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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Chania, Greece
4.9
(21)
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
From
$1,028
$1,028
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
$837
$837
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
$837
$837
82 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Spetses, Greece
5.0
(3)
Discover Spetses on a full-day sailing trip
Skipper included
Super owner
Sailboat
6 hours
· For groups of up to 9 people
Fuel included
Flexible cancellation
From
$658
$658
Instant Booking
Lindos, Greece
5.0
(16)
Aegean Treasures: From Lindos to Haraki
Skipper included
Super owner
Sailboat
6 hours
30 minutes
· For groups of up to 22 people
Fuel included
From
$789
$789
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
$1,877
$1,877
Special offer
Rhodes Marina, Rhodes, Greece
4.5
(4)
Sun & Sea Cruise – Swim in Rhodes’ Best Bays
Skipper included
Super owner
Sailboat
6 hours
30 minutes
· For groups of up to 12 people
Fuel included
From
$705
$705
Venetian Port, Heraklion, Greece
5.0
(3)
Golden Hour Escape: Sunset Sailing Experience to Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$574
$574
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
Sailboat
6 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$896
$896
Instant Booking
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
$1,227
$1,227
Instant Booking
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
$574
$574
Instant Booking
Thessaloniki, Greece
5.0
(11)
Sail with the Gods: One day to discover Thessaloniki on a sailboat
With skipper
Super owner
Sailboat
6 hours
· For groups of up to 10 people
From
$538
$538
Instant Booking
Ornos, Greece
4.7
(15)
Aegean Dreamscape: Full Day Tour From Rhenia to Kalo Livadi
Skipper included
Super owner
RIB
7 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$658
$658
Instant Booking
Mandraki Port, Rhodes, Greece
5.0
(4)
Full-day sailing experience in Rhodes
Skipper included
Sailboat
6 hours
· For groups of up to 50 people
From
$5,140
$5,140
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(1)
Enjoy a half-day of sailing in Crete
With skipper
Super owner
Sailboat
5 hours
30 minutes
· For groups of up to 10 people
From
$454
$454
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
$586
$586
Special offer
Instant Booking
Ormos Panagias, Greece
5.0
(2)
Aegean Daytrip – Discover Diaporos by Private Sailboat
Skipper included
Sailboat
7 hours
· For groups of up to 9 people
Fuel included
From
$717
$717
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(5)
Sail into Serenity: A Day Cruise to the Untouched Beauty of Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 14 people
Fuel included
From
$837
$837