Tuscany Tours for Solo Travelers
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10 best Tuscany solo travel packages
Compiled by
NadineTuscany travel expert at TourRadar
- Discover Tuscany: Culture, Food & Wine
- Gems of Rome & Florence
- Highlights of Northern Italy
- Discovering Florence
- Tuscany Mon Amour: Love at First Sight! Semi-Escorted Tour
- The Best of Tuscany in 4 Days
- Tuscany Highlights, Private Tour
- Gourmet Tuscany
- Tuscan Treats
- 5 Days Exploring Florence and the Heart of Tuscany
Discover Tuscany: Culture, Food & Wine
2 Reviews by TourRadar travelers“Kept us informed of daily plans. Ensured our every question and need was met.”
Peter, traveled in October
Hotel Le Renaie welcomes solo travelers for authentic Tuscan experiences. Pasta-making in Castellina and wine tasting at Cesani estate bring people together. Group activities and shared meals foster natural connections.
Duration 8 days Destinations Pancole, San Gimignano, Florence, Siena, Castellina in Chianti, Certaldo, Volterra, Tuscany Age Range Ages 18+ Group Size Max Group Size 18 Group Type Group Room Type Singles, Shared Operator Exodus Adventure Travels From
- NZ$4,620
Gems of Rome & Florence
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 Group Room Type Singles, Shared Operator TUI Italia From $2,701
10% Off- NZ$2,431You save $270
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
10% Off- NZ$3,505
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 $1,397
10% Off- NZ$1,257You save $140
Tuscany Mon Amour: Love at First Sight! Semi-Escorted Tour
3 Reviews by TourRadar travelers“An unforgettable mix of culture, beauty, and relaxation! The combination of guided time and free time made it feel relaxing, not rushed.”
Giuseppa, traveled in March
Personal attention highlights Florence cathedral tours and intimate wine tastings at Montecarlo estates. The friendly Hotel Ercolini in Montecatini Terme serves as base, perfectly located near Vinci and Collodi.
Duration 6 days Destinations Florence, Montecatini, Siena, San Gimignano, Pisa, Montecarlo Age Range All Ages Welcome Operated in English, Portuguese, Spanish Group Size Max Group Size 8 Group Type Group Room Type Singles, Shared Operator RANIERI TOUR OPERATOR From
10% Off- NZ$1,707
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 $2,161
31% Off- NZ$1,491You save $670
Tuscany Highlights, 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 PrivatePersonalized Room Type Singles, Shared Operator TUI Italia From $6,756
10% Off- NZ$6,080You save $676
Gourmet Tuscany
132 Reviews by TourRadar travelers“This tour was special. The itinerary was thoughtful and well-planned.”
Jaime, traveled in July
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
Tuscan Treats
16 Reviews by TourRadar travelers“Loved all the sights and off the beaten path adventures. Good value for the money.”
Elaine, traveled in June
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
5% Off- NZ$4,320
Duration 5 days Destinations Florence, Pisa, 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 $2,957
5% Off- NZ$2,810You save $148
What people love about touring Tuscany solo
- Private Gourmet Wine Tour in Tuscany, Italy
The best we could ever hope for!! Villa Lecchi was beyond our dreams. The views were spectacular of Tuscany. All of our tour guides were fantastic. And the food and wine was so good. Massimo our driver was incredible. Thank you for planning such a wonderful experience!!
- Italy By High-Speed Train
I ’m remiss in not having written sooner to thank you for all that you did to make our Roman Holiday such a success. We had a wonderful time, and so much of it is directly thanks to you. When the logistics go well, everything goes well, and everything fell beautifully into place. The Rome part of the trip was wonderful. You picked us up at the airport, squired us all over Rome, then took us to the ship. They were a wonderful service—particularly Andrea, our favorite driver, and Claudio, our guide for both days. Both were charming and Claudio was a stellar guide. We were all impressed with the depth and range of his knowledge—not just a canned tour, but a stroll through Rome’s past, present and future.
- Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
The Italian Dream was a fantastic way to experience all of Italy. Elisabetta was a great guide who gave us a complete tour of this beautiful country.
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.