SANTORINI

The 5 Best Santorini Sailing Tours

5 sailing trips  ·  from $96 a head

The good santorini sailing tours fill up weeks ahead and the small boats go first. Below: the 5 to book early, what each includes and how they differ.

Santorini: Sailing Catamaran Cruise with BBQ and Drinks - Palea Kameni and the Santorini volcano
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Hotel pickup makes the port connection easy
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

3.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

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

Sail Santorini’s caldera, swim at volcanic springs, enjoy a Greek BBQ, and sip unlimited drinks on this five-hour catamaran cruise.

“Me and my husband had done this tour exactly 10 years ago when we were still dating. This was our first international trip and it was a highlight of our holiday! So…we decided to do it again 10 years later and take some then and now photos! It was great and everything we remember. It was also amazing to get out of the crowds. We hope to see you in another 10 years!!!”

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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks - Red Beach and White Beach by boat
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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

4.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

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

Sail Santorini’s caldera, swim by volcanic beaches, enjoy a seafood BBQ, and watch the sunset with drinks and hotel pickup.

“This was the 4th time we have been to Santorini and wanted to do something different. This was by far our best excursion in any port for the trip, and the crew and food were phenomenal. We are well seasoned travelers over 40 cruises and have done many catamaran trips but all those others paled in comparison. Great trip, and well worth the cost.”

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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine - Getting to the boat without a stressful start
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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

5.Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

★★★★★★★★★★4.5 · 208 reviews · 6 hours (approx.) · from $96

Review of Santorini’s six-hour caldera sunset cruise, with a volcano hike, hot springs swim, Greek dinner, wine, and practical booking tips.

“This excursion is too notch. Make sure you arrange for return transport when the excursion is over. Our tour guide was fun and the meal was delicious. Loved swimming off the boat”

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