Best Sailing Trips in Santorini — Our Top 4

1.Sailing Catamaran Cruise with BBQ and Drinks

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

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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2.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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3.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95Best value

Review of Santorini’s sunset catamaran cruise with hotel pickup, swimming stops, BBQ, drinks, hot springs, and sunset views.

“The crew were fantastic, taking care of all their guests. Pleased to see they also played Greek music and kept the experience authentic. Food was great as well”

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4.Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 568 reviews · 5 hours (approx.) · from $95

Review of Santorini’s 5-hour catamaran cruise with hotel transfers, swimming stops, BBQ lunch, wine, snorkeling, and caldera views.

“The crew were amazing. They took care of us well! Food the food, the music and the time that give to swim was great. And the best of all the sunset were gorgeous!”

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