Sailing Cruises


SANTORINI

14 Best Sailing Cruises In Santorini

The best of the caldera and beyond.

The 14 most popular sailing cruises in Santorini, in one place. What each trip includes, how long it takes, what it costs and who runs it.

14 Best Sailing Cruises In Santorini

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks - Palea Kameni: Old Burnt Island BBQ and volcano swims
BBQ, Cruises & Boat Tours, Day Cruises with Meal & Drinks, Lunch Experiences, Sailing, Sailing Cruises, Santorini, Tour Reviews

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

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1.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Sail a Santorini catamaran with BBQ lunch, unlimited drinks, and hot-springs swims—plus Red and White Beach views in just 5 hours.

Most Popular★ 5.0

“I went soli today and the vibe in the boat is actually amazing where you can start making friends so fast there. The crew members and the food are both amazing. The swim stops are nice as they picked good spots compared to other boats I have been to”

560 reviews5 hours (approx.)From $145.12by Santorini Sailing

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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks - Red Beach and White Beach: quick looks, real water time
BBQ, Caldera, Volcano & Hot Springs Cruises, Cruises & Boat Tours, Day Cruises with Meal & Drinks, Lunch Experiences, Sailing, Sailing Cruises, Santorini, Tour Reviews, Tours

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

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2.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

A 5-hour Santorini catamaran with caldera views, swimming stops, snorkeling gear, and a BBQ seafood lunch with unlimited drinks.

★ 5.0

“Was a great Experience!! The swiming in the Caldera was wonderful;!! Chris the captain cooked a great meal. Great Music!! Christina was wonderful and did everything possible to make us comfortable and enjoy the day!!”

268 reviews5 hours (approx.)From $229.87by Santorini Sailing

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Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer) - Red Beach swim stop: short time, big color payoff
BBQ, Catamaran Cruises, Cruises & Boat Tours, Day Cruises with Meal & Drinks, Private Drivers, Sailing, Sailing Cruises, Santorini, Tour Reviews

Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

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Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers - Red Beach Stop: Easy Swimming with Big-Color Photos
BBQ, Cruises & Boat Tours, Day Cruises with Meal & Drinks, Dining Experiences, Dinner Experiences, Drinking Tours, Evening Experiences, Sailing, Sailing Cruises, Santorini, Sunset Cruises, Tour Reviews

Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine - The Santorini Volcano hike: bring the right shoes, expect a climb
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Sailing Cruises, Santorini, Sunset Cruises, Tour Reviews, Wine Tours

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

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5.Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Santorini caldera sunset sailing with volcano hike, hot-springs swim, Greek buffet dinner, and complimentary wine. Pickup options available.

★ 4.5

“The experience was good. But would have been better if we had been able to understand our tour guide. His English was so accented that we only understood a fraction of what he was saying.”

208 reviews6 hours (approx.)From $96.79by Caldera's Boats Santorini Sea Excursions

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Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included - Leaving the Marina: Pumice Coast, Then Straight Into the Sea Views
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Private, Private Drivers, Sailing, Sailing Cruises, Santorini, Sunset Cruises, Tour Reviews, Tours

Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included

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6.Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included

Private Santorini sunset sailing with dinner, unlimited drinks, hotel transfers, and swimming near volcanoes and Thirassia.

★ 5.0

“George was a terrific host, captain and guide! His boat was very comfortable - much better than a standard catamaran- and he took us to unique spots and a terrific swimming area where it was less crowded. Our meal was delicious and we really enjoyed his knowledge of Santorini and the sea. Highly recommend this…”

145 reviews5 hours (approx.)From $650.89by Angel Sailing Santorini

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Sunset Caldera Sailing Cruise - Vlychada marina to the first viewpoint: a smooth start
Caldera, Volcano & Hot Springs Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Cruises, Santorini, Tour Reviews

Sunset Caldera Sailing Cruise

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7.Sunset Caldera Sailing Cruise

Small-group Santorini sunset sailing from Vlychada, past Red and White Beaches to Palea Kameni and Akrotiri Lighthouse, with lunch.

★ 5.0

“Fantastic! The views were phenomenal, the tour guides were pleasant and kind, food was unbelievable. Highly recommend!”

96 reviews5 hours (approx.)From $151.17by Barca Sailing Daily Cruises

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Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included - Volcano Between Two Passages: Hot Springs, Cape Lighthouse, and Caldera Views
Cruises & Boat Tours, Private, Private Drivers, Sailing, Sailing Cruises, Santorini, Tour Reviews

Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

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8.Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

Private Santorini daytime yacht cruise with hotel pickup, homemade meal, drinks, and swimming in Thirasia’s bay plus volcanic caldera views.

★ 5.0

“The best experience I had while in Santorini. Captain George is a great person, and it was a privilege and an honor to go sailing with him.”

73 reviews5 hours (approx.)From $649.25by Angel Sailing Santorini

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Santorini Caldera: Sunset Sailing Cruise with Meal - Cost and value: what $131 actually covers
Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Cruises, Santorini, Sunset Cruises, Tour Reviews

Santorini Caldera: Sunset Sailing Cruise with Meal

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9.Santorini Caldera: Sunset Sailing Cruise with Meal

5-hour Santorini caldera sunset sailing with transfers, Red and White Beach, swims, BBQ seafood dinner, and wine.

★ 4.8

“It was a perfect trip. See the red and white beach, the lighthouse, the view on the caldeira and of course the volcano island. After a stop to swim while the crew prepares the dinner. Honestly it was amazing afternoon, no rush no loud music and a sunset on the way back.”

65 reviewsFrom $131by Barca Sailing

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Morning Caldera Sailing Cruise - Sailing past Akrotiri Lighthouse and The Indian rock
Caldera, Volcano & Hot Springs Cruises, Cruises & Boat Tours, Morning, Sailing, Sailing Cruises, Santorini, Tour Reviews

Morning Caldera Sailing Cruise

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11.Morning Caldera Sailing Cruise

A 5-hour morning sail from Vlychada with caldera views, multiple swims, snorkeling gear, volcanic hot springs, and a seafood BBQ.

★ 5.0

“We had an absolute blast exploring the coastline of beautiful Santorini, swimming in the crystal water, and enjoying a delicious lunch on board. Highly recommend!”

37 reviews5 hours (approx.)From $149.78by Barca Sailing Daily Cruises

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Santorini Private Daytime Sailing Tour with Meal, Drinks &Transfer included - The pumice beach stop and why you shouldn’t skip the small moments
Cruises & Boat Tours, Private, Private Drivers, Sailing, Sailing Cruises, Santorini, Tour Reviews, Tours

Santorini Private Daytime Sailing Tour with Meal, Drinks &Transfer included

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12.Santorini Private Daytime Sailing Tour with Meal, Drinks &Transfer included

Private 44ft sailing with George on Santorini: Red & White Beach photos, volcano views, Thirasia swim, homemade meal, unlimited drinks, transfer included.

★ 5.0

“I took a solo sailing trip with George at Angel Sailing and it was an incredible experience! Not only did he show me some of the amazing sights, islands, and historical facts about Santorini, but his hospitality was also exceptional. He provided grRead more”

35 reviewsFrom $616.76by Angel Sailing Santorini

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Sailing Cruise in Santorini With Fairwind - Vlychada and the Red Beach pass: your “wow” start
Cruises & Boat Tours, Sailing, Sailing Cruises, Santorini, Tour Reviews

Sailing Cruise in Santorini With Fairwind

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14.Sailing Cruise in Santorini With Fairwind

Sail Santorini by catamaran with hotel pickup, snorkeling gear, lunch, hot springs, and a sunset finish from Fairwind.

★ 5.0

“Wow,Washington very good evreting. The Google very taisty, clean ,new …. The personal ,Ewa and the capitan Make all the beast for us. At the sunset the open a very coold sampanye. I recomand whit all M my heart”

31 reviewsFrom $82by Fairwind Luxury Sailing

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