experiences

4.9

Super!

Gulf of Poets and Cinque Terre

Italy: Liguria

2 days - 2 nights

2 departures available

July - September

€400

Per person

4.9

Super!

Gulf of Poets

Italy: Liguria

3 days - 2 nights

5 departures available

August - September

Starting from

€280

Per person

New

Learn to sail in Liguria: First level sailing course

Italy: Liguria

2 days - 1 night

2 departures available

August - September

€220

Per person

5.0

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

Italy: Liguria

2 days - 2 nights

5 departures available

June - August

Starting from

€260

Per person

New

Week end in Costa Azzurra

Italy: Liguria

2 days - 2 nights

3 departures available

June - July

Starting from

€300

€270

Per person

5.0

Weekend with wine tasting between Santa Margherita Ligure and Portofino

Italy: Liguria

2 days - 2 nights

2 departures available

June

Starting from

€289

€246

Per person

5.0

It's time for sun and sea!

Italy: Liguria

2 days - 1 night

One departure available

June

€330

Per person

5.0

Let's discover Portovenere and Lerici together

Italy: Liguria

3 days - 3 nights

5 departures available

August - September

Starting from

€590

Per person

5.0

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

Italy: Liguria

2 days - 2 nights

10 departures available

June - November

Starting from

€380

Per person

New

Daily trip to discover the Gulf of Poets

Italy: Liguria

1 day - 0 nights

One departure available

June

€1,000

Per person

New

Weekend Portovenere & Portofino: wonders of Liguria

Italy: Liguria

3 days - 2 nights

One departure available

€0

Per person

New

Ligurian silences

Italy: Liguria

2 days - 2 nights

One departure available

June

€350

Per person

Why book a holiday with Sailsquare?

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

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 more about the skipper and travellers who have already booked the holiday, to find out more about the

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

259 reviews

Gulf of Poets

06/2/2026

Flavia B.

Giovanni is the most beautiful discovery of this trip. After so many bad experiences, finally a person attentive to the needs of the crew, reserved but at the same time open and welcoming. Thanks to him we discovered magnificent coves, stories and magical places. We will definitely be back!

April 25th: cetacean watching expedition in the Pelagos Sanctuary with WWF guide

04/28/2026

Michele B.

Relatively short but interesting sea outing, with an excellent skipper and WWF experts. On board a nice and multinational company. There has been no shortage of dolphin sightings.

Easter: Whale Watching Expedition in Pelagos Sanctuary with WWF Guide

04/8/2026

Agnese F.

Unique experience, with excellent chances of whale sighting. In 3 days we made 3 close sightings of dolphins and bottlenose dolphins

Easter: Whale Watching Expedition in Pelagos Sanctuary with WWF Guide

04/7/2026

Sara B.

Competent and nice skipper. Biology as well. The experience was very nice and fun, even for my daughter despite being seasick at times. Nice collaboration with the other participants too

Customer Support

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!

Call us at

+44 20 3514 4220

Read our

Contact & Support

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!