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Italy Sailing Tours.

Visit destinations like Rome, Florence, Venice, Pisa, Naples, Pompeii.

Italy has a lot of "ancient culture". This culture mostly relates direct to a period 2000 years ago where Italy ruled Western Europe (Roman Empire). In the modern era you can think of music (operas), fashion, food and drinks that conquered the world (pizza, spaghetti, cappuccino) as well as the Roman Catholic religion (Vatican in heart of Rome).

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Sailing trips are for friends of the water.

If you really enjoy the water – and can swim – you can consider a sailing tour. Sailing boats come in different sizes and comfort levels from antique ships to private yachts, luxury schooners and gigantic clippers. Usually you will sleep on board and active participation with sail setting is common.


Yachting vacations offer similar experiences, but without the sail. Small ships with 8 to 20 people will take to you great pla es on the water and ashore. There is no work to be done, so just enjoy the ride!

Top Destinations in Italy.

Below are our most visited cities, destinations and national parks in Italy. Click on the city for more details of the destination.

Amalfi Coast

Amalfi Coast (2)

The Amalfi Coast is very picturesque and lies on a steep southern shore of the Sorrentino peninsula.

Naples

Naples (2)

Naples (Napoli) has a well-kept, old inner city. It is also close to the Vesuv volcano with Pompei-ruins and the Island Capri. Pizza Margarita was "invented" here.

Venice

Venice (2)

The city of Venice needs no introduction, because it is one of the best known and beloved tourist cities in the world. Major attractions are the Gondolas, the many Bridges and St. Marc´s Square. Once a year there is also the traditional Carnival with beautiful masks and dresses. A few times per year there could be flooding...

 

Search and compare Sailing Tours in Italy. Book at the tour operator.

We have 2 tour operators that conduct 4 group tours and private tours in Italy with duration 7 - 10 Days and rates starting at USD 2,279.

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Italy
Travel Style:
Sailing Tours
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  • America National Operators (3)
  • globe International Operators (1)

All 3 tours by outbound tour operators

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Sailing Croatia to Italy (G Adventures)Google Map: Sailing Croatia to Italy

Sailing Croatia to Italy

preview
Group Tour

Discover the sights, sounds, and seriously good seafood of the Adriatic Sea with a 10-day sailing tour that hops along under-the-radar coastal destinations. Explore the tranquil coves, beaches, and cliffs of Kvarner Gulf islands in the northern Adriatic then taste Croatian wine in historic Pula. Exp...

From/To
Zadar ⇒ Venice
Countries
Croatia, Italy
Operator
Activities
tour category: Sailing
Duration
10 Days
Starting at
USD 2,279
Operator

Starting at

USD 2,279

10 Days
Next Departure
22-Apr-20264+
12-May-20264+
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Sailing Italy to Croatia (G Adventures)Google Map: Sailing Italy to Croatia

Sailing Italy to Croatia

preview
Group Tour

With so many peaceful coves, hidden inlets, and secluded beaches to visit in the northern Adriatic, this flexible 10-day sailing tour is the best way to discover the region's hidden gems. Voyage through the Gulf of Trieste and hit Izola, a charming Slovenian coastal city, before sailing along sun-so...

From/To
Venice ⇒ Zadar
Countries
Croatia, Italy
Operator
Activities
tour category: Sailing
Duration
10 Days
Starting at
USD 2,279
Operator

Starting at

USD 2,279

10 Days
Next Departure
02-May-20264+
22-May-2026
 
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Sailing the Amalfi Coast: Capri, Positano & Coastal Bliss (G Adventures)

Sailing the Amalfi Coast: Capri, Positano & Coastal Bliss

preview
Group Tour

Ready to sail, sip, and soak up la dolce vita? This seven-day adventure along Italy’s Amalfi Coast combines seaside bliss with serious flavour. Drop anchor in postcard-perfect towns like Capri and Positano, dive into turquoise coves, and toast the day with local wine and seafood so fresh it practica...

From/To
Naples (Round Trip)
Countries
Italy
Operator
Activities
tour category: Boattour category: Sailingtour category: Naturetour category: Cooking
Duration
7 Days
Starting at
USD 2,499
Operator

Starting at

USD 2,499

7 Days
Next Departure
02-May-2026
09-May-2026
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There is more! See also 1 English spoken Tours by international operators!