Sailing Class
Add dates to find your ideal boat for the best price
Top trending activities
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)
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
$960
$960
Instant Booking
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
$1,260
$1,260
Instant Booking
Ornos, Greece
5.0
(140)
Celebrate with a Private Boat Party in Mykonos
Skipper included
Motorboat
6 hours
· For groups of up to 9 people
Fuel included
From
$948
$948
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
Vlychada marina, Santorini, Greece
5.0
(5)
Caldera Premium Private Cruise (full day)
Skipper included
Super owner
RIB
10 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$3,000
$3,000
Instant Booking
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
$1,067
$1,067
Venetian Port, Heraklion, Greece
5.0
(3)
Aegean Escape: Sailing Adventure to Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$576
$576
Instant Booking
Ornos, Greece
5.0
(140)
Full-Day Private Cruise – Discover Mykonos, Swim, Taste & Unwind
Skipper included
Motorboat
6 hours
· For groups of up to 9 people
Fuel included
From
$948
$948
Instant Booking
Marina Agiou Nikoloau, Agios Nikolaos, Greece
Luxury Sailing Cruise to Spinalonga & Hidden Bays of Mirabello Gulf
With skipper
Super owner
Catamaran
5 hours
30 minutes
· For groups of up to 13 people
From
$1,200
$1,200
Instant Booking
Venetian Port, Heraklion, Greece
4.9
(19)
Morning Sailing Adventure to Dia Island from Heraklion
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
From
$708
$708
Special offer
Old Port of Corfu, Corfu, Greece
Hidden Bays of North East Corfu – Full Day Discovery
Skipper included
Sailboat
10 hours
· For groups of up to 16 people
Fuel included
From
$3,480
$3,480
Kissamos Port, Chania, Greece
5.0
(23)
Discover Hidden Beaches and Ancient Views on a Relaxing Sailing Trip
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 10 people
Fuel included
From
$1,200
$1,200
Instant Booking
Lefkas Marina, Lefkada, Greece
5.0
(7)
Lefkada Full-Day Sailing Experience – Custom Cruise
Skipper included
Super owner
Gulet
8 hours
· For groups of up to 10 people
Fuel included
From
$1,200
$1,200
Port Paroikia, Paros, Greece
4.3
(10)
Swim & Grill Experience
With skipper
Motorboat
7 hours
· For groups of up to 10 people
Flexible cancellation
From
$1,320
$1,320
Special offer
Instant Booking
Kolymvari, Greece
5.0
(3)
Discover Balos & Gramvousa - Swim & Snorkel in West Crete’s Hidden Gems
Skipper included
Super owner
Motorboat
6 hours
· For groups of up to 4 people
Fuel included
Flexible cancellation
From
$1,560
$1,560
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
$1,800
$1,800
Special offer
Instant Booking
Vlychada marina, Santorini, Greece
5.0
(3)
Bali 4.1: Santorini Morning Magic: Catamaran Cruise to Red Beach, White Beach, Volcano & More!
Skipper included
Catamaran
5 hours
· For groups of up to 18 people
Flexible cancellation
From
$1,440
$1,440
Agios Sostis, Greece
5.0
(1)
All Around Zakynthos – Full-Day Complete Island Tour
With skipper
Super owner
RIB
7 hours
30 minutes
· For groups of up to 9 people
Flexible cancellation
From
$840
$840
Instant Booking
Hersonissos Port, Heraklion, Greece
5.0
(1)
Nautitech 46f- Luxe Hersonissos
Skipper included
Super owner
Catamaran
6 hours
30 minutes
· For groups of up to 20 people
Fuel included
From
$2,760
$2,760