Top Santorini Sailing Tours - page 4
77 results
Sort by: Featured
Must-Dos in Santorini
1 / 2
What are people saying about Santorini
Jeff_H, Oct 2026
A Wonderful Afternoon and Evening
This was a great value for the money and provided some breath taking views of the island and a good mix of activities.
Konstantinos was so genuine and friendly and made it such a fun tour.
A terrific guide and very knowledgeable and engaging.
The hike up the volcano was a good workout and offered some incredible 360 degree views.
The final leg to see the sunset just off the coast of Oia was capped off with him playing his guitar and singing a few songs.
Ola_Z, Sep 2026
Highly recommend it!
Absolutely loved our experience. From beginning to end. The driver for our transfer picked us up from our designated location bang on time. The boat was ultra clean and well appointed and the crew were adorable and super professional, including George and Dimitris. The food was amazing and the swimming stops breathtaking. You cannot miss this Santorini experience.
Jasmine_P, Sep 2026
The captain and her...
The captain and her fellow sailor, Georgia were amazing. They were so friendly and Georgia did a great job explaining every location and the history of what we were seeing. The dinner was delicious and there were constant refills of drinks being served to tour participants. Our tour was mid September so as the sun went down it started getting cold but they had blankets on the boat as well.
Taylor_S, Sep 2026
Thank you!
My group of nine all loved this excursion! There was a bit of confusion in the beginning in terms of what time to be at the dock, however the host was very accommodating with us and ensured we didn’t miss out. We had a wonderful day on the water, the food was good, Tito was the best tour guide with lots of knowledge and ability to speak multiple languages. The food was good. I would definitely recommend this excursion! Extra points to the Tito and the female bartender on the ship August 8, 2026. Also worth mentioning that if you did self transfer, they wait with you to ensure you are picked up at the end which I was impressed by the extra safety precaution being that we are in a foreign country.
Thank you!
Erin_B, Sep 2026
Best day of our cruise!!!! Book this….you won’t regret it!
This operation really has it together! From pick up to drop off, everything was literally perfection. They picked us up right where our tender boat dropped us off. We boarded the most beautiful catamaran and met the 4 crew members. Yes, 4 crew members and 4 of us! Vito and Xena were the deck crew that took care of us all day. I can’t remember our captain’s name. They let me hook up to the speaker so we could listen to our playlists. We stopped first to see a cute little church on the water and a sunken ferry boat. The water is so clear you could see straight to the bottom. Then we stopped in the hot springs. They definitely aren’t “hot”…..but they are warmer than the sea water. It was a pretty cool experience, but not really what I had pictured. Vito told us all about the island and the volcanos. He was very knowledgeable and his English was great. We stopped at a black beach where you could swim, snorkel, or paddleboard to the beach if you wanted. They also have really nice floaties to relax in. Again, super clear water. Not many fish to see, but that’s expected in Greece. We then moved to another beautiful swimming spot. They cooked our lunch on a grill right on the back of the boat. I think there was enough food for 10 people. Bread, cheese, salad, grape leaves, pasta, chicken, sausage, and shrimp! Xena did the cooking. She’s an amazing cook! It was one of the best meals, and you couldn’t beat the view while we ate! They kept the white wine and beer coming all day. Our glasses were never empty! We stopped one last place to swim where there were lots of other boats moored up so that was fun. Back to the dock, said our goodbyes and a driver took us back to town. This is where the day took a turn (at no fault of the tour operator). Cars can drive down to the dock where the tender boats are, so you options are to ride a donkey, walk for 30 minutes down very steep/uneven steps, or take the cable car. My husband walked in flip flops. He made it, but he said he would never do it again in flip flops. He would if he had tennis shoes on and 2 beers:). The rest of us took the cable car and the line was really long. There is no way of telling how long they wait is when you get in line. We waited about an hour, but I heard the wait can get to 3 or 4 hours. If I had it to do over I would have brought tennis shoes and walked down, or rode a donkey, but I felt sorry for them :(.
Jessica_W, Aug 2026
Wonderful time!!
We had an absolute blast aboard the Catamaran in Santorini. The crew was fantastic and the food with so good! We enjoyed sailing and swimming in the 3 different areas and had a great time in the sun off the deck. Everyone was so nice!! Would've loved to done the cruise longer but just the right about of sun, sailing and beverages :)
Jaime_W, Aug 2026
Best day EVER!
The most magical day! What an incredible surprise to find out that we had the entire catamaran to our group of 9! The boat was pristine, the staff incredible and the food delicious. Kids and adults both loved the experience. They even catered to our gluten and shellfish allergies without issue. I can’t say enough good things. Don’t hesitate to book!
Keturah_V, Jul 2026
Don’t miss this excursion.
We had the most amazing time on our catamaran cruise. Our captain was Elvin and the crew members were Rafaela, Vasilis and Nikos. They took such amazing care of us. The boat was absolutely spotless. The food they served was phenomenal. The locations we went to had the most amazing water. The temperature was perfect and the water was so clear for snorkeling. We wished we could have stayed out with them longer. They made the day so relaxing and fun for us. Our family had a great time and we were so very comfortable. It was True great hospitality all the way around. We will recommend them to everyone and will be back booking with them again soon.
Svetlana_V, Jul 2026
Catamaran with hardships
Jumping from one boat to another to board wasn’t fun with my ankle that had 10 screws in it. That wasn’t expected. They did not pick us up from the hotel as promised, we had a short walk. They did not have a normal small bridge to board, we had to use help of two people to get on it. Unacceptable!
Katherine_S, Jul 2026
Must do Santorini boat experience
We had so much fun! The food, drinks and vibes were top notch and it was so great to make friends with the others on the boat. The water is SO refreshing and you have many stops with uninterrupted swimming. This was our favorite part of a 10 day trip. Would recommend to anyone!
Michelle_H, Jul 2026
Overall a great time!!!
Come prepared & it will be amazing! Walking up the volcano? Wear good walking sandles or shoes (Worth the 5 euro!). Don’t want to buy snacks or water? Bring your own stash. Wear your suit, jump in the water! Dinner is delicious, but don’t expect it to be piping hot..you’re on a boat, remember. It’s buffet and you’re welcome to second servings of food & drink during dinner.
Crew is fun, kind and keep you safe. It was a great time!!!!
Fernando_V, May 2026
Family hike Fira to Oia
Arsenios our guide was great. With a family of 6, from young to middle aged he kept a good pace engaged in interesting conversations for all of us and was knowledgeable of the ins and outs of history, landscape and picture taking. Definitely recommend.
en
77a4fa3c-e8bf-4eef-b613-0bd24671c482
things_to_do_category

Not seeing something you are looking for?
An ancient eruption blew apart the island of Thira, creating Santorini. Today, towering cliffs mark the edge of a volcanic crater, while islets host a new volcano, hot springs, and more. Boat trips are the only way to reach these islands and Santorini’s famed white beach. Choose to cruise on a catamaran or a traditional wooden ship, snorkel from a private sailboat with an onboard barbecue, or savor an epic island sunset with sparkling wine on deck. The top Santorini sailing trips will put the magic into your Greek vacation—every single time.
More Tours in Santorini
Attractions in Santorini, Greece
Things to do near Santorini
Popular on Viator
Day Trips from Santorini
Santorini Best Experiences






















