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Sicily Italy

Italy Special

ENJOY 10% OFF YOUR 2026 ITALY VACATION

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Wine, dine, and indulge your senses in Italy  

Start your vacation in the Italian islands from one of our three partner bases: Procida, Sardinia, and Portorosa (Sicily), and enjoy sun-drenched sailing between historic coastal towns, crystal-clear anchorages, world-class cuisine ashore, and leisurely afternoons exploring Italy’s iconic landscapes at your own pace.  

From now until February 3rd you can save 10%* on sailing charters in Italy if you set sail by December 31st, 2026. Why not join one of our Flotilla sailings to meet like-minded travelers and explore the region together with the support of your lead crew? The choice is yours. 

Book by February 3rd, 2026 and save 10% on your 2026 sailing vacation in Italy. Passion, history, beauty and amazing food are just around the corner.

☎️ Office hours:
Monday – Friday: 8am – 8pm EST
Saturday: 10am – 4pm EST

ENJOY 10% OFF SAILING CHARTERS IN ITALY

 Don’t miss out! Book by February 3, 2026 

Terms and Conditions* 
10% Savings applies to charters in Italy departing between December 29, 2025 and December 31, 2026. Peak dates included. Savings apply to Sunsail Bareboat Sailing and Flotilla bookings. Minimum charter duration is 7 nights. Must Book by February 3, 2026. Loyal Sunsail guests receive an additional 5% off, for maximum savings of 15% off. New Bookings Only.

Charter Locations in Italy 

Our Yachts in Italy 

Why Sunsail?

Over 50 years of expertise: Ensuring your time on the water is seamless and stress-free. 

Sail Your Way: Flotilla or bareboat—choose the style that matches your pace and preferences. 

Unforgettable Adventures: From Croatia’s clear waters to Greece’s hidden gems, every moment on the water is a memory waiting to be made.

Italy Special
Malcolm Collins Portorosa

“Everyone from top to bottom was great and focused on providing us with the best possible charter. Worthy of special note was the chart briefing that was brilliant. The islands were greatly diverse which was a joy.”

Colin Clark Portorosa

“Everything went well. The boat was very comfortable. The skipper was attentive and ensured we went where we needed to go. The islands were beatiful and overfall we had a great time.”

Gareth Jones Portorosa

“Beautiful well equipped boat , lovely sailing area, relaxing safe flotilla with excellent lead crew Marco, Luca and Nicola “

Andrew Johnston Portorosa

“Relaxed, hassle-free sailing”

Brian Ashcroft Cannigione

“Fantastic cruising area and Sunsail staff were first class before the charter and during it.”

Alan Clarke Portorosa

“Easy booking, nice people, great sailing venue, everything you could really ask for”

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