header cover

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.

21

experiences

cover image
avatar image

5.0

Gulf of Naples, Pontine, Amalfi Coast... Sailing in comfort!

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar placeholder
avatar placeholder

+24 travellers

have booked

Starting from

€1,100

€1,490

Per person

cover image
avatar image

4.8

Super!

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

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar image
avatar image

+18 travellers

have booked

€798

€998

Per person

cover image
avatar image

5.0

Super!

Sailing cruise to the Pontine Islands with boarding from Procida

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar placeholder
avatar placeholder
avatar placeholder

+3 travellers

have booked

€750

€920

Per person

cover image
avatar image

5.0

Super!

Sailing in company: Cilento Cost from Procida to Marina di Camerota

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar placeholder
avatar placeholder

+2 travellers

have booked

€790

€950

Per person

cover image
avatar image

4.7

La Flottiglia Mediterranea: Capri, Ischia, Procida e le isole Pontine

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar placeholder
avatar placeholder

+7 travellers

have booked

€990

€1,174

Per person

cover image
avatar image

5.0

Super!

On Ulysses' route to the Amalfi and Cilento Coasts

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

avatar placeholder
avatar placeholder
avatar placeholder

+6 travellers

have booked

€890

€1,050

Per person

cover image
avatar image

5.0

Super!

Week on a boat in Ponza Ventotene Ischia Procida COMFORTABLE! MAX 4 Pers

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€855

€950

Per person

cover image
avatar image

4.7

Meravigliosa crociera in Catamarano a vela in Cilento

Duration:

5 days - 6 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar image
avatar image

+49 travellers

have booked

Starting from

€936

€1,040

Per person

cover image
avatar image

5.0

Long weekend between Amalfi, Positano and Capri

Duration:

3 days - 2 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar image
avatar image

+10 travellers

have booked

€461

€500

Per person

cover image
avatar image

4.6

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

Duration:

2 days - 2 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar image
avatar image

+49 travellers

have booked

Starting from

€261

€275

Per person

cover image
avatar image

4.6

Weekend of sea and colors between Ischia, Procida and Vivara

Duration:

2 days - 2 nights

Italy:

Naples & Amalfi Coast

avatar image
avatar image
avatar placeholder

+13 travellers

have booked

€237

€249

Per person

cover image
avatar image

3.0

Discovering the Divine Amalfi Coast

Duration:

7 days - 7 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

Starting from

€900

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

547 reviews

avatar image

Ischia: the green island on a sailing boat

07/26/2024

Maria Sara M.

-

Italy

Esperienza super! Barca confortevole, pulita ed ordinata. Umberto lo skipper ci ha accolto con la sua simpatia e professionalità, ci ha fatto esplorare posti meravigliosi, mettendoci a nostro agio. È anche un ottimo "chef"! Abbiamo avuto l'occasione di navigare un pochino a vela, siamo stati piacevolmente coinvolti. Grazie Umberto!
avatar image

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

07/24/2024

Mackenzie S.

-

United States

This was a great trip. The boat is modern, clean and comfortable. Our trip had 8 guests and the captain and we all could lay or sit outside parts of the boat as we sailed. Gennaro is friendly and communicative. It was clear he wanted everyone to be comfortable, providing multiple fans for the bedrooms, pillows for the top of the boat to lie on, biodegradable shampoo and conditioner. It was a great trip.
avatar placeholder

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

07/24/2024

Valentina R.

-

Italy

L'esperienza con il nostro skipper Gennaro è stata semplicemente indimenticabile. Gennaro si è dimostrato un professionista competente e capace, sempre attento alle nostre esigenze e pronto a farci sentire come a casa. La sua conoscenza del mare e delle tecniche di navigazione ha garantito un viaggio sicuro in posti incantevoli. Inoltre, la sua gentilezza e disponibilità hanno reso l'intera esperienza ancora più speciale. Non vediamo l'ora di ripetere questa avventura e consigliamo vivamente Gennaro a chiunque desideri vivere un'esperienza unica e memorabile in barca a vela.
avatar placeholder

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

07/22/2024

Mariella D.

-

Italy

Weekend meraviglioso. Era la mia prima esperienza di weekend in barca. Barca affidabile e senza nessun problema. Gennaro in ogni momento è stato preciso e affidabile. Ha lavorato molto sia prima che durante il viaggio consentendoci di godere della bellezza del mare e dei posti visitati in piena sicurezza. Sempre gentile, disponibile, sorridente si è messo a completa disposizione.

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

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

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964