Sailing Class
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How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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Golfe Juan, France
5.0
(2)
Discover the Bay of Cannes and the Lérins Islands by sailboat on a 4-hour cruise. Anchor between the islands, enjoy an aperitif, relax, and swim...
Owner as skipper
Super owner
Sailboat
4 hours
· For groups of up to 4 people
Fuel included
Flexible cancellation
From
$419
$419
Nieuwpoort, Belgium
4.9
(81)
Private 7-hour cruise in Nieuport, sailing lessons, overnight stay possible on board
Owner as skipper
Super owner
Sailboat
7 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$335
$335
Mandraki Port, Rhodes, Greece
4.9
(22)
Luxury 7-Hour Sailing Adventure in Rhodes
Skipper included
Super owner
Sailboat
7 hours
· For groups of up to 24 people
Fuel included
From
$1,227
$1,227
Instant Booking
50 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Agay, France
5.0
(21)
Private sailing day trip in front of the great Esterel massif and its magical coves
Owner as skipper
Sailboat
8 hours
· For groups of up to 6 people
Fuel included
From
$419
$419
Veere, Netherlands
4.7
(18)
The rhythm of Veere: Unforgettable moments on a sailboat
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 4 people
Fuel included
From
$430
$430
Blankenberge, Belgium
4.9
(51)
Enjoy a day at sea in Blankenberge on a sailboat
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 4 people
Fuel included
From
$413
$413
Marina La Bajadilla, Marbella, Spain
5.0
(4)
Set your course for joy: A 4 hour trip of authentic sailing in Marbella on a catamaran
Skipper included
Super owner
Catamaran
10 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$2,332
$2,332
Mandraki Port, Rhodes, Greece
4.9
(11)
Romantic 3.5-Hour Sunset Cruise in Rhodes
Skipper included
Super owner
Sailboat
3 hours
30 minutes
· For groups of up to 24 people
Fuel included
From
$615
$615
Instant Booking
Nieuwpoort-Bad, Belgium
5.0
(15)
Half-day sailing trip - Relax in Nieuwpoort on a very comfortable sailboat with an experienced and trilingual skipper
Skipper included
Sailboat
4 hours
· For groups of up to 9 people
Fuel included
Flexible cancellation
From
$472
$472
Marina Ibiza, Ibiza, Spain
4.9
(12)
Ibiza and Formentera Catamaran 2026
With skipper
Super owner
Catamaran
8 hours
· For groups of up to 10 people
From
$1,016
$1,016
Special offer
Instant Booking
Marina Deportiva del Puerto de Alicante, Alicante, Spain
4.3
(15)
Full-day sailing trip in Alicante on a sailboat
With skipper
Sailboat
10 hours
· For groups of up to 12 people
From
$568
$568
Nieuwpoort-Bad, Belgium
5.0
(15)
Full-day sailing trip - Relax in Nieuwpoort on a very comfortable sailboat
Skipper included
Sailboat
8 hours
· For groups of up to 9 people
Fuel included
Flexible cancellation
From
$676
$676
Port Tino Rossi, Ajaccio, France
5.0
(45)
The best of Ajaccio is on the water: Your private full day on a sailboat
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 6 people
Fuel included
From
$576
$576
Instant Booking
Ophoven, Belgium
Relaxing Half-Day Sail to Plas van Geistingen
Skipper included
Sailboat
4 hours
· For groups of up to 6 people
Fuel included
From
$359
$359
Instant Booking
Sotogrande, Spain
4.7
(17)
Full-day sailing experience in Sotogrande
With skipper
Sailboat
7 hours
30 minutes
· For groups of up to 8 people
From
$305
$305
Alicante, Spain
5.0
(1)
Spend a 9h sailing around Alicante on a sailboat
With skipper
Sailboat
9 hours
· For groups of up to 12 people
From
$538
$538
Zeeland, Netherlands
Take 8h to discover the hidden magic of Zeeland from the waves
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 8 people
From
$1,782
$1,782
Instant Booking
Zeeland, Netherlands
Full-day sailing trip in Zeeland on a sailboat
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 8 people
From
$1,782
$1,782
Instant Booking