Tuscany Holidays
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With graceful rolling hills, historic towns like Siena and San Gimignano, lush vineyards and fertile olive groves, Tuscany’s lyrical beauty is renowned. It is also home to some of the finest wineries in the world, including the famous Chianti region.
Whether you're sipping a glass of delicious local wine, wandering through the ancient streets, or soaking up the warm Tuscan sun, every moment on a holiday in Tuscany feels like a dream. Tuscany holidays also offer holidaymakers the chance to see some of Italy’s finest Renaissance art masterpieces and architecture in historic cities such as Florence, Pisa and Lucca.
Trailfinders offers a range of Tuscany holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you are looking to drive through the beguiling Tuscan countryside or simply relax in a luxurious villa – they are the perfect people to ask.
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OUR HOLIDAYS TO TUSCANY
Tuscany's Historic Cities by Rail
10 days / 9 nights
Guide Price: €2,079 pp Plus EUR 65pp payable locally.
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Walking in Tuscany
8 days / 7 nights
Guide Price: €2,349 pp
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Discover Charming Lucca
4 days / 3 nights
Guide Price: €799 pp
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Tuscany Family Journey
11 days / 10 nights
Guide Price: €3,029 pp Plus EUR 11pp payable locally.
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Florence City Break
4 days / 3 nights
Guide Price: €1,279 pp Plus EUR 24pp payable locally.
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Pisa City Break
4 days / 3 nights
Guide Price: €579 pp Plus EUR 9pp payable locally.
VIEW MORE ❯WHERE TO GO IN TUSCANY
Click on the tiles below for more details on each area of Tuscany. Alternatively, if you are looking for some inspiration, give us a call and speak to one of our expert travel consultants.
Florence
Lucca
Pisa
Rural Tuscany
Siena
OUR RECOMMENDED HOTELS IN TUSCANY
What you won’t find here are thousands of Tuscany hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience. For more inspiration, check out our guide on where to stay in Tuscany.
Park Hotel Marinetta
Tuscany
Castello di Casole, A Belmond Hotel
Tuscany
The Sense Experience Resort
Tuscany
Renaissance Tuscany Il Ciocco Resort & Spa
Tuscany
Il Borro - Relais & Chateaux
Tuscany
Palazzo San Lorenzo Hotel & Spa
Tuscany
WHAT TO DO IN TUSCANY
Our collection of unmissable experiences will really help bring your Tuscany holiday to life.
Tuscan Wine and Cheese from Florence
Departs: Florence
Feast your eyes and your tastebuds on the joys of Tuscany! Head off-road on a 4WD journey through ...
Brunello di Montalcino Wine Tasting Tour
Departs: Siena
What could be better than a day spent sipping some of Italy’s finest wines? Your expert guide will ...
Siena Duomo Skip the Line & City Walking Tour
Departs: Tuscany
The historic centre of Siena, a UNESCO World Heritage Site is a delight to explore on foot with its ...
Florence Duomo Skip the Line Tour
Departs: Florence
Defining the city’s skyline for almost 700 years, ascending to the top of the famous Duomo is a ...
Pisa Baptistery, Cathedral & Leaning Tower Tour
Departs: Pisa
Coined as the ’meadow of miracles’ by an Italian poet, this UNESCO World Heritage Site is filled ...
Learn to Make Pizza & Gelato
Departs: Florence
Learn to make two of Italy's most popular dishes at this Florence cooking ...
Tuscany Top Tips From Our Travel Experts
Laurent
I would recommend heading into the city of Florence to explore the lively piazzas, family run traditional restaurants and beautiful classical architecture. I specifically loved seeing the Florence Duomo.
Emily
If you’re looking for an experience allowing you to see sweeping views over the Tuscan countryside and the city of Florence, I would recommend the loop trail hike in Monte Ceceri Park near Fiesole.
Julia
Tuscany boasts fantastic truffle hunting, which is best enjoyed between October and December. I would also recommend visiting a range of Tuscan villages to get a feel for traditional Tuscan culture and to experience a good variety of authentic foods and wine.
Tales from the Trail
Top tips and travel inspiration from the Trailfinders team
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