Sailing Trips in Santorini: Our Top 6

1.Sailing Catamaran Cruise with BBQ and Drinks

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

Spend five hours aboard a luxury catamaran from Vlychada, with stops at Red Beach, Mesa Pigadia, Palea Kameni, and Santorini’s volcano. You’ll get hotel transport, snorkeling gear, towels, a BBQ, and drinks. Morning and sunset departures are available, with guides speaking English and Greek.

“The most amazing day and experience. The food was amazing Liz. The staff were exceptional would highly recommend.”

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

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

Spend about five hours on a spacious Santorini catamaran, with hotel pickup, swims near the volcano, Red Beach, and White Beach, plus a BBQ, wine, soft drinks, and music. The later departure aims for an Oia sunset. Expect a friendly, social boat with up to 55 passengers, not a quiet private sail.

“We booked this trip to celebrate our aniversary, the reviews were good and it did not disappoint. The boat, crew, food, swimming and views were great.”

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3.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 560 reviews · 5 hours (approx.) · from $145Top rated

Set sail from Vlichada Marina or Ammoudi Bay on a five-hour catamaran cruise around Santorini. Swim near the Red and White Beaches, visit Palea and Nea Kameni, soak in volcanic hot springs, and enjoy a Greek BBQ with unlimited beer, wine, and soft drinks. Hotel pickup and drop-off are included.

“It was ok cruise.but not the worth 300$ .there is not enough chair under the roof to accomodate all the passengers. The captain priortised the group people for the seating.we ended up sitting in far end of the boat and our belonging get soaked when the cataraman was really rocky during cruising. They only have life jackets for floating device not noodle”

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4.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 268 reviews · 5 hours (approx.) · from $229

Join Santorini Sailing for a five-hour catamaran trip from Vlychada Marina. Choose a 10am day cruise or 3pm sunset sailing, then swim near Red or White Beach, pass the lighthouse and Indian Head Mountain, visit the caldera’s warm waters, and enjoy a seafood and steak barbecue with unlimited drinks. Crew names may include Joe, Maria, Nancy, Dimitri, Panos, George, or Rezo.

“What a great experience. Highly recommended. The food was excellent, the crew very friendly. Joe its one of a kind.. He can cook .. I was with my wife and my 8 year old. This was the highlight of our trip. Thanks guys”

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5.Santorini Caldera: Sunset Sailing Cruise with Meal

★★★★★★★★★★4.8 · 68 reviews · 5 hours · from $147

Spend five hours sailing from Vlychada Marina past Red Beach, White Beach, Mesa Pigadia, the lighthouse, and the volcanic islands. Swim, snorkel, enjoy a seafood barbecue with local wine and Greek beer, then watch the sunset from the water. Pickup is included, and the group is limited to 10 people.

“It was wonderful to sail away from the heat on land into the clear waters of the Caldera. We had a chance to swimm after the White Beach and we saw some nice blue fishes around us. Later we had the joy to reach the old volcanic island where there were deep blue waters to swimm again while Luka, our very nice Captain, prepared the very delicious dinner for us. a wave coming along from a greater ship brought our sailing boat in troubles, but it soon was calm again. While sailing we had plenty of time to talk with our Captain about the vulcano and otherr stories in the…”

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6.Dream Catcher 5-hour Sailing Trip in the Caldera

★★★★★★★★★★4.7 · 61 reviews · 5 hours · from $147

Spend five hours sailing from Vlihada Marina through Santorini’s Caldera. You’ll pass Akrotiri, Red and White Beaches, the Indian Head Mountain, and the Venetian Lighthouse, then stop to swim, snorkel, visit hot springs, and eat a BBQ meal in a secluded bay. English-speaking crew members, including guides such as Dimitris, provide local context, drinks, and return transport.

“This experience is so worth it ! Beautiful things to see, good food, great staff, good music. It was great !”

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