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Charter a sailboat in Tuscany

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A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
A day cruise on a beautiful sailboat,
sailing through the heart of the Tuscan archipelago.
Marina di Grosseto, Italy
5.0
(5)

A day cruise on a beautiful sailboat, sailing through the heart of the Tuscan archipelago.

Owner as skipper
Super owner
Sailboat
9 hours · For groups of up to 8 people

From
€500

Instant booking
Our client reviews
4.9 / 5
Score calculated based on 671056 reviews
See all reviews

Boats Reviews

Reviews are displayed in chronological order
  • B
    Brendan
    Date of the review 4/29/26  ·  Date of the rental 4/29/26
    We have chartered many sailboats around the world, and this was the absolute BEST! Giuseppe was such a fun and kind host. He made us an incredible lunch with homemade ingredients, many from his garden. He was very knowledgeable, fun, and a safe captain. We sailed to a beautiful beach and paddle boarded in the clear blue water all day. His boat was very comfortable, clean, and well maintained. I would highly recommend booking a trip with Giuseppe for unforgettable memories. Grazie mille Giuseppe!
  • L
    Lauren
    Date of the review 10/11/25  ·  Date of the rental 9/11/25
    We had a great trip however due to weather conditions we stayed in one spot for 8 hours, when asked if we could venture to another place later in the day, the captain said no which we totally understand due to safety, however on the trip back waters were calm and many boats on the water. Separately, our captain was very kind and helpful but tended to sit and stare the whole day which was slightly uncomfortable. Recommend having them move to a different part of the boat when possible to allow for some privacy.
  • F
    Fanny
    Date of the review 9/1/25  ·  Date of the rental 8/26/25
    Fabulous! Thank you so much to Barbara and Gianluca for hosting us on their lovely cosy sailboat. Friendliness, efficiency, discretion, and very attentive to security, we had a wonderful time on board and the beach our captain chose was perfect. Recommend 100%!
  • Alessandro - Settemari
    Alessandro - Settemari
    Date of the review 8/26/25  ·  Date of the rental 8/25/25
    Very nice and respectful guy, everything worked great. Till next time, take care

Rent a sailboat in Tuscany with Click&Boat

Tuscany is a region waiting to be discovered: the centre of Etruscan civilisation, the cradle of the Renaissance and the patron of some of the most beautiful landscapes in Italy. Organise your next holiday to discover its history and long traditions, and take a relaxing break and enjoy the beautiful blue sea.

The ideal solution? To rent a sailing boat in Tuscany with Click&Boat, to set sail in complete safety!

Discover all the offers available on the platform and find the perfect sailing boat for your trip. Would you like help in planning? Send a free request for a quote, an expert consultant will then assist you with your project and help you organize all the details.

Don't have a driver's license but don't want to miss out on your dream trip? Hire a sailing boat with captain in Tuscany and count on the experience of a professional sailor to navigate the most fascinating routes of the region, in total safety. Sail without worries and have a relaxing cruise with family or friends: it will be an unforgettable trip!


Still haven't got your ideas in order and looking for inspiration? Check out the various offers available at different destinations at Click&Boat:


What is the price of a sailboat rental in Tuscany?

The price of a sailboat rental in Tuscany is different depending on the time of year, size of the sailboat and the number of passengers. In general, the price of a sailboat rental in Tuscany is €4,100/week in the high season and €1,900/week in the low season for 8 people on board.

Rent a sailboat in Tuscany: the ideal way to explore the surroundings


Looking for an unforgettable and exciting trip? Rent a sailboat in Tuscany and let yourself be captivated by the charm of its natural landscape.

Tuscany has a 397 km long coastline overlooking the Ligurian and Tyrrhenian seas, where long stretches of sand alternate with stretches of wild and varied vegetation.

Browse through the many proposals of sailing boats in Tuscany for rent on Click&Boat and choose the most suitable port to start your sailing project: from the famous base of Punta Ala to those of Livorno, Marina di Salivoli and Piombino, which are generally more popular for trips to the island of Elba and other islands of the Tuscan archipelago.

Other popular ports in the area are Viareggio, from where you can easily reach the Cinque Terre National Park, San Vincenzo and Talamone, the latter being ideal for sailing towards the Argentario Promontory.

If you are in the southern part of the region, you can look for sailing boats for hire in Castiglioncello, Porto Santo Stefano or Porto Ercole and sail in peace and quiet in the surroundings.


Tuscany, culture and good food


Tuscany, the land of poets and artists, the centre with views of the stunning landscape, is undoubtedly one of the most fascinating regions in Italy.

  • Is there anything better than hiring a sailing boat with Click&Boat and taking the opportunity to discover the region from two different perspectives, from the heart of the cities and from the view of the open sea? By alternating between sailing and shore leave, you can get to know the history of the villages of Siena, Volterra and San Gimignano up close, discover the narrow streets of Lucca and go in search of Florence's cultural heritage.
  • Many palaces and museums are waiting to enchant you with their magical stories and memories of the successful artists who have left their mark on them. Dante, Petrarch and Macchiavelli, or even Botticelli, Leonardo Da Vinci and Michelangelo, but the list goes on and on.
  • If that's not enough, let yourself be won over by the aromas and flavours of Tuscan gastronomy, dishes and products so delicious they seduce even the most refined palate: from the Chianti wines to the wines of Val d'Orcia, from steaks based on Cinta Senese to the many dishes whose protagonist is the region's truffle.
  • Have you done the whole tour? Then set sail for an incredible boat trip to the island of Elba, the island of Giglio and the other islands of the Tuscan archipelago.
  • Hire a sailboat in Tuscany with Click&Boat and organize your next trip to discover one of the most beautiful regions of Italy: between the colors of the sea, the scents and the flavors of the cuisine, this place will conquer you from the first moment!


When is the best time to go to Tuscany?


You have found all the information you need to rent your sailing yacht, and now you want to know when to go?


When is the best time to go? The best time to go to Tuscany is from the end of April to the end of September, but if the climate is pleasant, you can already have sunny days in early April, ideal for sailing in peace and quiet.

The hottest months are on average July and August, but it is also possible to find refreshingly clear waters in June and September.

When November comes, the season usually changes, with cooler days and a high probability of rain. The weather tends to stay the same at least until March, when spring arrives and makes it possible to go boating again with quite warm sunny days.


Sailing holidays in Tuscany: how to do it?


Is a sailing holiday in Tuscany your dream trip? Then you are sure to be satisfied! But how do you organize your rental on Click&Boat, the world's leading boat rental platform?

If you already have a clear idea of the port of departure, you can enter it in the search field at the top of the page, otherwise you can leave the Tuscany region specified. Enter the start and end dates of the rental, if you want a captain on board and then refine your search using the filters on the left: number of cabins, budget, boat length, yard, boats on promotion and much more.

Another option is to click "Ask for a quote" at the bottom of our homepage, fill out the details of your dream holiday and we will send you a few options!

Frequently Asked Questions about Tuscany

What is the price of renting a sailboat for a day in Tuscany?

The average price of renting a sailboat for the day in Tuscany is €528. A few factors can determine the cost of the rental, such as the time of year, how old the boat is, and the boat equipment. Depending on these factors, the price of renting a sailboat can range from €320 and €845.

What is the typical daily cost of hiring a skipper in Tuscany?

The cost of hiring a skipper can differ based on the destination and the owner of the boat. In Tuscany, the typical rate of a skipper is €197 per day.

What is the number of cabins typically found on a sailboat in Tuscany?

The average number of cabins for sailboats in Tuscany is 4. For larger groups, sailboats with up to 8 cabins can also be booked.

What is incorporated in the price of a sailboat charter in Tuscany?

In Tuscany, the rental price for a sailboat usually includes VHF, Automatic pilot, Annex etc.

What is the passenger limit on a sailboat in Tuscany?

The passenger limit on sailboats in Tuscany is 16 persons. It is worth noting that when you rent a boat with skipper, they also count to the number of people onboard.

Good to know

Number of sailboats:218 sailboats available
Types of sailboats:with or without a skipper
Average price:€528 per day
Minimum price:€320 per day
Maximum price:€845 per day
Manufacturers:Hanse, Beneteau, and more

Charter another yacht type in Tuscany

Are you interested in other yachts besides sailboat in Tuscany?
Look up at other yachts to charter on our website