Rent a Sailboat in Sicily

Sailboat Hire in Sicily

Sicily isn’t necessarily the first place you think of when considering a boating holiday. However, it’s one you should be! You can rent a sailboat in Sicily and enjoy the warmth of the Mediterranean, calm seas, and light winds. 

In fact, it’s perfect for sailors with limited experience. If you’ve got experience then you’ll find there’s plenty to challenge you around the coast of Sicily and you can even sail through the Aeolian Islands. 

This is more than just a taste of the Mediterranean Sea, the Aeolian islands are unique in that the seven islands are connected by a 200km ridge which effectively runs from Mount Etna on Sicily to Mount Vesuvius.

Don’t forget, Mount Etna is the most active volcano in Europe and one of the most active in the world. Sail around Sicily and you’re sure to see some smoke and perhaps even some larva. 

If you’re hoping to rent a sailboat in Sicily, you can choose from an array of sailboats to ensure you have the right number of berths. The set your sails and you’re ready to leave port.

If you need any guidance, regarding the right sailboat or whether you should have a skipper or not, we have a great customer service team ready to help you.

Sicily has a wealth of history and has been influenced by many cultures over the last 2,500 years, you may find that you struggle to see and enjoy everything properly in the space of just one week!

A good place to start is Palermo, the capital of the island. It sits on the northern coast in the Golden Basin, a natural inlet with an abundance of stunning beaches. You’ll also find green oasis dotted across the city, such as the impressive Orto Botanico. The real delight is a hike up Monto Pellegrino, the mountain that sits behind the city. From here you’ll enjoy stunning views of the bay before you set sail and appreciate the same view from the sea.

Palermo also has an array of intriguing architectural gems, such as the Royal Palace, the cathedral, and the Catacombs of Cappuccini. 

Once you’ve collected your boat you can unfurl the mainsail and head out into open waters. It’s a good idea to head east you’ll find Cefalu, one of the prettiest towns in the Med, although it can get very busy in the summer. You’ll want to see the old port and pier and check out the Norman cathedral.

Sail further along this coast and you’ll pass Capo d’Orlando and Patti, both pretty towns worth a look. But, it’s as you pass the northeastern peak and head towards Messina you’ll find your breath is literally taken away. The gap between Sicily and Italy is surprisingly small, you’ll be able to see both sets of land, it’s a unique experience. It’s worth stopping at Messina to appreciate the 3rd largest city on the island. You’ll want to see Porta Graza, the Fountain of Orion, and check out the giant statues of Mata and Grifone. 

Moving down the eastern coast you’ll find Catania, this is the second-largest city and it’s at the foot of Mount Etna. The buildings are made of black lava stone, it’s a remarkable sight! Don’t forget to visit the Piazza del Duomo and the Cyclops Rocks just a few miles down the coast.

Continuing around the island you’ll find a host of beautiful towns, welcoming residents, and impressive secluded bays to explore. It really is the experience of a lifetime and you’ll be back for more.

Check out and speak to our first-class customer service crew, they’ll help you to rent a sailboat in Sicily and have the experience of your life

201 boats
  • Sailing boat
  • 2022
  • 39 ft

Dufour 390 Grand Large

Palermo, Sicily

  • 6 berths
  • 3 cabins
  • 3 WC
    Up to-14%
    Starting from€1,722

    Price of the whole boat

    • 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€2,423

    Price of the whole boat

    • 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€2,423

    Price of the whole boat

    • 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€3,548

    Price of the whole boat

    • 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€3,548

    Price of the whole boat

    • Sailing boat
    • 2022
    • 49 ft

    Dufour 470

    Portorosa, Aeolian Islands

    • 10 berths
    • 4+1 cabins
    • 4 WC
    • Bow thruster
    Up to-14%
    Starting from€2,841

    Price of the whole boat

    • 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€2,250

    Price of the whole boat

    • 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€3,116

    Price of the whole boat

    • 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€3,358

    Price of the whole boat

    • 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€3,255

    Price of the whole boat

    • 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€2,227

    Price of the whole boat

    • 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€3,163

    Price of the whole boat

    • 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€1,335

      Price of the whole boat

      • Sailing boat
      • 2021
      • 34 ft

      Dufour 360 Grand Large

      Palermo, Sicily

      • 8 berths
      • 3 cabins
      • 1 WC
        Up to-14%
        Starting from€1,335

        Price of the whole boat

        • Sailing boat
        • 2020
        • 41 ft

        Dufour 412 Grand Large

        Portorosa, Aeolian Islands

        • 8 berths
        • 3 cabins
        • 2 WC
          Up to-15%
          Starting from€2,056

          Price of the whole boat

          • 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€2,239

          Price of the whole boat

          • Sailing boat
          • 2021
          • 43 ft

          Dufour 430 Grand Large

          Palermo, Sicily

          • 10 berths
          • 3+1 cabins
          • 2 WC
          • Bow thruster
          Up to-14%
          Starting from€2,239

          Price of the whole boat

          • 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-32%
          Starting from€1,652

          Price of the whole boat

          • Sailing boat
          • 2019
          • 48 ft

          Beneteau Oceanis 46.1

          Portorosa, Aeolian Islands

          • 12 berths
          • 4+1 cabins
          • 3 WC
          • Bow thruster
          • GPS Plotter in cockpit
          • Self taking jib
          Up to-31%
          Starting from€2,203

          Price of the whole boat

          • 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-31%
          Starting from€1,830

          Price of the whole boat

          Are you struggling to find the perfect yacht?

          Please fill our enquiry form to request a free quote. Our team of experts will send you personalised proposals