Boat trips · SAILING TRIPS IN GREECE

Best Sailing Trips in Greece — Our Top 7

7 boat trips  ·  from $35 a head

The 7 best sailing trips in Greece you can book today, with what each costs, how long you are aboard and who it suits. Number one is top for a reason; start there.

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - The one-hour sail to Dia Island
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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Morning views from Adamas to Sarakiniko
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

2.Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147

Sail around Milos and Polyaigos, swim at Kleftiko and Gerakas, enjoy lunch and drinks, and see coastlines unreachable by road.

“All super amazing. Due to the bad weather condition, we could not go to Polyaigos, following alternative course focusing on the south and the west Milos. But I couldn't find anything that I can complain since everything including the staffs, course, food, vibes, people etc. Special thanks to Dora taking care of us from sea sickness as well as your kindness, letting us have some memorable experience at Milos!”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - From Thera to Vlychada Port
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

3.Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117

Review of Santorini’s 5-hour catamaran cruise with swimming, volcano views, BBQ, drinks, hotel pickup, and sunset sailing.

“I booked this trip at the very last minute, and the team stepped forward in the most awesome ways. First, the woman at the office was very helpful, she quickly arranged transportation after we landed at the airport (they picked us up in 9 minutes!) My friend is 83 years old and walks a little slower than others, but they made a point to accomodate him at every juncture. This 3-person team worked in tandem throughout the trip. They helped another guest who was sick the entire trip, while making sure all other guests were having a great experience. We went to three different locations, where we could jump in…”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Meeting the Crew at Heraklion Port
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

4.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Best value

Sail from Heraklion to Dia Island for swimming, snorkeling, lunch, wine, and clear-water views aboard a comfortable yacht.

“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Hotel pickup and the start at Vlychada
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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

5.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133Top rated

Review of Santorini’s 5-hour luxury catamaran cruise with swimming, Greek barbecue, hot springs, drinks, transfers, and sunset views.

“The entire experience was incredible. Beautiful day crew was awesome the scenery spectacular the sunset in Oia breathtaking. The BBQ lunch and beverage provided delicious. Couldn’t have asked for a better time.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Starting from Ammoudi or Athinios Port
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer - Pickup, ports, and the start of the cruise
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Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

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