Top Santorini Sailing

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Santorini Sunset Cruise in Caldera

(4,059)

from $105

Experience the volcanic beauty of the Aegean without having to line up for selfies on land during a sunset catamaran cruise. Plus, sailing at golden hour reveals the scenery when it looks most stunning. You'll stop to bask on Santorini’s red- and white-sand beaches, snorkel, and soak in volcanic hot springs. With included hotel transport plus a fresh Greek barbecue and soft drinks, beer, and local wine served onboard, it's a decadent way to enjoy the island’s famous sights.

(19)

from $52

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

Enjoy a bucket-list-worthy experience on this half-day Santorini sailing tour. Step aboard the luxury catamaran and relax in one of the comfortable seating areas. Stop to take a dip in the island's hot springs, sail past one of the oldest lighthouses in Greece, and visit the Red and White beaches. Swim, relax and enjoy a traditional Greek barbecue on board. Snorkeling equipment, an open bar, and round-trip hotel transportation are all included.

(1,258)

from $128

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

4.7

(443)

from $128

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

4.6

(617)

from $92

Make the most out of your time in Santorini aboard this tranquil catamaran tour. Enjoy the splendid views from the boat as it sails around Santorini, and discover a side of the island many other visitors miss. Swim and snorkel in the blue sea and indulge in a delicious barbecue dinner prepared onboard, complemented with local drinks. You see the best of the island in one relaxing getaway.

(444)

from $116

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Our first stop is at Mesa Pigadia Beach, nestled the island's southern reaches. Here, you can dive into the crystal-clear waters for a refreshing swim and some snorkelling fun. The real highlight of our journey lies ahead as we venture into the awe-inspiring Caldera. Our next stop? The renowned Hot Springs of the volcano, where you can enjoy a rejuvenating swim in the therapeutic waters. For our third stop, we offer you the chance to visit and swim in Thirasia, the island adjacent to Santorini. After your swim , indulge in our elaborate lunch with stunning views of the surrounding seascape. As we sail back to Vlychada, don't miss the perfect opportunity to capture the breath-taking beauty of the Caldera. The ideal conclusion to your cruise, offering you the best views of Santorini.

4.5

(1,163)

from $92

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

(226)

from $134

6 hoursFree Cancellation

4.5

(218)

from $93

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail the sea near Santorini in style aboard your own private catamaran, on this relaxing excursion with 2-way hotel transfers. Spend the day swimming, snorkeling, and sunbathing amidst this Greek island’s most secluded beaches. You’ll also get to marvel at Santorini’s unique rock formations, swim in undersea hot springs, and enjoy a barbecue meal with wine, beer, and soft drinks. Choose between daytime and sunset cruises.

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Price varies by group size

(485)

from $639

Cruise around Santorini on this half-day catamaran tour departing from Vlihada Marina. Observe famed sights such as the Venetian Lighthouse, the Indian Rocks, the Red Beach, and the White Beach as you glide atop clear blue water. Enjoy a swimming and snorkeling excursion, then take in panoramic views of Thirasia Island and, if you've chosen an evening tour, sail past Oia during sunset—a must-do for any Santorini trip.

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Santorini 3 Islands Trip Sailing Wooden Boat

(6,249)

from $151

Likely to Sell Out

5 hours 45 minutesFree Cancellation

4.7

(3)

from $41

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Experience the Aegean in style on this sailing trip from Santorini aboard a luxury catamaran. Start by heading out to the volcanic area just off of Oia, with plenty of time to soak in the hot springs before moving on past the Venetian Lighthouse. Then stop at the White Beach to swim while the crew prepares a sumptuous barbecue of meats, seafood, salads, and local white wine. Set sail for Red Beach, where wrap up your experience with more swimming and cocktails. The sunset sail follows the same itinerary in reverse.

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Experience Santorini’s volcanic landscapes from the blue Aegean when you book this great-value catamaran cruise with transfers, BBQ lunch, and soft and alcoholic drinks. Choose between a day cruise, which sails from Amoudi Bay across the caldera to Vlychada Marina, or a sunset cruise, which runs in reverse to capture the perfect sunset. Both include stops at Red Beach, White Beach or Mesa Pigadia Beach, and the Santorini Hot Springs.

(1,063)

from $174

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

4.5

(197)

from $70

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

3 hoursFree Cancellation

4.2

(1,271)

from $35

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the Aegean Sea. Along the way, we'll feast our eyes on famous spots like the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Mesa Pigadia Beach is our first stop, where you can dive into the crystal-clear waters for a swim and some snorkelling fun. Then, get ready for the highlight of the trip as we enter the breath-taking Caldera. We'll pause at the famous Hot Springs for a rejuvenating sulfur-rich water swim, followed by a visit to the nearby island of Theresia for more exploration and relaxation. Here you will treat your taste buds to a delicious Greek meal & Drinks while soaking up the panoramic views. As we sail back to Vlychada, unwind and soak in the splendor of the most beautiful sunset, completing your Sunset Cruise with a serene and unforgettable experience in the Aegean sea.

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

Many Santorini sailing tours can be overcrowded—but this small-group excursion offers a more personal way to explore the island. Set sail on the Aegean Sea from Vlychada Marina, and look out for key sights from the Red Beach and Palea Kameni to the Akrotiri Lighthouse. Along the way, drop anchor to swim and snorkel in the clear water, enjoy a freshly prepared meal, and admire the sunset over the caldera.

(233)

from $139

Sunset Caldera Sailing Cruise

Santorini Volcano Hot Springs

(97)

from $145

3 hoursFree Cancellation

4.6

(18)

from $35

Take a break from the beach with this cruise around Santorini's volcanic islands. Sailing from spot to spot on a traditional Greek caïque boat, explore the volcano at Nea Kameni (entrance at own expense); relax in the sulfur hot springs off Palea Kameni; and enjoy free time to explore Thirasia. After your cruise, transfer to the village Oia to watch an Aegean sunset from Santorini’s cliff edge.

Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset

11 hoursFree Cancellation

3.9

(143)

from $66

Santorini Semi-private Morning or Sunset Volcano Sailing Tour

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our Santorini day cruise sets sail from the picturesque port of Vlychada, weaving through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for an exhilarating swim. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our Sailing voyage unfolds. The highlight of our journey awaits as we enter the awe-inspiring Caldera, leading us to a stop at the renowned Hot Springs of the volcano for a rejuvenating swim. We conclude our adventure with a stop at Mesa Pigadia Beach in the island's southern reaches, where you can relish a delightful break for swimming and a traditional Greek lunch & drinks on the Catamaran. We then set sail back to Vlychada, offering you the perfect opportunity to capture the breath-taking beauty of the Caldera, enhancing the conclusion of your sailing journey with the best views of Santorini.

(13)

from $157

Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Spend the morning swimming, snorkelling and sunbathing on this 5-hour cruise from Santorini. Marvel at the volcanic landscapes at you cruise around the caldera, spot natural landmarks like The Indian and Nea Kameni island, and dive in to swim at Mesa Pigadia beach and Red beach. Along the way, cruise past Akrotiri lighthouse and Aspronisi island, take a dip in the volcanic hot springs, and tuck into a delicious BBQ lunch (included) on-board.

(245)

from $139

Morning Caldera Sailing Cruise

A sailing cruise is the perfect way to experience Santorini, but costs can rack up quickly. Keep finances under control when you book this all-inclusive cruise, with hotel pickup and drop-off, snorkeling basics, a seafood and barbecue feast, and free-flow local wine, beer, and soft drinks. You'll visit either Red Beach or White Beach (weather dependent), see the Lighthouse, and stop at Palea Kameni and Nea Kameni islands, including the hot springs.

(38)

from $145

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Enjoy the classic tour trusted by thousands of visitors to Santorini for decades. Ideal for cruise travelers, as the boat tour begins at the port of disembarkation. Relax on a wooden traditional Greek boat and visit the active volcano of Santorini, a unique geological park built of lava. Swim in the mud baths created by the many volcanic eruptions. visit traditional Thirassia that will take you back in time 30-40 years and swim in its deep blue waters. Returning you can take pictures from the unique landscape of the village of Oia with its white houses and blue domes from the boat. Is a value for money trip aimed at visitors and families who want to enjoy nature and landscapes and avoid the hustle and bustle of the city. Post unique landscapes and the crystal clear waters of the Caldera.

(221)

from $186

Likely to Sell Out

Santorini 3 Islands Trip by Sailing boat

Santorini 3 Islands Trip by Sailing boat

5 hours 30 minutesFree Cancellation

Santorini Sunset Cruise in Caldera

(3)

from $41

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Top Attractions in Santorini

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Attractions

What are people saying about Santorini

Juan_P, Jun 2026

Perfect adventure and great way to visit a few different spots around Santorini

Very complete experience, we really enjoyed our trip around the Caldera, visiting the volcano in Nea Kameni and thermal waters near Palia Kameni, as well as even have some wind down time to explore and grab a drink in Thirasia before catching the sunset. Our tour guide, Kostas (Konstantínos) was phenomenal, very friendly and approachable and he even played some music and sang as we were watching the sunset. We had a great time and would recommend this cruise to anybody visiting Santorini.

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

john_c, Jun 2026

Unexplainable! Absolutely...

Unexplainable! Absolutely gorgeous scenery! The boat was tip-top. Captain and crew were friendly and accommodating. Killed you with kindness and service. Water was crystal clear and chilly, but refreshing. Food was a taste of Greek at its finest. Best I have had on a trip like this. Highly recommend.

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

Stephanie_P, May 2026

Highly recommend

The views were gorgeous, and the staff were amazing.. They provided everything we needed to have a safe and fun time. The swimming was refreshing and the crystal clear water allowed great visibility. The highlight was the sunset - absolutely stunning. Truly blessed to experience an incredible day.

Santorini - Volcano and Hot springs

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.

Sunset Caldera Sailing Cruise

Deborah_H, May 2026

A highlight of our trip

What a wonderful experience. Truly a highlight of our two weeks in Greece. Wonderful captain and first mate who made us feel welcomed and shared amazing knowledge of the island and the Caldera history. The weather had been questionable throughout the day but cleared in time for us to get this in and so glad we were able to. The food prepared onboard was fresh and very tasty. We really enjoyed the boat which was beautiful especially with the sails up. The transfers from Oia to port were both friendly and processional. We would highly recommend this excursion and this team.

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Andrew_B, Apr 2026

Very pleasant catamaran cruise.

Very pleasant. Pick up was on time, boat departure was prompt and well organised. Cruise was very pleasant. We met and chatted to a dozen very pleasant people from around the world. BBQ lunch was tasty and varied. Ample drinks of all types. Maybe could have offered tea and coffee as well. Disembarkation was also efficient and mini bus transfer was also efficient. 3 swim sports offered. I Had a swim at red beach where we were out of the wind. A little coolish to start with for a 74 year old Aussie at the end of April but fun anyway. Nice sunny day with about 20km wind from the north west. Good day out and recommended.

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

Danielle_G, Nov 2025

Unforgettable Fishing Trip with Pirate Captain Makis!

Our fishing trip in Santorini with Pirate Captain Makis and first mate Elias was one of the absolute highlights of our entire vacation! From the moment we stepped on board, Captain Makis made us feel welcome, safe, and ready for an adventure. They are genuinely nice guys—equal parts knowledgeable fisherman and entertaining “pirate”—and kept the experience relaxed, enjoyable, and full of laughs. The fishing itself was incredible, but what made the trip truly special was the amazing meal he prepared right on the boat. He cooked the fish my husband caught along with some homemade tomato fritters, and it was honestly one of the best meals we had in Greece. Simple, fresh, and absolutely delicious. Eating a meal you just caught, overlooking the caldera, felt unforgettable. Captain Makis’ passion for the sea, storytelling, and hospitality shines through every moment of the tour. Whether you’re an experienced angler or trying fishing for the first time, you’ll feel completely taken care of. We left with great memories, beautiful photos, and full hearts. We can’t recommend this experience highly enough. If you’re visiting Santorini, don’t miss a day out on the water with Pirate Captain Mikos—it was pure magic!

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

John_G, Oct 2025

Beautiful Rain or Shine

This catamaran cruise was a highlight of our trip. The food was delicious, too. The weather was rainy and it would have been nice to have a text confirmation that we were still on prior to the trip. Also, people should know that you park nearby & must shuttle down to the boat. It was really a very fun experience overall - these are only small tips! Def recommend! Very beautiful experience.

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Timothy_S, Oct 2025

Our private catamaran...

Our private catamaran tour in Santorini was perfect from start to finish! Our driver was friendly and shared a lot of cool information about the island. Then, the crew of three sailors went above and beyond to make the day unforgettable! They were made us feel completely comfortable the entire time. They took tons of great photos for us so we could just relax and enjoy the stunning views. And the lunch… WOW! It was truly a feast! This experience was the absolute highlight of our trip.

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Melissa_S, Sept 2025

Beautiful Santorini

What an amazing experience, Tito and the crew go above and beyond to make the day one to remember, guided tour of the volcano, swimming in warm mineral water and then the bluest water I have ever seen, buffet tea was delicious complemented by local wine and beer. The evenings highlight was the sunset for sure. As we sailed back to port the Boat turned into a mini disco with Tito again doing a great job of entertaining us, Fully recommend the tour, many thanks Melissa @ Mark @ Aust

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Haris_C, Aug 2025

Argentinian captain the and the 2 Greek NJ boys SANTONIRINI TRIP A++

THE Argentinian captain the and the 2 Greek NJ boys from Bergen County NJ were just amazing. Food , drinks and views kept on coming for 5 hours. Well worth it $$$ best money spent in Greece. Plus the Argentianians play list was Awesome. I went with my wife and 2 boys(19) and (16yrs ) they loved every second of the trip.