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!

743 boats
  • Sailing boat
  • 2023
  • 48 ft

Hanse 460

Castiglioncello, Tuscany

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • New boat
  • Included Outboard Engine
  • Bow thruster
  • Watermaker
Up to-2%
Starting from€3,958

Boat price + skipper cost

  • Sailing boat
  • 2022
  • 39 ft

Dufour 390 Grand Large

Palermo, Sicily

  • 6 berths
  • 3 cabins
  • 3 WC
    Up to-14%
    Starting from€3,222

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 43 ft

    Dufour 430 Grand Large

    From Palermo, Sicily

    To Portorosa, Aeolian Islands

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • New boat
    • Bow thruster
    Up to-14%
    Starting from€3,923

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 43 ft

    Dufour 430 Grand Large

    Portorosa, Aeolian Islands

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • New boat
    • Bow thruster
    Up to-14%
    Starting from€3,923

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 52 ft

    Dufour 530

    From Portorosa, Aeolian Islands

    To Palermo, Sicily

    • 13 berths
    • 4+2 cabins
    • 4 WC
    • New boat
    • Bow thruster
    • Air conditioning
    • Generator
    Up to-14%
    Starting from€5,048

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 52 ft

    Dufour 530

    Palermo, Sicily

    • 13 berths
    • 4+2 cabins
    • 4 WC
    • New boat
    • Bow thruster
    • Air conditioning
    • Generator
    Up to-14%
    Starting from€5,048

    Boat price + skipper cost

    • Sailing boat
    • 2022
    • 49 ft

    Dufour 470

    Portorosa, Aeolian Islands

    • 10 berths
    • 4+1 cabins
    • 4 WC
    • Bow thruster
    Up to-14%
    Starting from€4,341

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 43 ft

    Dufour 430 Grand Large

    From Portorosa, Aeolian Islands

    To Palermo, Sicily

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • New boat
    • Bow thruster
    Up to-14%
    Starting from€4,616

    Boat price + skipper cost

    • Sailing boat
    • 2024
    • 43 ft

    Dufour 430 Grand Large

    Palermo, Sicily

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • New boat
    • Bow thruster
    Up to-14%
    Starting from€3,750

    Boat price + skipper cost

    • Sailing boat
    • 2021
    • 52 ft

    Dufour 530

    Portorosa, Aeolian Islands

    • 14 berths
    • 4+3 cabins
    • 3 WC
    • Bow thruster
    • Self taking jib
    Up to-14%
    Starting from€4,858

    Boat price + skipper cost

    • Sailing boat
    • 2019
    • 50 ft

    Dufour 520 Grand Large

    Portorosa, Aeolian Islands

    • 12 berths
    • 4+1 cabins
    • 2 WC
    • Bow thruster
    Up to-15%
    Starting from€4,755

    Boat price + skipper cost

    • Sailing boat
    • 2019
    • 43 ft

    Dufour 430 Grand Large

    Portorosa, Aeolian Islands

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • Bow thruster
    Up to-15%
    Starting from€3,727

    Boat price + skipper cost

    • Sailing boat
    • 2022
    • 56 ft

    Dufour 56 Exclusive

    Portorosa, Aeolian Islands

    • 11 berths
    • 4+1 cabins
    • 4 WC
    • Air conditioning
    • GPS Plotter in cockpit
    Up to-37%
    Starting from€4,713

    Boat price + skipper cost

    • Sailing boat
    • 2021
    • 41 ft

    Beneteau Oceanis 40.1

    Castiglioncello, Tuscany

    • 10 berths
    • 3+1 cabins
    • 2 WC
    • Bow thruster
    • GPS Plotter in cockpit
    • Self taking jib
    Up to-19%
    Starting from€3,381

    Boat price + skipper cost

    • Sailing boat
    • 2021
    • 34 ft

    Dufour 360 Grand Large

    From Portorosa, Aeolian Islands

    To Palermo, Sicily

    • 8 berths
    • 3 cabins
    • 1 WC
      Up to-14%
      Starting from€2,835

      Boat price + skipper cost

      • Sailing boat
      • 2021
      • 34 ft

      Dufour 360 Grand Large

      Palermo, Sicily

      • 8 berths
      • 3 cabins
      • 1 WC
        Up to-14%
        Starting from€2,835

        Boat price + skipper cost

        • Sailing boat
        • 2021
        • 34 ft

        Beneteau Oceanis 35.1

        Castiglioncello, Tuscany

        • 6 berths
        • 3 cabins
        • 1 WC
        • Bow thruster
        • GPS Plotter in cockpit
        Up to-19%
        Starting from€2,943

        Boat price + skipper cost

        • Sailing boat
        • 2023
        • 35 ft

        Beneteau Oceanis 34.1

        Salerno, Amalfi Coast

        • 6 berths
        • 3 cabins
        • 1 WC
        • New boat
        • Bow thruster
        • GPS Plotter in cockpit
        • Self taking jib
        Up to-31%
        Starting from€2,877

        Boat price + skipper cost

        • Sailing boat
        • 2020
        • 41 ft

        Dufour 412 Grand Large

        Portorosa, Aeolian Islands

        • 8 berths
        • 3 cabins
        • 2 WC
          Up to-15%
          Starting from€3,556

          Boat price + skipper cost

          • Sailing boat
          • 2021
          • 43 ft

          Dufour 430 Grand Large

          From Portorosa, Aeolian Islands

          To Palermo, Sicily

          • 10 berths
          • 3+1 cabins
          • 2 WC
          • Bow thruster
          Up to-14%
          Starting from€3,739

          Boat price + skipper cost

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