15 Santorini Caldera Cruises to Build a Trip Around

“The entire team and crew were beyond phenomonal, would recommend them 100 times over. Roula, our tour guide went above and beyond to make sure we had a fantastic experience.”

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Boat Tours in Santorini, Catamaran Trips, Cruises & Boat Tours, Sailing, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews

Santorini: Catamaran Caldera Cruise with Meal and Drinks

/ August 8, 2026

3.Catamaran Caldera Cruise with Meal and Drinks

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

Cruise Santorini by luxury catamaran for beaches, hot springs, swimming, and a BBQ lunch with local wine and open bar.

“The sunset Catamaran was so much fun! The communication and transportation from the staff were excellent, very straightforward. The BBQ was good, my husband got the chicken and I got the pork, both are good but the pork is better. Definitely bring a jacket as it gets really cold from the wind, but they do have blankets available.”

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Santorini Caldera Cruises, Scuba Diving, Things to Do in Santorini, Tour Reviews

Santorini: Scuba Diving Experience in Caldera for Beginners

/ August 8, 2026

4.Scuba Diving Experience in Caldera for Beginners

★★★★★★★★★★4.9 · 597 reviews · 3 hours · from $106

First-time scuba in Santorini’s caldera with a calm, small-group team. Learn gear and hand signals, then swim volcanic reef marine life.

“This was the highlight of the holiday! The best instructors - took really good care of the whole group! For me I was really nervous and not a confident swimmer but they made me feel at ease and was the best experience. I would highly recommend this team for your scuba diving experience.”

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Boat Tours in Santorini, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Santorini Caldera Cruises, Sunset Cruises in Santorini, Things to Do in Santorini, Tour Reviews

Santorini: Romantic Sunset Caldera Cruise with Dinner

/ August 8, 2026

5.Romantic Sunset Caldera Cruise with Dinner

★★★★★★★★★★4.1 · 457 reviews · 1 day · from $76

Romantic Santorini caldera sunset cruise from Athinios with buffet dinner on King Thiras. Value pickup, big views, cash bar.

“We arrived at the pick up place at the time required and found out the driver had been there and left. The hotel desk person immediately called the driver and he came back to get us within minutes. All was wonderful after that. Great driving down switchbacks on the mountain to the boats. The boat trip was fabulous. Just incredible beauty and very informative. Great buffet dinner too. Highly recommend.”

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Boat Tours in Santorini, Catamaran Trips, Cruises & Boat Tours, Sailing, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews

Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks

/ August 9, 2026

6.Caldera Classic Catamaran Cruise w/ Meal & Drinks

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

Catamaran cruise around Santorini with BBQ, unlimited wine and beers, snorkeling Nea Kameni, and a smooth sunset sail. Pickup included.

“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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Boat Tours in Santorini, Catamaran Trips, Cruises & Boat Tours, Evening Experiences, Sailing, Santorini Caldera Cruises, Sunset Cruises in Santorini, Things to Do in Santorini, Tour Reviews

Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

/ August 12, 2026

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

★★★★★★★★★★4.5 · 328 reviews · 5 hours (approx.) · from $114.93

A 5-hour Santorini caldera catamaran at sunset with Greek BBQ, unlimited drinks, swim stops, hot springs, and hotel pickup.

“Ok, given the choice I would not do this trip again. Major confusion about the pick up location. Then 3 buses arrived all together- it was very confusing to figure out who was collecting who, and they were 15 minutes late. The food was ok but not great. The “ hot springs “ !!! Very over rated, as were the red and white beaches. And eventually not even a sunset ( and yes - I know that’s pot luck) At the end of the cruise, you then had to climb out of the catamaran and into a little row boat to get to shore. Overall disappointing”

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BBQ, Boat Tours in Santorini, Cruises & Boat Tours, Lunch Experiences, Sailing, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews, Tours

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

/ August 16, 2026

8.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 268 reviews · 5 hours (approx.) · from $229.87Top rated

Santorini caldera catamaran with BBQ seafood lunch, unlimited drinks, and Red and White Beach swim stops.

“Excellent half day boat trip! Our family of five had a perfect day on the water. It was a nice, small group (9 total) so there was plenty of space. Shade was lovely. Swimming stops were fun. Food was great. Definitely a highlight of our trip.”

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Boat Tours in Santorini, Catamaran Trips, Cruises & Boat Tours, Sailing, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews, VIP

Santorini: Caldera Luxury Catamaran Cruise w/ Meal & Drinks

/ August 18, 2026

9.Caldera Luxury Catamaran Cruise w/ Meal & Drinks

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

Luxury Santorini caldera catamaran cruise with hotel pickup, swim stops at Red and White Beaches, Nea Kameni hot springs, and BBQ.

“Amazing! Did the 10:30AM option and had a great time. Food was amazing and our guide Irini was so sweet. Would 10/10 recommend”

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Boat Tours in Santorini, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Santorini Caldera Cruises, Sunset Cruises in Santorini, Things to Do in Santorini, Tour Reviews, Wine Tours, Wine Tours in Santorini

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

/ August 21, 2026

10.Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

★★★★★★★★★★4.5 · 208 reviews · 6 hours (approx.) · from $96.79

Sail Santorini’s caldera at sunset with a volcano hike, hot springs swim, and Greek buffet dinner plus wine, with optional pickup.

“overall a good day. the sights were good the lack of friendly people in the front office doesn’t help. The food is just ok. Tito the guide did a great Job!”

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Full-Day, Private, Private Tours in Santorini, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews, Tours

Full-Day Private Tour of Santorini Caldera & The Most Famous Sightseeing

/ August 21, 2026

11.Full-Day Private Tour of Santorini Caldera & The Most Famous Sightseeing

★★★★★★★★★★5.0 · 204 reviews · 7 hours (approx.) · from $260.12

A 7-hour private Santorini Caldera day with smooth logistics, included comforts, and iconic stops from Firostefani to Oia and the beaches.

“This was a great private tour. Our tour guide Petros P was excellent and very knowledgeable and brought us to all the beautiful spots and helped take great pictures. He worked with us to make sure we saw what we wanted to see and it was great to have him know the right spots and avoid the large cruise tours. I would recommend highly.”

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Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

/ August 23, 2026

12.Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

★★★★★★★★★★4.5 · 191 reviews · 5 hours (approx.) · from $72.41

Comfort Max Santorini catamaran cruise with onboard Greek BBQ, open bar, volcano and hot springs snorkeling, and red beach views. 5 hours.

“The trip was exactly as advertised. The crew were very helpful and friendly. The lunch provided was excellent. There were only about 12 guests on the boat so it was not overcrowded.”

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Boat Tours in Santorini, Cruises & Boat Tours, Evening Experiences, Santorini Caldera Cruises, Sunset Cruises in Santorini, Things to Do in Santorini, Tour Reviews

Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

/ August 24, 2026

13.Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

★★★★★★★★★★5.0 · 179 reviews · 5 hours (approx.) · from $96.79

Small-group Santorini sunset cruise with hotel pickup, swimming and snorkeling stops, Greek dinner onboard, and local wine included.

“If you want a sunset cruise with a small group, good food, entertaining hosts, crystal blue waters and a picturesque sunset, this is the cruise for you. Mike and the Captain were excellent hosts. They brought us to awesome swimming spots and served a fantastic family style dinner. We were surrounded by other cruises on Catamarans and we much preferred the Medousa! We would definitely book again!”

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BBQ, Boat Tours in Santorini, Cruises & Boat Tours, Evening Experiences, Santorini Caldera Cruises, Sunset Cruises in Santorini, Things to Do in Santorini, Tour Reviews

Santorini: Sunset Caldera Cruise with BBQ Meal and Drinks

/ August 26, 2026

14.Sunset Caldera Cruise with BBQ Meal and Drinks

★★★★★★★★★★4.8 · 171 reviews · 5 hours · from $188

Santorini 5-hour sunset catamaran cruise with BBQ, drinks, hot springs and swim stops in the Caldera. Pickup and drop-off included.

“This sunset cruise was super well organized and lots of fun! The crew was excellent, the food delicious, and the views and sunset were beautiful. Definitely a unique way to see the caldera. Highly recommended!”

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BBQ, Boat Tours in Santorini, Cruises & Boat Tours, Drinking Tours, Santorini Caldera Cruises, Things to Do in Santorini, Tour Reviews

Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

/ August 28, 2026

15.Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

★★★★★★★★★★4.5 · 155 reviews · 5 hours (approx.) · from $193.57

5-hour Santorini caldera catamaran with open bar and lunch, swimming stops, hot springs, Thirassia, and Oia views.

“Fantastic trip and tour of the island. Staff was great, helpful, knowledgable and fun. Food was off the chart fantastic. Highly recommend this tour/trip. Feel badly, I have lost the list of crew, remember George, and Bob, female chef and another gentleman. Embarrasssed:o.”

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