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Charter Sailboat Janneau Sun Odissey 40.3 Marina Di Portorosa

Marina Di Portorosa

Sailboat - 12.00m — Janneau - Sun Odissey 40.3 (2006)

  • Skipper mandatory
7 people · 3 cabins · 7 berths · 12 m

From 
€571 / day

Charter Sailboat Beneteau Oceanis 35.1 Marina Di Portorosa

Marina Di Portorosa

5.0(1)

Sailboat - 10.46m — Beneteau - Oceanis 35.1 (2020)

  • Skipper mandatory
  • Super owner
10 people · 3 cabins · 6 berths · 10.5 m

From 
€250 / day

Charter Sailboat JEANNEAU Sun Odissey 45 Marina Di Portorosa
Instant booking

Marina Di Portorosa

Sailboat - 14.00m — JEANNEAU - Sun Odissey 45 (2006)

  • Skipper optional
6 people · 4 cabins · 8 berths · 14 m

From 
€532 / day

Charter Sailboat Jeanneau Sun Odyssey 409 Polignano a Mare

Polignano a Mare

5.0(12)

Sailboat - 12.00m — Jeanneau - Sun Odyssey 409 (2011)

  • Skipper mandatory
  • Super owner
8 people · 3 cabins · 6 berths · 12 m
  • Fuel included

From 
€141 / day

Charter Sailboat Bavaria Bavaria 38 Sanremo

Sanremo

4.9(6)

Sailboat - 12.00m — Bavaria - Bavaria 38 (2004)

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

From 
€500 / day

Charter Sailboat Jeanneau Sun Odyssey 380 Salerno

Salerno

New

Sailboat - 11.74m — Jeanneau - Sun Odyssey 380 (2025)

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

From 
€377 / day

Charter Sailboat Catalina 320 La Spezia

La Spezia

4.9(40)

Sailboat - 10.00m — Catalina - 320 (2007)

  • Without skipper
  • Super owner
7 people · 2 cabins · 7 berths · 10 m

From 
€214 / day

Charter Sailboat Beneteau Oceanis 35.1 del 2017 Gallipoli

Gallipoli

4.9(6)

Sailboat - 9.97m — Beneteau - Oceanis 35.1 del 2017 (2017)

  • With Skipper
  • Super owner
9 people · 3 cabins · 6 berths · 10 m
  • Fuel included

From 
€443 / day

Charter Sailboat Bavaria 36 Cruiser Milazzo
Discount offer

Milazzo

4.9(21)

Sailboat - 10.90m — Bavaria - 36 Cruiser (2004)

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

From 
€214 / day

Charter Sailboat Dufour 41 Catania

Catania

New

Sailboat - 12.75m — Dufour - 41 (2025)

  • Skipper mandatory
  • Super owner
8 people · 3 cabins · 6 berths · 12.8 m
  • Fuel included

From 
€709 / day

Charter Sailboat Beneteau Oceanis Clipper 423 Marsala

Marsala

5.0(13)

Sailboat - 13.00m — Beneteau - Oceanis Clipper 423 (2006)

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

From 
€257 / day

Charter Sailboat Beneteau First 51 Scario

Scario

5.0(14)

Sailboat - 15.50m — Beneteau - First 51 (2003)

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

From 
€250 / day

Charter Sailboat Artmare Morgana 40 Palermo

Palermo

4.8(28)

Sailboat - 12.00m — Artmare - Morgana 40 (2005)

  • Skipper mandatory
  • Super owner
7 people · 3 cabins · 4 berths · 12 m

From 
€225 / day

Charter Sailboat MediterYachts Velja43 Naples

Naples

4.9(9)

Sailboat - 13.17m — MediterYachts - Velja43 (2024)

  • With Skipper
  • Super owner
10 people · 3 cabins · 6 berths · 13.2 m
  • Flexible cancellation

From 
€900 / day

Charter Sailboat Westergard Boat Schooner Orbetello

Orbetello

4.7(1)

Sailboat - 18.00m — Westergard Boat - Schooner (2016)

  • Skipper mandatory
10 people · 4 cabins · 10 berths · 18 m

From 
€900 / day

Charter Sailboat BENETEAU CYCLADES 39.3 Cagliari

Cagliari

5.0(70)

Sailboat - 11.70m — BENETEAU - CYCLADES 39.3 (2007)

  • Skipper mandatory
  • Super owner
9 people · 3 cabins · 6 berths · 11.7 m

From 
€243 / day

Charter Sailboat  Dufour 470 Castellammare di Stabia
Discount offer

Castellammare di Stabia

Sailboat - 14.85m — - Dufour 470 (2022)

  • Without skipper
  • Super owner
10 people · 5 cabins · 10 berths · 14.9 m

From 
€471 / day

Charter Sailboat Ocean Star Ocean Star 51.2 Capo d'Orlando

Capo d'Orlando

4.7(13)

Sailboat - 16.00m — Ocean Star - Ocean Star 51.2 (2004)

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

From 
€257 / day

Global customer ratings
4.9 / 5
Score calculated based on 22059 reviews
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Rent a Sailboat in Italy with Oceans Evasion

Italy is a country renowned for many reasons including rich gastronomy, beautiful beaches, and a claim to being the home of what was once one of the most powerful ancient empires in the world. Nowadays there are any number of places in Italy that are perfect tourist destinations and with a sailboat rental in Italy, you can visit many of them in one go. Visit gorgeous islands such as Sicily and Sardinia or one of the cities situated along the coast, making sure to stop off at the museums and art galleries and sample the local dishes.


How much does it cost to rent a sailboat in Italy?

The price of renting a sailboat in Italy can vary greatly depending on a number of different factors. A few of these factors include the size and model of the boat, the number of people on board, how long you want to rent for, the season, and whereabouts in Italy you want to rent a sailboat. In general though, renting a sailboat in Italy should cost you about £2209 per week in high season and £1227 per week in low season.


Do you need to rent a sailboat with a skipper in Italy?

No, in Italy you can rent a sailboat with or without a skipper. However, you will need to do some research before leaving if you plan on a sailboat rental without a skipper as you will need to make sure you have the appropriate boating licence before setting off, so you don’t break any laws and end up with a hefty fine.

If you have the appropriate boating licence, there is nothing to stop you from enjoying a bareboat sailboat rental in Italy, with total freedom to stop off at all the places you want. If you don’t have a boating licence, you can instead enjoy a relaxing holiday, where a professional skipper guides your Italian sailboat rental to all the best spots while you have nothing more to worry about than perfecting your tan.


What are the weather and sailing conditions like in Italy?

You will actually encounter many different climates across Italy, depending on where you go, but in general, the climate on the coast and in the islands surrounding Italy is a Mediterranean one. July and August are usually the hottest and sunniest months, but along the coast, you will typically encounter very good weather with nice temperatures for swimming, sailing and nautical activities from mid-April until mid-October.


When is the best time to go sailing in Italy?

Although the weather is generally best in July and August, the heat during these months can be a little intense, especially for those who aren’t used to it. For this reason, we would actually suggest sailing either from May to June or from September to October, when the heat is a little more tolerable. As an added bonus, there will also be fewer tourists and lower boat prices.


What are the best sailing areas in Italy?

There are many amazing places where you can go sailing in Italy, but our top ten are:

  • The Phlegraean Islands, Naples
  • The Amalfi Coast, Salerno
  • The Pontine Islands, Rome
  • The Maddalena Archipelago, Sardinia
  • The Tuscan Archipelago
  • Lake Garda
  • Aeolian Islands
  • Tremiti Islands, Vieste
  • Trieste
  • The Italian Riviera, including Portofino and Cinque Terre


What are the most popular harbours and marinas in Italy?

There are so many amazing sailing areas in Italy that it can be difficult to comprise a short list of the best harbours and marinas. However, here is a list of some of the top harbours and marinas in some of the prime boating locations in the country:

In Venice:

  • Vento di Venezia
  • Marina di Lio Grande
  • San Giorgio Maggiore Marina

In Sardinia:

  • Marina di Porto Cervo
  • Marina dell’Orso Poltu Quatu
  • Marina di Olbia
  • Marina di Portisco
  • Porto di Alghero
  • Marina di Porto Rotondo

On the Amalfi Coast:

  • Marina di Capri
  • Porto di Amalfi Coppola Marina Dock
  • Marina di Ischia
  • Marina di Stabia

In Naples:

  • Marina Molo Luise
  • Porto Marina di Cassano
  • Porto di Torre del Greco
  • Porticciolo di Marina di Equa


What to see in Italy?

With around 4660 miles of coastline, it’s no wonder that there are so many things to see in Italy. Here is a list of our top picks:

  • The Cinque Terre area
  • The beaches at the foot of Mount Cerreto
  • Positano
  • Cala Corsara
  • Castelsardo
  • Elba Island
  • Cefalù
  • Capri
  • Grotta Azzurra
  • Polignano a Mare
  • Levanzo
  • Cala Tramontana
  • Ischia
  • Salento
  • Otranto
  • Santa Cesarea Terme

Rent a sailboat near Italy

In Italy, privately owned yachts are available to rent. See other yachts in the area.

Rent other types of boats in Italy

Are you interested in chartering other yachts besides sailboat in Italy?
Find other yachts to charter on our website