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0 - 15+ m
0 - 400+ hp
2005 - 2025
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Top trending Sailboats in Italy
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+100 sailboats available
How we rank results
Half Day: Sea Breeze: Brindisi, a Sailing Dream
Half Day: Sea Breeze: Brindisi, a Sailing Dream

Brindisi, Italy

5.0(3)

Half Day: Sea Breeze: Brindisi, a Sailing Dream

  • Owner as skipper
  • Super owner
  • Sailboat
4 hours · For groups of up to 6 people
  • Fuel included
  • Free cancellation

From 
€650

Charter Sailboat Bavaria Bavaria 38 Sanremo
Charter Sailboat Bavaria Bavaria 38 Sanremo
Discount offer

Sanremo

4.9(6)

Bavaria - Bavaria 38 | 8 people (2004)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 3 cabins · 8 berths · 12 m

From 
€500 / day

Charter Sailboat Beneteau First 51 Scario
Charter Sailboat Beneteau First 51 Scario

Scario

5.0(14)

Beneteau - First 51 | 10 people (2003)

  • Skipper optional
  • Sailboat
10 people · 4 cabins · 9 berths · 15.5 m

From 
€250 / day

Charter Sailboat Beneteau Cyclades 43.4 Catania
Charter Sailboat Beneteau Cyclades 43.4 Catania

Catania

5.0(5)

Beneteau - Cyclades 43.4 | 12 people (2007)

  • Skipper mandatory
  • Sailboat
  • Super owner
12 people · 4 cabins · 8 berths · 13.3 m

From 
€571 / day

Charter Sailboat Barberis Show 421 Monopoli
Charter Sailboat Barberis Show 421 Monopoli

Monopoli

5.0(5)

Barberis - Show 421 | 8 people (1993)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 3 cabins · 8 berths · 12.7 m
  • Fuel included
  • Flexible cancellation

From 
€571 / day

Charter Sailboat Beneteau First 40.7 Gaeta
Charter Sailboat Beneteau First 40.7 Gaeta

Gaeta

4.7(5)

Beneteau - First 40.7 | 8 people (2000)

  • Skipper optional
  • Sailboat
  • Super owner
8 people · 3 cabins · 8 berths · 12 m

From 
€336 / day

Charter Sailboat Bavaria 36 Cruiser Milazzo
Charter Sailboat Bavaria 36 Cruiser Milazzo
Discount offer

Milazzo

4.9(21)

Bavaria - 36 Cruiser | 6 people (2004)

  • Skipper optional
  • Sailboat
6 people · 3 cabins · 6 berths · 10.9 m

From 
€214 / day

Charter Sailboat Bavaria Bavaria 42 caribic Rome
Charter Sailboat Bavaria Bavaria 42 caribic Rome

Rome

3.9(9)

Bavaria - Bavaria 42 caribic | 12 people (1990)

  • With Skipper
  • Sailboat
12 people · 4 cabins · 8 berths · 13 m

From 
€450 / day

Charter Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando
Charter Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando

Capo d'Orlando

4.7(13)

Ocean Star - Ocean Star 51.2 | 11 people (2004)

  • Skipper optional
  • Sailboat
  • Super owner
11 people · 5 cabins · 11 berths · 16 m

From 
€257 / day

Charter Sailboat Jeanneau sun odyssey 519 Castellammare di Stabia
Charter Sailboat Jeanneau sun odyssey 519 Castellammare di Stabia

Castellammare di Stabia

New

Jeanneau - sun odyssey 519 | 12 people (2020)

  • Skipper mandatory
  • Sailboat
  • Super owner
12 people · 5 cabins · 10 berths · 16 m

From 
€640 / day

Charter Sailboat Jeanneau Sun Fast 39 Chiavari
Charter Sailboat Jeanneau Sun Fast 39 Chiavari

Chiavari

4.9(16)

Jeanneau - Sun Fast 39 | 6 people (1990)

  • Skipper mandatory
  • Sailboat
  • Super owner
6 people · 3 cabins · 6 berths · 12 m

From 
€500 / day

Charter Sailboat Bavaria Bavaria 49 Lerici
Charter Sailboat Bavaria Bavaria 49 Lerici

Lerici

4.8(24)

Bavaria - Bavaria 49 | 12 people (2004)

  • Skipper mandatory
  • Sailboat
  • Super owner
12 people · 5 cabins · 10 berths · 14.9 m

From 
€507 / day

Charter Sailboat Jeanneau Sun Odyssey 380 Salerno
Charter Sailboat Jeanneau Sun Odyssey 380 Salerno

Salerno

New

Jeanneau - Sun Odyssey 380 | 8 people (2025)

  • Skipper optional
  • Sailboat
  • Super owner
8 people · 3 cabins · 8 berths · 11.7 m
  • Flexible cancellation

From 
€377 / day

Charter Sailboat Dufour 455 Grand Large Cagliari
Charter Sailboat Dufour 455 Grand Large Cagliari

Cagliari

4.9(10)

Dufour - 455 Grand Large | 8 people (2009)

  • Skipper mandatory
  • Sailboat
  • Super owner
8 people · 3 cabins · 6 berths · 13.8 m

From 
€357 / day

Charter Sailboat Beneteau Oceanis Clipper 423 Marsala
Charter Sailboat Beneteau Oceanis Clipper 423 Marsala

Marsala

5.0(13)

Beneteau - Oceanis Clipper 423 | 10 people (2006)

  • Skipper optional
  • Sailboat
  • Super owner
10 people · 4 cabins · 10 berths · 13 m

From 
€257 / day

Our client reviews
4.9 / 5
Score calculated based on 221010 reviews
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All about sailboat rentals in Italy 

Italy is the land of saints and sailors! But also the land of tourists, hoteliers, artists, inventors, cooks and athletes! Italy has always been a fantastic place full of treasures and diversity. Many of these treasures are famous all around the world, while others are more hidden and wait for some intrepid to discover them and enjoy them in peace. For these reasons, come and discover the most paradisiac and wild corners of the Italian coasts. But how can you do that? Renting a sailboat is definitely the most natural and adventurous way to explore. With wind in the stern, let the adventure begin! 

What to do in Italy

Renting a sailboat remains one of the most common choices for sailors that are looking for an adventurous and liberating holiday. Taking advantage of the winds to reach the most hidden corners of famous locations and being able to enjoy them in peace is an incredible experience. 
One of the favourite destinations for sailors is certainly Tuscany, appreciated for the beauty of the Argentario promontory, the Tuscan archipelago and the Island of Elba are real paradises for those who are looking for coves accessible only by boat.

Sicily is another destination that is worth sailing on a sailboat. The classical culture and the rich gastronomy that make it famous are present not only along the entire coast of the island, but also in the numerous groups of islands that surround it, such as Le Eolie and Le Egadi.

Climate in Italy

Italy is characterized by a great variety of climates and temperatures, which vary not only between the north and south of the country, but also between the Tyrrhenian coast and the Adriatic coast. In general, the temperate climate of the peninsula makes it an excellent environment for navigation; above all, the center and the islands are perfect for those who decide to spend their holidays on a boat, due to the fact that there is a good weather all year long. Those who decide to rent a sailboat or a catamaran, can be sure that the winds will take where they want to go: the Mistral and the Grecale will impetuously push your boat to new destinations.

How to get to Italy

Reaching the port where you decide to rent the sailboat is not going to be a hard task. Italy has the advantage of being in the center of Europe and is therefore easily reachable. If you come from Italy and you prefer to move by train, the Frecce of Trenitalia will take you easily to the main Italian cities. On the other hand, if you want to get there by flight, the airports of Roma-Fiumicino, Milano-Linate, Napoli-Capodichino and Catania Fontanarossa are probably your best options. 

Charter another boat type in Italy

Are you interested in other boats besides sailboat in Italy?
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