Rent a Sailboat in Sicily With Skipper

Sailboat Hire in Sicily With Skipper

If you haven’t already considered Sicily for your next vacation then it’s time you did. The largest island in the Mediterranean plays host to the most active volcano in Europe and is famous as being the birthplace of the Mafia. 

But that’s not all this island has to offer the avid sailor. Rent a sailboat in Sicily with skipper and you’ll find some of the most stunning beaches in the Mediterranean, as well as friendly locals and scenic cliffs. The image of Mount Etna rising up behind Catania is one that will live with you forever. 

If you’re going to rent a sailboat in Sicily with skipper, or even without, you need to access affordable boats which are maintained to the highest standard. That’s why you should be taking a look at what Sailogy.com has to offer.

The difficulty in Sicily is having enough time to see everything, and that’s not even allowing for sailing around the Aeolian islands which are sat off the northern coast.

Palermo, the capital city; is a great place to start your sailing adventure. Make sure you have enough time to check out the city first. There are a host of architectural gems as well as some great shopping and eateries. It’s a charming, vibrant and cosmopolitan city with touches of times gone by.

Along the coast to the east of Palermo, you’ll find the picture-perfect village of Cefalu, it’s a traditional fishing village with a collection of pretty fishing boats in the harbor. It does get busy in the summer though! 

From Cefalu it’s worth sailing north to the small island of Ustica, you’ll find stunning natural bays and a network of caves lining the beautiful beaches and secluded coves. It really feels like you’re the first person to ever step ashore. 

This is the perfect spot to launch a sailing adventure around the Aeolian Islands, a group of 7 islands which are connected by a natural ridge. One of the most impressive sights is the smoking crater on Vulcano, where you can also enjoy a therapeutic mud bath if you wish.

Continuing on the northern coast of Sicily it’s worth taking a look at Portorosa in the beautiful Patti Gulf. It’s a great place to spend an evening and rest overnight after sailing around the Aeolian Islands.

Head around the northeastern point and you’ll find Taormina on the eastern coast. The city is small but has an abundance of ancient remains that must be seen to be believed. The city actually sits against the cliffs and it’s worth walking up the cliffs to appreciate the impressive view.

Head south down the eastern coast and you’ll find Catania, a city that has a little of everything. The Romans, Carthaginians, Spanish, and even the Normans have left their mark and it's still visible today. Behind this city sits Mount Etna, that’s a must-see!

As you sail down the eastern coast and see Italy in the distance, spare a little time to check Ortigia Island, one of the most picturesque islands in the Med.

On the southeastern coast you’ll find the town of Noto and, just inland, is Modica and Ragusa. These are UNESCO World Heritage sites and are full of architecture from various periods in history.

One place you’ll have to stop in the southern coast is Torre Salsa Nature Reserve, just past Agrigento. It’s a huge beach which not many people make it to, and, you’ll find it the perfect spot to do some snorkeling.

As you head around the western coast you’ll want to stop and admire Marsala, the salt pans just outside this area are featured on many postcards.

Before heading back to Palermo take a moment to enjoy the Zingaro Nature Reserve, just drop anchor at Trapani and explore, you’ll find an abundance of coves that are easier to get to by boat than by land.

Sicily really has a huge amount to offer, organize your next holiday. It’s easy to rent a boat in Sicily with skipper and have the adventure of a lifetime.

213 boats
  • Sailing boat
  • 2021
  • 52 ft

Dufour 530

Portorosa, Aeolian Islands

  • 14 berths
  • 4+3 cabins
  • 3 WC
  • New boat
  • Bow thruster
  • Self taking jib
Up to-14%
Starting from€4,889

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
  • Bow thruster
  • GPS Plotter in cockpit
Up to-13%
Starting from€4,375

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 43 ft

Dufour 430 Grand Large

Palermo, Sicily

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
Up to-14%
Starting from€3,745

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 34 ft

Dufour 360 Grand Large

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 1 WC
  • New boat
Up to-14%
Starting from€2,847

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 50 ft

Dufour 520 Grand Large

Portorosa, Aeolian Islands

  • 12 berths
  • 4+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
Up to-14%
Starting from€4,780

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 34 ft

Dufour 360 Grand Large

Palermo, Sicily

  • 6 berths
  • 2 cabins
  • 1 WC
  • GPS Plotter in cockpit
Up to-14%
Starting from€2,795

Boat price + skipper cost

  • Sailing boat
  • 2020
  • 41 ft

Dufour 412 Grand Large

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • Optional Gennaker
  • GPS Plotter in cockpit
Up to-14%
Starting from€3,666

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 43 ft

Dufour 430 Grand Large

From Palermo, Sicily

To Portorosa, Aeolian Islands

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • New boat
  • Optional Gennaker
  • Bow thruster
Up to-14%
Starting from€3,760

Boat price + skipper cost

  • Sailing boat
  • 2021
  • 43 ft

Dufour 430 Grand Large

Portorosa, Aeolian Islands

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • New boat
  • Optional Gennaker
  • Bow thruster
Up to-14%
Starting from€3,760

Boat price + skipper cost

  • Sailing boat
  • 2018
  • 37 ft

Dufour 382 Grand Large

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • Optional Gennaker
  • GPS Plotter in cockpit
Up to-14%
Starting from€3,135

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 45 ft

Jeanneau Sun Odyssey 449

From Marsala, Aegadian Islands

To Capo d'Orlando, Aeolian Islands

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
Up to-14%
Starting from€3,760

Boat price + skipper cost

  • 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-19%
Starting from€3,461

Boat price + skipper cost

  • Sailing boat
  • 2019
  • 39 ft

Dufour 390 Grand Large

Palermo, Sicily

  • 8 berths
  • 3 cabins
  • 3 WC
  • Optional Gennaker
  • GPS Plotter in cockpit
Up to-14%
Starting from€3,140

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
Up to-4%
Starting from€3,177

Boat price + skipper cost

  • Sailing boat
  • 2022
  • 39 ft

Dufour 390 Grand Large

Palermo, Sicily

  • 8 berths
  • 3 cabins
  • 3 WC
  • New boat
  • Self taking jib
Up to-13%
Starting from€3,199

Boat price + skipper cost

  • Sailing boat
  • 2018
  • 46 ft

Dufour 460 Grand Large

Portorosa, Aeolian Islands

  • 10 berths
  • 4 cabins
  • 4 WC
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
Up to-14%
Starting from€3,867

Boat price + skipper cost

  • Sailing boat
  • 2022
  • 39 ft

Dufour 390 Grand Large

Portorosa, Aeolian Islands

  • 8 berths
  • 3 cabins
  • 3 WC
  • New boat
  • GPS Plotter in cockpit
  • Self taking jib
Up to-13%
Starting from€3,504

Boat price + skipper cost

  • Sailing boat
  • 2016
  • 37 ft

Dufour 382 Grand Large

Palermo, Sicily

  • 8 berths
  • 3 cabins
  • 2 WC
  • Optional Gennaker
  • GPS Plotter in cockpit
  • Self taking jib
Up to-15%
Starting from€3,032

Boat price + skipper cost

  • Sailing boat
  • 2016
  • 46 ft

Dufour 460 Grand Large

Palermo, Sicily

  • 10 berths
  • 4 cabins
  • 4 WC
  • Optional Gennaker
  • Bow thruster
  • GPS Plotter in cockpit
  • Self taking jib
Up to-15%
Starting from€3,798

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-24%
Starting from€3,481

Boat price + skipper cost

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