15 Private Sailing Charters in Greece to Get on the Water

1.Balos and Gramvousa Private Sailing Trip with Meal

★★★★★★★★★★4.8 · 41 reviews · 8 hours · from $931 whole boat, up to 10Our pick

You’ll sail from Kissamos Port aboard Izabela, a private boat with a grey bimini, to Balos Lagoon and Imeri Gramvousa. Expect two hours at each stop, a Cretan lunch with wine, beer, and soft drinks, snorkeling gear, and a 20-minute walk to Gramvousa’s Venetian fortress. George, Christopher, and the crew have earned praise for friendly service and careful timing.

“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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2.Private Sailing Tour in Rhodes

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

Spend about seven hours on a private Rhodes sailing trip with Captain Dino and crew. Swim at Anthony Quinn Bay, Kallithea Springs, and Traganou Beach, explore caves, and enjoy lunch, snacks, drinks, alcohol, and Wi-Fi aboard a spacious rebuilt sailboat.

“What a great day in Rhodes!! Yiannis, our captain was great and made sure that we were well taken care of.Brie host is immaculate and lunch was super tasty. Highly recommend this excursion if you’re in Rhodes. I’m”

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

★★★★★★★★★★5.0 · 38 reviews · 8 hours (approx.) · from $947 whole boat, up to 10

Spend eight hours aboard Izabela, cruising from Kissamos to Balos Lagoon and Gramvousa. Swim, snorkel, visit a Venetian fortress, and enjoy a Cretan lunch with beer, wine, soft drinks, and water. Skippers such as Christopher, George, Yanni, and Alex tailor the pace for your private group of up to 10.

“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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4.Private sailing yacht cruise for up to 10 guests

★★★★★★★★★★5.0 · 37 reviews · 3 to 8 hours (approx.) · from $540 whole boat, up to 10

Set out from Gouvia Marina on a private yacht for up to 10 people. Choose a 3-hour sunset sail, a 4-hour route past Corfu’s fortresses and Mouse Island, or an 8-hour day with extra swim stops and time for lunch. Skippers including Theo, Themis, and Spyros bring drinks, snacks, gear, and local insight.

“We had such a good time on the this sailing trip! We were quite a big group of 9 ladies and a few of them were quite apprehensive of being on a boat and out on the water, but even they enjoyed the whole trip and felt completely safe about it all. Our skipper, Theo, was so helpful and made sure we were always topped up with any drinks and snacks. He was really informative during the tour around mouse island and the fortresses. If we are ever in Corfu again we will make sure to use this boat company again.”

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5.Private Sailing Trip with Lunch and Snorkeling

★★★★★★★★★★4.9 · 26 reviews · 8 hours · from $1,767 whole boat, up to 12

Set sail from Skiathos with Captain George for an 8 to 8.5-hour private trip through the Sporades. Swim at Tsougrias, visit Mamma Mia’s Kastani Beach, snorkel, eat lunch in Neo Klima, see Dasia Blue Sea Cave, and finish near Arkos Island. Snacks, coffee, soft drinks, fruit salad, Wi-Fi, and lunch are included.

“Es war ein wunderbarer Tag am Segelboot. Alles war sehr persönlich und hatte nichts mit Massentourismus zutun. Man fühlte sich als wäre man mit Bekannten auf einem Segeltrip. Würde diese Tour sofort wieder buchen!”

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

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

Sail Athens Riviera waters aboard a classic 65-foot yacht with Captain Vasilios and crew. Swim and snorkel near Hydrousa, use the kayaks and SUP, learn basic sailing, and enjoy Greek food, wine, beer, and soft drinks. The private boat carries up to 24 people, so confirm your group’s arrangements before booking.

“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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7.Private Sailing Cruise from Heraklion to Dia Island

★★★★★★★★★★5.0 · 22 reviews · 6 hours (approx.) · from $625 whole boat, up to 10

Set sail from central Heraklion with Captain Greg and his crew for a private six-hour cruise to Dia Island. Swim in clear water, snorkel, paddleboard, explore an ancient harbor site, and enjoy fruit, snacks, drinks, and a meal. The boat takes only your group, up to 10 people.

“We enjoyed our trip to Dia Island. The crew was great and we enjoyed some good sandwiches and fresh fruit and drinks after we got to the island. The kids loved jumping from the boat and swimming around and exploring on the shore. Definitely recommend!”

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8.Kleftiko Semi Private Sailing Cruise with Lunch

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

Spend seven hours sailing from Adamas along Milos’s colorful fishing villages and volcanic west coast. The route includes Kalogries, Kleftiko, Sykia cave, and Agios Dimitrios, with swimming, snorkeling, drinks, breakfast, a light meal, fruit, and sweets. Lena, Nicolas, Nikos, or Dimitri may be among the crew, depending on the sailing.

“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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9.Fully Private Sailing Cruise with Meal & Drinks

★★★★★★★★★★5.0 · 18 reviews · 7 hours · from $883 whole boat, up to 4

Spend seven private hours aboard the sailing yacht BE HAPPY with skipper Nikos and a hostess. Sail from Souda Bay, stop at Ai Giannis and quiet coves, swim and snorkel, then enjoy a fresh Cretan three-course lunch with wine, beer, and dessert. Hotel transfers are available by request.

“Nikos (aka Nick) was a great captain and chef. He was patient with our children, taught us all a bit of sailing, and took us to beautiful spots. His fill in first mate Svetlana was also very kind. Do not hesitate to book this experience, much better than than the mass market boats that cram on as many people as possible. You will have a great day with Nick as your captain.”

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10.Heraklion Private Sailing Catamaran Cruise to Dia with Lunch

★★★★★★★★★★5.0 · 18 reviews · 6 hours 30 minutes (approx.) · from $2,103 whole boat, up to 15

Meet the DanEri Yachts crew at Cafe Marina in Heraklion at 9:30 a.m. for a private 6.5-hour catamaran trip to Dia Island. You can swim from the boat, snorkel, fish, paddleboard, and enjoy salads, seafood, chicken, dessert, beer, wine, and soft drinks. The trip ends where it begins.

“The Catamaran was very clean and large! We had paddle boats kayakes and snorkel equipment. We highly enjoyed this tour the Captain and his first mate made our excursion exceptional! Food and service was awesome! We highly recommend this tour!”

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11.Private sailing to Dia Island with Lunch

★★★★★★★★★★4.8 · 16 reviews · 4.5 hours · from $471 whole boat, up to 8

Sail from Heraklion’s Old Venetian port to uninhabited Dia Island on a private yacht for up to eight people. Crew members Vang and Aphro share local stories, guide you to quiet bays, provide drinks and snorkeling gear, and prepare a fresh Cretan lunch for an extra charge. Choose a morning cruise or sunset return.

“Six of us were in Crete last week and we we booked this boat trip which was an exclusive sailing boat with crew. The trip was faultless and perfect. I was with my 70+ parents and they were catered for from their mobility issues to vegetarian requirements for the gorgeous lunch prepared for us. There was swimming in the sea and just taking in the scenery: we could not have asked for more. We were picked and dropped off from our hotel and the crew were knowledgeable of the history and questions we had about Crete. I would highly recommend this as a must-do! 🌟🌟🌟🌟🌟”

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12.Lindos: Full-Day Private Sailing Cruise

★★★★★★★★★★5.0 · 15 reviews · 6 hours · from $1,496 whole boat, up to 14

Spend six hours aboard Sailing Yacht M.PANORMITIS 2, leaving from Pallas Tavern near Lindos. Swim at Red Sand Beach, snorkel at Haraki Bay, visit Agathi and Navarone bays, and enjoy fruit, lunch, and drinks. Captain John, Carlos, Costas, Jody, Jonny, and Jorge have all been associated with sailings, depending on the departure.

“This was a great tour! It was easy to find the boat, comfortable on board, good food, friendly and interesting crew (Jody and Costas), and plenty of snorkeling opportunities for 8 of us. Thanks for a great time! Το σκάφος και το τοπίο ήταν όμορφα, το φαγητό ήταν νόστιμο και το πλήρωμα ήταν φανταστικοί οικοδεσπότες. Μας χάρισαν μια τέλεια μέρα ιστιοπλοΐας και κολύμβησης!”

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13.Private Sailing Cruise to Dia Island with Meal & Water Activities

★★★★★★★★★★4.5 · 10 reviews · 5 hours 30 minutes (approx.) · from $952 whole boat, up to 10

Set sail from Heraklion with your own group of up to 10 people for Dia Island. You’ll swim, snorkel, paddleboard, fish, and eat shrimp linguini with Greek salad and fruit. Guides including Harry, Christina, Captain George, and Martina have led recent cruises, though wind can affect water activities and departure times.

“Would highly recommend this trip. We were a group of 8 ladies. Lot's of fun had with the paddle boarding and sea scooter. The skippers really looked after us, the food and drink were very good.”

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14.Private Sailing Cruise from Agios Nikolaos around Mirabello Bay

★★★★★★★★★★5.0 · 8 reviews · 6 hours (approx.) · from $1,022 whole boat, up to 10

Set sail from Agios Nikolaos with Avanti Sailing for about six hours around Spinalonga and Mirabello Bay. Yannis or Giannis and Christos or Christoph may host, depending on the crew. Expect a private boat, Venetian fortress views, a swim near Kolokytha’s Blue Lagoon, local wine, snacks, SUP and snorkel gear, and a return to the marina.

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15.Private Sailing Yacht Cruise Swim in Blue Waters

★★★★★★★★★★5.0 · 7 reviews · 3 - 7 hours · from $742 whole boat, up to 10

Take a private Bavaria 40 sailing yacht from Paliouri for 3, 5, or 7 hours. Your English-speaking skipper, including captains such as Marco or Markos, can guide you to quiet coves, Kelyfos, Spalathronisia, and Porto Carras. Swim, snorkel, use the SUP, enjoy Spotify, and stop at a seaside taverna if you choose.

“Von der Buchung angefangen, bis zum Ende des Ausflugs ein rundum gelungener Ausflug. Besonders unser Kapitän Marcos war ein sehr angenehmer Mensch. Egal, was wir gerne wollten… ob Standuo Paddeling , Anlanden zum Schwimmen oder Essen gehen ( Kapitän Marcos brachte uns zu einer sehr geschmackvoll eingerichtete und Serviceorientierte Taverne mit guten Speisen und frischen Fisch) es wurde ihm nichts zu viel und wir konnten auf der Rückfahrt doch noch für kurze Zeit Segel setzen. Ein rundum gelungener Tag auf dem Meer! Danke Kapitän Markos”

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