Personalized Tours & Trips in Tuscany
4.5 stars on(7,156 reviews)- Choose from 50+ Tuscany tours
- 100+ verified reviews from TourRadar travelers
- 24/7 customer support
10 best personalized Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Italy By High-Speed Train
- Two Hearts in Tuscany: an Escape for 2
- Tuscany Highlights, Private Tour
- Private Gourmet Wine Tour in Tuscany, Italy
- TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun
- Picturesque Tuscany
- Tuscany Escape, Self-Drive
- Taste of Tuscany: Art, Culture and Treats
- Tuscany Wine Trails
- The best of Tuscany - 5 days private tour
Italy By High-Speed Train
90 Reviews by TourRadar travelers“TourRadar made our vacation so seemless and worry-free! The hotels and tours they arranged for us were fantastic!”
Teresa, traveled in April 2024
- See St. Peter’s Basilica and the Sistine Chapel
- Find your favourite gelato flavour in Florence
- Opt for a wine tour and lunch in charming Tuscany
Duration 7 days Destinations Rome, Florence, Castellina in Chianti, Siena, Pisa, Venice Age Range 10 to 80 year olds Operated in English Operator Flag Travel Holidays From
- US$1,438
Two Hearts in Tuscany: an Escape for 2
2 Reviews by TourRadar travelers“We loved every moment. Amazing tuk-tuk ride, easy bag transfers. Exquisite wine tasting with two course meal.”
Marinda, traveled in May 2024
- Explore Florence's markets and monuments freely
- Join a night walk and enjoy an Italian aperitivo
- Ride a tuk tuk through Chianti's scenic hills
Duration 5 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 70 year olds Operated in English Operator Italy on a Budget Tours From
- US$946
Tuscany Highlights, Private Tour
1 Review by TourRadar travelers“All services were provided as promised and in a timely manner. The itinerary offered us the enjoyment of experiencing Italy in a variety of settings and different experiences.”
Judith, traveled in September 2023
- Explore medieval Lucca and its ancient towers
- Visit the iconic Leaning Tower of Pisa
- Discover Siena's historic Piazza del Campo
Duration 8 days Destinations Florence, Lucca, Pisa, Siena Age Range up to 80 year olds Operated in English, German, Italian, French, Spanish Operator TUI Italia From $2,505
20% Off- US$2,005You save $501
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Great accommodations! Fabulous wines and tours. This is a trip well worth it.”
Susan, traveled in October 2021
- Wander through quaint Tuscan country villages
- Sip the Brunello of Montalcino and the Chianti Doc
- Enjoy a blend of culture and gastronomic delicacies
Duration 4 days Destinations Florence, Colle di Val d'Elsa, Castellina in Chianti, Val d'Orcia, Montalcino, Siena, Volterra, San Gimignano, Castagneto Carducci, Pisa Age Range 24 to 86 year olds Operated in English Operator Soleto Travel From $2,551
20% Off- US$2,041You save $510
- 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
20% Off- 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
20% Off- 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
- Explore Montecatini Terme, a UNESCO site
- Taste Florence's historic flavors on a tour
- Visit medieval towns and taste Chianti wines
Duration 6 days Destinations Florence, Montecatini, Vinci, Montecarlo, Siena, San Gimignano, Monteriggioni, Strada in Chianti Age Range 1 to 100 year olds Operated in English Operator RANIERI VIAGGI SRL From
20% Off- US$1,105
- 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
- Explore Florence on a panoramic city tour
- Visit iconic sites like Il Duomo and Ponte Vecchio
- See the Leaning Tower and historic sites in Pisa
Duration 5 days Destinations Florence, Pisa, Pistoia, Lucca Age Range 8 to 99 year olds Operated in English, Portuguese, French, Spanish Operator Taotravel From
20% Off- US$5,249