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!

790 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-4%
Starting from€3,910

Boat price + skipper cost

  • Sailing boat
  • 2022
  • 39 ft

Dufour 390 Grand Large

Palermo, Sicily

  • 6 berths
  • 3 cabins
  • 3 WC
    Up to-29%
    Starting from€2,935

    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-29%
    Starting from€3,365

    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-29%
    Starting from€3,867

    Boat price + skipper cost

    • Sailing boat
    • 2022
    • 39 ft

    Dufour 390 Grand Large

    Palermo, Sicily

    • 8 berths
    • 3 cabins
    • 3 WC
    • Self taking jib
    Up to-29%
    Starting from€2,935

    Boat price + skipper cost

    • Sailing boat
    • 2021
    • 34 ft

    Dufour 360 Grand Large

    Portisco, Costa Smeralda

    • 8 berths
    • 3 cabins
    • 1 WC
    • Bow thruster
    • GPS Plotter in cockpit
    Up to-22%
    Starting from€2,537

    Boat price + skipper cost

    • Sailing boat
    • 2019
    • 34 ft

    Dufour 360 Grand Large

    Palermo, Sicily

    • 6 berths
    • 2 cabins
    • 1 WC
      Up to-29%
      Starting from€2,576

      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-29%
      Starting from€4,226

      Boat price + skipper cost

      • Sailing boat
      • 2021
      • 52 ft

      Dufour 530

      Portorosa, Aeolian Islands

      • 13 berths
      • 4+3 cabins
      • 3 WC
      • Bow thruster
      • Self taking jib
      Up to-29%
      Starting from€4,298

      Boat price + skipper cost

      • Sailing boat
      • 2021
      • 34 ft

      Beneteau Oceanis 35.1

      Castiglioncello, Tuscany

      • 8 berths
      • 3 cabins
      • 1 WC
      • Bow thruster
      • GPS Plotter in cockpit
      Up to-14%
      Starting from€2,903

      Boat price + skipper cost

      • Sailing boat
      • 2023
      • 35 ft

      Beneteau Oceanis 34.1

      Portisco, Costa Smeralda

      • 6 berths
      • 3 cabins
      • 1 WC
      • New boat
      • Bow thruster
      • GPS Plotter in cockpit
      • Self taking jib
      Up to-22%
      Starting from€2,892

      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-14%
      Starting from€3,495

      Boat price + skipper cost

      • Sailing boat
      • 2021
      • 34 ft

      Dufour 360 Grand Large

      Portorosa, Aeolian Islands

      • 8 berths
      • 3 cabins
      • 1 WC
        Up to-29%
        Starting from€2,612

        Boat price + skipper cost

        • Sailing boat
        • 2021
        • 31 ft

        Beneteau Oceanis 30.1

        Portisco, Costa Smeralda

        • 4 berths
        • 2 cabins
        • 1 WC
        • GPS Plotter in cockpit
        Up to-22%
        Starting from€2,498

        Boat price + skipper cost

        • Sailing boat
        • 2020
        • 41 ft

        Dufour 412 Grand Large

        Portorosa, Aeolian Islands

        • 8 berths
        • 3 cabins
        • 2 WC
          Up to-29%
          Starting from€3,222

          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-34%
          Starting from€2,944

          Boat price + skipper cost

          • Sailing boat
          • 2018
          • 37 ft

          Dufour 382 Grand Large

          Portorosa, Aeolian Islands

          • 8 berths
          • 3 cabins
          • 2 WC
            Up to-29%
            Starting from€2,791

            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-34%
            Starting from€3,272

            Boat price + skipper cost

            • Sailing boat
            • 2023
            • 48 ft

            Beneteau Oceanis 46.1

            Castiglioncello, Tuscany

            • 10 berths
            • 4 cabins
            • 4 WC
            • New boat
            • Bow thruster
            • GPS Plotter in cockpit
            • Self taking jib
            Up to-22%
            Starting from€3,880

            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-22%
            Starting from€2,935

            Boat price + skipper cost

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