Top picks for Santorini Sailing
Discover 123 Sailing in Santorini on Trip.com, updated 4 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From CAD 54.69 per person, with an average total of CAD 178.31. Choose the option that suits your plan.
With 3.682k verified reviews, Sailing Santorini boast an average rating of 4.8.
This week's most popular Sailing: "Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset", with 1.159k reviews and a 4.8 rating.
Now on Trip.com: "Santorini Half-Day Tour to Oia/Fira Blue Dome/18-Person Group/Hotel Pickup", a 3-hour adventure in Santorini!
The next available day tour departs on 5 November 2026. Book now to secure your spot!
Santorini Sailing usually take about 3 hours — perfect for a relaxed, immersive experience!
62% of Santorini Sailing now offer English-speaking guides
November is the perfect time to visit Santorini! Choose from 123 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.
123 results for Santorini Sailing
Book now for tomorrowFromCAD 174.78
Book now for tomorrowFromCAD 1,048.64
4.8/5· 133 reviewsFree cancellationBook now for tomorrow96.2% of travelers recommend5% offLimited-time saleFromCAD 74.40CAD 78.32
5% offLimited-time saleFromCAD 89.29CAD 93.99
4.8/5· 50 reviewsFree cancellationBook now for today98% of travelers recommend5% offLimited-time saleFromCAD 89.29CAD 93.99
4.7/5· 671 reviewsFree cancellation93.1% of travelers recommendFromCAD 91.22
4.7/5· 44 reviewsFree cancellationBook now for today93.2% of travelers recommend5% offLimited-time saleFromCAD 87.79CAD 92.42
4.6/5· 272 reviewsFree cancellation91.5% of travelers recommendFromCAD 103.76
4.9/5· 68 reviewsFree cancellation68 consecutive positive reviews5% offLimited-time saleFromCAD 119.04CAD 125.31
4.7/5· 386 reviewsFree cancellationBook now for today94.6% of travelers recommend5% offLimited-time saleFromCAD 80.77CAD 85.03
4.9/5· 15 reviews· 222 bookedFree cancellation110 travellers savedFromCAD 170.26
4.7/5· 11 reviews· 164 bookedFree cancellation124 travellers savedFromCAD 174.04
4.4/5· 787 reviews· 56 bookedFree cancellationBook now for todayFromCAD 55.87
4.6/5· 5 reviews· 85 bookedFree cancellation203 travellers savedFromCAD 174.04
4.9/5· 55 reviewsFree cancellationBook now for today23 consecutive positive reviewsFromCAD 286.72
4.8/5· 1.2k reviewsFree cancellationBook now for today96.3% of travelers recommend5% offLimited-time saleFromCAD 102.67CAD 108.08
5.0/5· 6 reviews· 25 bookedFree cancellation78 travellers savedFromCAD 165.34
FromCAD 179.44
FromCAD 273.56
5.0/5· 1 reviewFree cancellationBook now for todayFromCAD 101.82
Free cancellationBook now for todayFromCAD 187.29
Free cancellationBook now for tomorrowFromCAD 273.07
Free cancellationBook now for tomorrowFromCAD 394.29
![Luxury catamaran sailing boat cruise in Santorini, Greece [year-round operation/includes onboard BBQ + drinks/hotel transfers/optional sunset view in Oia/volcanic hot springs]](https://ak-d.tripcdn.com/images/0353j12000dgekl375481_C_568_320.jpg?_fr=wc)
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