Top 15 Private Sailing Charters in Greece

Kissamos: Balos and Gramvousa Private Sailing Trip with Meal

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

★★★★★★★★★★4.8 · 41 reviews · 8 hours Our pick

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 Tour in Rhodes

2.Private Sailing Tour in Rhodes

★★★★★★★★★★5.0 · 39 reviews · 7 hours (approx.) Top rated

Review of Rhodes’ private sailing tour with Anthony Quinn Bay, Kallithea Springs, Traganou Beach, lunch, snorkeling, and hotel pickup.

“We had such a wonderful day on the water with Captain Dino! He took us to three beautiful swimming locations and had a delicious lunch prepared that included a Greek salad with ingredients from his own garden. His dog Thor was also adorable and quite the character! We appreciated that Angela arranged a taxi to pick us up from our hotel and Dino called one for us to be waiting when we got back to port. Everything was so thoughtfully planned out for us and we highly recommend a journey with Greek Vikings!”

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

3.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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Corfu:Private sailing yacht cruise for up to 10 guests

4.Private sailing yacht cruise for up to 10 guests

★★★★★★★★★★5.0 · 37 reviews · 3 to 8 hours (approx.)

Review of Corfu’s private yacht cruise for 10, with fortress views, swimming stops, snacks, drinks, and sunset sailing.

“Awesome trip - Themis was loads of fun and made our experience very comfortable. Would highly recommend.”

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Private Boat Trip in Halkidiki, Greece

5.Private Boat Trip in Halkidiki, Greece

★★★★★★★★★★5.0 · 30 reviews · 7 hours (approx.)

Review of a private Halkidiki boat trip with Diaporos beaches, Vourvourou Bay, food, drinks, snorkeling, SUP, and a flexible captain.

“This is an amazing day and I can't recommend it highly enough.”

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Skiathos: Private Sailing Trip with Lunch and Snorkeling

6.Skiathos: Private Sailing Trip with Lunch and Snorkeling

★★★★★★★★★★4.9 · 26 reviews · 8 hours

Review of Skiathos private sailing trip with Skopelos lunch, Mamma Mia beaches, snorkeling, sea caves, and Greek island swimming.

“The day trip on the sea was great! and George, the capitan, was professional and took good care of us while we enjoyed the sea, swimming and sun.”

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Athens: Full-Day Private Sailing Trip with Meal & Drinks

7.Full-Day Private Sailing Trip with Meal & Drinks

★★★★★★★★★★4.9 · 22 reviews · 5 - 7 hours · from $176

Sail from Athens to Hydrousa for swimming, kayaking, Greek food, drinks, music, and a relaxed private day on a classic yacht.

“This was an excellent trip. This trip went beyond our expectations. The hosts were lovely. They couldn’t have been more helpful and thoughtful providing wonderful food, much more than expected, and plenty of drinks. Being able to kayak and paddle board as well as swim was a wonderful addition. We were able to choose our destination and made several stops in incredible water to swim. We can’t recommend this trip enough and would definitely do it again if we are in Athens in the future.”

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Private Sailing Cruise from Heraklion to Dia Island

8.Private Sailing Cruise from Heraklion to Dia Island

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

Review of Avanti Sailing’s private six-hour cruise from Heraklion to Dia Island, with swimming, snorkeling, lunch, wine, and a paddleboard.

“Very good sailing trip. Personalized for our group of four people. Relaxing, and activities when we arrived at Dia Island. Lunch was very good.”

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Milos: Kleftiko Semi Private Sailing Cruise with Lunch

9.Kleftiko Semi Private Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 21 reviews · 7 hours · from $141Best value

Review of Milos’ 7-hour Kleftiko sailing cruise, with swimming, snorkeling, lunch, caves, coastal villages, and practical booking advice.

“A nice sail to the caves and back. The water was perfect for swimming. The food was decent, if not served a little awkwardly, with bowls placed in a central spot for people to serve themselves.”

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From Chania: Fully Private Sailing Cruise with Meal & Drinks

10.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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Heraklion Private Sailing Catamaran Cruise to Dia with Lunch

11.Heraklion Private Sailing Catamaran Cruise to Dia with Lunch

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

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

“Il n'y a pas de plage à sable sur l'île de Dia. La plage est rocheuse et l'excursion se limite à être sur le bateau ou à nager une centaine de mètres de l'île. Aucune autre activité. Repas de basse qualité. Ça ne vaut pas le coup.”

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Heraklion: Private sailing to Dia Island with Lunch

12.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, transfers, and sunset views.

“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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Lindos: Full-Day Private Sailing Cruise

13.Lindos: Full-Day Private Sailing Cruise

★★★★★★★★★★5.0 · 15 reviews · 6 hours

Review of Rhodes’ private Lindos sailing cruise, with Red Sand Beach, Haraki, Agathi, Navarone, food, snorkeling, and value advice.

“Our party of seven had an incredible day! We visited 4 different beaches/snorkeling areas. Captain John and crew Costas were very attentive, and provided details about the coastline as we sailed. We snorkeled and used paddle board. Breakfast fruit and lunch (salad and pastitsio) were delicious. Unlimited beverages. We will definitely book this boat/captain again in the future.”

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Private Sailing Cruise to Dia Island with Meal & Water Activities

14.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, snorkeling, SUP, pickup, and practical booking advice.

“We had a fantastic time on this private sailing cruise. The staff were welcoming and attentive, making the whole journey enjoyable and relaxing. The food was delicious and plentiful, and the boat itself was in excellent condition—clean, comfortable, and well maintained. The mix of sailing, swimming, and water activities made it both fun and memorable. Highly recommend for anyone looking for a perfect day at sea.”

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Private Sailing Cruise from Agios Nikolaos around Mirabello Bay

15.Private Sailing Cruise from Agios Nikolaos around Mirabello Bay

★★★★★★★★★★5.0 · 8 reviews · 6 hours (approx.)

Review of Avanti Sailing’s private Agios Nikolaos cruise around Spinalonga, with swimming, food, wine, SUP, snorkeling, and practical booking tips.

“Excellent service!!Really enjoyed the trip with Avanti sailing! Felt safe during the trip! Definitely have a trip to the crystal blue waters and have a swim!!Thanks a lot for the experience!!”

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