Tuscany Small Group Tours
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10 best Tuscany small group tours
Compiled by

MelissaTuscany travel expert at TourRadar
- Highlights of Northern Italy
- Tuscany Mon Amour: Love at First Sight! Semi-Escorted Tour
- Authentic Luxury Italy: an Elegant Journey through Rome & the Tuscan Hills
- Pearls of Tuscany
- Private Gourmet Wine Tour in Tuscany, Italy
- Flavours of Tuscany - Semi-Escorted Tour
- Tuscany and Rome 7 days Private Tour
- Tuscany Walking and Wine
- Private Experience of Tuscany: A Timeless Tapestry of Art, History and Flavor
- 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
- NZ$3,505
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 Group Operator RANIERI TOUR OPERATOR From
- NZ$1,716
Authentic Luxury Italy: an Elegant Journey through Rome & the Tuscan Hills
1 Review by TourRadar travelers“Every detail was taken care of. Drivers, tours, skip the line tickets everywhere. All were first class.”
Jena, traveled in March
Duration 7 days Destinations Rome, Vatican City, Montepulciano, Florence, Pisa, San Gimignano, Siena Age Range Ages 6+ Operated in English, German, Italian, Portuguese, French, Spanish, Russian Group Size Max Group Size 10 Group Type PrivatePersonalized Operator Exploro Tours From
- NZ$10,701
Pearls of Tuscany
3 Reviews by TourRadar travelers“I will definitely recommend and I will use these services again next time.”
Michaela, traveled in May
Duration 6 days Destinations Pisa, Massaciuccoli, Tuscany, Siena, San Gimignano, Lucca, Florence Age Range All Ages Welcome Group Size Max Group Size 4 Group Type PrivatePersonalized Operator Worldee From
- NZ$444
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
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
- NZ$4,805
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 Group Operator RANIERI TOUR OPERATOR From
- NZ$2,081
Tuscany reveals its treasures in an intimate private setting, from Florence's Renaissance masterpieces to Pisa's architectural wonders. Personal guides offer focused attention at each stop, including Lucca's churches and Prato's historic Piazza del Comune.
Duration 7 days Destinations Rome, Vatican City, Florence, Pisa, Lucca, Pistoia Age Range Ages 8+ Group Size Max Group Size 6 Group Type PrivatePersonalized Operator Taotravel From
- NZ$11,870
Tuscany Walking and Wine
21 Reviews by TourRadar travelers“The food was great, and the accommodation was all I could have hoped for.”
Grace, traveled in April
Twelve to sixteen travelers visit Tuscany's hidden gems, from organic wineries in Chianti to family cheese makers in Pienza. Private tastings at Castello La Leccia and historic cellars in Montalcino offer authentic local experiences.
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 Operator Explore! From $4,710
20% Off- NZ$3,768You save $942
Sommelier-led tours showcase Tuscany's elite wineries, from Chianti to Brunello producers. Historic cellars and cooking classes offer personal attention. Medieval gems like Montepulciano and Siena come alive with expert local guides.
Duration 6 days Destinations Florence, Castellina in Chianti, San Gimignano, Siena, Montepulciano, Val d'Orcia, Montalcino, Castagneto Carducci Age Range Ages 10+ Operated in English, Spanish Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Angel Wine Experiences and Enotropea Wine Experiences SL From
20% Off- NZ$43,595
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
20% Off- NZ$9,886
Reviews of Small Group tours to Tuscany
- Pearls of Tuscany
Thank you for a great vacation that someone else planned for us and we didn't have to worry about anything.
- Private Gourmet Wine Tour in Tuscany, Italy
This was a wonderful tour. Great accommodations! Fabulous wines and tours. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special!
- 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."