Under sail · CALDERA & VOLCANO SAILING TRIPS

Caldera Cruises in Santorini: The 15 Best Volcano Sailings

21 sailings  ·  from $70 a head

The bay is a flooded crater, and the sailing day is built around the black cone, the sulphur spring and the coloured beaches. These 15 compare the boats, the anchorages and how much of it you spend swimming.

Santorini: Catamaran Caldera Cruise with Meal and Drinks - Choosing the day cruise or sunset cruise
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Santorini: Catamaran Caldera Cruise with Meal and Drinks

1.Catamaran Caldera Cruise with Meal and Drinks

★★★★★★★★★★4.7 · 2,255 reviews · 5 hours · from $70Our pick

Review of Santorini’s 5-hour catamaran cruise with caldera views, swimming stops, Greek BBQ, open drinks, transfers, and sunset options.

“Amazing experience throughout the cruise. The crew took us to beautiful spots throughout Santorini. Food was great and service was even better. The crew was very welcoming and friendly, and made sure we were taken care of. Special thanks to Vacillios and Ervin for being amazing individuals who stayed engaged with us, had memorable conversations, and an overall great vibe! If you're still looking to book a catamaran cruise, look no further!!! This is the absolute best you can get in Santorini :)”

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Santorini: Catamaran Caldera Cruise with Meal and Drinks - Choosing the day cruise or sunset cruise
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Santorini: Catamaran Caldera Cruise with Meal and Drinks

Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks - Red Beach and the First Swim
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Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks

3.Caldera Classic Catamaran Cruise w/ Meal & Drinks

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

Review of Santorini’s 5-hour catamaran cruise with swimming stops, volcanic waters, Greek BBQ, drinks, hotel transfers, and sunset views.

“It was just lovely to be out on the catamaran, with the sea breeze cooling you down, and beautiful cobalt blue sea. Food was so tasty! Especially the mushrooms.”

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Santorini:All-inclusive Catamaran Cruise with Thirassia Stop - Vlichada sets the tone for the cruise
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Santorini All-inclusive Catamaran Cruise with Thirassia Stop

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 Sailing Tour with BBQ Lunch and Drinks - Indian Head Mountain and the Old Venetian Lighthouse
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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

6.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 268 reviews · 5 hours (approx.) · from $229Top rated

Sail Santorini’s caldera, swim by volcanic beaches, and enjoy a seafood BBQ with unlimited drinks on a five-hour catamaran tour.

“The thing to do in Santorini. Was a bit long and spent the majority of the time on the boat. Could have easily been a 3 hour activity. Stopped to swim 2 times and was only given a rushed 10-15 minutes to swim and spent the rest of the time on the boat. Didn't stop to get off at any beaches. Nice crew. They have medicine for motion sickness on board which was very helpful.”

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Santorini: Caldera Luxury Catamaran Cruise w/ Meal & Drinks - Pickup from your hotel to Vlichada Marina
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Santorini: Caldera Luxury Catamaran Cruise w/ Meal & Drinks

7.Caldera Luxury Catamaran Cruise w/ Meal & Drinks

★★★★★★★★★★4.9 · 237 reviews · 5 hours · from $148

Review of Santorini’s 5-hour luxury catamaran cruise, with swimming stops, Greek barbecue, drinks, hotel transfers, and sunset views.

“Amazing and well recommend activity. Picked up in an air conditioned Mercedes. We was all looked after by great staff, captain Micheal, Gregory and Raina. The cameraman is sparkling new and I’m so pleased we decided on this boat. We did snorkelling, bits history along the way was about santorini was given by Gregory. Food was spot on and serviced at the tables on the boat, restaurant quality, we had the chicken option that was delicious. Drink services the moment you get on board, branded soft drinks, free flowing wine and beers. Perfect sunset, if we had another night we would have definitely booked and done this trip again, great…”

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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

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks - Volcano views and the first swim
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Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

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

10.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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Beautiful Day Catamaran Caldera Cruise incl. Meal & Drinks - Mesa Pigadia, White Beach, and lunch on board
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Beautiful Day Catamaran Caldera Cruise incl. Meal & Drinks

11.Beautiful Day Catamaran Caldera Cruise incl. Meal & Drinks

★★★★★★★★★★5.0 · 91 reviews · 5 hours (approx.) · from $114

Review of Santorini’s 5-hour catamaran cruise with hot springs, swimming stops, Greek BBQ, open bar, snorkeling gear, and hotel transfers.

“It’s always a treat to do a boat trip to see places from the water and this did not disappoint ! Early season and we were treated to being on the boat by ourselves. The crew were very attentive - Captain Zannis the best - spectacular and close up action of the coastline. 3 swimming spots with snorkeling equipment and lunch! We had a blast”

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Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks - Santorini Volcano and the hot springs
Caldera & Volcano Sailing Trips, Catamaran Cruises, Catamaran Cruises in Santorini, Greece Sailing Trips, Private Sailing Charters, Private Sailing Charters in Santorini, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Santorini, Santorini Sailing Trips, Tour Reviews

Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

12.Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

★★★★★★★★★★5.0 · 79 reviews · 3 to 5 hours (approx.) · from $452

Review the private Santorini ENJOY power catamaran cruise, with hot springs, beaches, Greek BBQ, drinks, pickup, and flexible timing.

“Beautiful cruise around the caldera ending with the sunset. Adriana, our sailor, was great to talk to and the captain was very nice and welcoming. The food and drinks were excellent too.”

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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: Dream Catcher 5-hour Sailing Trip in the Caldera - From your accommodation to Vlihada Marina
Caldera & Volcano Sailing Trips, Greece Sailing Trips, Santorini Sailing Trips, Tour Reviews

Santorini: Dream Catcher 5-hour Sailing Trip in the Caldera

14.Dream Catcher 5-hour Sailing Trip in the Caldera

★★★★★★★★★★4.7 · 61 reviews · 5 hours · from $147

Review of Santorini’s 5-hour Dream Catcher catamaran cruise, with Caldera views, hot springs, swimming, snorkeling, barbecue lunch, and practical tips.

“The captain and boat crew were very friendly and focused on the safety and comfort of the guests. A delicious lunch was prepared by the cook The experience exceeded the expectations. Crew explained the various key points and history of the Caldera. I will definitely recommend this experience to family and friends”

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Santorini Caldera Private Sailing Boat Cruise - White Beach is a boat-only change of scene
Caldera & Volcano Sailing Trips, Greece Sailing Trips, Private Sailing Charters, Private Sailing Charters in Santorini, Santorini Sailing Trips, Tour Reviews

Santorini Caldera Private Sailing Boat Cruise

15.Santorini Caldera Private Sailing Boat Cruise

★★★★★★★★★★5.0 · 48 reviews · 5 hours (approx.)

Review of Santorini’s private sailing cruise, with caldera views, swimming, snorkeling, barbecue lunch, sunset options, and practical booking advice.

“Constantino and Nikolai are amazing. They made a magic moment. Very profesional guys. Whoever is reading this. Do it! It’s awesome.”

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