Top picks for Santorini Sailing

Discover 127 Sailing in Santorini on Trip.com, updated 31 October 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From US$44.67 per person, with an average total of US$181.06. Choose the option that suits your plan.

With 2.056k verified reviews, Sailing Santorini boast an average rating of 4.9.

This week's most popular Sailing: "Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset", with 1.156k reviews and a 4.8 rating.

Now on Trip.com: "Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer", a 4-hour adventure in Santorini!

The next available day tour departs on 1 November 2026. Book now to secure your spot!

Santorini Sailing usually take about 4 hours — perfect for a relaxed, immersive experience!

95% of Santorini Sailing now offer English-speaking guides

October is the perfect time to visit Santorini! Choose from 127 available day tours, including seasonal favorites like Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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127 results for Santorini Sailing

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Trip.comSantorini
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Explore top experiences

See what other travellers love, based on ratings and bookings

RecommendedAttractions (12277)Boat tours (80)Day tours (145)Culture & history (10)Outdoor & sports (45)Water activities (20)Spa & wellness (19)City sightseeing (9)Food & drink (38)Nature & wildlife (4)Travel photography (20)SIM card (27)

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Reviews/Trip Moments

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Reviews: Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer
Guest User2026-10-30
Unfortunately, we encountered a windy day, but the crew was dedicated and responsible, the barbecue was delicious, and the whole trip was quite enjoyable.
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Reviews: Santorini luxury catamaran sunset cruise with yacht BBQ and drinks | Hotel transfers included
Guest User2026-08-08
The itinerary was very comprehensive, including three swimming spots in the sea, a freshly grilled dinner with drinks and beer, and a sunset.
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Reviews: Luxury Santorini catamaran sailing boat cruise in the Aegean Sea|BBQ + drinks|Optional Oia sunset
Guest User2026-08-29
Excellent. I also thank the Trip team for their assistance with the bookings.
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Reviews: Santorini: Luxury Catamaran Cruise with swim stops, lunch, BBQ,transfers and transfers
Guest User2026-07-24
The trip was fantastic, at every stop we had plenty of time to swim, the food was fresh and delicious, the crew was friendly and they explained to us the place we were visiting.
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Reviews: Greece Santorini luxury catamaran sailing boat 1-day tour|Includes BBQ + drinks + pick-up & drop-off|Optional sunset
Guest User2025-05-05
A wonderful sea excursion experience. Santorini is a tranquil island, where transportation mainly involves renting motorbikes (a driver's license is required). I chose a yacht tour arranged by Ctrip, circling the island to experience the azure of the Aegean Sea and admire the island's colorful treasures. The yacht carried six passengers and four service staff who introduced the island's scenic spots and provided a simple yet flavorful lunch. Various drinks were offered throughout the meal, making guests feel warmly welcomed. If guests wished to experience the hot springs, amenities were provided on board. A truly attentive island getaway.
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Reviews: Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset
Guest User2024-10-03
The tour guide was super engaging and had our group laughing the entire time. We learned a lot about the regional wines & how they are produced. It was a fun activity.

Trip.com picks

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1-day tour to Santorini volcano island cruise + Therasia + Oia sunset cruise from GreeceSantorini: Catamaran Caldera Cruise with Meal and DrinksComfortable catamaran tour in Santorini, Greece: Oia sunset/BBQ dinner included/50-person groupSantorini Sunset Wine Tour with Santo Winery ViewsSantorini luxury catamaran sailing boat sunset cruise with BBQ dinner + drinks + transfersOne Day in Santorini from Cruise Ship: Ultimate Island TourShared Catamaran Half Day Cruise in SantoriniSantorini Small-Group Sightseeing Tour with a GuideImerovigli: Premium Wine Tasting with Caldera and Sea ViewsLuxury Santorini catamaran sailing boat cruise in the Aegean Sea|BBQ + drinks|Optional Oia sunset1-day tour to Santorini's top attractions - Akrotiri ruins/Fira/Oia sunsetCustomize Your Perfect Day in Santorini with Private Driver-GuideSantorini Small-Group Catamaran Sailing TripSantorini Instagram and TikTok Photo Spots Private TourSantorini: Traditional Fishing Trip and Fresh Fish Lunch
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