Self-Guided Tours & Trips in Tuscany
4.5 stars on(7,156 reviews)- Choose from 31 Tuscany tours
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10 best self-guided Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Explore an old oil mill and meet Cinta Senese pigs
- Hike through vineyards with views of Monte Rufeno
- Visit the restored village of Castiglioncello
Duration 8 days Destinations Chianciano Terme, Montepulciano, Pienza, Val d'Orcia Age Range 8 to 99 year olds Operated in English Operator Exodus Adventure Travels From
- US$1,865
- Stay in charming Tuscan cottages in Chianti
- Tour vineyards and taste Chianti Classico wines
- Learn wine-making from passionate Tuscan vintners
Duration 3 days Destinations Tuscany, San Gimignano Age Range 18 to 69 year olds Operated in English Operator Italy on a Budget Tours From
- US$378
- Sightseeing in Italian: Right at the start of your hiking trip in Tuscany, a particularly worthwhile highlight awaits you - the Duomo in Florence, the third largest church in the world and also the most important sight in the city of Florence. From the dome at a height of 107 meters, you can enjoy a wonderful panoramic view far across Florence. Note: Please secure your tickets in good time.
- Culinary delights in Siena: After an extensive stroll through Siena and the numerous sights from the Middle Ages, the small alleys invite you to sample the culinary delights of Tuscany - from wonderful wines, pasta, prosciutto or cheese, there are plenty of delicacies to try.
- Like in a picture book: The small Italian town of San Gimigniano in Tuscany is a truly dreamlike sight. The townscape is characterized by its numerous brick towers, so it is not surprising that the historic center has been a UNESCO World Heritage Site since 1990. A leisurely stroll through the alleys of the old town leaves enough time to try one or two regional specialties in the numerous cafés or delicatessens.
Duration 8 days Destinations Florence, Greve in Chianti, Castellina in Chianti, Siena, San Gimignano, Volterra, Cecina Age Range up to 99 year olds Operated in English, German Operator Eurohike From
- US$1,020
- Drive through historic Florence streets
- Explore the Accademia or Uffizi galleries
- Tour the iconic Leaning Tower of Pisa
Duration 7 days Destinations Florence, Pisa, Gaiole in Chianti, Siena, San Gimignano Age Range up to 80 year olds Operated in English, German, Italian, French, Spanish Operator TUI Italia From $1,841
20% Off- US$1,473You save $368
- Taste Chianti wines and local delicacies
- Explore Montalcino and savor Brunello wines
- Meet Vino Nobile producers in Montepulciano
Duration 8 days Destinations Florence, Gaiole in Chianti, Castellina in Chianti, Montalcino, Montepulciano, Natural Park of Maremma Age Range up to 99 year olds Operated in English Operator Flag Travel Holidays From
20% Off- US$3,367
- Tuscany, the easy way: Always hilly – that’s how you know Tuscany. This route will surprise you however, because it will cause no problems to hobby cyclists.
- Culture in Pisa, Florence and Vinci: Culture lovers will get their money’s worth in these cities! Museums, historic squares and historic buildings – it’s worth taking a trip on your beloved bike.
- Luggage service and travel preparation: Thanks to the Eurobike luggage service you can cycle luggage free every day. Your suitcases will be ready and waiting for you in the next accommodation. In addition, the extensive documents such as maps or GPS data ensure your holiday gets off to a good start.
Duration 7 days Destinations Pisa, Lucca, Montecatini, Vinci, Pistoia, Florence Age Range up to 99 year olds Operated in English, German Operator Eurobike From
20% Off- US$1,104
- Explore Pisa's UNESCO-listed Square of Miracles
- Cycle through the charming medieval city of Lucca
- Visit Pinocchio's Park and Villa Garzoni in Collodi
Duration 8 days Destinations Pisa, Lucca, Collodi, Montecatini, Vinci, Florence, Empoli Age Range up to 99 year olds Operated in English Operator UTracks From
20% Off- US$1,390
- Explore old town and enjoy home-cooked meals
- Cycle to Lake Chiusi and watch birds at Montepulciano
- Ride from Radicofani to Contignano, taste local cheese
Duration 8 days Destinations Chianciano Terme, Radicofani, Sarteano, Montepulciano, Pienza, Val d'Orcia Age Range 13 to 99 year olds Operated in English Operator Exodus Adventure Travels From
20% Off- US$1,940
- The museum of the genius Leonardo da Vinci: Welcome to the Renaissance! The birthplace of one of Tuscany's most famous sons dedicates a museum to him with countless of his sketches, models and replicas of his works. Only a few kilometres away is the "Casa Natale di Leonardo" - his birthplace. This is also definitely worth a visit!
- Cycling across the Piazza dei Miracoli in Pisa: When you think of Pisa, the first thing that comes to mind is usually the Leaning Tower. Rightly so, because it is an eye-catcher. But the Cathedral, the Baptistery and the Botanical Garden are also real highlights.
- The breathtaking Tuscan hills: Vast fields, olive groves, orchards full of juicy peaches and the medieval history characterise the Tuscan landscape. Every now and then, the hills offer a view of the sea or the picturesque Arno River, which shaped the region as a trade route. Fantastic!
Duration 8 days Destinations Montecatini, Vinci, Pisa, Casciana Terme, San Gimignano, Siena, Florence Age Range up to 99 year olds Operated in English, German Operator Eurobike From
20% Off- US$1,577
Via Francigena: Lucca to Siena
1 Review by TourRadar travelers“Excellent week, will definitely go again.”
Margrét, traveled in May 2018
- Stroll through Lucca's ancient Roman amphitheatre
- Explore the medieval charm of San Gimignano
- Walk the historic Via Francigena through Tuscany
Duration 8 days Destinations Lucca, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena Age Range up to 99 year olds Operated in English Operator UTracks From
20% Off- US$1,190
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