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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Agay, France
5.0
(21)
Private sailing day trip in front of the great Esterel massif and its magical coves
Owner as skipper
Sailboat
8 hours
· For groups of up to 6 people
Fuel included
From
$415
$415
Marina de Formentera - La Savina, Formentera, Spain
5.0
(2)
Catamaran in Formentera 2026 | Ses Illetes, Espalmador and Cala Saona
With skipper
Super owner
Catamaran
8 hours
· For groups of up to 10 people
From
$1,157
$1,157
Special offer
Instant Booking
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
Flexible cancellation
From
$1,021
$1,021
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)
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
$950
$950
Instant Booking
Porto di Castellammare di Stabia
4.9
(21)
Gulf of Naples Full Day Catamaran Experience
Skipper included
Super owner
Catamaran
8 hours
30 minutes
· For groups of up to 15 people
From
$2,243
$2,243
Instant Booking
Chania, Greece
4.9
(4)
Luxury 46ft Catamaran Sunset Cruise — Agioi Theodoroi Island (15:30–20:30)
With skipper
Super owner
Catamaran
5 hours
· For groups of up to 15 people
From
$2,077
$2,077
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
$653
$653
Instant Booking
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
$1,175
$1,175
Instant Booking
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
$475
$475
Port Olímpic, Barcelona, Spain
4.9
(49)
Sail by the Stars: A Night of Ocean & Sky
With skipper
Super owner
Sailboat
2 hours
· For groups of up to 7 people
Flexible cancellation
From
$190
$190
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
$1,246
$1,246
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
$890
$890
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
$712
$712
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
$890
$890
Club Náutico Ibiza, Ibiza, Spain
4.9
(14)
Catamaran experience around Ibiza
With skipper
Super owner
Catamaran
8 hours
· For groups of up to 10 people
From
$1,175
$1,175
Special offer
Instant Booking
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
$1,128
$1,128
Special offer
Chania Old Port, Chania, Greece
4.9
(4)
Luxury at Sea / Catamaran in Chania
With skipper
Super owner
Catamaran
5 hours
· For groups of up to 15 people
From
$2,018
$2,018
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
$2,006
$2,006
Special offer