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Sailing boats for rent

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24 boats available
How we rank results
Atlantic Breeze Half-Day Sailing
Atlantic Breeze Half-Day Sailing
Atlantic Breeze Half-Day Sailing
Atlantic Breeze Half-Day Sailing
Atlantic Breeze Half-Day Sailing
Atlantic Breeze Half-Day Sailing
Funchal, Portugal
4.8
(2)

Atlantic Breeze Half-Day Sailing

Skipper included
Super owner
Catamaran
4 hours · For groups of up to 16 people
Fuel included

From
$1,056

Sail on Madeira’s Coast in Total Freedom
Sail on Madeira’s Coast in Total Freedom
Sail on Madeira’s Coast in Total Freedom
Sail on Madeira’s Coast in Total Freedom
Sail on Madeira’s Coast in Total Freedom
Sail on Madeira’s Coast in Total Freedom
Funchal, Portugal
4.8
(2)

Sail on Madeira’s Coast in Total Freedom

Skipper included
Super owner
Catamaran
10 hours · For groups of up to 16 people
Fuel included

From
$2,314

Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Desertas Islands Full-Day Sailing Adventure (7h)
Funchal, Portugal
New

Desertas Islands Full-Day Sailing Adventure (7h)

Skipper included
Sailboat
9 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$1,306

Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)
Funchal, Portugal
New

Voyage Through Time – Full-Day Sailing Adventure to Historic Machico (7h)

Skipper included
Sailboat
7 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$831

Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Sailing from Funchal – Crystal Bays of Caniçal (7h)
Funchal, Portugal
New

Sailing from Funchal – Crystal Bays of Caniçal (7h)

Skipper included
Sailboat
9 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$1,068

Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Sunset Cruise Along West Funchal (2,5h)
Funchal, Portugal
New

Sunset Cruise Along West Funchal (2,5h)

Skipper included
Sailboat
2 hours 30 minutes · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$451

Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)
Funchal, Portugal
New

Secrets of the Sea – Sail to Garajau’s Marine Reserve (3h30)

Skipper included
Sailboat
3 hours 30 minutes · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$653

Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)
Funchal, Portugal
New

Half Day Sailing from Funchal – West Coast & Cabo Girão (3,5h)

Skipper included
Sailboat
3 hours 30 minutes · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$653

Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Full-day sailing experience in Funchal
Funchal, Portugal
3.3
(1)

Full-day sailing experience in Funchal

Skipper included
Super owner
Sailboat
9 hours · For groups of up to 8 people
Fuel included

From
$1,187

Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Explore Funchal and enjoy a full day of sailing on a catamaran
Funchal, Portugal
4.8
(2)

Explore Funchal and enjoy a full day of sailing on a catamaran

Skipper included
Super owner
Catamaran
9 hours · For groups of up to 18 people

From
$2,374

Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Discover Madeira’s Coast & Hidden Gems
Funchal, Portugal
5.0
(3)

Discover Madeira’s Coast & Hidden Gems

Skipper included
Super owner
Catamaran
10 hours · For groups of up to 18 people
Fuel included

From
$2,314

Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)
Funchal, Portugal
New

Full-Day Ocean Escape – Sail to the Sunlit Shores of Calheta (7h)

Skipper included
Sailboat
7 hours · For groups of up to 6 people
Fuel included
Flexible cancellation

From
$831