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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Port Zakynthos, Greece
4.8
(43)
Cruise Around Zakynthos Island
Skipper included
Super owner
Motorboat
7 hours
· For groups of up to 18 people
From
$1,422
$1,422
Instant Booking
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
$332
$332
Ornos, Greece
4.7
(11)
Private Celebration at Sea – A Half-Day of Elegance, Taste & Joy
Skipper included
Motor yacht
4 hours
· For groups of up to 12 people
Fuel included
From
$1,958
$1,958
Instant Booking
+100 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Ornos, Greece
4.7
(11)
From Sunrise Toasts to Sunset Cheers
Skipper included
Motor yacht
8 hours
· For groups of up to 12 people
Fuel included
From
$2,373
$2,373
Instant Booking
Corfu Port, Alepou, Greece
4.9
(17)
From Corfu to North-East Corfu Coastline, the Costa Costa Cruise: A Private Cruise Across Crystal Clear Waters & Secluded Beaches
With skipper
Super owner
Motor yacht
8 hours
· For groups of up to 25 people
From
$1,530
$1,530
Marina Ibiza, Ibiza, Spain
4.9
(14)
Ibiza and Formentera Catamaran 2026
With skipper
Super owner
Catamaran
8 hours
· For groups of up to 10 people
From
$1,175
$1,175
Instant Booking
Ornos, Greece
5.0
(34)
Bachelor Party Cruise
Skipper included
Super owner
Sailboat
5 hours
· For groups of up to 18 people
Fuel included
From
$949
$949
Instant Booking
Corfu Port, Alepou, Greece
4.9
(17)
Bachelor-ette Cruise: From Corfu to Sivota, Blue Lagoon & Blue Caves: A Private Cruise Across Crystal Clear Waters & Secluded Beaches
With skipper
Super owner
Motor yacht
8 hours
· For groups of up to 25 people
From
$1,530
$1,530
Porto Rafti, Greece
5.0
(4)
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Skipper included
Super owner
Sailboat
8 hours
30 minutes
· For groups of up to 8 people
Fuel included
From
$1,127
$1,127
Special offer
Nieuwpoort-Bad, Belgium
5.0
(16)
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
$694
$694
Merligen, Switzerland
5.0
(12)
3-hour private cruise on Lake Thun
Skipper included
Super owner
Motorboat
3 hours
· For groups of up to 6 people
Fuel included
From
$2,254
$2,254
Marina Delta Kallithea, Athens, Greece
4.9
(11)
Exclusive Sailing on a Private Yacht from Athens
With skipper
Super owner
Sailboat
9 hours
· For groups of up to 6 people
From
$688
$688
Special offer
Instant Booking
Ornos, Greece
5.0
(34)
All-Day Cruise to Delos & Rhenia on a Traditional Boat
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 18 people
Fuel included
From
$1,542
$1,542
Instant Booking
Merligen, Switzerland
5.0
(12)
Private Morning Cruise on Lake Thun
Skipper included
Super owner
Motorboat
1 hour
· For groups of up to 6 people
Fuel included
From
$949
$949
Instant Booking
Port Paroikia, Paros, Greece
4.6
(9)
Karaoke at Sea: Sing & Swim Experience
With skipper
Motorboat
7 hours
· For groups of up to 10 people
Flexible cancellation
From
$1,305
$1,305
Instant Booking
Souda, Greece
5.0
(33)
Morning Tour: A 5-Hour Escape to Hidden Coastal Paradises
Skipper included
Super owner
Motorboat
5 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$783
$783
Alimos Marina, Athens, Greece
5.0
(10)
Enjoy a day at sea in Athens on a sailboat
With skipper
Sailboat
9 hours
· For groups of up to 8 people
From
$1,055
$1,055
Marina Delta Kallithea, Athens, Greece
5.0
(19)
Half Day Cruise to Peristeria Bay - Salamina Island
With skipper
Super owner
Motor yacht
4 hours
· For groups of up to 10 people
From
$830
$830