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Sailing boats for rent

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72 boats available
How we rank results
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Sunset Dolphin Cruise
Port of Bari, Bari, Italy
4.8
(1)

Sunset Dolphin Cruise

Skipper included
Superowners
Sailboat
3 hours · For groups of up to 9 people
Fuel included
Flexible cancellation

From
$783

A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
A day in the waters of Santa Maria di Leuca
73040 Santa Maria di Leuca LE, Italy
5.0
(6)

A day in the waters of Santa Maria di Leuca

Owner as skipper
Superowners
Sailboat
7 hours · For groups of up to 7 people
Fuel included

From
$580

5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
5 hours of sailing along the coast of Santa Maria di Leuca
Port of Santa Maria di Leuca, Santa Maria di Leuca, Lecce, Italy
4.7
(2)

5 hours of sailing along the coast of Santa Maria di Leuca

Owner as skipper
Superowners
Sailboat
5 hours · For groups of up to 6 people
Fuel included

From
$754

Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
Utopia's Hidden Caves: A 4-Hour Adriatic Adventure
73040 Torre Vado, Province of Lecce, Italy

Utopia's Hidden Caves: A 4-Hour Adriatic Adventure

Skipper included
Catamaran
4 hours · For groups of up to 1 people
Fuel included

From
$3,826

Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
Day trip on a vintage sailing boat from Castro Marina.
73030 Castro Marina LE, Italy
5.0
(1)

Day trip on a vintage sailing boat from Castro Marina.

Skipper included
Sailboat
8 hours · For groups of up to 12 people
Fuel included

From
$1,716

Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
Full Day Sailing Charter from Gallipoli
73014 Baia di Gallipoli, Province of Lecce, Italy
4.9
(3)

Full Day Sailing Charter from Gallipoli

Owner as skipper
Superowners
Sailboat
9 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$754

Instant Booking
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
Full-day sailing trip to Polignano a Mare
70044 Polignano a Mare, Metropolitan City of Bari, Italy
5.0
(14)

Full-day sailing trip to Polignano a Mare

Owner as skipper
Superowners
Sailboat
8 hours · For groups of up to 8 people
Fuel included

From
$916

The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
The rhythm of Gallipoli: Unforgettable moments on a sailboat
Marina Yachting Portolano
5.0
(2)

The rhythm of Gallipoli: Unforgettable moments on a sailboat

Owner as skipper
Superowners
Sailboat
7 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$580

SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
SAILING DAY - Blue Sail Boat Salento
73010 Porto Cesareo, Province of Lecce, Italy
5.0
(1)

SAILING DAY - Blue Sail Boat Salento

Owner as skipper
Superowners
Sailboat
5 hours 30 minutes · For groups of up to 8 people
Flexible cancellation

From
$545

SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
SUNSET SAILING EXPERIENCE – PORT CESAREO
73010 Porto Cesareo, Province of Lecce, Italy
5.0
(1)

SUNSET SAILING EXPERIENCE – PORT CESAREO

Owner as skipper
Superowners
Sailboat
3 hours · For groups of up to 8 people
Flexible cancellation

From
$336