experiences

5.0

Super!

Weekend catamaran in Portovenere and Cinque Terre

Italy: Liguria

3 days - 2 nights

One departure available

September

€212

Per person

5.0

New

Learn to sail in Liguria: First level sailing course

Italy: Liguria

2 days - 1 night

One departure available

October

€220

Per person

5.0

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

Italy: Liguria

2 days - 2 nights

6 departures available

September - November

Starting from

€380

Per person

5.0

It's time for sun and sea!

Italy: Liguria

2 days - 1 night

One departure available

October

€350

Per person

5.0

Mindfulness, the here and now... on the sea!

Italy: Liguria

2 days - 1 night

One departure available

October

€450

Per person

Bachelorette Party

Italy: Liguria

1 day - 0 nights

4 departures available

September

Starting from

€145

Per person

5.0

New

Basic and advanced sailing courses

Italy: Liguria

2 days - 1 night

4 departures available

October - November

€220

€198

Per person

4.7

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

Italy: Liguria

2 days - 2 nights

2 departures available

April - October

Starting from

€280

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

303 reviews

Gulf of Poets

09/8/2026

Silvia R.

The skipper Giovanni welcomed us on board impeccably. He was courteous, helpful and involved us in the different moments of life on the boat. The view of the Gulf was much appreciated but the short journeys do not allow you to take full advantage of the sail (even if Giovanni promptly organized sailings).

Gulf of Poets

09/8/2026

Silvia M.

Giovanni super skipper, kind, helpful is a super pleasant company! Very nice destination, especially on the first day of sailing. Definitely recommended experience!

Gulf of Poets and Cinque Terre

09/7/2026

Davide A.

3 wonderful days! Giorgio and Francesca pampered us! Lunches in wonderful coves, even a BBQ on board! In the evening dinner in a small bay, we couldn't ask for anything better. We saw all the places of the 5 terre, Porto Venere, the graces... Too bad there wasn't much wind but the boat is really beautiful and very comfortable! Thank you and hope to see you soon! Highly recommended experience!

Gulf of Poets

09/7/2026

Marco G.

All good

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!