Under sail · SUNSET SAILING CRUISES IN SANTORINI

The 15 Best Santorini Sunset Sailing Cruises

18 sailings  ·  from $64 a head

One departure a day, timed to the light over Oia, on the island where the sunset is the thing everybody came for. These 15 compare the boats, the dinner and how far west each one gets before the sun goes.

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - From your hotel to the marina
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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Sailing beside the volcano and Palea Kameni
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

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

Review of Santorini’s sunset catamaran cruise with hotel pickup, swimming, hot springs, BBQ, drinks, snorkeling, and sunset views.

“Sunset cruise was great fun. Food was very tasty. Boat facilities were great, very clean, lots of shade. Music was a little loud, difficult to have a conversation with others on board. Great way to enjoy the afternoon and see the Santorini sunset.”

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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks - Red Beach from the water
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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine - Getting to the boat without confusion
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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Sunset Caldera Sailing Cruise - Red Beach from the water
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Sunset Caldera Sailing Cruise

5.Sunset Caldera Sailing Cruise

★★★★★★★★★★5.0 · 96 reviews · 5 hours (approx.) · from $151

Sail Santorini’s caldera at sunset on a small-group cruise with swimming, volcanic views, a Greek meal, drinks, and hotel pickup.

“We had the very best time on the boat. It was one of our highlights in Santorini! We started at Vlychada Beach, saw Akrotiri Lighthouse and went to Nea Kameni. We stopped three times to go for a swim in the sea and also had the chance to swim at the hot springs near the volcano. The people on the boat were very lovely and Martha and Paris are super nice people. They told us interesting facts about the island and took really good care of us. Defintely worth checking the tour out!”

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Santorini Caldera: Sunset Sailing Cruise with Meal - From your hotel to Vlychada Marina
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Santorini Caldera: Sunset Sailing Cruise with Meal

Santorini Oia: Private Sunset Catamaran Cruise with BBQ & Drinks - Thirassia, a quiet first stop near Oia
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Santorini Oia: Private Sunset Catamaran Cruise with BBQ & Drinks

7.Santorini Oia: Private Sunset Catamaran Cruise with BBQ & Drinks

★★★★★★★★★★5.0 · 39 reviews · 6 hours (approx.) · from $898

Review of Santorini’s private sunset catamaran cruise, with swimming, volcanic beaches, Greek BBQ, drinks, pickup, and caldera views.

“From start to finish this was the best cruise! Greeted by Capt Yannis and first mate George. I feel horrible but the woman that was also part of the crew I forgot her name. They were all absolutely over the top amazing! Our boat was 3 months old called The Spooky. Food was delicious , drinks were great. We had the best group of people. Everything about this was amazing! Highly recommend.”

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Santorini: Motor Yacht Sunset Cruise with 5-Course Dinner - Crossing the caldera between two volcanic islands
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Santorini: Motor Yacht Sunset Cruise with 5-Course Dinner

8.Motor Yacht Sunset Cruise with 5-Course Dinner

★★★★★★★★★★4.5 · 35 reviews · from $80

Review of Santorini’s 5-hour Oniro yacht sunset cruise, with a five-course dinner, drinks, swimming stops, hotel pickup, and honest value advice.

“A beautiful afternoon/evening cruise on a yacht with character and charm. The young lady (sorry I forgot your name) worked tirelessly to make sure everyone was happy and had everything they needed. She talked us through some of the history of the places we sailed past Read more”

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Santorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour - Setting sail around the caldera
Catamaran Cruises, Catamaran Cruises in Santorini, Evening Experiences, Greece Sailing Trips, Santorini Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in Santorini, Tour Reviews, Tours

Santorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour

9.Catamaran Cruise, Winery, & Oia Sunset Combo Tour

★★★★★★★★★★4.7 · 28 reviews · 10 hours · from $212

Santorini catamaran cruise, volcanic beaches, two wineries, barbecue lunch, and an Oia sunset in one full-day tour.

“We booked the day, long activity to be on the water on a catamaran, go to a winery, and then enjoy sunset and ear. We had to change the day of our activity by one day to accommodate some bad weather. We only got to enjoy the catamaran part of this activity. And there was no talk of any reimbursement for the other half of the day that we had paid for that we didn’t get to experience. I’m very disappointed by that.”

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Santorini Sunset:Private All-In Catamaran Cruise (Food&Drinks) - Starting at Vlychada Port Around 15:30
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Santorini Sunset:Private All-In Catamaran Cruise (Food&Drinks)

10.Santorini Sunset:Private All-In Catamaran Cruise (Food&Drinks)

★★★★★★★★★★5.0 · 23 reviews · from $622

Review of Santorini’s private sunset catamaran cruise, with swimming, hot springs, BBQ dinner, drinks, hotel pickup, and practical tips.

“Each of the crew went above and beyond to make our cruise a ton of fun and one we will not forget. They are extremely knowledgeable and shared history and legends during our ride, they were tireless hosts keeping our glasses full and snapping photos while we swam anRead more”

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Santorini: Cruise Catamaran with BBQ & Drinks Day or Sunset - Leaving Thera and heading toward the caldera
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Santorini: Cruise Catamaran with BBQ & Drinks Day or Sunset

Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner - Red Beach, Santorini’s volcanic showpiece
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Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

12.Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

★★★★★★★★★★5.0 · 15 reviews · 5 to 6 hours (approx.) · from $228

Sail Santorini’s caldera at sunset with swim stops, hot springs, Greek dinner, hotel pickup, and a small-group catamaran crew.

“I could not be more impressed with this tour experience. Markos and his team were exceptional in their delivery of a beautifully curated adventure. It was by far the favourite aspect of my visit to Santorini. As a solo female traveler from Canada, I felt so supported in their capable hands. A bonus was the gourmet dinner that was cooked for us on board! Kostas, Dimitri and Anastasia attended to our every need and then some.”

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Santorini: Private 5-Hour Sunset Sailing Tour with Dinner - Starting at Vlychada on Santorini’s South Coast
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Santorini: Private 5-Hour Sunset Sailing Tour with Dinner

13.Private 5-Hour Sunset Sailing Tour with Dinner

★★★★★★★★★★4.9 · 8 reviews · 5 hours

Sail Santorini’s caldera at sunset with a private dinner cruise, swimming at Thirassia, hotel transfers, drinks, and flexible routing.

“Un’ottima esperienza. Antonio e il suo staff sono stati super gentili e riservati. Ci hanno proposto il loro classico itinerario, ma potevamo chiedere qualsiasi variazione. Cibo non male. Posti sempre bellissimi.”

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Santorini: Sunset Sailing Cruise, with Dinner and Drinks - From your hotel to Vlychada Port
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Santorini: Sunset Sailing Cruise, with Dinner and Drinks

14.Sunset Sailing Cruise, with Dinner and Drinks

★★★★★★★★★★4.9 · 8 reviews · 5 hours · from $141

Sail Santorini’s Caldera at sunset with swim stops, hot springs, Greek BBQ, open bar, hotel transfers, and snorkel gear.

“This was a wonderful cruise! The homemade Greek moussaka and other goodies were delicious. We cruised to two spots for a swim, then back towards the port to see the perfect sunset!”

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Santorini In One Day Bus Tour with Oia Sunset & optional Sailing - Prophet Elias and Pyrgos begin the route
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Santorini In One Day Bus Tour with Oia Sunset & optional Sailing

15.Santorini In One Day Bus Tour with Oia Sunset & optional Sailing

★★★★★★★★★★4.0 · 7 reviews · from $64Best value

See Santorini in one day, from Pyrgos and Akrotiri to black-sand beaches and Oia sunset, with hotel pickup and optional sailing.

“I booked the tour well in advance. The day before I repeatedly called the tour operator to confirm the pick up time. They kept on hanging up on me before telling me to WhatsApp him. I did this multiple times until he gave me another number to WhatsApp. That number never Read more”

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