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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.

12

experiences

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4.5

In the blue of Capri and the infinity of the Amalfi Coast

Duration:

2 days - 2 nights

Italy:

Amalfi Coast

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+35 travellers

have booked

Starting from

€261

€275

Per person

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4.8

Capri LightBlue e Positano BluSKy

Duration:

2 days - 2 nights

Italy:

Amalfi Coast

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+2 travellers

have booked

€249

Per person

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Magic charter Sorrento Capri Amalfi Positano

Duration:

4 days - 3 nights

Italy:

Amalfi Coast

Give this experience a try!

€750

Per person

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4.0

Magical Amalfi Coast, Capri, Ischia and Procida by Catamaran

Duration:

6 days - 7 nights

Italy:

Amalfi Coast

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+6 travellers

have booked

Starting from

€1,250

Per person

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4.8

Weekend between Amalfi, Positano and Capri

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

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+19 travellers

have booked

€450

Per person

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4.8

Sorrento Coast, Capri, Positano, Amalfi. Inclusive.

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

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+6 travellers

have booked

Starting from

€550

Per person

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5.0

Long weekend between Amalfi, Positano and Capri

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

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+10 travellers

have booked

€450

Per person

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4.8

Sail & Tour: Sorrento, Capri, Positano, Amalfi - with 2 nights in villa

Duration:

5 days - 4 nights

Italy:

Amalfi Coast

Give this experience a try!

€995

Per person

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4.8

Capri Light-Blue, Positano blu-sky, Amalfi history-dreams

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

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+14 travellers

have booked

€333

Per person

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5.0

Amalfi Coast with Capri - Ischia and Procida

Duration:

6 days - 7 nights

Italy:

Amalfi Coast

Give this experience a try!

Starting from

€808

€850

Per person

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4.8

Procida, Capri, Positano, Amalfi, Hiking from Ravello... Inclusive

Duration:

6 days - 6 nights

Italy:

Amalfi Coast

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+6 travellers

have booked

€1,100

Per person

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4.8

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

Duration:

6 days - 7 nights

Italy:

Amalfi Coast

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+2 travellers

have booked

€998

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

236 reviews

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In the blue of Capri and the infinity of the Amalfi Coast

05/15/2024

simona b.

Esperienza stupenda! Grazie per la disponibilità e la simpatia ! A presto!
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In the blue of Capri and the infinity of the Amalfi Coast

05/13/2024

Luigi P.

-

Italy

Tutto fantastico.Ti mettono a tuo agio e ti permettono di vivere il mare in un modo unico.Non è una vacanza ma un’esperienza che ti lascia il segno. Complimenti a Gennaro e tutto il suo team
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Ventotene by sailing boat from Naples

10/16/2023

Manuela M.

Come chiudere “l’estate” in bellezza? Con un week da sogno a Ventotene con Gennaro ed Emiliano! Le aspettative non vengono mai disattese …e ci salutiamo sperando nella benevolenza del meteo per poter dire la settimana prossima… noi siamo ancora qui! L’estate non è finita! Incrociamo le dita!
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Weekend of sea and colors between Ischia, Procida, Vivara and the Phlegraean fields

10/16/2023

Manuela M.

Quando vuoi avere la certezza di passare un eccellente week and a vela …..non puoi che scegliere Gennaro ed Emilano! Compagni di viaggio ke diventano amici, cibo eccellente preparato con amore dalla ormai carissima Raffaella, richieste improbabili tutte accontentate, barca sempre al top ma soprattutto loro, Gennaro ed Emiliano che fanno la differenza!

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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

Amalfi Coast: the best travel ideas

Other travel ideas

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