Yacht sailing holidays & skippered tours in the Gulf of Naples and Amalfi Coast
Whether it is for a weekend of good food, good sea and sweet life, or for a longer trip to discover the beauty of southern Italy, the Italy, sailing vacations in Ischia, Capri, Procida and the other pearls of the Gulf of Naples the other pearls of the Gulf of Naples know how to surprise everyone.
26
experiences
26
experiences
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Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
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Find out more about the skipper and travellers who have already booked the holiday, to find out more about the
Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Yacht sailing holidays & skippered tours in the Gulf of Naples and Amalfi Coast
597 reviews
April 25th: Whale watching expedition with WWF guide between the Amalfi Coast, Ischia and Capri
05/4/2025
Daniela M.
-
Italy
Capri LightBlue and Positano BluSKy
04/14/2025
Stella A.
-
Argentina
New Year's Eve 2024 on the Amalfi Coast - All inclusive
01/3/2025
Ilaria C.
-
Italy
New Year's Eve in the Gulf of Naples
01/2/2025
susanna s.
-
Italy
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Positano, Amalfi and Cetara are just some of the best destinations for a sailing or catamaran holiday in the Gulf of Naples.
Guide to the Amalfi Coast on a sailing boat
Enchanted landscapes and elegant haunts, thermal springs and seabeds full of surprises, simplicity and glamour: there is more than one reason to choose these timeless islands as a destination for a yachting holiday in stages.
Guide to Capri, Ischia and Procida on a sailing boat
Tuscany, Sardinia, the Aeolian Islands and Liguria are just some of the most beautiful destinations for a sailing or catamaran holiday, let's discover them all!
Guide to Italy on a sailing boat
An alternative to the sailboat, the catamaran is an ideal choice for those who do not want to give up comfort and convenience and for a first vacation at sea.
Guide to the catamaran vacations
Set out alone and return enriched by an unparalleled baggage of freedom, new friendships and lasting bonds. It is on a sailboat that an adventure as a solo traveler turns into a unique sharing experience.
Guide to solo travellers sailing holidays
To leave with one's family and return home enriched by an unparalleled baggage of adventure, bonds and indelible memories.
What to know before you go sailing with your family?
Have you ever wondered if there is a vacation that is both the best for children and parents? The answer is yes, and it is indeed on a sailboat!
uide to sailing vacations with children
Naples & Amalfi Coast: the best travel ideas
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