Santorini · SAILING
58 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.
Santorini classic catamaran cruise with BBQ, white wine, snorkel gear, and smooth hotel transfers to Red Beach, hot springs, and caldera views.
“Best thing we did in Greece! Crew was awesome - views outstanding - saw the sunset from the middle of ocean! Would go again in a heartbeat!”
Half-day catamaran cruise in Santorini with hotel pickup, Red Beach and hot springs swims, plus an onboard BBQ meal and open bar.
“Best cruise I ever been on. Bill, Julia, Kostas and Maria make a great team. Amazing experience and great food.”
5-hour Santorini catamaran from Vlychada with Red Beach swim, White Beach views, volcano hot springs, snorkel, BBQ, and open bar.
“Must do activity to enjoy relaxation, vistas & swimming in the Santorini Caldera”
Santorini catamaran with Greek meal, open-bar wine and beer, hot springs and Red Beach swims, plus optional sunset from the water.
“What an incredible evening!!!! From the moment we got on the boat, the crew was focused on giving us the best experience possible. The boat stopped to let us swim three times and each experience was unique including the volcanic hot springs. The BBQ was delicious including chicken, shrimp, salad, pasta, grape leaves - and they had no issue with my dairy allergy. The evening concluded with a sunset that was simply breathtaking. Thank you to the wonderful crew for giving us this incredible memory. Book this trip immediately!!!”
Luxury catamaran in Santorini for beach swims, volcanic hot springs, and an on-board Greek BBQ with unlimited drinks plus sunset views.
“This was a highlight of our trip!!! Small group, great food, this was one of our favorite excursions highly recommend”
Sunset Oia catamaran cruise with hotel pickup, hot springs and beach swims, snorkeling gear, and onboard BBQ with wine and soft drinks.
“Our Santorini family cruise was an unforgettable experience filled with beauty, adventure, and relaxation. From the moment we set sail, the views of the caldera and whitewashed villages perched on the cliffs were breathtaking. The boat was comfortable and family-friendly, making the journey enjoyable for both adults and children. We explored hidden beaches, swam in crystal-clear waters, and even got the chance to dip into the famous hot springs near the volcano. The kids loved every moment – from spotting fish in the sea to enjoying delicious Greek food on board. The sunset was truly magical – watching the sun slowly sink into the Aegean from the water was the…”
Luxury Santorini catamaran cruise with free hotel transfers, snorkeling stops, BBQ buffet, open bar, and sunset views. 5 hours.
“Wow what an amazing experience! The entire crew was incredible, especially Captain Leo. The crew helped with everything from making sure our cups were full, providing blankets for the wind, towels to dry, background and history of every location, to being our personal photographers telling us how to pose and making sure we always captured the best backgrounds and angles! Food was delicious- plenty to go around and more than enough for seconds, even thirds. The hot springs were the best in terms of swimming since the day was a bit cooler. Fun cocktails to end the boat ride as we watched the sun go down, the views were absolutely…”
Half-day premium catamaran cruise with Oia, Red Beach, Santorini Volcano hot springs, Thirassia swimming, BBQ dinner, and open bar.
“This is definitely worth the money and half of your day. It’s the perfect way to see the island views that Santorini is so famous for. The foods fresh and yummy. Captain Giomnis, Alexander, Maria, Nefeli were a delight and always made sure you had a bevy in hand. The sunset of course was absolutely gorgeous!”
Santorini platinum catamaran with meal, BBQ, open bar, snorkeling gear, hot springs, Thirassia, and Red and White beaches, max 18 people.
“The crew where amazing Spyro, Maria, and the Captain made us feel like family! Be ready to relax an enjoy the beauty of the sea”
Sail Santorini on a catamaran with BBQ, unlimited wine and soft drinks, snorkeling stops at hot springs and beaches, plus hotel transfer.
“The views were amazing we had such a great time. The crew was very attentive and friendly. They cooked on board for us and the food was delicious.”
Santorini catamaran sailing with hotel pickup, hot springs swim, Red and White Beaches, and an on-board BBQ with unlimited drinks.
“Such a beautiful and relaxing way to see the island. Highly recommend while in Santorini! Trip included a delicious meal and wine/beer.”
Santorini private catamaran with BBQ and open bar, White Beach swims, Red Beach photos, and hot-spring soak with transfers.
“Amazing experience. Very attentive workings. Always willing to help/check on us. Went above and beyond to make our cruise very enjoyable”
5-hour Santorini catamaran from Vlychada with Red and White Beach swims, BBQ and open bar, and a volcanic hot springs soak.
“Amazing day! Food was incredible and learnt some facts along the way.”
Luxury Santorini catamaran cruise with hotel transfers, BBQ, open bar, and three swim stops at the hot springs, White Beach, and Red Beach.
“Staff was extremely friendly fly on the boat and we were very well fed!! It’s a smaller boat at the front so not a lot of room to way out and be on your own space, when we got to the point to board the boat we were left waiting for a while because different boats were loading and off loading, it was just a bit random and isn’t mentioned when booking! Other than that it’s a great way to swim in the amazing waters and see the coastline would definitely recommend”
Santorini caldera catamaran cruise with lava-water snorkeling, Red and White Beach swims, onboard BBQ, unlimited drinks, and sunset sailing.
“I did this cruise in the catamaran with this company and I recommend it 100%. The staff on the catamaran is nice professional they pay attention to every single detail. The food they serve is great, drinks everything nice. The catamaran very very clean Also you will swim in wonderful places where the water is just stunning. Thank you so much for this great experience Giulia”
