Under sail · PRIVATE SAILING CHARTERS IN CRETE

Private Sailing Charters in Crete: 15 to Book This Season

25 sailings  ·  from $145 a head

Every trip has one free day too few. These 15 private sailing charters in Crete justify the slot, priced and timed so you can decide over breakfast and get back to the fun part.

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

Heraklion: Private Full-Day Sailing Trip to Dia Island - What makes Dia Island worth the crossing
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Heraklion: Private Full-Day Sailing Trip to Dia Island

Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos - The beaches around Elounda and Agios Nikolaos
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Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos

3.Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos

★★★★★★★★★★5.0 · 43 reviews · 7 hours (approx.) Top rated

Review of Crete Yacht Cruises’ private seven-hour trip from Agios Nikolaos, with Spinalonga, beaches, lunch, pricing, and practical tips.

“What a magical day! We were taken to the three of the nicest beaches, enjoyed the best homemade meal we had in Crete, and took in all the beauty that is this island. Captain Mike for the win!”

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Kissamos: Balos and Gramvousa Private Sailing Trip with Meal - The first 1.5 hours: sailing from Kissamos
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Kissamos: Balos and Gramvousa Private Sailing Trip with Meal

Private Sailing Cruise, Balos and Gramvousa with meal and drinks. - Gramvousa Fortress: the best view comes with a climb
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Private Sailing Cruise, Balos and Gramvousa with meal and drinks.

5.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 Cretan lunch, drinks, snorkeling, beach time, and a private skipper.

“The communication was amazing!!! We received timely answers to any concerns about pickup time and returning to the cruise on time. The pickup from the cruise was on time, and the van was lovely and comfortable for our party. The dock welcomed us with a beautiful, clean, and spacious boat. George was an amazing host who welcomed us and inquired about the sites we wanted to see. The food was top-notch, and it was traditional Greek food. We were given wine and beer, which was amazing! At each site we stopped at, we never felt rushed. The boat was supplied with an array of floaties, which made the time in…”

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Private Sail in Chania - Paleosouda lagoon and the main swim
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Private Sail in Chania

6.Private Sail in Chania

★★★★★★★★★★5.0 · 37 reviews · 8 hours (approx.) · from $419

Review of a private Chania sailing day with swimming, hands-on sailing, secluded coves, and a fresh Cretan lunch aboard.

“What an amazing experience! Nikos and his nephew were so great! Nikos pointed things out along our sail, swimming was amazing and lunch was delicious! Highly recommend this experience!”

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Crete Yacht Cruises 6-hours private Guided Cruise in Ag. Nikolaos - Spinalonga and the underwater city
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Crete Yacht Cruises 6-hours private Guided Cruise in Ag. Nikolaos

Private Luxury Sailing Trips to Dia Island - St. George’s Bay and the Swimming Stop
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Private Luxury Sailing Trips to Dia Island

Private Sailing Cruise from Heraklion to Dia Island - Swimming, snorkeling, and paddleboarding
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Private Sailing Cruise from Heraklion to Dia Island

9.Private Sailing Cruise from Heraklion to Dia Island

★★★★★★★★★★5.0 · 22 reviews · 6 hours (approx.)

Sail from Heraklion to Dia Island on a private six-hour cruise with swimming, snorkeling, paddleboarding, lunch, and Cretan sea views.

“Friends had recommended the sailboat excursion to us to Dia Island but unfortunately the last time we were here we did not plan soon enough so one was not available. This time we were able to book it ahead of our arrival on our cruise ship. We met the boat within walking distance of the cruise port and started our voyage to the island. Capt Greg and his deckhand Demetri were so nice and helpful (also non-smokers). Waters were very calm and soon we were at Dia Island where we were mesmerized by the crystal clear blue waters. The depth was approx 12 feet and you could clearly see the…”

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Private luxury Escape Sailing, Snorkel and Lunch Cruise - Lunch aboard with Mediterranean flavors
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Private luxury Escape Sailing, Snorkel and Lunch Cruise

From Chania: Fully Private Sailing Cruise with Meal & Drinks - Starting in Souda Bay with the red sails
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From Chania: Fully Private Sailing Cruise with Meal & Drinks

Heraklion Private Sailing Catamaran Cruise to Dia with Lunch - The Sail to Uninhabited Dia Island
Catamaran Cruises, Catamaran Cruises in Crete, Crete Sailing Trips, Greece Sailing Trips, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Crete, Lunch Experiences, Private Sailing Charters, Private Sailing Charters in Crete, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Crete, Tour Reviews

Heraklion Private Sailing Catamaran Cruise to Dia with Lunch

12.Heraklion Private Sailing Catamaran Cruise to Dia with Lunch

★★★★★★★★★★5.0 · 18 reviews · 6 hours 30 minutes (approx.)

Review of Crete’s private Dia Island catamaran cruise, with swimming, SUP, snorkeling, fishing, lunch, drinks, pricing, and practical tips.

“Boat, captain and chef were amazing. The operators assisted from pick up to drop-off. We had an amazing day, followed by even better food homemade on board by the chef. We loved it so much that we booked another day during our stay. We would highly recommend. The boat was also beautiful and well equipped.”

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Rethymno: Private Catamaran Cruise with Lunch and Drinks - The 105-Minute Sail Along Crete’s Coast
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Rethymno: Private Catamaran Cruise with Lunch and Drinks

13.Private Catamaran Cruise with Lunch and Drinks

★★★★★★★★★★5.0 · 16 reviews · 6 hours 30 minutes (approx.)

Review of Rethymno’s private catamaran cruise, with swimming, snorkeling, SUP boards, fresh lunch, unlimited drinks, and practical booking tips.

“It was exceptional! The captain, first mate and chef worked beautifully to make sure our trip was first rate and perfect!! Rena even took pictures of the family in the water…so grateful for her capturing the moments! The welcome snack and lunch was perfect! My adult kids were talking about it being a highlight of our trip to Crete!! Maybe one tweak…it would’ve been nice to go more than one location just for a different view and experience.”

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Crete Yacht Cruises 5 Hours Private Guided Cruise in Ag Nikolaos - Cruising toward Kolokithia Beach
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Crete Yacht Cruises 5 Hours Private Guided Cruise in Ag Nikolaos

14.Crete Yacht Cruises 5 Hours Private Guided Cruise in Ag Nikolaos

★★★★★★★★★★5.0 · 13 reviews · 5 hours (approx.)

Review of Crete Yacht Cruises’ five-hour private trip from Agios Nikolaos, with Olous, Kolokithia Beach, snorkeling, food, and practical tips.

“The crew was exceptional and the boat was clean and in excellent condition. The husband and wife team are local so they shared not only history but also personal stories about the sites we saw! The best part of the trip was the delicious meal prepared by the captain’s wife. Our meal included fresh veggies from their garden, charcuterie with local meats and cheeses and the main course was a chicken dish (with LOTS of olive oil) that she prepares for her own family on Sundays!”

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Chania: Private Day Catamaran Cruise with Swimming and Meal - Agioi Theodoroi and the long swimming stop
Catamaran Cruises, Catamaran Cruises in Crete, Crete Sailing Trips, Greece Sailing Trips, Private Sailing Charters, Private Sailing Charters in Crete, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Crete, Swim Stop & Beach Sailing Trips, Tour Reviews

Chania: Private Day Catamaran Cruise with Swimming and Meal

15.Private Day Catamaran Cruise with Swimming and Meal

★★★★★★★★★★5.0 · 10 reviews · 5 hours (approx.)

Review of Crete’s private Chania catamaran cruise, with swimming, snorkeling, SUP boards, a Greek meal, drinks, and practical booking tips.

“We did this trip as a special treat for my family and it did not disappoint. The boat and the crew were amazing. Having done plenty of group boat trips this was a first time having the boat to ourselves. Not sure I could ever go back now to a shared boat!”

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