CRETE

The 13 Crete Sailing Tours That Earn Their Price

13 sailing trips  ·  from $35 a head

The good crete sailing tours fill up weeks ahead and the small boats go first. Below: the 13 to book early, what each includes and how they differ.

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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From Kissamos: Balos Gramvousa Sailing Cruise with Lunch - Leaving Kissamos for the open sea
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From Kissamos: Balos Gramvousa Sailing Cruise with Lunch

3.From Kissamos: Balos Gramvousa Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 257 reviews · 7.5 hours · from $229

Sail from Kissamos to Balos Lagoon and Gramvousa for swimming, castle views, and a fresh Cretan lunch on a small boat.

“An Unforgettable Experience! We booked a sailing boat tour in Crete while traveling with my husband and our 4-year-old daughter. From start to finish, everything was absolutely perfect. The crew was incredibly friendly, kind, and welcoming and taking time to explain things we were curious about and made us feel completely at ease, especially with a young child on board. They were so accommodating, and our daughter truly had the time of her life: she still talks about it! Every part of the journey was fantastic. They prepared an incredible traditional Cretan lunch cooked right on the boat (we honestly couldn’t get enough of it!) and later served fresh fruit,…”

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Sailing trip to the Top Coasts of Crete, Daily/Multi-day - Loutro, the Village Without Roads
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Sailing trip to the Top Coasts of Crete, Daily/Multi-day

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

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

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

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

6.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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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos - Starting in Kissamos at 8:30 am
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Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

7.Balos & Gramvousa Luxury Catamaran Sailing Cruise from Kissamos

★★★★★★★★★★5.0 · 116 reviews · 7 hours 30 minutes (approx.) · from $235

Review of the Balos and Gramvousa luxury catamaran cruise from Kissamos, with food, swimming, timing, price, crowds, and practical tips.

“Absolutely lovely staff. The main guy, Dimitri??? ( could be getting his name wrong) he was absolutely amazing. He made the trip. Food was soooo good too. The wind was awful and we were so Cole and couldn’t get into the water, or do much but the experience of the company made it still great considering.”

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Rethymno Catamaran Cruise: Healthy Lunch & Open Bar - Georgioupoli Bay and the water activities
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Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

8.Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

★★★★★★★★★★4.5 · 79 reviews · 6 hours 30 minutes (approx.) · from $174

Spend 6.5 hours sailing Crete’s north coast with healthy Cretan food, open bar, swimming, SUP, snorkeling, and attentive crew.

“Everything was on time as they said. The captain, assistant and deckhand (both women 😁) were all very friendly and knowledgeable. We felt completely safe and taken care of. The boat was clean, well organized and well set up. We were welcomed on board with food and drinks. The captain explained everything about the trip and made us laugh and feel at ease. The girls kept asking if we needed or wanted anything and brought it to us. The appetizers, lunch and dessert were delicious. 100% we would do this again and Highly Recommend This Exact Boat, Captain, Assistant and Deckhand!! From the 6 of us who live near the…”

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Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024) - Swimming, snorkeling, and free SUP time
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Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024)

Kissamos: Balos and Gramvousa Private Sailing Trip with Meal - Finding Izabela at Kissamos Port
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Kissamos: Balos and Gramvousa Private Sailing Trip with Meal

10.Kissamos: Balos and Gramvousa Private Sailing Trip with Meal

★★★★★★★★★★4.8 · 41 reviews · 8 hours

Review of a private sailing trip from Kissamos to Balos and Gramvousa, with swimming, snorkeling, a Cretan lunch, and fortress views.

“We loved our whole day! The boat was perfect for our group of 7 people. Both Gramvousa and Balos was amazing the water is so clear and calm. George was amazing, we helped ourselves to drinks and lunch was delicious. George allowed us the perfect amount of time to swim, explore and relax. Facilities were great also.”

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Private Sailing Cruise, Balos and Gramvousa with meal and drinks. - Gramvousa Island and the Venetian fortress
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Private Sailing Cruise, Balos and Gramvousa with meal and drinks.

11.Private Sailing Cruise, Balos and Gramvousa with meal and drinks.

★★★★★★★★★★5.0 · 38 reviews · 8 hours (approx.)

Review of a private Crete sailing cruise to Balos and Gramvousa, with lunch, drinks, snorkeling gear, flexible stops, and practical booking tips.

“This was a family trip and if you come to Crete I highly recommend this trip. The captain Cristopher was very knowledgeable and always ready to help you out. We felt safe and we enjoyed every part of the trip. Don’t miss this experience… it was amazing.”

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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

From Chania: Fully Private Sailing Cruise with Meal & Drinks - Passing the 800-year-old Venetian fortress
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From Chania: Fully Private Sailing Cruise with Meal & Drinks

13.Fully Private Sailing Cruise with Meal & Drinks

★★★★★★★★★★5.0 · 18 reviews · 7 hours

Private Crete sailing from Chania with swimming, snorkeling, local lunch, drinks, and hotel transfers for up to four people.

“What a day!! Captain Nikos was amazing. He made us feel very comfortable. I would HIGHLY recommend this trip to anyone who wants to have a wonderful, relaxing day on the water.”

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