Tuscany Tours for Solo Travelers
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10 best Tuscany solo travel packages
Compiled by
NadineTuscany travel expert at TourRadar
Cultural immersion in Tuscany includes Florence's Galleria dell'Accademia and Uffizi Gallery. A hands-on pasta-making class in Bologna and wine tastings unite travelers (75% solo, average age 38). Comfortable hotel stays throughout.
Duration 8 days Destinations Rome, Florence, Pisa, Bologna, Venice Age Range Ages 15+ Group Size Max Group Size 12 Group Type Group Room Type Singles, Shared Operator Intrepid Travel From
- NZ$4,395
Gems of Rome & Florence, Semi-Private Tour
4 Reviews by TourRadar travelers“Lovely tour, particularly of Siena and San Gimignano. From cathedrals to cobblestones, turrets to towers, this all-day tour was a wonderful experience.”
Yvonne, traveled in June
Florence's historic center and Siena's Piazza del Campo await solo travelers aged 70+. Share moments with fellow guests during wine tasting at local Chianti vineyards and while viewing San Gimignano's medieval towers. Rest at the centrally-located 4-star Hotel Adriatico in Florence.
Duration 6 days Destinations Rome, Florence, San Gimignano, Siena Age Range All Ages Welcome Operated in English, Spanish Group Size Max Group Size 50 Group Type Private Room Type Singles, Shared Operator TUI Italia From $2,795
10% Off- NZ$2,516You save $280
Discovering Florence
2 Reviews by TourRadar travelers“The private tours of the Uffizi and Accademia Galleries were super - the guides were knowledgeable and open to any question.”
kelly, traveled in March
Solo wanderers make up a third of visitors on this Tuscan adventure. Bond with fellow enthusiasts during Uffizi Gallery tours and Chianti wine tasting at Poggio ai Laghi estate. Single rooms available at centrally-located Grand Hotel Adriatico.
Duration 4 days Destinations Florence, Monteriggioni, Siena, San Gimignano Age Range All Ages Welcome Group Size Max Group Size 50 Group Type Group Room Type Singles, Shared Operator TUI Italia From $1,445
10% Off- NZ$1,301You save $145
Tuscan Treats
16 Reviews by TourRadar travelers“The countryside, the villages we visited, the accommodations, and the food were wonderful!”
Jean, traveled in September
Tuscany's treasures await solo travelers at Hotel Roma in Florence and Hotel La Luna in Lucca. Group cooking classes in Chianti and wine tastings in Pienza foster friendships among visitors (59 years average).
Duration 8 days Destinations Florence, Lucca, Cinque Terre, Pisa, Volterra, San Gimignano, Siena, Pienza, Tuscany Age Range Ages 18+ Group Size Max Group Size 18 Group Type Group Room Type Singles, Shared Operator Blue-Roads Touring From
10% Off- NZ$4,683
Gourmet Tuscany
132 Reviews by TourRadar travelers“Enjoyed the flexibility and private functions offered.”
Deborah, traveled in September
Authentic Tuscan experiences await at Vinci's Leonardo Museum, Lucca's Palazzo Mansi, and Chianti's historic wine estates. Montecatini-based travelers (average age 62) join cooking classes at local farmhouses and café-crawls through medieval streets.
Duration 8 days Destinations Montecatini, Vinci Age Range All Ages Welcome Group Size Max Group Size 50 Group Type Group Room Type Singles, Shared Operator Cosmos From $3,750
5% Off- NZ$3,550You save $200
Italian Triple Centre with A World Wonder
4 Reviews by TourRadar travelers“This was an excellent tour. We very much enjoyed the Coliseum/Forum tour. This was a highlight as was the Crypt and Catacomb tour.”
James, traveled in June
Small groups uncover Tuscany's hidden gems together. Family-run Chianti wineries, medieval San Gimignano towers, and Siena's Gothic architecture create lasting connections among independent spirits.
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range All Ages Welcome Group Size Max Group Size 10 Group Type GroupPersonalized Room Type Singles, Shared Operator Wonderful Holidays UK From $3,752
7% Off- NZ$3,489You save $263
Florence serves as your base for group excursions to medieval Monteriggioni, Siena's Gothic architecture, and San Gimignano's towers. Wine tastings at Chianti estates and priority access to Pisa's Leaning Tower create shared memories.
Duration 4 days Destinations Florence, Siena, San Gimignano, Monteriggioni, Pisa, Greve in Chianti Age Range All Ages Welcome Group Size Max Group Size 50 Group Type Group Room Type Singles, Shared Operator Click Tours From $2,255
31% Off- NZ$1,556You save $699
Tuscany Walking and Wine
24 Reviews by TourRadar travelers“Every day provided new highlights.”
Kim, traveled in April
Tuscany's heart beckons with shared experiences at family-run wineries like Sovestro. Walks through Val d'Orcia and wine tastings in Montalcino bring travelers together. Group meals in historic Pienza complement visits to medieval San Gimignano.
Duration 8 days Destinations Pisa, Castellina in Chianti, Castelvecchio National Park, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orciaSee all destinations Age Range Ages 16+ Group Size Max Group Size 16 Group Type Group Room Type Singles, Shared Operator Explore! From
31% Off- NZ$4,700
Tuscany Highlights, Semi-Private Tour
2 Reviews 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
Designed for travelers aged 15+, this tour showcases Lucca's medieval Guinigi Tower and Chianti's family-run vineyards. Boutique 4-star hotels like Alla Corte degli Angeli in Lucca and Garden Siena provide comfort while expert guides reveal Tuscany's hidden gems.
Duration 8 days Destinations Florence, Lucca, Pisa, Siena Age Range All Ages Welcome Operated in English, German, Italian, French, Spanish Group Size Max Group Size 50 Group Type Private Room Type Singles, Shared Operator TUI Italia From $6,992
10% Off- NZ$6,293You save $699
Duration 5 days Destinations Florence, Pisa, San Gimignano, Siena, Cinque Terre, Val d'Orcia, Montepulciano, Pienza Age Range All Ages Welcome Group Size Max Group Size 35 Group Type Group Room Type Singles, Shared Operator STM Tours LLC From $3,061
7% Off- NZ$2,846You save $214
What people love about touring Tuscany solo
- Tuscan Treats
The leader and driver were fantastic... couldn't have been better! The itinerary was also excellent but was a little crowded several days and might have been spread a little differently. All of the accommodations were wonderful, except the last at the Frattoria. it had an inconvenient bathroom and was not as friendly. However the food everywhere was delicious. The cooking class was wonderful!! We all worked together to make a delicious Tuscan meal that we now know how to make at home.
- The Best of Tuscany - 4Days/3Nights
I absolutely loved this trip! It was well worth it and very organized. I cannot wait to plan another trip soon.
- Tuscany Walks & Chianti Wines
The lodging was great and the guide, Liz was very competent both driving and guiding .
What our customers ask about Tuscany Tours for Solo Travelers
How social are the Tuscany guided tours for solo travelers?
Tuscany guided tours naturally bring people together through shared experiences. Groups often bond during wine tastings cooking classes and meals together. At Hotel Roma in Florence travelers start their connection during welcome dinners while hands-on activities like pasta making in Bologna create easy conversation starters. The small group sizes mean closer connections. As one TourRadar traveler noted: "Our Tour Leader Emi made the week wonderful. We were a small group of 4 and I felt she went above and beyond to get to know us and ensure we had the best experience possible in each city."
What's the best season for solo travelers to visit Tuscany?
Spring (April-May) and early fall (September-October) offer the best conditions for exploring Tuscany. The weather is mild and key sites like San Gimignano and Siena see fewer tourist crowds. These months also draw the highest numbers of solo travelers making it easier to meet like-minded people. Booking data shows May and September as peak months for single travelers. A TourRadar traveler noted "The walks were certainly moderate and I would not have been keen to do them in the warmer months."
Which areas of Tuscany are best suited for solo travelers?
Florence Siena and San Gimignano stand out as ideal bases for solo travelers. These cities offer easy-to-navigate streets plenty of cafes and natural meeting spots. The historic center of Florence near Hotel De La Pace gives solo travelers a safe vibrant area to explore. As one TourRadar traveler put it: "Florence was a special place and it was nice to have two days there while nipping over to Pisa in the morning on the second day."
How kind of accommodations typically host solo travelers in Tuscany?
Tours place solo travelers in hotels and agriturismos that make meeting others easy. The Hotel Borgo Di Cortefreda in Chianti hosts group wine tastings while the Grand Hotel Adriatico in Florence offers welcoming common areas. One TourRadar traveler noted "The Relais in Pienza was outstanding" pointing to its social atmosphere and shared breakfast space where conversations flow naturally.
Are there dedicated solo traveler departures for Tuscany tours?
Several operators run tours specifically for solo travelers especially from April through June and September through October. Properties like Hotel Le Renaie in Pancole and Grand Hotel Adriatico in Florence cater well to single guests. Data shows solo travelers make up more than half the guests on certain Tuscany tours creating a friendly social setting.
What's the dining experience like for solo travelers on Tuscany tours?
Group meals form the heart of Tuscany's social scene for solo travelers. Tours include shared dining at local restaurants wine estates and cooking classes in family farmhouses. Places like Sovestro winery host tastings that bring the group together. A TourRadar traveler shared their finds: "Best lasagne in Pienza (side street)" and "Best Insalata Caprese in San Gimignano" describing how meals became group highlights.