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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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
Marina de Formentera - La Savina, Formentera, Spain
3.7
(2)
Catamaran in Formentera 2026
With skipper
Super owner
Catamaran
8 hours
· For groups of up to 10 people
From
$1,306
$1,306
Special offer
Instant Booking
Port du Crouesty, Arzon, France
5.0
(60)
Private 8h sailing trip in Arzon
Owner as skipper
Super owner
Sailboat
8 hours
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$439
$439
74 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Port Olímpic, Barcelona, Spain
Sagrada Familia and Sailing Trip
With skipper
Super owner
Sailboat
3 hours
30 minutes
· For groups of up to 8 people
From
$261
$261
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
Super owner
Sailboat
6 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$902
$902
Instant Booking
Tivat Marina, Tivat, Montenegro
A Unique Tivat Coastal Sailing Experience
With skipper
Super owner
Sailboat
8 hours
· For groups of up to 12 people
Flexible cancellation
From
$534
$534
Instant Booking
Tivat Marina, Tivat, Montenegro
A Wonderful Half-day Sea Escape around Tivat
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 12 people
Flexible cancellation
From
$320
$320
Instant Booking
Ajaccio, France
4.9
(62)
Discover Ajaccio on a sailboat for a full day
Owner as skipper
Super owner
Sailboat
9 hours
30 minutes
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$546
$546
Club de Mar, Palma, Spain
5.0
(7)
Private sailing excursion. 4-, 6-, and 8-hour tours
With skipper
Super owner
Sailboat
6 hours
· For groups of up to 12 people
Flexible cancellation
From
$1,067
$1,067
Instant Booking
Port of Kotor, Kotor, Montenegro
5.0
(11)
Bay of Kotor Discovery: Full-Day Cruise from Kotor
Owner as skipper
Super owner
Sailboat
7 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$700
$700
Port Olímpic, Barcelona, Spain
4.9
(49)
3.5h Sagrada Familia & Sailing – From Iconic Streets to Open Sea
With skipper
Super owner
Sailboat
3 hours
30 minutes
· For groups of up to 7 people
Flexible cancellation
From
$291
$291
Instant Booking
Brenzone sul Garda, Italy
Enjoy a full day of sailing in Brenzone sul Garda on a sailboat
With skipper
Super owner
Sailboat
9 hours
· For groups of up to 7 people
From
$392
$392
Rhodes Marina, Rhodes, Greece
5.0
(4)
Rhodes Luxury Private Sunset Dinner – MediterAsian Seafood Hot Pot
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$831
$831
Instant Booking
Rhodes Marina, Rhodes, Greece
5.0
(4)
Romance in Rhodes A Private Luxury Sunset Sailing Experience with Gourmet Vietnamese Cuisine, Premium C.A.I.R. Wine, Champagne & a Complimentary Signature Cocktail
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$748
$748
Instant Booking
Rhodes Marina, Rhodes, Greece
5.0
(4)
Rhodes Private Luxury Sailing Yacht – Sunset Cocktails, Champagne, Fresh Seasonal Fruits & Vietnamese Artisanal Snacks
With skipper
Super owner
Sailboat
3 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$641
$641
Instant Booking
Port Tino Rossi, Ajaccio, France
5.0
(45)
The best of Ajaccio is on the water: Your private full day on a sailboat
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 6 people
Fuel included
From
$572
$572
Instant Booking
Port Tino Rossi, Ajaccio, France
5.0
(13)
Discover Ajaccio on a full-day sailboat trip
Owner as skipper
Super owner
Sailboat
9 hours
· For groups of up to 4 people
Fuel included
From
$510
$510
Piraeus, Greece
4.9
(14)
Set your course for joy: A full day of authentic sailing in Piraeus on a sailboat
Skipper included
Super owner
Sailboat
12 hours
· For groups of up to 6 people
Fuel included
From
$415
$415