Santorini · SAILING
90 reviewed
Under sail the caldera is quieter, slower and a good deal more romantic than the motor cruises. Ranked below are the best sailing trips in Santorini: catamaran or traditional yacht, group sizes, swim stops, and which lay on a proper meal as the light drops.
5-hour Santorini catamaran with hot springs, Red and White Beach swims, BBQ dinner, unlimited white wine, drinks, and music.
“What a great experience! We had local pick up which was clear and easy. All staff were so friendly and helpful. The food and atmosphere were amazing and the views were just stunning!”
Premium small-group Santorini catamaran with BBQ, open bar, transfers, hot springs swim, and calm-cove snorkeling plus photo stops.
“A perfect way to see Santorini! The views were incredible and we got to swim in the crystal clear water at multiple spots. The service was incredible and the lunch was delicious!”
Santorini catamaran cruise with BBQ, wine, snorkeling stops, and hotel transfers. See Red/White Beach, hot springs, and the caldera.
“Pleasant, relaxed activity for an afternoon/evening with my teen daughter. The swims were fun, even in October. Food was good, the boat was very clean, staff was friendly and professional.”
Luxury Santorini catamaran with hotel pickup, open bar, Greek meal, and hot-springs swimming plus Red/White Beach snorkeling in 5–6 hours.
“If you want to see the best sunset in Santorini and don’t want to beat or be with the crowds, please do this tour. They dock at the most amazing spot for sunsets and their crew, Celine and Dimitri take AMAZING PHOTOS, and amazing care of us. It was just good vibes all around. Highly recommend this tour! (The dolmadakia was the star of the meal)”
Half-day Santorini catamaran with hotel pickup, Prosecco and open bar, multiple swimming stops, and a BBQ meal including mussels, shrimp, and Greek salad.
“My family and I had the most amazing time on this day out! We were a group of 15 so we were lucky enough to have the catamaran to ourselves! From the pick up, the beautiful food provided, unlimited drinks from the bar and an amazing crew, it made for the perfect day!! We stopped along the way to swim in the most crystal clear water, and finished the day with the most breathtaking sunset! You will not be disappointed with this tour. The crew were amazing and professional and took great care of us. Thank you so much. I would highly recommend booking this tour.”
Santorini gold catamaran cruise with snorkeling, volcano hot springs, BBQ, and an open white wine bar from Vlychada Marina.
“The crew, the tour the overall experience was worth the money.”
5-hour Santorini caldera catamaran cruise from Ammoudi with BBQ meal, open bar, snorkeling gear, and hot-spring swims near the volcano.
“I was hesitant at first to take another catamaran journey on another vacation on another island. I thought once you do one you've done them all. I was COMPLETELY wrong. This is such a unique experience to take in the essence of how beautiful Santorini truly is. Being able to see the South side of the island and see the beauty that exists on the Black, White & Red beaches was surreal. Getting an opportunity to swim/snorkel in the Aegean Sea was breathtaking. And, getting to feel the water temperature difference as we docked by the volcano was awesome. Tack on an authentic Greek barbecue was a good way to…”
Sail Santorini’s caldera by catamaran with Greek BBQ, wine/beer, swim stops at hot springs and Red Beach, plus sunset on select cruises.
“Amazing views, food and staff! Everything was superb from start to finish! You will NOT be disappointed!!!! My group absolutely loved everything! Highly recommend and would do again! The sunset was beyond words! You had to see it to believe it!!!”
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 small-group Lagoon 450 with hot springs, swimming, BBQ, unlimited drinks, and optional sunset from Oia.
“What a relaxing way to spend the day! My daughter enjoyed swimming and snorkeling and the sunset was spectacular!”
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…”
5-hour small-group catamaran cruise in Santorini with free transfers, snorkeling stops, BBQ buffet, open bar, and sunset views.
“This was one of the best excursions I’ve ever done. Our captain and crew were fantastic, the scenery was phenomenal and the food was delicious! 5 star treatment!”
A half-day premium catamaran in Santorini with BBQ, open bar, and swim stops at Red Beach, hot springs, Thirassia, and Oia.
“Fantastic cruise!!! Maria and Alex were so accommodating and fun!! The food was great!! I definitely would do it again when I return. Thank you for the best time!!!”
Santorini catamaran caldera cruise with Red and White Beach swims, hot springs, onboard BBQ, open bar, and sunset views. 5 hours.
“A must do! We loved our guides Katarina, Carolina, and Yiannis! Thank you!”
