Rent a Sailboat in Italy With Skipper

Sailboat Hire in Italy With Skipper

Without a doubt, Italy is one of the most famous destinations for all kinds of tourists who are planning for a European holiday. If you have Italy as one of the places you need to visit in your bucket list, then you should definitely rent a sailboat in Italy with skipper. Sure, you can join other tourists on guided tours and the usual tourist spots, but nothing beats the experience of exploring this side of the Mediterranean than on a sailboat. 

Did you know that there are more than 450 islands in Italy? There are islands found in lakes, rivers, and the sea – large and small. How else would you be able to explore all these wonderful islands than on a sailboat? When you have a skipper with you, you need not worry about maneuvering the boat in the right direction. The skipper will even guide you to ensure that you will see some of the best islands Italy has to offer! 

For instance, there’s no way you should miss the Aegadian islands. This nature reserve is a favorite among sailing enthusiasts. You can also go on a hiking trip here. Truth be told, you don’t even have to get off your boat to appreciate the beauty of the Aegedian. Its shores are lined with a beautiful white-painted village that stands out with the vast rocky and green mountain range right behind it. 

How about a wine tasting trip? Italy is the largest wine producer in the world with over 750,000 hectares of vineyards. Have a taste of the most delicious Italian wines when you visit Porto Cervo. When in Porto Cervo, you can also enjoy lounging by the beach, hang out with other sailors, play a game of golf or two, and party all day and night! Looking for a luxurious destination? Then there’s Portisco, which is also home to many marinas, beaches, sailing ports, and of course, delicious authentic Italian cuisine. 

When you rent a sailboat in Italy with skipper, ask him to take you to the Amalfi Coast. This Sorrentine Peninsula coast is lined with cliffside villages that look like they came straight out of the pages of a fairy tale book. There are magnificent majolica ceramics, limoncello liqueur, and you must definitely take time to lounge and sunbathe by its wonderful beaches too!

If you like style, glamour, color, and all things beautiful, you should also go to Capri. This enchanting and dazzling Italian island is situated in the Naples Bay. You can visit the Blue Grotto and adore the colorful flowers and nature all around you. There are also plenty of boutiques and high-end hotels here. 

Italy is known for its many tourist destinations including its capital city of Rome, the fashion capital of Milan, the canals of Venice, the art masterpieces found in Florence, and many more. It is so rich in history, culture, and heritage, and most anywhere you go would be a great place to visit. But when you rent a sailboat with skipper, you don’t have to settle for only the well-known parts of Italy. You can enjoy a memorable holiday by going on an island-hopping trip in the convenience of your sailboat. 

Rent a sailboat in Italy with skipper and have a choice between a wide range of boats that you can use for days or weeks at a time at reasonable prices. It is so convenient to book, you simply have to check out the amenities and features of each boat, and within a few clicks, you can be ready with a fabulous Italian holiday!

781 boats
  • Sailing boat
  • 2019
  • 45 ft

Jeanneau Sun Odyssey 449

Capo d'Orlando, Aeolian Islands

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
Up to-10%
Starting from€3,427

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 48 ft

Beneteau Oceanis 46.1

Portisco, Costa Smeralda

  • 8 berths
  • 3 cabins
  • 3 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
  • Teak Deck
Up to-18%
Starting from€4,242

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 46 ft

Dufour 460 Grand Large

Palermo, Sicily

  • 10 berths
  • 4 cabins
  • 4 WC
  • New boat
  • Bow thruster
  • GPS Plotter in cockpit
Up to-6%
Starting from€3,797

Boat price + skipper cost

  • Sailing boat
  • 2018
  • 51 ft

Beneteau Oceanis 51.1

Portisco, Costa Smeralda

  • 13 berths
  • 4+2 cabins
  • 3 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
Up to-15%
Starting from€4,245

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 52 ft

Dufour 530

Portorosa, Aeolian Islands

  • 14 berths
  • 4+3 cabins
  • 3 WC
  • New boat
  • Included Outboard Engine
  • Bow thruster
  • Self taking jib
Up to-11%
Starting from€4,634

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 34 ft

Dufour 360 Grand Large

Portisco, Costa Smeralda

  • 8 berths
  • 3 cabins
  • 1 WC
  • New boat
  • Bow thruster
  • GPS Plotter in cockpit
Up to-18%
Starting from€2,586

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 34 ft

Dufour 360 Grand Large

Palermo, Sicily

  • 6 berths
  • 2 cabins
  • 1 WC
  • Included Outboard Engine
  • GPS Plotter in cockpit
Up to-10%
Starting from€2,697

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 50 ft

Dufour 520 Grand Large

Portorosa, Aeolian Islands

  • 12 berths
  • 4+1 cabins
  • 2 WC
  • Included Outboard Engine
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
Up to-10%
Starting from€4,532

Boat price + skipper cost

  • Sailing boat
  • 2020
  • 48 ft

Beneteau Oceanis 46.1

Portisco, Costa Smeralda

  • 8 berths
  • 3 cabins
  • 3 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
Up to-18%
Starting from€4,307

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 48 ft

Beneteau Oceanis 46.1

Castiglioncello, Tuscany

  • 12 berths
  • 4+1 cabins
  • 3 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
Up to-16%
Starting from€3,766

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 48 ft

Beneteau Oceanis 46.1

Portisco, Costa Smeralda

  • 10 berths
  • 4 cabins
  • 4 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
  • Teak Deck
Up to-18%
Starting from€4,445

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 45 ft

Beneteau Oceanis 45

Portorosa, Aeolian Islands

  • 10 berths
  • 4 cabins
  • 2 WC
  • Bow thruster
  • GPS Plotter in cockpit
Up to-16%
Starting from€3,622

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 34 ft

Dufour 360 Grand Large

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 1 WC
  • New boat
  • Included Outboard Engine
Up to-11%
Starting from€2,856

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 31 ft

Beneteau Oceanis 30.1

Portisco, Costa Smeralda

  • 4 berths
  • 2 cabins
  • 1 WC
  • New boat
  • GPS Plotter in cockpit
  • Self taking jib
Up to-13%
Starting from€2,726

Boat price + skipper cost

  • Sailing boat
  • 2022
  • 49 ft

Dufour 470 Grand Large

Portorosa, Aeolian Islands

  • 10 berths
  • 4+1 cabins
  • 4 WC
  • New boat
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-11%
Starting from€4,159

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 38 ft

Beneteau Oceanis 38.1

Castiglioncello, Tuscany

  • 8 berths
  • 3 cabins
  • 2 WC
  • Bow thruster
  • GPS Plotter in cockpit
Up to-10%
Starting from€3,249

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 45 ft

Beneteau Oceanis 45

Portorosa, Aeolian Islands

  • 8 berths
  • 4 cabins
  • 2 WC
  • Included Outboard Engine
  • Bow thruster
Up to-10%
Starting from€3,586

Boat price + skipper cost

  • Sailing boat
  • 2020
  • 34 ft

Jeanneau Sun Odyssey 349

Capo d'Orlando, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 1 WC
  • GPS Plotter in cockpit
Starting from€3,037

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 34 ft

Beneteau Oceanis 35.1

Castiglioncello, Tuscany

  • 8 berths
  • 3 cabins
  • 1 WC
  • New boat
  • Bow thruster
  • GPS Plotter in cockpit
Up to-13%
Starting from€3,106

Boat price + skipper cost

  • Sailing boat
  • 2018
  • 41 ft

Beneteau Oceanis 41.1

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • Bow thruster
  • GPS Plotter in cockpit
Up to-15%
Starting from€3,135

Boat price + skipper cost

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