Top Santorini Sailing Tours
72 results
Sort by: Featured
Must-Dos in Santorini
1 / 2
What are people saying about Santorini
Erica_M, Oct 2026
Brilliant cruise. 10/10 recommend
This was a great cruise. Especially if left at the old port its right beside you. If at the new port or in the town you need to walk or take a cable car to the old port. We were brought to the volcano.its 5 euro in and a 30min walk/hike up. We skipped it and stayed on the baot having drinks. Next is the hot springs you can jump.off the boat or climb down a ladder and swim with a pool noodle.i LOVED THIS! . If you cant swim you can stay on the boat. It was easy though. 10/10 recommend. But I ask the organisers maybe arrange more time for swimming, 1 hour would be ideal .
DEBORAH_S, Oct 2026
Fantastic time in Caldera
This was a fantastic tour with Kostas!
He was very invested in making this a memorable time for all and he succeeded !
He’s very knowledgeable about the area and the volcano we visited. He took an interest in us making sure we were all enjoying ourselves. We ended the tour with a gorgeous sunset and Kostas playing the guitar! Good value for your money . I highly recommend the tour !
Cheryce_F, Sep 2026
The Perfect Santorini Catamaran Experience
This was a great trip from beginning to end. The crew (Captain Adonis, Mario and Kiki) were amazing. The 3 swimming stops were great and I am usually not an ocean swimmer. The food (we ordered the grilled sea bream) was expertly prepared by Captain Adonis. The appetizers (prepared by Kiki) were a highlight - super delicious! Mario gave us some interesting facts about the places that we were passing by. And the ultimate treat for my husband was that they shut off the engine and raised the sails when returning back to port. Thank you so much to all 3 of you in making this trip so memorable! I would highly recommend this company and crew and would repeat the trip if we are ever back in Santorini.
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.
Sharron_H, Sep 2026
A very memorable experience
We booked this trip and requested pick-up at a designated location close to our hotel. We were texted a time of pick-up and given the number plate of the vehicle. They arrived bang on time. The only negative to this trip was that we were dropped off at a busy port and just left without telling us which gate to go to and we had to ask one of the staff. We were pleased to find out that we were on board a proper sailing boat (proper Mamma Mia style). The boat headed out to the volcano where our guide took us up on a hike to the top of the active volcano from which you could see plumes of sulphur in the main crater. We then boarded the boat again and headed for the hot springs where we were given pool noodles and were able to swim in the warm waters. The water appears yellow from the sulphur and we had to be hosed down once we got back on board the boat (our swimsuits were still dirty when rinsed out later). We then headed for Thirassia where we anchored and were able to swim in the clear waters before having dinner. Dinner consisted of Greek salad, meatballs and spaghetti, chicken and rice, red/white wine, water, pastry dessert which, although I wouldn’t consider it a great meal, it wasn’t a bad meal considering it was served on board a boat with minimal cooking facilities. Once dinner was eaten, we set sail again for Oia in hope of a sunset. However our guide then said we were headed to a “special spot” for the sunset with the full sails up. I have to say that, although I was looking forward to a sunset at Oia, I think he made right decision. The sunset was amazing and we watched it go down to appropriate music. Once the sun was gone we headed back to the port for drop off but on the way we had music and dancing and our guide was teaching us Greek dancing. Transfer to our drop off points was organised and we had no issues. All in all it was a very memorable experience and I wouldn’t hesitate to recommend it.
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.
Bryan_K, Sep 2026
Hands down the best experience!
OMG! If you are looking for a truly memorable and luxurious experience, look no further! From the pick up to drop off, these folks made us feel like celebrities. The boat was epic, the food was world class, but the best part was the staff, they are world class, these guys really know how to do it right!
mardirous_y, Aug 2026
Unforgettable Trip! 🌅❤️
We had an amazing experience! Everything was perfect from start to finish. The boat was beautiful, the crew was very friendly and helpful, and the whole trip was well organized. The views were absolutely stunning, and we had such a wonderful time. Highly recommended! We would definitely do it again. ❤️
Emily_M, Aug 2026
We had a really lovely...
We had a really lovely sunset cruise around Santorini. The catamaran was very nice and spacious -- about 20 passengers total - a little bit crowded feeling at first, but then everyone spread out and found their own spaces. Most of the other catamarans we passed looked to have about the same number of people. The crew was fantastic and the dinner was delicious. We had multiple stops for swimming (water a little chilly) and got to see the beautiful sunset. We would recommend a light jacket or longsleeves for the ride back to port after the sun goes down. It was perfect for our young teens. The transport to and from the cruise was a bit chaotic and involved some patient waiting, but all in all, we had a wonderful time!
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!
en
b5ece445-4ec4-4ef3-8dd0-ff9c8ddfe44c
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






































