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Whole boat with skipper yacht sailing holidays & tours in Liguria

Discover more than 18 opportunities to get on board a Whole boat with skipper adventure in Liguria. A unique experience with a local skipper, starting at €350 a week.

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4.9

Super!

Gulf of Poets

Italy: Liguria

3 days - 2 nights

4 departures available

August - September

Starting from

€280

Per person

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4.9

Super!

Gulf of Poets and Cinque Terre

Italy: Liguria

2 days - 2 nights

2 departures available

July - September

€400

Per person

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New

Week end in Costa Azzurra

Italy: Liguria

2 days - 2 nights

3 departures available

June - July

Starting from

€300

€270

Per person

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5.0

Super!

Weekend with wine tasting between Santa Margherita Ligure and Portofino

Italy: Liguria

2 days - 2 nights

One departure available

June

€289

€246

Per person

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New

Learn to sail in Liguria: First level sailing course

Italy: Liguria

2 days - 1 night

2 departures available

August - September

€220

Per person

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4.7

Tuscany and Liguria, we sail between the Apuan Alps and the Gulf of Poets

Italy: Liguria

2 days - 2 nights

6 departures available

June - August

Starting from

€260

Per person

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5.0

Let's discover Portovenere and Lerici together

Italy: Liguria

3 days - 3 nights

4 departures available

August - September

Starting from

€590

Per person

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5.0

Let's discover Portofino, Santa Margherita and Sestri Levante together

Italy: Liguria

2 days - 2 nights

7 departures available

July - November

Starting from

€380

Per person

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5.0

It's time for sun and sea!

Italy: Liguria

2 days - 1 night

6 departures available

June - September

Starting from

€330

Per person

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New

Daily trip to discover the Gulf of Poets

Italy: Liguria

1 day - 0 nights

One departure available

June

€1,000

Per person

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New

Weekend in the Gulf of Tigullio between seaside villages and sailing

Italy: Liguria

2 days - 2 nights

One departure available

July

€350

Per person

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Bachelorette Party

Italy: Liguria

1 day - 0 nights

22 departures available

June - September

Starting from

€145

€138

Per person

Why book a holiday with Sailsquare?

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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

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

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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 Liguria

264 reviews

June 2 - cetacean watching expedition in the Pelagos Sanctuary with WWF guide

06/10/2026

Guido F.

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IT

Beautiful experience. The enthusiasm and ability to involve biologists is remarkable. The only pity we never sailed.

Gulf of Poets and Cinque Terre

06/9/2026

Guido C.

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IT

Wonderful holiday, magnificent skipper

It's time for sun and sea!

06/8/2026

Benedetta D.

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IT

Climbing [hidden] is like entering Carlo's house. A hospitable, caring and attentive friend. His boat is beautiful, comfortable but above all maintained with care and with the dedication of a passionate person. Carlo managed to convey his love for the sea and gave us a wonderful weekend of relaxation and approach to the magical world of sailing. I can only recommend this experience and I hope to get back on board as soon as possible!!
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June 2 long weekend on a catamaran in the Cinque Terre

06/7/2026

LUCA M.

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IT

what can I say ... formally it was only 96 hours along the Ligurian Levante ... but on the sea time passes along like the waves and on board Cassiopeia navigation envelops you as gently as the wind towards the coast ... But what turned a long weekend into a special experience was a set of ingredients... a nice crew with intelligent children attracted more by the sea than by a tablet ... A comfortable and spacious catamaran ... but above all Antonio, a captain who makes the difference by pampering the crew, preparing delicious food and always sailing in total safety: absolutely recommended!

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