15 Sailing Yacht Charters in Greece to Book This Year

1.Day sailing Skiathos Skopelos with lunch on Rainbow yacht

★★★★★★★★★★5.0 · 262 reviews · 7 hours (approx.) · from $163 a seat Our pick

Join Yannis and Angelica aboard Rainbow yacht for a relaxed seven-hour sailing day from Skiathos. Swim at Tsougria, Panormos, and a Skopelos beach, see the Mamma Mia coast, and enjoy a Greek meal cooked on board. Cold drinks, wine, beer, coffee, fruit salad, and time for snorkelling are included.

“We had a lovely day in beautiful places, with nice food and nice company! We absolutely recommend this experience”

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2.Day Cruise by a Sailing Yacht to the most beautiful bays or Rhodes (Small Group)

★★★★★★★★★★5.0 · 197 reviews · 6 hours (approx.) · from $120 a seat

Spend about six hours on a small sailing yacht from Rhodes, stopping at Anthony Quinn, Traganou, and Ladiko bays for swimming, snorkeling, or sunbathing. Lunch-style cold dishes, fruit, wine, beer, soft drinks, and water are included. Captains and crew, including George, Dimitri, Despina, Luca, and Yannis, have been praised for warm, capable service.

“Excellent motor yachting experience… Captain Yannis (aka Poseidon) was an excellent host and cook and being a small group experience shared some excellent company for the day… but people must be prepared for yachting experience with waves and all!”

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3.From Skiathos Marina: Yacht Sailing Day Trip with Lunch

★★★★★★★★★★4.8 · 180 reviews · 8 hours · from $175 a seat

Spend eight hours aboard the Marina yacht with skipper Lambros and crew, sailing from Skiathos toward Skopelos. You get breakfast, drinks, towels, snorkeling gear, SUP use, several swim stops, lunch at a local taverna, cave snorkeling near Dasia, and fruit salad at Arkos Island.

“Great day out sailing around Skiathos and Skopelos. The boat was fantastic, the swim stops were amazing with the option to paddleboard too. We also got lucky and saw some dolphins! The lunch at a local taverna was also a highlight. A must do in Skiathos - we will book again if we come back!”

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4.Half Day Cruise on a Sailing Yacht in Corfu Island

★★★★★★★★★★5.0 · 108 reviews · 4 hours (approx.) · whole boat $1,016, up to 10

Spend four hours on a private sailing yacht from Gouvia Marina, cruising Corfu’s northeast coast with stops at turquoise bays such as Barbati, Kalami, Kerasia, or Strogylo. Your crew handles the sailing while you swim, snorkel, paddleboard, enjoy drinks and fruit, or mark a special occasion on board.

“Beautiful boat. Lovely crew- Tannos and Athena did a wonderful job. A highlight of our trip. This was a favorite outing for our group of adults. Snorkeling, drinks and great snacks. We enjoyed the blue caves and private snorkel area along the coastline.”

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5.Paros: Full-Day Sailing Yacht Cruise

★★★★★★★★★★4.8 · 88 reviews · 9 hours · from $259 a seat

Set out from Piso Livadi with an English-speaking skipper and crew, sailing toward Rina’s Cave, Schoinousa or Koufonissia, and southern Naxos. Swim from the yacht, snorkel, sunbathe, and share a freshly prepared lunch with wine or beer. Hosts have included Manolis, Ioanna, Yannis, Mariza, and Kostas.

“My two girlfriends and I had a wonderful time on our sailboat cruise. It was not super nice weather (very windy, a bit overcast, not super warm) but despite that, we still had a great time. The lunch was pesto pasta, Greek salad, and spinach pie and it was delicious. Our captain and skipper were very nice and made it a great experience. There were 4 other guests on the boat and we had such a fun time getting to know each other. It got quite windy and a bit rough on the ride back, but fortunately none of us got sea sick. I would be careful booking this if…”

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

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

Set out from Gouvia Marina on a private yacht for up to 10 people. You’ll pass Corfu’s fortresses and old town, pause at Mouse Island, swim near the Royal Baths and Vido Island, and enjoy snacks, drinks, towels, snorkeling gear, and music on board. Choose a 4-hour, 8-hour, or 3-hour sunset cruise.

“Fantastic day, host Theo was exceptional, we had such an enjoyable time. Thoroughly recommend, will definitely book again 😊”

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7.Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht

★★★★★★★★★★5.0 · 34 reviews

Join Cruisemeup aboard Odysseia, a certified Greek heritage wooden sailboat, for a two-hour sunset cruise from Benitses Marina. You’ll see Corfu’s old fortress, Garitsa Bay, Mon Repos, and Pontikonissi while enjoying a cocktail, local wine, beer, juice, water, finger foods, and soft music. The small group is limited to about 20 people.

“the whole experience was amazing. the guides were so friendly and welcoming, the boat was gorgeous and super cosy. the food and cocktails were so nice. I would 100% recommend. it was the perfect end to our holiday.”

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8.Full Day Cruise on Sailing Yacht in Corfu Island

★★★★★★★★★★5.0 · 33 reviews · 8 hours (approx.) · whole boat $1,442, up to 10

Spend about eight hours on a private sailing yacht from Gouvia with a crew including Captain Thanos, Ntina, Takis, Andro, and Voula. Swim at Strogylo and Kerasia, use the SUP and snorkeling gear, then eat by the water at Agni Beach. Drinks, snacks, towels, WiFi, and a restroom are included.

“Ntina and Takis boh exuded kindness and care and took such good care of my whole group on our day long sailing charter. Worth every penny to be able to relax and enjoy the water, sun and scenery. Lunch at Toulas was one of the best meals of our trip. Book it!”

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9.5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

★★★★★★★★★★5.0 · 24 reviews · 5 hours (approx.) · from $102 a seat

Set out from Chrousso Marina at 11:00 a.m. for a five-hour yacht trip around West Sithonia. Your skipper, possibly Yiorgos or George, shares local stories while you visit quiet coves, swim, snorkel, and use the SUP. The yacht holds no more than 11 people and includes water, coffee, tea, a restroom, and all equipment.

“George took 4 of us out for a 5 hour cruise and we had a great time. The weather was a bit tricky but he was able to make it as smooth as possible. We had fun seeing the different coves and sheltered swimming places - the water was so clear and beautiful. George had lots of interesting stories about the area and you could tell he really loves his job. He is kind and allows your group to have some time alone. The yacht is very nicely equipped and has everything a small group needs for a day out on the sea.”

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10.Guided Sailing Yacht Trip in Corfu Island

★★★★★★★★★★4.5 · 21 reviews · 5 hours (approx.) · from $82 a seat Best value

Spend about five hours sailing from Gouvia with a skipper and up to 12 people. Swim at Barbati, Gialiskari, and Nisaki, explore a blue cave, jump from the boat or rocks, and enjoy sandwiches, fruit, chips, water, and soft drinks. Skippers including Tasos and Ari have created a relaxed, friendly atmosphere.

“Wonderful experience! We visited beautiful places, the boat was clean, and the food delicious. Don’t miss it out if you’re visiting Corfu!”

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11.3 hours Kassandra Sunset or Day sailing yacht tour

★★★★★★★★★★4.5 · 18 reviews · 3 hours (approx.) · from $82 a seat

Set out from Chrousso Marina for a three-hour yacht ride along the Kassandra coast. Choose a daytime cruise or sunset departure, stop at an island, and enjoy bottled water, coffee, and tea. The yacht carries no more than 11 people, making this a calm option for couples and families with older children.

“Relaxing boat trip along the coast with stunning views. Watching the sunset on the way back. Really enjoyed it with my daughter. Recommend it to the couples or families with older children.”

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12.Half Day Private Cruise with Sailing Yacht in Corfu

★★★★★★★★★★5.0 · 15 reviews · 4 hours (approx.) · whole boat $481, up to 8

Set sail from Marina Gouvia with skipper Orestis on a four-hour private yacht trip for up to eight people. See Corfu Old Town and its fortresses from the water, cruise through Garitsa Bay, watch planes pass over Mouse Island, and stop to swim at the Royal Baths and Vido Island.

“Such a special experience, well worth the money, our skipper was fantastic, couldn’t of asked for a better trip.”

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13.Santorini Oia: Private Sailing Yacht Cruise with Meal and Drinks

★★★★★★★★★★5.0 · 12 reviews · 5 hours (approx.) · from $451 a seat

Spend about five hours on a private yacht from Oia, swimming near Thirassia, visiting volcanic Nea Kameni and its sulfur springs, and eating a Greek BBQ lunch onboard. Andrew and Dennis may crew the boat, with snorkeling gear, towels, unlimited local wine, beer, soft drinks, and water included.

“The food was better than most 5 star restaurants in Oia!! The crew was very helpful and attentive. Loved it!”

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14.6 Hours Tour to Delos and Rhenia Islands with Sailing Yacht

★★★★★★★★★★5.0 · 11 reviews · 6 hours (approx.) · from $150 a seat

Leave your Mykonos hotel at 9 a.m. for a six-hour sailing trip aboard S/Y Aeolus, with pickup and return included. Explore Delos independently, then swim and snorkel near Rhenia. The crew serves shrimp pasta, Greek salad, wine, beer, soft drinks, and water. The boat carries no more than 12 people.

“An absolute must do! If you are looking for a quieter excursion with less people this is it. The Captain and his mates knew their knowledge, were helpful, and also knew how to have fun. We were lucky enough to have a lot of wind this day. We were allowed to ride up front on the way back when we were sailing. Let me tell you, WOW! This was an absolute blast and a true once in a lifetime experience. Thank you so much to the crew that had fun with us and allowed us the opportunity to make this surreal.”

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15.Sailing Yacht Cruise with Food & Drinks (SmallGroup)

★★★★★★★★★★4.4 · 9 reviews · 6 hours · from $132 a seat

Spend six hours aboard a sailing yacht with up to 10 to 12 people, stopping at Anthony Quinn, Ladiko, and Traganou Bays. Swim, snorkel, sunbathe, and eat a Greek meal onboard. Food, wine, beer, water, and soft drinks are included. Pickup is optional, and the crew communicates through WhatsApp.

“The captain had I teresti g I formation as we passed things”

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