Tour reviews · SAILING TRIPS IN SANTORINI

15 Sailing Trips in Santorini Weighed Up Side by Side

25 tours  ·  from $88

There are 15 sailing trips in Santorini here worth paying for. Each entry carries what it costs, how long it takes and the one thing to check before you press book.

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - The hot springs at Palea Kameni
Boat Tours in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

1.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114Our pick

Spend about five hours sailing from Vlychada Port along Santorini’s volcanic coast. You’ll see Red Beach, White Beach, the Venetian lighthouse, Indian Rocks, and the caldera islands, with swimming at Mesa Pigadia and the hot springs. Choose a daytime or sunset departure, and add a BBQ with wine, soft drinks, towels, and hotel transfers.

“Great experience on the water. Met some nice people and the food and wine were great. We really enjoyed our time!”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - The Venetian Lighthouse and the volcanic coast
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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

2.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133

Cruise from Vlychada Marina with a small group of up to 18 people, stopping at Red Beach, the hot springs, and Thirassia. Crew members such as Giannis, Natalie, Alex, Mika, Kostas, and Bill keep the trip lively while preparing shrimp, mussels, BBQ, Greek salad, pasta, and dessert onboard.

“It was an amazing experience. Crew was the absolute best! Natalie, Mariq & Ewq could not di enough for you! Food and drinks flowed throughout the cruise. The meal of greek salad, grilled chicken, shrimp, mussels and vegetable pasta was delicious. We cruised almost 5 hours, great way to see the islands. Stopped twice to swim and snorkel. Highly recommend this cruise to anyone!”

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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach gives the cruise its first big view
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

3.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Sail from Vlychada Marina on a five-hour catamaran trip past Red and White beaches, the Venetian lighthouse, volcano, and caldera cliffs. You will swim three times, snorkel, visit sulfur-rich hot springs, and eat Greek meze plus a BBQ meal. Hotel pickup, towels, equipment, soft drinks, water, and white wine are included. Crew names may include Hris, Filipos, Vivi, or Alice.

“Great ride with great views and stories. Guides were wonderful. Boat was fun and refreshing. Swimming/snorkeling was very cool! Plenty of fish to see! And food was incredible.”

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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Palea Kameni and the warm volcanic water
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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

4.Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

★★★★★★★★★★5.0 · 1,694 reviews · 5 hours (approx.) · from $181

Spend about five hours aboard a 42 to 56-foot catamaran off Santorini, with hotel pickup, a Greek meal, white wine, Greek beer, swimming at the volcanic hot springs and Red Beach, and an optional sunset. Luxury sailings add views of Oia and Ammoudi Bay. Shared boats hold up to 20 people.

“Full experience on the catamaran… delicious dinner, friendly staff, amazing views. The crew went above and beyond to ensure guests had the entire experience.highly recommend this activity”

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Hotel pickup and boarding at Vlychada Port
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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

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

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133

Spend about five hours sailing from Vlychada Port around Santorini’s Red Beach, White Beach, volcano, lighthouse, and hot springs. Swim, snorkel, enjoy a freshly cooked Greek BBQ, and drink local wine, beer, soft drinks, and water. Hotel transfers, towels, music, and a restroom are included. Sunset and daytime departures are available.

“This might be the best “excursion” I have ever done in years of cruises and travel. The crew was fantastic, the weather of course, and the food and drinks and sights and activities.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Sailing beside Santorini’s volcano
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

6.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Spend about five hours sailing from Ammoudi or Athinios, swimming near the volcano, Red Beach, and White Beach, and eating a BBQ lunch or dinner on board. Captain Sakis and the crew keep things moving with music, drinks, and clear instructions. Hotel pickup, snorkeling gear, shade, and return transport are included.

“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…”

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Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer - Pickup from your hotel and the route to the harbor
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Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

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

★★★★★★★★★★5.0 · 1,047 reviews · 5 hours (approx.) · from $169

Sail Santorini’s caldera aboard a catamaran with up to 20 people. You’ll swim at Palea Kameni’s sulfur springs and Mesa Pigadia, pass Thirasia, Nea Kameni, Red Beach, and White Beach, then eat a Greek buffet with wine and cocktails. Hotel pickup, towels, and snorkeling gear are included.

“From being picked up from the hotel in a comfortable air conditioned mini bus to being dropped off at the the end the whole experience was fantastic. The crew and captain were at hand for anything we needed. The food was delicious and just ask gor a drink and it was brought to you. The views were stunning and swimming in the Agean sea is a must. An all round fantastic experience”

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Half Day Premium Catamaran Cruise in Santorini including Oia - Warm water near Santorini Volcano
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Half Day Premium Catamaran Cruise in Santorini including Oia

8.Half Day Premium Catamaran Cruise in Santorini including Oia

★★★★★★★★★★5.0 · 988 reviews · 5 hours (approx.) · from $193

Spend about five hours aboard a small-group catamaran with Santorini Star Sailing. Swim at Red Beach, the volcano, Thirassia, and limestone coves, then enjoy a BBQ meal and open bar. The crew may include Maria, Alex, Nefeli, and Captain Giomnis. Pickup is offered, and groups are capped at 18.

“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!!!”

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Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar - Mesa Pigadia is the main swimming stop
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Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

9.Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

★★★★★★★★★★5.0 · 725 reviews · 5 hours (approx.) · from $120

Spend about five hours sailing Santorini’s southern coast aboard a catamaran limited to 18 people. Swim at Mesa Pigadia, visit Red and White beaches, pause at the hot springs, and eat a Greek BBQ meal near Thirassia. Crew members such as Alice, Eva, Filip, and Captain Bob have been singled out for friendly hosting and clear guidance.

“We enjoyed the trip and the staff. Found the first 15min swim and the 5min thermal swim far too quick. The food and unlimited drinks were great.”

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Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer - Red Beach from the sea
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Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

10.Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 568 reviews · 5 hours (approx.) · from $95

Spend about five hours aboard a catamaran from Ammoudi or Athinios Port, with hotel pickup, swimming at the hot springs, Red Beach, and White Beach, plus a BBQ lunch, Santorinian wine, soft drinks, water, music, and snorkeling equipment. The crew includes Captain Kostas and sailor Adonis on some departures.

“This was a great excursion. The boat was beautiful and immaculately clean. The crew was exceptionally kind. The narrative of what we were viewing was very helpful. A few helpful points: what was advertised as a “flotation device” was a pool noodle. If you’re not a good swimmer, this may not be for you. Also, the food prep was done right on the boat and was excellent except the pork was so overcooked that I couldn’t chew it. The rest of the food was great.”

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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks - Sailing past Indian Head Mountain and the old lighthouse
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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

11.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 560 reviews · 5 hours (approx.) · from $145

Sail Santorini for about five hours aboard a catamaran carrying up to 34 people. Swim near Red and White Beaches, soak at volcanic hot springs, enjoy a Greek BBQ with unlimited beer, wine, and soft drinks, and see the cliffs, lighthouse, and Indian Head Mountain from the water. Hotel pickup and drop-off are included.

“Amazing sailing trip around the island, stopping at the red beach and hot springs. Crew were fun and made it a very enjoyable experience. Food v tasty and no shortage of drinks”

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Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers - Hotel pickup and the run to Vlychada
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Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

12.Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

★★★★★★★★★★5.0 · 476 reviews · 5 hours (approx.) · from $665

You’ll sail from Vlychada with a private crew, stopping at Red Beach, White Beach, Mesa Pigadia, Palea Kameni, and the volcanic hot springs. Expect hotel pickup, swimming, snorkeling, a generous barbecue, and drinks. Sunset departures add an Aegean finale, while crew assignments vary by sailing.

“An amazing private charter. The crew was fantastic and did an amazing job making this a special trip. The boat was brand new and amazing. The food was fantastic and enough to feed 12 people even though there were just 4 of us. We were able to customize our trip and went to Thirasia which was an amazing stop for snorkong and our lunch. Book this tour for an amazing day on the Aegean Sea.”

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Santorini: Catamaran Cruise with Greek BBQ and Drinks - Boarding at Vlychada Marina
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Santorini: Catamaran Cruise with Greek BBQ and Drinks

13.Catamaran Cruise with Greek BBQ and Drinks

★★★★★★★★★★4.8 · 473 reviews · 5 hours · from $88Best value

Sail from Vlychada Marina on a small-group catamaran with a friendly English-speaking crew. Swim at Red Beach, White Beach, and Mesa Pigadia, visit the sulfur-smelling hot springs, and enjoy grilled chicken, Greek dishes, wine, beer, and soft drinks. Crews may include Vangelis, Danai, Stefanos, Electra, and Yannis.

“It was totally worth it! We had the catamaran to ourselves!”

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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer - Red Beach and the final swim
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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

14.Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 422 reviews · 5 hours (approx.) · from $133

Set out from Amoudi Port on a catamaran limited to 20 people, with swimming at the hot springs, White Beach, and Red Beach. You’ll get towels, snorkel gear, an open bar, and a fresh Greek meal with vegetarian options. Pickup is offered across Santorini, though the exact meeting point may vary.

“Great for the locations we were able to see and visit, as Santorini is beautiful! However, the crew were rude sometimes and called people terrible Americans. Wish we could have been apart of a more friendly atmosphere. Was uncomfortable on the boat.”

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Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks - From your hotel to Vlichada Marina
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Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks

15.Caldera Classic Catamaran Cruise w/ Meal & Drinks

★★★★★★★★★★4.8 · 379 reviews · 5 hours · from $123

Spend five hours aboard a comfortable catamaran from Vlichada Marina, with hotel pickup, swimming at Red Beach, White Beach, Mesa Pigadia, and Nea Kameni, plus a fresh Greek BBQ and unlimited drinks. English-speaking crew members such as Anastasia, Enrico, Irini, and Niko have been praised for attentive service and helpful photos.

“Amazing food, crew, views! Generous with wine pouring and plenty of time for swimming in those clear waters - did not feel rushed at all.”

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New in Sailing Trips in Santorini

★ 5.0Private Catamaran Tour with BBQ Meal and Drinks43 reviews
★ 5.0Private Diamond 36 Motor Yacht Caldera CruiseFrom $14740 reviews
★ 4.9Caldera Private Power Catamaran CruiseFrom $17245 reviews
★ 4.7Dream Catcher 5-hour Sailing Trip in the CalderaFrom $14761 reviews

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