Private Sailing Charters in Greece: The 15 Best Boats

Catamaran Cruises, Catamaran Cruises in Santorini, Drinking Tours, Greece Sailing Trips, Half-Day, Private Sailing Charters, Private Sailing Charters in Santorini, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Santorini, Santorini Sailing Trips, Tour Reviews

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

1.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133Our pick

Review of Santorini Star Sailing’s 5-hour catamaran cruise, with swimming stops, seafood BBQ, open bar, hotel transfers, and sunset options.

“Mika, Kostas, and Bill were phemoniminal! We had such a blast! The food was tasty, the stories and history were memorable, the sense of humor brought everyone on the catamaran together. I have never experienced something like this and 10/10 I reccomend ^_^”

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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

Sail privately from Heraklion to Dia Island for swimming, snorkeling, fishing, fresh fruit, drinks, and optional lunch in a beautiful Cretan bay.

“very friendly guide, bad luck with the weather, but nevertheless definitely recommended”

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Corfu Sailing Trips, Greece Sailing Trips, Luxury Yacht Cruises, Private Sailing Charters, Tour Reviews

Corfu Private Yacht Cruise

3.Corfu Private Yacht Cruise

★★★★★★★★★★5.0 · 356 reviews · 2 to 8 hours (approx.)

Review of Corfu’s private yacht cruise, with swim stops, Old Town views, snacks, drinks, snorkeling, and practical booking advice.

“Wonderful day on the yacht and in the water. Stavos was a great captain. He provided enjoyable commentary and information about Corfu and history, took us to a great place to swim, and served nice sandwiches, chips, snacks, and drinks. Would recommend him and and this excursion.”

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Santorini: Private Catamaran Cruise with Food & Drinks

4.Private Catamaran Cruise with Food & Drinks

★★★★★★★★★★5.0 · 180 reviews · 5 hours

Review of Santorini’s private catamaran cruise, with Caldera views, swimming, Greek food, drinks, sunset options, pricing, and practical tips.

“This is one of the best parts of our Santorini trip. The private boat trip is tailor made for us. The food and drinks are so good. Phil is an experienced captain who advised us where to go for sightseeing and where to swim. Yanis is a good chef and photographer, of course he is also a good sailor. Both of them are very friendly and professional. The whole trip was wonderful and I will definitely recommend it to my friends”

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Corfu: Private Yacht Cruise

5.Private Yacht Cruise

★★★★★★★★★★4.9 · 179 reviews · 3.5 - 8 hours

Review of Corfu’s private yacht cruise, with fortress views, swimming stops, snacks, local guides, costs, timing, and practical booking advice.

“Excellent activity! We couldn’t be happier. Orestis was super attentive and incredibly knowledgeable. He shared great insights about all the sights we encountered during our morning cruise and answered our many many questions. He made our cruise even better! We had two nice swimming stops in areas that were nice and quiet. He served us a sandwich, veggie skewers and crisps, and as many drinks as we wanted, which was perfect. Would definitely recommend!”

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Santorini: Private Catamaran Cruise with BBQ Meal and Drinks

6.Private Catamaran Cruise with BBQ Meal and Drinks

★★★★★★★★★★4.9 · 174 reviews · 5 hours · from $135

Review of Santorini’s private catamaran cruise with caldera views, swimming stops, hot springs, BBQ lunch, wine, pickup, and practical tips.

“Fantastic way to kickoff our family summer vacation with this private and customizable catamaran day experience. We enjoyed the many breathtaking views and photo opportunities. Swimming in the hot springs and crystal clear waters was definitely a highlight for our teen and tween daughters. Captain Kostas and Elena were gracious, flexible and knowledgeable hosts. They prepared a yummy lunch on board. First class service and highly recommend.”

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Private CATAMARAN daytrip – Lindos/ Rhodos with Lunch and drinks

7.Private CATAMARAN daytrip – Lindos/ Rhodos with Lunch and drinks

★★★★★★★★★★5.0 · 173 reviews · 6 to 7 hours (approx.)

Review of Rhodes private catamaran cruise to Lindos and the Blue Lagoon, with lunch, drinks, hotel pickup, swimming, and practical tips.

“A perfect day on the Catamaran..Elenor and the captain Antonio was very attentive and informative..great lunch..beautiful day out..”

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Private Motor Yacht Cruise with BBQ, Open Bar & Transfers

8.Private Motor Yacht Cruise with BBQ, Open Bar & Transfers

★★★★★★★★★★5.0 · 144 reviews · 5 hours (approx.) · from $1,149

Review of Santorini’s private yacht cruise with BBQ, open bar, swimming, hot springs, sunset views, transfers, and practical booking tips.

“This is the third time we have taken this yacht experience with Spiradoikos and it always is excellent. George and Capt G were very good and got us to nice smooth areas to swim and lounge. Great job to the crew!”

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Athens Semi Private Sunset Catamaran Cruise with meal & drinks

9.Athens Semi Private Sunset Catamaran Cruise with meal & drinks

★★★★★★★★★★5.0 · 142 reviews · 4 to 5 hours (approx.) · from $169

Review of Athens sunset catamaran cruise with swimming, snorkeling, seafood pasta, wine, and small-group sailing along the Saronic Gulf.

“Great crew great food and fun trip swimming and diving gear included very attentive crew The seafood pasta was delicious”

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Heraklion: Private Full-Day Sailing Trip to Dia Island

10.Private Full-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 140 reviews · 6.5 hours

Review of the private Heraklion to Dia Island sailing trip, with swimming, snorkeling, lunch options, drinks, crew details, and value advice.

“Magnifique journée avec un guide très sympathique et professionnel, on a adoré.”

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Island Hopping: Santorini Catamaran Charter Cruise with a skipper

11.Island Hopping: Santorini Catamaran Charter Cruise with a skipper

★★★★★★★★★★5.0 · 136 reviews

Review of a private seven-day Santorini catamaran charter with skipper, hostess, cabins, snorkeling gear, route planning, costs, and practical tips.

“Absolutely amazing crew! They are very welcoming and attentive to your needs. Would 100 percent do it again. The views were spectacular and the crew was very informative and fun. The boat I went on was called “Caliente”!”

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Greece Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Mykonos, Mykonos Sailing Trips, Private Sailing Charters, Private Sailing Charters in Mykonos, Tour Reviews

Private 5-Hour Cruise on Brand-New Luxury Yacht in Mykonos (Para Voce)

12.Private 5-Hour Cruise on Brand-New Luxury Yacht in Mykonos (Para Voce)

★★★★★★★★★★5.0 · 129 reviews · 5 hours (approx.)

Review of Mykonos’ private Para Voce yacht cruise, with beach stops, swimming, snacks, hotel pickup, costs, and practical booking advice.

“Marena and Alex were absolutely wonderful. Very private yacht cruise seeing the best places around Mykonos. Highly recommend. The yacht is first class and eye catching.”

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Athens Semi private Morning Catamaran cruise with meal & drinks

13.Athens Semi private Morning Catamaran cruise with meal & drinks

★★★★★★★★★★5.0 · 123 reviews · 5 hours (approx.) · from $169

Review of Athens’ five-hour catamaran cruise with two swim stops, onboard seafood lunch, drinks, snorkeling gear, and a 10-person limit.

“We had a lovely time enjoying the sea air on a nice comfortable catamaran. The staff was friendly and accommodating making us a lunch for difficult food allergies. Our family of 6 including 4 teenagers had fun swimming even though it’s a bit chilly in November. Relaxing and beautiful scenery.”

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Athens Private Luxury Catamaran Cruise with Traditional Greek Meal and BBQ

14.Athens Private Luxury Catamaran Cruise with Traditional Greek Meal and BBQ

★★★★★★★★★★5.0 · 106 reviews · 5 hours (approx.) · from $786

Review of Athens’ private luxury catamaran cruise, with swimming stops, Greek BBQ, open bar, hotel transfers, pricing, tips, and honest drawbacks.

“We booked this boat trip expecting a luxury experience, especially at €300 per person, but unfortunately it didn’t meet our expectations. The crew were lovely and welcoming, which we appreciated, but several aspects were disappointing. The wine was served from a plastic bottle and so poor in taste it was only drinkable when diluted with water or Sprite. No snacks were provided during the trip, and the “scenic views” amounted mainly to the coastline, before we ended up swimming right outside the hotel we were staying at — not exactly the adventure we had in mind. The food was acceptable, but certainly not what you’d describe as luxury. Overall, while…”

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Sail Taste Connect a Semi Private Sailing with Seafood and Wine

15.Sail Taste Connect a Semi Private Sailing with Seafood and Wine

★★★★★★★★★★5.0 · 99 reviews · 5 hours (approx.) · from $192

Review of Mykonos’ semi-private sailing trip to Delos and Rhenia, with Greek seafood, wine, swimming, snorkeling, and flexible beach stops.

“We had such an incredible day with Captain Dimitri and Parthenia! From the moment we stepped on board, they made us feel welcome, comfortable, and completely at ease. Dimitri was not only a skilled captain but also full of fascinating history and stories that brought the journey to life. Parthenia was so fun and helpful, always making sure everyone was enjoying themselves and had everything they needed.”

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