Greece · SAILING TRIPS IN SANTORINI

The 15 Sailing Trips in Santorini We Would Book Again

19 tours  ·  from $88 a head

The 15 sailing trips in Santorini we would put on a Greek itinerary, with what each costs, how long it runs and who it suits. Start at the top and work down until the dates stop fighting you.

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - Palea Kameni hot springs require a short swim
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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

1.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114Our pick

Sail Santorini’s caldera by catamaran with Red and White Beach views, swimming, hot springs, a Greek BBQ, drinks, and hotel transfers.

“The tour was great! The team is super friendly and wanted you to enjoy the experience. Just one clarification- it is 5 hours including the car ride so the actual boat tour is 3hr ish.”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - The Venetian Lighthouse and the caldera view
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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Starting at Vlychada Marina
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

3.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Cruise Santorini’s caldera by catamaran, swim at Red Beach and hot springs, snorkel, enjoy a Greek BBQ, and watch the sunset with drinks included.

“The best way to experience Oia sunset! Our guide, host and captain were very nice and made everything memorable as possible. I love the vibe the bring during the tour specially the music part. And the food was delicious!”

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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Palea Kameni and the warm volcanic pools
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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Red Beach, where volcanic rock meets clear water
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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 $133

Sail Santorini’s caldera at sunset with swims, hot springs, a fresh Greek barbecue, open-bar drinks, hotel transfers, and a small group.

“One of the best experiences we have experienced. The staff were friendly, food was amazing. Live BBQ, music and the vibe. The most beautiful sunset was witnessed. This should be one of the experiences booked when visiting Santorini.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Sailing beside the volcano and Palea Kameni
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer - Pickup is useful, but plan around the early meeting time
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Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Half Day Premium Catamaran Cruise in Santorini including Oia - Red Beach: a quick swim beside rust-colored cliffs
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Half Day Premium Catamaran Cruise in Santorini including Oia

8.Half Day Premium Catamaran Cruise in Santorini including Oia

★★★★★★★★★★5.0 · 988 reviews · 5 hours (approx.) · from $193

Review of Santorini Star Sailing’s 5-hour catamaran cruise, with Red Beach, hot springs, swimming, BBQ dinner, open bar, and Oia views.

“This is a great way to experience the beauty of Santorini. The crew and other passengers were friendly and helpful. The boat was clean and in great condition and not too crowded to enjoy the experience. We are a family of six with kids ages 10-19 and this was perfect for evreyone...until the sunset. The end of the trip was just too long. We could have started slightly later (by and hour or more) and still had time to stop and swim at the different locations, then see the sunset and head back. We were picked up at 2 and dropped back off after 10, making it a really long…”

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Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar - Red Beach and the colors of Akrotiri
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Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

9.Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

★★★★★★★★★★5.0 · 725 reviews · 5 hours (approx.) · from $120

Review the Santorini Platinum Catamaran Cruise, with Red Beach, hot springs, Thirassia, BBQ, open bar, snorkeling, and hotel-area pickup.

“The catamaran was fantastic. The crew was entertaining and the food was excellent. Not your typical bbq. The communication regarding the meeting place and driver to get to the catamaran were not great. A lot of miscommunication and the driver was not friendly and his driving was less than desirable.”

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Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer - The hot springs near Palea Kameni
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Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

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

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

Sail Santorini’s caldera to hot springs, Red Beach, and White Beach with BBQ, drinks, snorkeling, and hotel transfers.

“We took the 9am tour and it was amazing! Aside from the views and the water, the crew was amazing! They took care of us and guided us through the whole tour! My family and I loved every second of it!”

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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks - Sailing past the Indian Head and Venetian Lighthouse
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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

11.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

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

Review of Santorini Sailing Dream Catcher, with volcanic views, hot springs, swimming, Greek BBQ, drinks, pickup, and practical booking tips.

“Great half day event with excellent crew. Definitely must do in Santorini! Two stops for swimming, dinner and sunset - everyhting was just perfect. Me and my kids enjoyed this trip.”

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Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers - White Beach and Mesa Pigadia: the best time for swimming
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Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Santorini: Catamaran Cruise with Greek BBQ and Drinks - Starting at Vlychada Marina
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Santorini: Catamaran Cruise with Greek BBQ and Drinks

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer - White Beach and the onboard barbecue
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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks - From your hotel to Vlichada Marina
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Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks

15.Caldera Classic Catamaran Cruise w/ Meal & Drinks

★★★★★★★★★★4.8 · 379 reviews · 5 hours · from $123

Sail Santorini’s caldera by catamaran with volcanic swims, Red and White Beach stops, a Greek BBQ, drinks, and sunset views.

“very nice. We loved also the idea of lunch on Therassia island, very good food. i have allergy and they provided special diet lunch, very nice people, crew&captain.Thank you.”

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