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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.

10

experiences

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4.9

The pearls of the Tyrrhenian Sea: Capri, Ischia, Procida, Ventotene and the Amalfi Coast

Duration:

6 days - 7 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€941

€990

Per person

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4.9

Long weekend between Amalfi, Positano and Capri

Duration:

3 days - 2 nights

Italy:

Naples & Amalfi Coast

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4 travellers

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€333

€350

Per person

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4.8

Super!

An unforgettable week between Capri, Positano, Amalfi, Ischia, Procida...

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

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24 travellers

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€999

Per person

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4.8

Two hearts and a sailboat: discovering the Phlegrean Islands

Duration:

2 days - 2 nights

Italy:

Naples & Amalfi Coast

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9 travellers

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Starting from

€225

Per person

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4.5

Premium

Capri Dream Premium - Catamaran cruise full board

Duration:

6 days - 7 nights

Italy:

Naples & Amalfi Coast

Starting from

€1,260

Per person - min 2 pax

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4.8

Super!

Capri LightBlue and Positano BluSKy

Duration:

3 days - 2 nights

Italy:

Naples & Amalfi Coast

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10 travellers

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Starting from

€288

Per person

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4.9

Tre giorni tra Amalfi, Positano, Ischia, Procida

Duration:

4 days - 3 nights

Italy:

Naples & Amalfi Coast

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4 travellers

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Starting from

€370

Per person

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4.8

Easter on the Amalfi Coast - Sail through beauty and history

Duration:

3 days - 2 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€400

Per person

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4.8

April 25 on the Amalfi Coast - Sail between Beauty and History

Duration:

3 days - 2 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€400

Per person

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4.8

Long weekend on the Amalfi Coast - Sail between Beauty and History

Duration:

4 days - 3 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€530

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

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

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

596 reviews

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New Year's Eve 2024 on the Amalfi Coast - All inclusive

01/3/2025

Ilaria C.

-

Italy

Straordinario skipper , grande capacità di unire persone interessanti esperienza che intendo rifare proprio con questa barca questo skipper e la qualità delle sue scelte
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New Year's Eve in the Gulf of Naples

01/2/2025

susanna s.

-

Italy

un esperienza bellissima con un comandante e uno skippper meravigliosi . Giorni indimenticabili
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New Year's Eve 2024 on the Amalfi Coast - All inclusive

01/2/2025

Gabriella M.

-

Italy

È stata una piacevole vacanza in ottima compagnia. Lo skipper Fabrizio è una persona competente, simpatica e molto disponibile, oltre ad essere un ottimo cuoco
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Capri Light-Blue, Positano blu-sky, Amalfi history-dreams

09/30/2024

Barbara M.

-

Italy

Barca bella e pulitissima! Gennaro competente ed accogliente. La destinazione vale più giorni.

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Guides & tips


Amalfi Coast

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

Capri, Ischia and Procida

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

Italy

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

Catamaran vacations

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

Singles and solo travellers

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

Sailing vacations for families

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?

Sailing with children

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

Other travel ideas

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