - What the small group really changes
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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

4.Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

★★★★★★★★★★5.0 · 126 reviews · 6 hours 30 minutes (approx.) · from $181

Review of Crete’s Dia Island catamaran cruise, with a small group, fresh Mediterranean lunch, open bar, swimming, snorkeling, and SUPs.

“This was a great experience. The captain and the crew were awesome. Crew answered all questions and were very pleasant at all time. The captain was amazing. He engaged all passengers trying to teach us typical Greek dance and later put on a concert as Johnny Depp. The lunch was amazing. Made fresh as we were all swimming. It was great. This was truly a 5 star trip.”

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Private Sailing Cruise from Heraklion to Dia Island - A little archaeology beside the swimming stop
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Private Sailing Cruise from Heraklion to Dia Island

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