Tuscany Small Group Tours
4.6 stars on(8,691 reviews)- Choose from 50+ Tuscany tours
- 200+ verified reviews from TourRadar travelers
- 24/7 customer support
10 best Tuscany small group tours
Compiled by

MelissaTuscany travel expert at TourRadar
- Premium Tuscany
- Highlights of Italy in Winter
- Tuscany Mon Amour: Love at First Sight! Semi-Escorted Tour
- Luxury Italy by High-Speed Train
- Private Gourmet Wine Tour in Tuscany, Italy
- Flavours of Tuscany - Semi-Escorted Tour
- Italy by High-Speed Train - Mestre
- Two Hearts in Tuscany: an Escape for 2
- Tuscany Thrills: A 3-Day Escape of Wine, Relax, and Fun
- The best of Tuscany - 5 days private tour
Eight to twelve visitors uncover Tuscany's treasures, from Florence's Uffizi Gallery to Pisa's Leaning Tower. Local market visits and authentic Tuscan cooking demonstrations in historic city centers create memorable experiences.
Duration 8 days Destinations Rome, Florence, Pisa, Bologna, Venice Age Range Ages 15+ Group Size Max Group Size 12 Group Type Group Operator Intrepid Travel From
30% Off- NZ$4,060
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
Two to six guests receive exclusive access to Tuscan treasures. Private transfers from Pisa Airport lead to 4-star Hotel Ercolini in Montecatini Terme, followed by walking tours of Florence's Uffizi and wine tastings at family estates near Montecarlo.
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 PrivatePersonalized Operator RANIERI TOUR OPERATOR From
30% Off- NZ$1,693
Intimate groups of 12 maximize Tuscany's charm. Experience personalized wine tastings at family vineyards in Chianti, explore Siena's historic center, and discover San Gimignano's medieval towers. Stay at Florence's luxurious Hotel Antica Torre Tornabuoni with panoramic city views.
Duration 9 days Destinations Rome, Florence, Castellina in Chianti, Siena, San Gimignano, Venice Age Range Ages 10+ Group Size Max Group Size 12 Group Type PrivatePersonalized Operator Flag Travel Holidays From
30% Off- NZ$8,055
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Everything simply wonderful and comfortable with our van and private driver. We loved the wine tasting and walk in the Brunello vineyards!”
MichaelKev, traveled in October
Groups of 2-8 guests visit prestigious Chianti and Brunello estates. Private transportation enables visits to medieval gems like Volterra and San Gimignano. Family-run vineyards and cellars offer personalized tastings.
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 Ages 24+ Group Size Max Group Size 10 Group Type PrivatePersonalized Operator Soleto Travel From
30% Off- NZ$4,741
Flavours of Tuscany - Semi-Escorted Tour
2 Reviews by TourRadar travelers“The views, the atmosphere, the place it self and that night we had the pleasure to meet the Company Owner seen she pop out for a quick welcome to our group tour.”
Dilcen, traveled in October
Groups up to 12 guests visit Tuscany's hidden gems, from private tastings at Montecarlo farmhouses to tours of Vinci's Leonardo museum. The select size opens doors to medieval Monteriggioni and family-run Chianti wineries.
Duration 6 days Destinations Florence, Montecatini, Vinci, Montecarlo, Siena, San Gimignano, Monteriggioni, Strada in Chianti Age Range All Ages Welcome Operated in English, French Group Size Max Group Size 8 Group Type PrivatePersonalized Operator RANIERI TOUR OPERATOR From
30% Off- NZ$2,053
Small groups explore Tuscany's hidden gems with intimate wine tastings at family vineyards in Chianti. Journey includes guided tours of medieval San Gimignano and Siena's historic center, plus traditional homemade lunch, ensuring personalized attention throughout.
Duration 7 days Destinations Rome, Siena, Castellina in Chianti, San Gimignano, Florence, Venice, Mestre Age Range Ages 10+ Group Size Max Group Size 3 Group Type PrivatePersonalized Operator Flag Travel Holidays From
30% Off- NZ$2,618
Two Hearts in Tuscany: an Escape for 2
2 Reviews by TourRadar travelers“The itinerary and people behind 'Italy on a budget' and 'Italy on Wheels' exceeded our expectations. It was magical!”
Belen, traveled in October
Designed for 2-4 travelers, this Tuscan escape features private tuk-tuk tours through Chianti's vineyards and cooking classes at local farms. Small groups receive individual attention during wine tastings and walks through San Gimignano's medieval streets.
Duration 4 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range Ages 18+ Operated in English, Italian Group Size Max Group Size 2 Group Type PrivatePersonalized Operator Italy on a Budget Tours From
30% Off- NZ$1,894
Tuscany Thrills: A 3-Day Escape of Wine, Relax, and Fun
1 Review by TourRadar travelers“The accommodations were full of charm, right in the heart of a historic hilltop town with views that didn't feel real.”
Jane, traveled in June
Duration 3 days Destinations San Gimignano, Ulignano, Tuscany Age Range Ages 18+ Group Size Max Group Size 8 Group Type Private Operator Italy on a Budget Tours From
30% Off- NZ$743
The best of Tuscany - 5 days private tour
3 Reviews by TourRadar travelers“Amazing trip through the highlights of Italy, saw all the places I wanted to. The transportation and accommodations were great.”
Mina, traveled in September
Tuscany unfolds through private tours with dedicated guides in each city. Personal air-conditioned transfers connect Florence's Il Duomo, Pisa's Leaning Tower, and Lucca's historic walls. The intimate setting includes 4-star hotels and authentic Italian dinners for deep cultural immersion.
Duration 5 days Destinations Florence, Pisa, Pistoia, Lucca Age Range Ages 8+ Operated in English, Spanish Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Taotravel From
30% Off- NZ$9,754
Reviews of Small Group tours to Tuscany
- Private Gourmet Wine Tour in Tuscany, Italy
The tour operator was very easy to work with. Some changes that we requested were easily handled. Drivers were on time, courteous, and the cars/vans were very nice. The initial tour was 4 days basing out of Mormoraia. We added Cinque Terre and Lucca with no problems. Wine tastings were all very fine and we shipped wine home from two of them. Generally speaking this was a very good way to see a great deal of Tuscany which was our purpose. I can feel good about recommending this tour and operator to anyone wanting to see all of Tuscany.
- Two Hearts in Tuscany: an Escape for 2
Perfect getaway for anyone in need of a good rest and quality time with their partner. We loved every moment. Amazing tuk-tuk ride, easy bag transfers. Exquisite wine tasting with two course meal. The hotel in Tuscany with the room walking out onto one of the pools- amazing. Fantastic restaurant on site! Our SPA session was relaxing with a beautiful dinner (spectacular view) afterwards. Walking distance from medieval town.The tour guides were great, high energy, friendly and welcoming. I’m so glad I booked this as our Tuscany experience.
- The best of Tuscany - 5 days private tour
Very good tour!!!!Beautiful places, would recommend it 100% to anyone. Thanks
What our customers ask about Tuscany Small Group Tours
What regions of Tuscany are typically covered in small group tours?
Small group tours take you through the heart of Tuscany including Florence Siena San Gimignano and the Chianti wine region. The tours also venture into quieter areas like Val d'Orcia and Garfagnana that larger buses can't reach. A TourRadar traveler shared: "Our intimate group size allowed us to explore hidden gems like Barga and Volterra places larger tours can't easily access." Most tours use strategic accommodation locations such as the Hotel Plaza Lucchesi in Florence and Dimora dell'erbe in Montepulciano as base points for daily excursions.
What are the accommodation options for small group tours in Tuscany?
The accommodations blend boutique hotels with traditional agriturismos (farm stays) across Tuscany. Guests might find themselves at Agriturismo Il Piastrino nestled in Chianti's vineyards or within the stone walls of Palazzo Renieri in Colle Val d'Elsa. Most properties are run by local families creating a more personal connection to the region. As one TourRadar traveler noted: "Staying at smaller family-run hotels like Hotel La Luna in Lucca gave us an authentic feel of Tuscan hospitality and allowed us to connect with local hosts in a way that wouldn't be possible in larger hotels."
What is the best time of year for small group tours in Tuscany?
The optimal seasons for small group tours fall during spring (April-May) and early fall (September-October). These months offer pleasant temperatures and fewer crowds at popular sites like San Gimignano's towers and Siena's Piazza del Campo. Tour data shows May is particularly popular when wildflowers dot the countryside. A TourRadar traveler shared: "Traveling in a small group in May meant we could easily find tables at local restaurants in Siena and had space to really appreciate the art in Florence's galleries."
What dining experiences are available on small group tours in Tuscany?
The small group format opens doors to local dining spots that larger tours can't access. Groups enjoy meals at family trattorias private tastings in Montepulciano wine cellars and dinner in Chianti family homes. As one TourRadar traveler mentioned: "Our group of 12 had fantastic experiences dining at small local restaurants like La Frateria near Cetona where we could interact with the chef and learn about traditional Tuscan cooking techniques."
What level of personal attention can I expect on a small group tour in Tuscany?
Groups typically range from 8-12 travelers per guide ensuring direct access to local expertise. This smaller ratio allows for detailed explanations at sites like Florence's Uffizi Gallery or Siena's Duomo with time for individual questions. One TourRadar traveler commented: "Our guide at Agriturismo La Pietriccia could spend quality time with each person during cooking classes and wine tastings making the experience much more meaningful than in a large group."
What makes small group tours ideal for exploring Tuscany's medieval towns?
The compact size of 8-12 travelers allows easy access through narrow medieval streets artisan workshops and small museums without overwhelming these intimate spaces. Groups can move quickly through towns like San Gimignano and Volterra stopping at local craft shops along the way. A TourRadar traveler noted: "Being in a small group meant we could explore at our own pace and really absorb the medieval atmosphere of these beautiful towns."