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
$2,165
$2,165
Venetian Port, Heraklion, Greece
4.9
(25)
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
$830
$830
Special offer
Instant Booking
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
$1,624
$1,624
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
(7)
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
$1,624
$1,624
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
$1,234
$1,234
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
$618
$618
Instant Booking
Naxos, Greece
Sailboat Journey: Aliko to Rina Cave & Naxos Beaches
Skipper included
Sailboat
7 hours
· For groups of up to 20 people
Fuel included
From
$2,285
$2,285
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
$662
$662
Lindos, Greece
4.9
(19)
Bay of Beauty: Lindos to Navarone Escape
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 22 people
Fuel included
From
$662
$662
Lindos, Greece
5.0
(11)
Crystal Waters: Blue lagoon retreat
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 19 people
Booked 3 times in the last 24h
Fuel included
From
$686
$686
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
$601
$601
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
$1,443
$1,443
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
$2,105
$2,105
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
$1,804
$1,804
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
$1,924
$1,924
Instant Booking
Vlychada marina, Santorini, Greece
4.9
(10)
Catamaran Private Day Cruise in Santorini (5 hours)
Skipper included
Superowners
Catamaran
5 hours
· For groups of up to 9 people
Fuel included
From
$1,413
$1,413
Special offer
Tourlos Mykonos
Experience the Magic of Sunset in Mykonos: Excursion with Breathtaking View
Skipper included
Sailboat
4 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,443
$1,443
Vlychada marina, Santorini, Greece
Santorini’s Magical Sunset: Private Yacht Adventure
Skipper included
Superowners
Sailboat
5 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$1,323
$1,323