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Whole boat with skipper yacht sailing holidays & tours in Naples & Amalfi Coast

Discover more than 16 opportunities to get on board a Whole boat with skipper adventure in Naples & Amalfi Coast. A unique experience with a local skipper, starting at €350 a week.

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4.8

Super!

From the Pontine to the Amalfi Coast by sailboat

Italy: Naples & Amalfi Coast

8 days - 7 nights

4 departures available

July - September

Starting from

€660

Per person

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4.8

Super!

Capri LightBlue and Positano BluSKy

Italy: Naples & Amalfi Coast

3 days - 2 nights

5 departures available

September - October

Starting from

€294

Per person

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4.8

Super!

7 days between Capri, Amalfi and Sorrento: dream sailing cruise

Italy: Naples & Amalfi Coast

7 days - 7 nights

2 departures available

August

€950

Per person

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4.8

Super!

All Inclusive Tour: Capri, Amalfi, Cetara, and Sorrento

Italy: Naples & Amalfi Coast

5 days - 5 nights

One departure available

August

€1,115

Per person

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4.8

Super!

All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento

Italy: Naples & Amalfi Coast

6 days - 6 nights

3 departures available

July - September

Starting from

€1,385

€1,316

Per person

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4.8

Super!

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

Italy: Naples & Amalfi Coast

7 days - 7 nights

3 departures available

August

€999

Per person

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4.8

Super!

All-Inclusive Sailing: Capri, Positano, Amalfi and Sorrento Coast

Italy: Naples & Amalfi Coast

3 days - 2 nights

2 departures available

July

€865

Per person

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4.8

Super!

3 days - Sorrento, Capri, Positano, Amalfi - Luxury Sailing Yacht

Italy: Naples & Amalfi Coast

3 days - 2 nights

27 departures available

July - October

Starting from

€1,325

Per person

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4.8

Super!

Capri and Amalfi Coast by CATAMARAN BALI 4.3 ALL INCLUSIVE

Italy: Naples & Amalfi Coast

3 days - 2 nights

5 departures available

July - October

Starting from

€1,800

Per person

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4.7

Whale watching cruise with WWF guide between the Amalfi Coast, Ischia and Capri

Italy: Naples & Amalfi Coast

5 days - 6 nights

One departure available

July

€1,009

€959

Per person

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4.7

Long weekend of whale watching with a WWF guide between the Amalfi Coast, Ischia and Capri

Italy: Naples & Amalfi Coast

3 days - 3 nights

2 departures available

September

€452

€429

Per person

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4.8

Two hearts and a sailboat: discovering the Phlegrean Islands

Italy: Naples & Amalfi Coast

2 days - 2 nights

13 departures available

July - October

Starting from

€312

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 - Whole boat with skipper yacht sailing holidays & tours in Naples & Amalfi Coast

76 reviews

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Weekend of sea and colors between Ischia, Procida and Vivara

07/1/2025

Lucia M.

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Italy

Primo weeekend trascorso in barca a vela con Spasso a vela, sotto consiglio della mia amica, ed è stata un’esperienza unica! Lo skipper Emiliano e la sua fantastica moglie Ida hanno reso l’intero weekend rilassante e divertente facendoci scoprire le bellezze di Ischia e Procida e calette sconosciute dai turisti ma veri e propri angoli di paradiso! SUPER CONSIGLIATO e sicuramente io e la mia amica torneremo il prossimo anno per una nuova avventura 😝
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Weekend of sea and colors between Ischia, Procida and Vivara

07/1/2025

Floriana S.

Reduce dall esperienza fantastica dell anno scorso, anche quest'anno ho prenotato un weekend in barca a vela con Spasso a vela. Emiliano si conferma una garanzia, professionalità e calma fanno di lui lo skipper perfetto, quest'anno ho avuto la fortuna di conoscere anche la sua fantastica moglie Ida, che dal primo istante mi è entrata nel cuore con la sua dolcezza e allegria. Un weekend indimenticabile, mare da sogno, relax e divertimento garantito. Io e la mia amica (con cui sono partita) abbiamo lasciato un pezzettino di cuore su quella barca. Spero di ritornarci anche il prossimo anno
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Weekend of sea and colors between Ischia, Procida and Vivara

07/1/2025

Gennaro A.

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Italy

Un weekend piacevole in compagnia di Ida ed Emiliano. Con SPASSO A VELA ogni esperienza è sempre emozionante ed anche nelle difficoltà si mostrano sempre pronti e decisi. Ci rivediamo a settembre...direzione Ventotene!
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Long weekend of whale watching with a WWF guide between the Amalfi Coast, Ischia and Capri

06/25/2025

NINA B.

-

Italy

Bellissimo viaggio, guidato e accompagnato con cura e sapienza!

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