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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Tourlos Mykonos
4.9
(152)
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Skipper included
Super owner
Sailboat
5 hours
· For groups of up to 11 people
Fuel included
From
$951
$951
Instant Booking
Chania, Greece
4.9
(22)
White, blue, and divine: A full day on a sailboat
Skipper included
Super owner
Sailboat
7 hours
· For groups of up to 9 people
Fuel included
Flexible cancellation
From
$1,023
$1,023
Instant Booking
Spetses, Greece
5.0
(3)
Discover Spetses on a full-day sailing trip
Skipper included
Sailboat
6 hours
· For groups of up to 9 people
Fuel included
Flexible cancellation
From
$654
$654
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
Tourlos Mykonos
4.9
(152)
Full-Day Cruise to Delos & Rhenia Islands – Mykonos
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 11 people
Fuel included
From
$1,249
$1,249
Instant Booking
Tourlos Mykonos
4.9
(152)
Sunset Cruise in Mykonos – Private Evening Experience
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 11 people
Fuel included
From
$714
$714
Instant Booking
Zakynthos, Greece
4.9
(37)
8h of sailing along the coast of Zakynthos
With skipper
Super owner
Sailboat
8 hours
· For groups of up to 10 people
From
$892
$892
Heraklion, Greece
5.0
(3)
Your own Greek Odyssey: A 6h voyage on a sailboat
With skipper
Sailboat
6 hours
· For groups of up to 10 people
Flexible cancellation
From
$476
$476
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
$1,177
$1,177
Instant Booking
Lindos, Greece
5.0
(9)
Bays of Paradise:Stegna sea caves to Agathi gold sand
Skipper included
Super owner
Sailboat
6 hours
30 minutes
· For groups of up to 19 people
Fuel included
From
$892
$892
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
$1,130
$1,130
Special offer
Lardos, Greece
5.0
(4)
Lindos by Sea – 5-Hour Catamaran Cruise Along the East Coast
Skipper included
Catamaran
5 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,308
$1,308
Instant Booking
Mandraki Port, Rhodes, Greece
5.0
(17)
Island Gems: A Rhodes Coastal Cruise
Skipper included
Super owner
Sailboat
6 hours
30 minutes
· For groups of up to 17 people
Fuel included
From
$916
$916
Vlychada marina, Santorini, Greece
4.9
(8)
Santorini Grand Voyage – Full Day Private Cruise (7 hrs)
Skipper included
Super owner
Catamaran
7 hours
· For groups of up to 9 people
Fuel included
From
$2,010
$2,010
Special offer
Ornos, Greece
5.0
(34)
Mykonos Private Day Cruise
Skipper included
Super owner
Sailboat
5 hours
· For groups of up to 18 people
Fuel included
From
$951
$951
Instant Booking
Mandraki Port, Rhodes, Greece
5.0
(17)
Sails, Sun & Sea: A 3-Hour Getaway
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 17 people
Fuel included
From
$654
$654
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
$1,220
$1,220
Instant Booking
Rhodes Marina, Rhodes, Greece
5.0
(4)
Rhodes Private Luxury Sailing Yacht Experience – Sail to Stunning Islands with Gourmet MediterAsian Lunch, Champagne & Cocktails and Premium wines
With skipper
Super owner
Sailboat
6 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$904
$904
Instant Booking
Lindos, Greece
5.0
(9)
Crystal Waters: Blue lagoon retreat
Skipper included
Super owner
Sailboat
3 hours
· For groups of up to 19 people
Fuel included
From
$654
$654