Top picks for Santorini Sailing
Discover 164 Sailing in Santorini on Trip.com, updated October 26, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!
From CAD 62.68 per person, with an average total of CAD 241.07. Choose the option that suits your plan.
With 3.289k 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 1.151k reviews and a 4.8 rating.
Now on Trip.com: "Santorini Black Beach + Red Beach + Oia + Three Bells of Fira + Fira 1-day tour", a 10-hour adventure in Santorini!
The next available day tour departs on October 27, 2026. Book now to secure your spot!
Santorini Sailing usually take about 10 hours — perfect for a relaxed, immersive experience!
71% of Santorini Sailing now offer English-speaking guides
October is the perfect time to visit Santorini! Choose from 164 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.
164 results for Santorini Sailing
4.8/5· 132 reviewsFree cancellationBook now for tomorrow96.2% of travelers recommend5% offLimited-time saleFromCAD 74.43CAD 78.35
4.7/5· 44 reviewsFree cancellationBook now for today93.2% of travelers recommend5% offLimited-time saleFromCAD 87.82CAD 92.45
5.0/5· 1 reviewBook now for tomorrowFromCAD 198.16
FromCAD 253.87
Free cancellationBook now for todayFromCAD 244.85
5.0/5· 27 reviewsFree cancellation27 consecutive positive reviewsFromCAD 223.82
Free cancellationBook now for todayFromCAD 480.09
4.9/5· 507 reviewsFree cancellationBook now for today100 consecutive positive reviewsFromCAD 421.24
5.0/5· 15 reviewsFree cancellationBook now for todayFromCAD 480.09
4.9/5· 14 reviews· 222 bookedFree cancellation110 travellers savedFromCAD 151.58
4.7/5· 11 reviews· 166 bookedFree cancellation124 travellers savedFromCAD 154.95
5.0/5· 4 reviews· 58 bookedFree cancellation124 travellers savedFromCAD 83.57
4.6/5· 5 reviews· 85 bookedFree cancellation203 travellers savedFromCAD 154.95
5.0/5· 2 reviewsFree cancellationBook now for todayFromCAD 141.36
FromCAD 179.51
4.9/5· 622 reviewsFree cancellationBook now for today96% of travelers recommendFromCAD 191.84
5.0/5· 6 reviews· 29 bookedFree cancellation78 travellers savedFromCAD 165.40
Free cancellationBook now for todayFromCAD 127.74
FromCAD 165.40
4.8/5· 1.2k reviewsFree cancellationBook now for today96.3% of travelers recommend5% offLimited-time saleFromCAD 77.03CAD 81.09
5.0/5· 1 reviewBook now for tomorrowFromCAD 167.85
FromCAD 298.40
4.9/5· 55 reviewsFree cancellationBook now for today23 consecutive positive reviewsFromCAD 288.06![Santorini Catamaran Red Cruise [Including Meals/Aspronisi/Red Beach/Oia]](https://ak-d.tripcdn.com/images/0354z12000mpuz7mt8C65_C_568_320.jpg?_fr=wc)
Book now for tomorrowFromCAD 223.80
4.9/5· 692 reviewsFree cancellationBook now for today99.6% of travelers recommendFromCAD 279.77
Book now for tomorrowFromCAD 192.33
Explore top experiences
See what other travellers love, based on ratings and bookings
Frequently asked questions about Santorini Sailing
How many Sailing are available in Santorini on Trip.com?
What are the best Sailing in Santorini?
What are the top-rated Sailing in Santorini?
What are the recommended itineraries in Santorini?
How can I contact Trip.com customer support?
Can I change or cancel my booking?
How can I get discounted prices?