header cover

Monohull yacht sailing holidays & tours in Tuscany

Discover more than 124 opportunities to get on board a Monohull adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

124

experiences

cover image
avatar image

4.5

Sailing on the Island of Elba

Duration:

3 days - 4 nights

Italy:

Tuscany

avatar placeholder

Elettra

has booked

€350

Per person

cover image
avatar image

4.9

Between sunsets and aperitifs on a sailing boat

Duration:

7 days - 6 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€400

Per person

cover image
avatar image

4.6

April 25 between the Tuscan islands and North Corsica.

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar placeholder

Riccardo

has booked

€350

Per person

cover image
avatar image

5.0

April 25th long weekend between Elba and Corsica

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€450

Per person

cover image
avatar image

4.8

LONG WEEKEND 25 April barefoot: 4 days between Capraia and the island of Elba

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder
avatar placeholder

+4 travellers

have booked

€349

Per person

cover image
avatar image

4.2

Ponte del 25 Aprile in navigazione con rotta per la Capraia.

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder
avatar placeholder

+4 travellers

have booked

€435

Per person

cover image
avatar image

5.0

Long weekend in Capraia and North Corsica

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder
avatar placeholder

+6 travellers

have booked

€375

Per person

cover image
avatar image

4.9

Long weekend of April 25 in Elba, Corsica and Capraia

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder
avatar placeholder

+4 travellers

have booked

€405

Per person

cover image
avatar image

5.0

Capraia and Corsica: 2 islands in 4 days!

Duration:

4 days - 3 nights

Italy:

Tuscany

avatar placeholder
avatar placeholder

+2 travellers

have booked

€395

Per person

cover image
avatar image

4.0

AUTONOMY Course

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€680

Per person

cover image
avatar image

5.0

Offshore cruise course in the Tuscan archipelago with PROFESSIONAL SKIPPER AND COOK 

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€475

€500

Per person

cover image
avatar image

5.0

Long weekend of April 25th between sea, land and good food for only 4 guests

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder

+2 travellers

have booked

€420

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 - Monohull yacht sailing holidays & tours in Tuscany

2793 reviews

avatar placeholder

Veleggiata verso il farò di Cecina con Aperitivo a bordo

04/11/2024

maurizio r.

-

Italy

Grazie per la bella domenica di relax in barca Maurizio e Giuliana
avatar image

A weekend of sailing between Capraia and the island of Elba

03/20/2024

davide C.

-

Italy

Enrico è un comandante che sa mettervi a proprio agio in un equilibrio di libertà e professionalità . Se vi piace oltre al vento il buon cibo siete sulla barca giusta ..
avatar placeholder

Weekend on the Island of Elba...Hostess on board

10/9/2023

Barbara B.

-

Italy

la professionalità e la compagnia di Vittorio e Giulia ci hanno regalato un week end bellissimo. Affidabili, super disponibili e divertenti Consigliatissimo!!!
avatar image

Elba... the scents, the sea and its colors!

10/9/2023

Lucia I.

-

Italy

Ivo molto bravo e professionale .beliissima esperienza

Customer Support

nightLifeGeneralInfo

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!

search

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!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964