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Top trending Sailboats
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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Tourlos Mykonos
Full-Day Sailing cruise: Up to 23 guests
With skipper
Superowners
Sailboat
7 hours
· For groups of up to 23 people
Flexible cancellation
From
$2,258
$2,258
Marina di Rimini, Rimini, Italia
5.0
(1)
Riviera Romagnola Full Day by Boat
With skipper
Superowners
Sailboat
8 hours
· For groups of up to 20 people
Flexible cancellation
From
$1,188
$1,188
Instant Booking
76 sailboats available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Port of San Vito Lo Capo, Trapani, Italy
5.0
(7)
Full Day Exclusive - Zingaro & Scopello
Owner as skipper
Superowners
Sailboat
8 hours
30 minutes
· For groups of up to 15 people
Flexible cancellation
From
$1,485
$1,485
Vannes, France
4.6
(2)
The best of Vannes is on the water: your full private day on a sailboat
Skipper included
Sailboat
8 hours
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$1,485
$1,485
Gozo, Malta
A full day of magic in Gozo on a sailboat
Skipper included
Sailboat
8 hours
· For groups of up to 15 people
Flexible cancellation
From
$974
$974
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(77)
Day of discovery of the islands and wild coves departing from Sanary-sur-Mer
Skipper included
Superowners
Sailboat
7 hours
· For groups of up to 20 people
Booked 4 times in the last 24h
Fuel included
Flexible cancellation
From
$963
$963
Port de Sanary-Sur-Mer, Sanary-sur-Mer, France
4.9
(77)
Wine tasting towards sunset from Sanary-sur-mer
Skipper included
Superowners
Sailboat
3 hours
· For groups of up to 20 people
Booked 3 times in the last 24h
Fuel included
Flexible cancellation
From
$535
$535
Scilla, Italy
Sunset Boat Tour Scilla – Aperitif between Favazzina and Marina Grande
Skipper included
Sailboat
3 hours
· For groups of up to 19 people
Fuel included
Flexible cancellation
From
$1,188
$1,188
Instant Booking
Marina Vela Barcelona, Barcelona, Spain
5.0
(31)
Private Romantic Sailing Experience in Barcelona
With skipper
Superowners
Sailboat
2 hours
· For groups of up to 15 people
Booked 1 times in the last 24h
Flexible cancellation
From
$238
$238
Marina di Sant'Elmo, Cagliari, Italy
5.0
(1)
Private Sailing Tour of Cagliari with Sardinian Aperitif
Skipper included
Sailboat
3 hours
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$772
$772
Special offer
Instant Booking
Ponza Port, Via Banchina Nuova, 04027 Ponza LT, Italy
Sailboat tour between Ponza and Parmarola - Lunch included
With skipper
Sailboat
7 hours
30 minutes
· For groups of up to 14 people
Fuel included
Flexible cancellation
From
$1,842
$1,842
Instant Booking
Port Passenger Station, Heraklion, Greece
5.0
(2)
Morning or Sunset Adventure with Dufour 52
Skipper included
Superowners
Sailboat
4 hours
30 minutes
· For groups of up to 21 people
Flexible cancellation
From
$1,176
$1,176
Instant Booking