SANTORINI
The best of the caldera and beyond.
The 15 most popular sailing cruises in Santorini, in one place. What each trip includes, how long it takes, what it costs and who runs it.
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“Sailing without the motor with spectacular cliff to beach views was wonderful. We also enjoyed swimming off the boat and the exceptional staff. We could have sailed all day. It was a lot of fun.”
A 5-hour Santorini catamaran with caldera views, swimming stops, snorkeling gear, and a BBQ seafood lunch with unlimited drinks.
“Everything about the trip was amazing! The staff were great, very friendly and informative... and very generous with the beverages! The meal was outstanding, lovely fresh salads and delicious meats. The trip itself was so brilliant. We had the best day. Dont miss this one... an absolute highlight!”
Santorini catamaran with hotel pickup, BBQ and drinks, snorkel stops at Red/White Beaches, plus hot-springs swim and lighthouse views.
“First let me start by saying, the crew was phenomenal! Irene and the rest of the staff were very hospitable, and accommodating. They even played the wedding song of each married couple! The food was delicious! By the time it was over, we made new friends that felt like family. It’s all about the atmosphere…”
Sunset sailing from Vlychada with Red Beach, volcano hot springs, Greek BBQ dinner and open bar, plus hotel transfers in ~5 hours.
“Une expérience fabuleuse merci à l'équipage tout était parfait.la nourriture aussi .Le transfert aussi”
Santorini caldera sunset sailing with volcano hike, hot-springs swim, Greek buffet dinner, and complimentary wine. Pickup options available.
“Great one day trip to see a lot of Santorini, including the beautiful sunset. The hike to the top of the volcano is worth the amazing view. The food and drinks were decent.”
Private Santorini sunset sailing with dinner, unlimited drinks, hotel transfers, and swimming near volcanoes and Thirassia.
“This was the most seamless trip. The sail was like an intimate outing with friends. Our crew were wonderful about providing our creature comforts and history of everything we were experiencing. We circled the crater and were given options to swim. We didn’t. We were served a home made dinner with fresh seafood and pasta.…”
Small-group Santorini sunset sailing from Vlychada, past Red and White Beaches to Palea Kameni and Akrotiri Lighthouse, with lunch.
“What an incredible experience! Once the crew hoisted the sails of the single hull boat it was a magical ride that we will never forget. The crew of Christos and Mag (?) we’re outstanding, the food was superb and having just 10 passengers made it even more special. I highly recommend this tour!”
Private Santorini daytime yacht cruise with hotel pickup, homemade meal, drinks, and swimming in Thirasia’s bay plus volcanic caldera views.
“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.”
5-hour Santorini caldera sunset sailing with transfers, Red and White Beach, swims, BBQ seafood dinner, and wine.
“Small group on a great sailing boat. We got to sail for a portion of the trip.”
Sail the Santorini Caldera on the Dream Catcher for 5 hours with hot springs, swim/snorkel stops, and a BBQ lunch with drinks included.
“The trip was amazing, the staff very friendly, the food was very good and the views and pictures we could take... astonishing! This is a must do in santorini, totally worth every penny.”
A 5-hour morning sail from Vlychada with caldera views, multiple swims, snorkeling gear, volcanic hot springs, and a seafood BBQ.
“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!”
Private 44ft sailing with George on Santorini: Red & White Beach photos, volcano views, Thirasia swim, homemade meal, unlimited drinks, transfer included.
“George was fantastic! Customized tour, acted as photographer and gave us lots of tips. Ina was lovely and food was delicious.”
A 5-hour Santorini morning sailing with Red and White Beach photo stops, volcanic swim time, and a seafood BBQ with wine.
“Sailing was good but the service and food Was not good at all. Only protein was Some grilled unpeeled shrimp. Needed to Ask for wine and not service minded at all On my tour it was not a lot of people Eating because of this .”
Sail Santorini by catamaran with hotel pickup, snorkeling gear, lunch, hot springs, and a sunset finish from Fairwind.
“The crew members are extremely nice and professional. We loved the trip the best! We will recommend our friends for their future trip.”
Private Santorini caldera sailing with open bar, lunch or dinner, snorkeling gear, and a geothermal hot-spring swim near the volcano.
“This was the perfect boat day! We sailed on Ocean King around the island and swam in a fjord, then we ate dinner while we watched the sunset. Food was delicious and the crew was friendly, fun, and great at taking photos! Definitely recommend.”
Every village on the caldera rim, and every way out onto the water.
