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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Ornos, Greece
5.0
(32)
Mykonos Private Day Cruise
Skipper included
Super owner
Sailboat
5 hours
· For groups of up to 18 people
Fuel included
From
$934
$934
Instant Booking
Marina Palma Cuarentena, Palma, Spain
5.0
(12)
Private sunset excursion, on TWO sailboats
With skipper
Super owner
Sailboat
2 hours
· For groups of up to 30 people
Flexible cancellation
From
$718
$718
Instant Booking
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
$1,228
$1,228
Instant Booking
36 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Mandraki Port, Rhodes, Greece
5.0
(4)
Full-day sailing experience in Rhodes
Skipper included
Sailboat
6 hours
· For groups of up to 50 people
From
$5,145
$5,145
Instant Booking
Port of Milos, Milos, Greece
4.8
(1)
Milos: Private luxury sailing to Kleftiko bay with Mediterranean Cuisine
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 20 people
From
$1,795
$1,795
Special offer
Instant Booking
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
Port of Giardini Naxos, Messina, Italy
4.6
(4)
Taormina Catamaran Sailing Experience
With skipper
Catamaran
8 hours
· For groups of up to 20 people
From
$4,309
$4,309
Instant Booking
Port Esportiu Marina Palamós, Palamós, Spain
4.5
(2)
Full-Day Coastal Escape from Palamós
Skipper included
Sailboat
8 hours
· For groups of up to 50 people
Fuel included
From
$4,548
$4,548
Instant Booking
Marina di Rimini, Rimini, Italy
5.0
(1)
Riviera Romagnola Full Day by Boat
With skipper
Super owner
Sailboat
8 hours
· For groups of up to 20 people
Flexible cancellation
From
$957
$957
Instant Booking
Port Esportiu Marina Palamós, Palamós, Spain
4.5
(2)
Half-Day Escape from Palamós
Skipper included
Sailboat
4 hours
· For groups of up to 50 people
Fuel included
From
$2,992
$2,992
Instant Booking
Rhodes, Greece
4.9
(5)
Your own Greek Odyssey: A 7h voyage on a sailboat
Skipper included
Super owner
Sailboat
7 hours
· For groups of up to 24 people
From
$598
$598
Instant Booking
Old Port of Corfu, Corfu, Greece
5.0
(1)
Golden Hour at Sea – Sunset on a Classic Boat
Skipper included
Sailing yacht
2 hours
· For groups of up to 31 people
Fuel included
From
$2,513
$2,513
Instant Booking
Marmaris, Muğla, Türkiye
Marmaris Daily Cruise – 7-Hour Tour to Paradise Island & Kumlubük Beach
Skipper included
Super owner
Gulet
7 hours
· For groups of up to 40 people
Fuel included
From
$1,795
$1,795
Instant Booking
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(71)
Day of discovery of the islands and wild coves departing from Sanary-sur-Mer
Skipper included
Super owner
Sailboat
7 hours
· For groups of up to 20 people
Fuel included
Flexible cancellation
From
$934
$934
Special offer
Instant Booking
Port de la Vieille Darse, Toulon, France
4.9
(7)
The rhythm of Toulon: Unforgettable moments on a sailboat
Skipper included
Sailboat
10 hours
· For groups of up to 28 people
From
$3,070
$3,070
Instant Booking
Marina Vela Barcelona, Barcelona, Spain
4.9
(10)
BOAT PARTY + FREE DRINKS & DJ SET - Groups - 4 hours outing
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 30 people
From
$539
$539
Instant Booking
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(71)
Wine tasting towards sunset from Sanary-sur-mer
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 20 people
Fuel included
Flexible cancellation
From
$467
$467
Special offer
Instant Booking
Patmos, Greece
Enjoy a full day of sailing in Patmos on a sailboat
Skipper included
Super owner
Sailboat
9 hours
· For groups of up to 30 people
Fuel included
From
$2,035
$2,035
Instant Booking