experience

4.1

Weekend Elba or Capraia

Italy: Tuscany

2 days - 2 nights

5 departures available

January - February

Starting from

€300

€270

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 - Yacht sailing holidays & skippered tours in Italy

14258 reviews

Long weekend among the queens of the archipelago - Elba and Capraia

07/24/2026

Eleonora F.

We couldn't have wished for a better skipper! Very professional but easy-going, prepared, always kind and available for any need. The boat is very well equipped and well organized. He made us experience the real thrill of sailing by explaining all the details of sailing. Highly recommended, we will definitely return to the sea with him! We saw beautiful places, a variety of coves and a super blue sea! THANK YOU EDO!

Emerald Flotilla: La Maddalena Archipelago with Velasquez

07/24/2026

Donato F.

Claudio was an attentive and caring skipper but at the same time nice and fun! It was a pleasure to sail with him in the Maddalena archipelago and through the Strait of Bonifacio, with an eye always attentive to the weather conditions to do everything safely! Super recommended!

Emerald Flotilla: La Maddalena Archipelago with Velasquez

07/24/2026

Stefano Carlo V.

Fantastic holiday Wonderful boat and prepared and engaging skipper ... holiday 🔝

The Island of Elba, to make you live a special experience!

07/24/2026

Filippo C.

Livio is an attentive and scrupulous skipper, a connoisseur of Elba, but also a nice and jovial person with whom to spend quality time. Highly recommended as a first experience.

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!