Santorini · SANTORINI SAILING TRIPS
30 reviewed
Good santorini sailing trips book out on Santorini; the best go first. Ranked below are the 15 that earn it, with current prices and what sets each one apart, so you can lock it in before the calendar fills.
5-hour Santorini catamaran cruise with BBQ, drinks, and 3 swim/snorkel stops near the volcano and hot springs. Morning or sunset.
“This is my second time on this tour, with the same company, and I still recommend them. Safe, fun, informative, with a great lunch and plenty of time to swim and relax while listening to music and coasting on the water.”
Sail Santorini on a luxury catamaran with hotel transfer, swims at Red and White Beach, hot springs, BBQ, unlimited drinks, and sunset views.
“This cruise was so nice, good company, so beautiful and the food was amazing! The crew was very attentive and helpful”
Sunset catamaran cruise in Santorini with BBQ, free wine and soft drinks, hot springs, snorkeling stops, and Oia sunset views.
“Love love LOVED our Sunset Oia experience. We booked for two on Viator after literal weeks of deliberation on whether or not we should spent that amount of money for a sunset cruise (approx $145 USD each). This trip was our favorite thing we did on our 2-week Greece vacation and possibly ever. - The staff was so kind and accommodating, we felt so taken care of before we even stepped foot on the boat to when it was time for us to be dropped off to our hotel by the Sunset Oia driver. - The boat itself was bordering the definition of luxurious, and very clean. - They did…”
Sail Santorini by catamaran with hotel pickup, snorkeling stops, and an on-board BBQ plus unlimited wine and soft drinks.
“Kids enjoyed swimming and jumping off the side of the boat, generous BBQ lunch with friendly crew. A great way to spend time seeing Santorini from the ocean.”
Half-day catamaran sailing in Santorini with hotel pickup, hot springs, Red and White Beach swims, and a Greek BBQ with unlimited drinks.
“We spend a perfect afternoon with the Dream Cather sailing team. They were very kind, friendly and profesionnal!”
Luxury Santorini catamaran cruise with hotel transfers, BBQ, open bar, and snorkel stops at the hot springs, White Beach, and Red Beach.
“The views are insane and so amazing! The customer service was spectacular. The catamaran was in excellent condition inside and out. The crew is very prideful on how they take care of catamaran and their guest. Thank you for a wonderful experience from NYC!”
Santorini caldera sailing with BBQ seafood, unlimited beer and wine, Red/White Beach swims, hot springs, and hotel pickup.
“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!”
Small-group catamaran sailing in Santorini with hotel pickup, Red and White Beach swims, hot springs, BBQ, and drinks.
“Greece is beautiful and if you just want to hang out on a boat on the sea, go for it. If you want to sail, this is not what you are looking for. The sails were never up, the motor chugged us along to all the stops and then the crew would give us their memorized script. They didn't really interact with any of us. It was just a job. There was no passion or enthusiasm about sharing their island, history or culture with us. The captain was on her phone the whole trip. She greeted us and said goodbye when we left. She did help prepare the meal, which…”
Santorini sunset sailing with Red Beach, hot springs, and Greek dinner. BBQ, open bar, and roundtrip transfers from Vlychada.
“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, buffet dinner, and free wine. Pickup options and great views.
“This tour was great. Everything from the pickup to the stops was excellent. The guide was really amazing too. You should totally do it.”
Private Santorini sunset sailing on a family yacht with hotel pickup, open bar, and a home-style dinner plus swimming at Thirassia.
“George is so friendly, knowledgeable and kind - he really made this tour such a great experience for us. The boat is very comfortable and the swimming spot we went to was amazing! Such beautiful water and so many fish. Highly recommend.”
Private 5-hour Santorini yacht cruise with BBQ, open bar, boat-only beaches, hot springs, and transfers from Vlychada.
“This is the third time we have taken this yacht experience with Spiradoikos and it always is excellent. George and Capt G were very good and got us to nice smooth areas to swim and lounge. Great job to the crew!”
Deluxe Santorini catamaran sailing with BBQ, unlimited drinks, swims at Red/White Beach and volcanic islands, plus an easy pickup.
“Lovely cruise - wonderful staff. Lots of chances to swim and explored nooks and crannies around the coast would never have seen otherwise Some comments - I am a pescatarian and gluten free, and booked this cruise particularly as it said there would be fish available. This was not the case. The booking also said that towels would be included, however we were told on the boat that they didn't have enough towels for everyone so my boyfriend and I shared a towel. We would have bought our own if we'd known!”
Small-group Santorini sunset sailing from Vlychada with swims, volcanic views, and Greek meal plus pickup. Max 10 guests.
“Eine wirkliche Segeltour und keine Motorbootfahrt. Super freundlicher engagierter Skipper mit extrem viel Erfahrung. Kochen konnte er auch :)”
Private Santorini yacht cruise from Vlychada: Red and White beaches, volcano hot springs, Thirasia swim, homemade meal, drinks, transfers.
“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.”
