• Sign up
  • Log in
Sailsquare
      • All Greece
      • Ionian Islands
      • Cyclades
      • Dodecanese
      • Saronic Islands and Athens area
      • All Italy
      • Northern Sardinia
      • Aeolian Islands
      • Aegadian islands
      • Tuscany
      • Liguria
      • Pontine Islands
      • Amalfi Coast
      • All Spain
      • The Balearic Islands
      • Andalusia
      • Catalunya
      • Galicia
      • Valencia
      • All Caribbean
      • BVI - British Virgin Islands
      • Antigua and Barbuda
      • Cuba
      • Grenadines & Martinique
      • Guadeloupe
      • Bahamas
      • Belize
      • All Indian Ocean
      • Bali
      • The Maldives
      • Mauritius
      • Seychelles
      • Corsica
      • French Riviera and Porquerolles
      • Brittany and Normandy
      • Split Archipelago
      • Kornati Islands
      • Turkey
      • French Polynesia
      • Norway
      • Adventure
      • Courses & regatta
      • Day trips
      • Flotilla
      • Offshore
      • Sport & wellness
      • WWF Sailing Cruises
      • Whole boat with skipper
      • All inclusive
      • Crewed
      • Catamaran
      • Gulet and sailing ship
      • Monohull
      • Mediterranean
      • Families
      • Couples
      • Solo Travellers
      • Exotic
      • Whale watching
  • Rent a boat
  • Call us
    +44 20351 44220
    • ITA
    • FRA
    • DEU
    • ESP
  • You have 0 messages!
  • 0 new alerts for you!
  • Message area
  • Holiday wishlist
  • My profile
  • Edit account
  • Log out
      • All Greece
      • Ionian Islands
      • Cyclades
      • Dodecanese
      • Saronic Islands and Athens area
      • All Italy
      • Northern Sardinia
      • Aeolian Islands
      • Aegadian islands
      • Tuscany
      • Liguria
      • Pontine Islands
      • Amalfi Coast
      • All Spain
      • The Balearic Islands
      • Andalusia
      • Catalunya
      • Galicia
      • Valencia
      • All Caribbean
      • BVI - British Virgin Islands
      • Antigua and Barbuda
      • Cuba
      • Grenadines & Martinique
      • Guadeloupe
      • Bahamas
      • Belize
      • All Indian Ocean
      • Bali
      • The Maldives
      • Mauritius
      • Seychelles
      • Corsica
      • French Riviera and Porquerolles
      • Brittany and Normandy
      • Split Archipelago
      • Kornati Islands
      • Turkey
      • French Polynesia
      • Norway
      • Adventure
      • Courses & regatta
      • Day trips
      • Flotilla
      • Offshore
      • Sport & wellness
      • WWF Sailing Cruises
      • Whole boat with skipper
      • All inclusive
      • Crewed
      • Catamaran
      • Gulet and sailing ship
      • Monohull
      • Mediterranean
      • Families
      • Couples
      • Solo Travellers
      • Exotic
      • Whale watching
  • Rent a boat
  • Call us
    +44 20351 44220
    • ITA
    • FRA
    • DEU
    • ESP
  • ITA
  • FRA
  • DEU
  • ESP
Catamaran yacht sailing holidays & tours in Tuscany

Catamaran yacht sailing holidays & tours in Tuscany

Discover all the experiences for your next catamaran sailing adventure in Tuscany. Book your dream holiday starting at €600 a week.

  • Sailing Holidays
  • Italy
  • Tuscany
  • Catamaran

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 3 June - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.113€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 10 June - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.113€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 17 June - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.179€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 24 June - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.179€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 1 July - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.179€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 8 July - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.325€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 15 July - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.325€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 22 July - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.325€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 29 July - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.564€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 5 August - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.564€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 12 August - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.564€ Per person
  • confirmed
    whole boat only

    Cruise aboard a catamaran to discover the Tuscan archipelago

    from 19 August - 6 nights
    Tuscany Italy
    Reserve this boat!
    (8 spots available)
    1.179€ Per person
  • 1
  • 2

Why you should book a holiday with Sailsquare?

Location point above a wave

The leading sailing holiday marketplace

25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.

Two people with sailor hats

Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

A boat with a magnifier above it

Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

Two coins with a currency on top

Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

Reviews - Catamaran yacht sailing holidays & tours in Tuscany

76 reviews
20 / 10
Valerio P.

Valerio P.

review about Catamaran sailing to the island of Elba June 2022

10 / 10
Experienced captain, attentive to the needs of the crew and very kind in the ways. What more could you ask for? grade 10 laude
Benedetta G.

Benedetta G.

review about Two days in Porto Azzurro ELBA departure and return aboard the catamaran, Captain Marco's sailing ship June 2021

10 / 10
Beautiful weekend, wonderful places and an excellent captain. I will definitely be back.
Stefania C.

Stefania C.

review about Catamaran Cruise 421 Lagoon - Tuscan Archipelago and Corsica July 2020

10 / 10
Beautiful holiday of maximum relaxation, grilling and good drinks. Rino super captain, the catamaran puts him there right in those two cm where he decides. Francesco great help and very helpful person. Experience definitely to be replicated, we can't wait to get back into the sea with Captain Jack. No parolisms but facts!!!! thanks for everything! Stefania, Roberto, Christian, Ileana and Stefano
Mauro M.

Mauro M.

review about Catamaran vacation in Corsica with skipper August 2019

10 / 10
It was a fantastic week, we sailed in a beautiful sea, doing many baths in coves and magnificent beaches! A unique complicity has been created on board... I would leave immediately!
ROBERTA F.

ROBERTA F.

review about Island of Elba by catamaran July 2019

10 / 10
A wonderful experience thanks to the professionalism, friendliness and skills of the skipper and the great Alberto.
Caterina D.

Caterina D.

review about super-comfortable weekend catamaran in Giannutri and Giglio July 2018

10 / 10
Beautiful weekend in giannutri and lily, the catamaran is very spacious and comfortable, excellent service on board, we did not move a finger and everything was perfect thanks to the great Franco who pampered us throughout the holiday not missing anything! Thanks to Fabio for taking us to wonderful places!
Tommaso B.

Tommaso B.

review about Last minute x Elba Capraia Northern Corsica August 2017

10 / 10
Wonderful person, excellent Skipper & cook, he "pampered" us throughout the holiday ..... what to say ... everything perfect !!!!
Eli M.

Eli M.

review about Week end in catamarano June 2017

10 / 10
M E R A V I G L I O S O O O Stefano and Kira with the sweet Giotto are wonderful. We already have them in our hearts and we hope to see them again soon! Super recommended!!!
Trustpilot

Customer Support

Would you like some support using the platform? We've (almost) always got the answers!

Call us at +44 20351 44220 Check out our Help page

Can't find the perfect holiday for you?

Use our free holiday concierge tool - and let us find your dream sailing experience for you!

Let's find it together!

Let's talk Sailsquare

Huffpost Sailing Today Yahoo!
Sailsquare press review

Sailsquare

  • Team
  • Careers
  • Press Room
  • Press Releases
  • Sustainable Tourism
  • General Terms & Conditions
  • Privacy

Travellers

  • Contact & Support
  • Blog
  • Customer Reviews
  • Sailsquare Concept
  • Ambassador Program
  • Traveller policy

Skippers & Businesses

  • List a holiday
  • Contact & Support
  • Provider Policy
  • Code of Conduct

Follow us on

Facebook Instagram Youtube Sailsquare blog

Secure online payments

Mastercard Visa America Express Apple Pay

Top Destinations

  • Italy
  • Greece
  • Aeolian Islands
  • Tuscany
  • Northern Sardinia
  • Ionian Islands
  • Caribbean
  • Pontine Islands
  • Lake Garda
  • Aegadian islands
  • Cyclades
  • Croatia
  • Spain
  • Liguria
  • The Balearic Islands
  • French Riviera and Porquerolles
  • Sicily
  • Amalfi Coast
  • Gulf of Naples
  • Southern Sardinia
  • Seychelles
  • Grenadines & Martinique
  • Split Archipelago
  • French Polynesia
  • Dodecanese
  • Brittany and Normandy
  • Saronic Islands and Athens area
  • Guadeloupe
  • Corsica
  • Canary Islands

Top Travel Ideas

  • Adventure
  • Catamaran
  • Courses & regatta
  • Day trips
  • Flotilla
  • Gulet and sailing ship
  • Monohull
  • Offshore
  • Sport & wellness
  • Whole boat with skipper
  • All inclusive
  • Crewed
  • WWF Sailing Cruises
© 2023 Sailsquare Srl - Società Benefit • All rights reserved - VAT 07860990964