Where to Sail: the 13 Best Santorini Caldera Catamaran Cruises Worldwide

1.Catamaran Caldera Cruise with Meal and Drinks

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

Spend five hours aboard a catamaran from Ammoudi Bay, passing the caldera, volcano, hot springs, Aspronisi, Indian Rock, Mesa Pigadia, White Beach, and Red Beach. Swim and snorkel near the boat, then enjoy fresh Greek appetizers, BBQ skewers, Santorinian wine, and soft drinks. Sunset departures may include music and dancing.

“I booked this sunset cruise on the day of my husband’s 50th birthday and what an amazing day it was. From start to finish we could not fault it. The crew and the food were amazing and even all of the other guests we spent the afternoon with. The day was planned to perfection and I have recommended Santorini Yacht Club to others staying in my hotel who have gone on to book. I unfortunately misplaced my reading glasses but after me emailing the company a driver came to meet me the following day to return them. We return home today after a 7 day stay in Imerovigli and the…”

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2.Catamaran Caldera Cruise with Meal and Drinks

★★★★★★★★★★4.8 · 980 reviews · 5 hours · from $112 per person

Sail Santorini’s Caldera on a five-hour catamaran cruise from Ammoudi Bay or Vlychada Marina. You’ll swim near the Red and White Beaches, stop at the volcanic hot springs, and eat a Greek BBQ with wine, beer, and soft drinks. Hotel pickup is available, and the sunset option ends with views toward Oia.

“The cruise was an amazing way to see the beaches of Santorini, swim in the Mediterranean, and capture the sunset at Oia. A whole lot of bucket list activities!”

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3.Caldera Classic Catamaran Cruise w/ Meal & Drinks

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

Sail from Vlichada Marina to Red Beach, White Beach, Mesa Pigadia, Akrotiri Lighthouse, and Nea Kameni. You’ll swim, snorkel, eat a Greek BBQ, and enjoy unlimited local wine, beer, soft drinks, and water. Hotel transfers, towels, cabins, music, and snorkeling gear are included. Evening trips add sunset views.

“Everyone was friendly. When we went there was a couple doing wedding photos which I thought was weird so we pretty much had to move when they were in our area which was annoying but we just sat and enjoyed the viewed after we ate. There was plenty of food for sure. Def worth the food and scenery”

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4.Santorini All-inclusive Catamaran Cruise with Thirassia Stop

★★★★★★★★★★4.5 · 348 reviews · 5 hours (approx.) · from $193 per person

Join a small-group catamaran cruise from Amoudi Bay to Vlychada, with hotel transfers, swimming at Thirassia and Nea Kameni, a fresh seafood and Greek-style lunch, and an open bar. The crew may include experienced hosts such as Ilias, Nick, Maria, Diana, or Kostas, though staff can vary.

“Excellent cruise around the island with opportunities to swim in different parts of the island. The sunset to top it all off is just spectacular m.”

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5.Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

★★★★★★★★★★4.5 · 328 reviews · 5 hours (approx.) · from $114 per person

Spend about five hours sailing Santorini’s caldera, stopping near Red Beach, White Beach, and the volcano’s thermal springs. You’ll swim or snorkel from the catamaran, eat a Greek barbecue with salads and seafood pasta, and watch Oia’s sunset. Hotel pickup, towels, Wi-Fi, and an open bar are included. Yannis is among the crew members often praised for friendly service.

“We loved the small amount of guests! Really allowed us to move around a lot.. every crew member was delightful and attentive”

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6.Caldera Luxury Catamaran Cruise w/ Meal & Drinks

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

Spend five hours aboard a clean, roomy catamaran from Vlichada Marina. Swim near Red Beach, White Beach, Mesa Pigadia, and Nea Kameni, then enjoy a fresh Greek barbecue with unlimited local wine, beer, soft drinks, and water. Sunset departures return past Santorini’s cliffs in golden light. Crew names vary by boat, with Irini, Gregory, Mike, and Captain Bobby among those praised on past trips.

“Absolutely LOVED it....amazing hosts and food - first class sunset cruise....thank YOU”

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7.Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

★★★★★★★★★★4.5 · 191 reviews · 5 hours (approx.) · from $72 per person

Sail from Ammoudi Bay around Santorini’s caldera aboard a Comfort Max catamaran. You’ll see the volcano, Indian Rock, Venetian Lighthouse, and Red Beach area, with time to swim and snorkel. A Greek BBQ, mezedes, Santorinian wine, soft drinks, and water are included. Pickup is available, and groups can reach 50 people.

“This cruise is fantastic, extremely hospitable and generous with drinks towels food and knowledge. The yacht was immaculately clean and they crew were extremely professional. We stopped at some awesome spots... thanks Nansy, Nikos, John & George for hosting us we had a brilliant afternoon.”

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

★★★★★★★★★★5.0 · 91 reviews · 5 hours (approx.) · from $114 per person Top rated

Set out from Ammoudi Bay on a small catamaran cruise for up to 16 people. You’ll swim at the hot springs, Mesa Pigadia, and Red Beach, eat a Greek BBQ with your choice of pork, chicken, or vegetarian food, and enjoy wine, ouzo, beer, and soft drinks. Captain Zannis and the crew guide the five-hour trip, weather permitting.

“This was my families first time in Greece.. We had the best time traveling and sailing with your Catamaran. Your crew were so serving and kind. We will always do this catamaran tour when ever we return.”

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

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

Cruise Santorini’s caldera on a private ENJOY power catamaran for 3 to 5 hours. Swim near the volcano, White Beach, and Red Beach, then enjoy Greek appetizers, barbecue, fruit, dessert, and an open bar. Pickup is arranged near your accommodation, and the crew can adjust the route to your group.

“We had a wonderful time. A very punctual pickup, followed by the boat that was waiting for us. Adams and Costas were our crew. They were very knowledgeable and helpful. A relaxed time on the water. And the food and wine were just perfect for us.”

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10.Caldera Private Power Catamaran Cruise

★★★★★★★★★★4.9 · 45 reviews · 3 - 5 hours · from $172 per person

Sail from Ammoudi Bay on a private 3, 4, or 5-hour catamaran cruise with a captain such as George, Dimitri, Yanis, Amy, or Philip. You’ll visit Thirassia, the volcano, White Beach, and Red Beach, with swimming, snorkeling, paddleboarding, a BBQ meal, Santorinian wine, and hotel pickup included.

“Our driver was on time and was awesome. The crew was great. It felt like it went by in 30 minutes. Lunch was top notch. Our captain Phillip is the Renaissance Man! This is the highlight of trip to Santorini!”

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11.Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

★★★★★★★★★★4.5 · 23 reviews · 4 hours 30 minutes (approx.) · from $162 per person

Sail from Ammoudi Bay on a small-group catamaran cruise around Santorini’s caldera. Swim near the volcanic hot springs, stop at White Beach, pass Red Beach and the Lighthouse, and enjoy a BBQ meal, drinks, towels, snorkeling gear, and Wi-Fi. Captain Giannis and crew may operate the boat, with pickup available from selected accommodations.

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12.All-inclusive Catamaran Cruise with Thirassia Stop

★★★★★★★★★★5.0 · 22 reviews · 5 hours · from $188 per person

Spend five hours aboard a day or sunset catamaran from Fira, visiting Red Beach, White Beach, the hot springs, volcanic coves, Thirassia, and Ammoudi Bay. Your fare includes hotel pickup, a freshly prepared meal, wine, beer, soft drinks, towels, and snorkeling gear. Expect a small-group setting, sea swimming, and changing views of Santorini’s caldera.

“This was excellent. Food was delicious, guides were great, and sunset was gorgeous. Highly recommend!”

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13.Caldera Private Catamaran Cruise with Meal & Drinks

★★★★★★★★★★5.0 · 14 reviews · 5 hours (approx.) · from $649 per person

Spend about five hours on a private catamaran with your own group, stopping at Red Beach, White Beach, Mesa Pigadia, the lighthouse, sulfur springs, and Nea Kameni. Zoey and Captain Mike may lead your sailing, with Greek appetizers, salads, seabream or chicken, vegetarian food, wine, beer, and snorkeling gear included.

“Would book again and again! One of our favorite parts of our trip! Zoey and Captain Mike were amazing!”

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