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
4.8
(6)
Sleek & Chic Escape : 8-Hours Private Sailing Yacht Cruise, Mykonos
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 12 people
Fuel included
From
$2,149
$2,149
Vlychada marina, Santorini, Greece
5.0
(3)
Private Daytime Catamaran Cruise with BBQ, Drinks & Transfers
Skipper included
Superowners
Catamaran
5 hours
· For groups of up to 1 people
Fuel included
From
$1,851
$1,851
Special offer
Instant Booking
Venetian Port, Heraklion, Greece
4.9
(24)
Private Morning Trip to Dia island on a luxurious sailing yacht
With skipper
Superowners
Sailboat
5 hours
30 minutes
· For groups of up to 16 people
From
$824
$824
Special offer
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
Kissamos Port, Chania, Greece
5.0
(26)
Discover Hidden Beaches and Ancient Views on a Relaxing Sailing Trip
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 10 people
Booked 3 times in the last 24h
Fuel included
From
$1,612
$1,612
Instant Booking
Kissamos Port, Chania, Greece
5.0
(6)
Swim in Crystal Waters and Explore the Beauty of Balos and Gramvousa
Skipper included
Superowners
Sailboat
8 hours
· For groups of up to 11 people
Fuel included
From
$1,612
$1,612
Instant Booking
Mandraki Port, Rhodes, Greece
4.9
(25)
Luxury 6-Hour Sailing Adventure in Rhodes
Skipper included
Superowners
Sailboat
6 hours
· For groups of up to 24 people
Booked 2 times in the last 24h
Fuel included
From
$1,225
$1,225
Instant Booking
Mandraki Port, Rhodes, Greece
4.9
(11)
Romantic 3.5-Hour Sunset Cruise in Rhodes
Skipper included
Superowners
Sailboat
3 hours
30 minutes
· For groups of up to 24 people
Booked 5 times in the last 24h
Fuel included
From
$614
$614
Instant Booking
Naxos, Greece
Coastal Gems & Hidden Caves: A 4-Hour Cruise from Aliko to Rina
Skipper included
Sailboat
4 hours
· For groups of up to 20 people
Fuel included
From
$1,313
$1,313
Mandraki Port, Rhodes, Greece
5.0
(20)
Sails, Sun & Sea: A 3-Hour Getaway
Skipper included
Superowners
Sailboat
3 hours
30 minutes
· For groups of up to 17 people
Fuel included
From
$716
$716
Lindos, Greece
4.9
(19)
Aegean Treasures: From Lindos to Haraki
Skipper included
Superowners
Sailboat
6 hours
30 minutes
· For groups of up to 22 people
Booked 3 times in the last 24h
Fuel included
From
$1,134
$1,134
Lindos, Greece
5.0
(11)
Bays of Paradise:Stegna sea caves to Agathi gold sand
Skipper included
Superowners
Sailboat
6 hours
30 minutes
· For groups of up to 19 people
Booked 3 times in the last 24h
Fuel included
From
$943
$943
Ornos, Greece
4.7
(15)
Mykonos southern beaches!
Skipper included
Superowners
RIB
4 hours
· For groups of up to 5 people
Fuel included
Flexible cancellation
From
$597
$597
Instant Booking
Kissamos Port, Kissamos, Greece
4.9
(41)
Private Day Cruise To Balos And Gramvousa Island With Lunch
Skipper included
Sailboat
7 hours
30 minutes
· For groups of up to 10 people
Booked 4 times in the last 24h
Fuel included
Flexible cancellation
From
$1,433
$1,433
Instant Booking
Vlychada marina, Santorini, Greece
4.9
(4)
Half Day & Sunset Cruise – Discover Santorini by Sea aboard a Lagoon 450F
Skipper included
Superowners
Catamaran
5 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$2,089
$2,089
Instant Booking
Milos, Greece
Sail the Whole Island Half a Day: Kleftiko, Poliegos & Milos Coastline
Skipper included
Sailboat
6 hours
· For groups of up to 22 people
Fuel included
From
$1,791
$1,791
Kissamos Port, Chania, Greece
4.9
(11)
Luxury Day Sailing in Crete: Explore Gramvousa & Balos Lagoon
Skipper included
Sailboat
7 hours
30 minutes
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,910
$1,910
Instant Booking
Vlychada marina, Santorini, Greece
4.9
(9)
Santorini Grand Voyage – Full Day Private Cruise (7 hrs)
Skipper included
Superowners
Catamaran
7 hours
· For groups of up to 9 people
Fuel included
From
$2,018
$2,018
Special offer
Tourlos Mykonos
Explore Mykonos: Delos and Rhenea Adventure Day
Skipper included
Sailboat
6 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,791
$1,791