Best Italy Sailing Cruises 2025/2026

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Looking for the best view of the Italian coast?

Pastel-colored villages, umbrella-lined beaches and a hidden cove or two await on an Italian sailing trip. Leave the roads behind to drift between island ports and mainland marinas, ending each day with a sunset over the sea. On one side of the Tyrrhenian, head ashore to the Amalfi Coast to sip locally made limoncello in Sorrento, see the ruins at Pompeii or paddle into the waters of Capri’s Blue Grotto. On the other, cruise the waves between Sardinia and Corsica, stopping to snorkel, cycle and sightsee around the islands. All aboard – next stop la dolce vita.

Our Italy sailing cruises

8 Days · Original

Amalfi Coast Sailing Adventure

From

USD $3,184

8 Days · Original

Sardinia & Corsica Sailing Adventure

From

USD $2,614

Italy sailing highlights

Take a peak at the Blue Grotto

Perhaps the Isle of Capri’s most alluring attraction is the iridescent Blue Grotto (or ‘Grotta Azzurra’ to the locals). When sunlight passes through this natural underwater cavity, it creates a stunning blue reflection that illuminates the cavern.

Amalfi Coast Sailing Adventure

A beach in Italy with swimmers in the water and rows of bright blue umbrellas

Onshore excursions in Ischia

Sitting in the Gulf of Naples, the island of Ischia is essential for any sailing adventure in Italy. With its rich volcanic past, ocean hot springs, hiking trails, great beaches and picturesque views of the ancient Aragonese Castle, there are so many reasons to head ashore.

Amalfi Coast Sailing Adventure

A drone shot of a beach with sail boats in Sardinia

Take it slow in La Maddalena

After days spent enjoying the best of the Tyrrhenian Sea, enjoy the laidback life in the town of La Maddalena. Cycle between beaches, search for secluded coves, visit ancient ruins, dine the Sardinian way or kick back on your boat and take in the heritage buildings.

Sardinia & Corsica Sailing Adventure

Two cyclists look out at the view from Caprera

Enjoy nature at Caprera

This lesser-known locale combines everything to love about island life: bright blue water, white sand beaches, reefs for snorkeling and a handful of wildlife that live in the protected nature reserve. History buffs will also get their fill as the island used to be home to Italian General Giuseppe Garibaldi.

Sardinia & Corsica Sailing Adventure

Our boats

Oceanis 51.1

PASSENGERS: 8

The Oceanis 51.1 is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. A spacious, saloon with fully equipped galley kitchen, allows you to enjoy meals onboard. Equipped with 4 twin/double cabins and 3 shared bathrooms with hot water showers, the yacht fits a group size of 8 travellers. If you'd like to pick up some sailing skills, your skipper can show you how. If not, just relax, kick back on deck and soak up some ocean breezes.

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Sun Odyssey 490

PASSENGERS: 8

The Sun odyssey 490 was built with comfort and space in mind. With advanced technologies onboard, the yacht is easy to manoeuvre, quicker and more performing than ever, allowing a great sailing experience. Contemporary in style, the yacht provides 4 double bed cabins, with 3 shared bathrooms and a relaxing saloon area complete with kitchen, dining table and seating area. It’s a great yacht for experienced sailors or first time novices.

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