Sailing Trips in Santorini: Our 4 Best

1.Sailing Catamaran Cruise with BBQ and Drinks

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

You’ll sail from Vlychada or Ammoudi aboard a polished catamaran with an English-speaking crew, stopping at Red Beach, Palea Kameni, and Mesa Pigadia for swimming and snorkeling. A BBQ, Greek salad, wine, soft drinks, towels, and hotel pickup are included. Sunset departures finish near Ammoudi, weather permitting.

“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

Sail Santorini’s caldera aboard a catamaran for up to 20 people. Swim at Red Beach and White Beach, visit the hot springs, enjoy a freshly cooked Greek BBQ with wine and beer, and watch the sunset from the sea. Hotel pickup, snorkeling gear, towels, and return transport are included.

“Sunset tour with drinks and lovely dinner. The boat is very nice and the crew. Downside to the tour is the weather can change easily on the islands and we did not end up being able to go to some of the places on the tour. We spent over an hour sitting in one location with not much to see at all. The bus pickup also never arrived for me and to call the business directly for the driver to come back. I was then almost late for the boat departing”

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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

Sail from Ammoudi or Athinios Port past the volcano, swim near the hot springs, Red Beach, and White Beach, then enjoy a BBQ and drinks aboard a large catamaran. The later departure may include sunset views near Oia, though timing can vary. Hotel pickup, snorkeling gear, and vegetarian food are included.

“Great crew, very friendly and helpful staff, beautiful trip. The BBQ food was EXCELLENT and lots of it. Bring your own towel!”

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

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

Spend about five hours aboard a catamaran from Ammoudi or Athinios, sailing past the volcano and Palea Kameni. Swim near the hot springs, Red Beach, and White Beach, then enjoy a generous BBQ with Santorinian wine, water, and soft drinks. Hotel pickup and return transport are included, but bring a towel and warm layer.

“The sea was a little choppy given the time of year we were visiting but even that didn’t take away from the brilliant experience we had. The crew were so friendly and informative, and the food was excellent, and obviously the unlimited drinks helped boost our experience a little too. We were a group of 3 adults and 2 children, and every one of us said how brilliant the trip was.”

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