Tuscany Tours in October 2025
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10 best Tuscany tour packages in October
Compiled by

NadineTuscany travel expert at TourRadar
- Italian Triple Centre with A World Wonder
- 5 Day Florence With Car Rental
- The Best of Tuscany in 4 Days
- 5 Days Exploring Florence and the Heart of Tuscany
- Spotlight on Tuscany (2025)
- Tuscany Highlights, Private Tour
- Italian Sojourn with Leaning Tower of Pisa
- Private Gourmet Wine Tour in Tuscany, Italy
- Tuscany Escape, Semi-Private Tour
- Tuscany Escape, Self-Drive
Italian Triple Centre with A World Wonder
3 Reviews by TourRadar travelers“Thank you for essentially planning all of our excursions and planned activities.”
Michael, traveled in September
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range All Ages Welcome Operator Wonderful Holidays UK October departure dates
See All Departure Dates9 Oct, 2025 10 spaces left 11 Oct, 2025 10 spaces left From
- NZ$3,693
Duration 5 days Destinations Florence Age Range All Ages Welcome Operator STM Tours LLC October departure dates
See All Departure Dates6 Oct, 2025 10 spaces left 7 Oct, 2025 10 spaces left From $2,409
7% Off- NZ$2,241You save $169
Duration 4 days Destinations Florence, Siena, San Gimignano, Monteriggioni, Pisa, Greve in Chianti Age Range All Ages Welcome Operator Click Tours October departure dates
See All Departure Dates6 Oct, 2025 10 spaces left 7 Oct, 2025 10 spaces left From $2,220
31% Off- NZ$1,532You save $688
Duration 5 days Destinations Florence, Pisa, Siena, Cinque Terre, Val d'Orcia, Montepulciano, Pienza Age Range All Ages Welcome Operator STM Tours LLC October departure dates
See All Departure Dates6 Oct, 2025 10 spaces left 7 Oct, 2025 10 spaces left From $3,019
7% Off- NZ$2,808You save $211
Duration 9 days Destinations Montecatini, Lucca, Borgo a Mozzano, Florence, Pisa, San Gimignano Age Range All Ages Welcome Operator Collette October departure dates
See All Departure Dates14 Oct, 2025 7 spaces left 15 Oct, 2025 10 spaces left From $4,349
11% Off- NZ$3,849You save $500
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
Duration 8 days Destinations Florence, Lucca, Pisa, Siena Age Range All Ages Welcome Operated in English, German, Italian, French, Spanish Operator TUI Italia October departure dates
See All Departure Dates19 Oct, 2025 10+ spaces left 20 Oct, 2025 10+ spaces left From $6,897
10% Off- NZ$6,207You save $690
Italian Sojourn with Leaning Tower of Pisa
3 Reviews by TourRadar travelers“The trip was great with a good balance of tours and free time. Accommodations were comfortable and very conveniently located.”
Marie, traveled in October
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range All Ages Welcome Operator Wanderful Holidays LLC October departure dates
See All Departure Dates9 Oct, 2025 10 spaces left 11 Oct, 2025 10 spaces left From
10% Off- NZ$3,268
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
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+ Operator Soleto Travel October departure dates
See All Departure Dates8 Oct, 2025 8 spaces left 11 Oct, 2025 8 spaces left From
10% Off- NZ$4,881
Duration 7 days Destinations Florence, Pisa, Gaiole in Chianti, Siena Age Range All Ages Welcome Operated in English, German, Italian, French, Spanish Operator TUI Italia October departure dates
See All Departure Dates18 Oct, 2025 4 spaces left 19 Oct, 2025 4 spaces left From $3,777
10% Off- NZ$3,400You save $378
Duration 7 days Destinations Florence, Pisa, Gaiole in Chianti, Siena, San Gimignano Age Range All Ages Welcome Operator TUI Italia October departure dates
See All Departure Dates18 Oct, 2025 10+ spaces left 19 Oct, 2025 10+ spaces left From $2,097
10% Off- NZ$1,887You save $210
What people love about Tuscany Tours in October
- 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 in October 2025
What special events and festivals can I experience in Tuscany during October?
Tuscany comes alive in October with food and wine celebrations across the region. The White Truffle Festival draws crowds to San Miniato while the Chestnut Festival fills the streets of Mugello with local vendors and traditional foods. Wine enthusiasts can join grape harvest celebrations throughout the Chianti region including hands-on grape stomping in Montalcino. The EVO Festival in Montepulciano showcases the region's olive oils. At Villa Lecchi estate visitors can watch both olive harvesting and wine production in action. A TourRadar traveler noted "The timing was perfect to experience the local harvest festivals and the authentic Tuscan culture."
What are the advantages of visiting Tuscany in October versus peak summer months?
October delivers a more relaxed Tuscan experience with shorter lines at major sites like Florence's Uffizi Gallery and Pisa's Leaning Tower. The mild weather makes walking tours comfortable while harvest activities add seasonal charm. Visitors find better availability at sought-after restaurants and hotels including Florence's Hotel Roma. Room rates drop significantly and interactions with locals feel more genuine. A TourRadar traveler noted "Visiting in October meant we could really enjoy the museums and churches without the summer crowds plus the autumn colors in the vineyards were spectacular."
Which wine experiences are unique to Tuscany in October?
The October harvest transforms Tuscan wineries into hubs of activity especially in Chianti and Montalcino. Visitors can join grape picking sessions watch pressing demonstrations and tour cellars during production. A family vineyard in San Gimignano lets guests taste fresh-pressed juice and learn winemaking basics. Special harvest festivals pop up across the region while historic Montepulciano cellars offer tastings of their famous Vino Nobile. As one TourRadar traveler shared "We visited a family vineyard in San Gimignano where we could taste the fresh-pressed juice and learn about the entire wine-making process."
What is the weather like in Tuscany during October?
October temperatures in Tuscany hover between 12-20°C (54-68°F). The Chianti region and San Gimignano start the day with cool crisp air that's ideal for wine tasting while Florence stays slightly warmer. A TourRadar traveler noted: "The October weather was perfect for exploring the vineyards and medieval towns without the summer crowds." Villa San Donato near San Gimignano provides clear views of the changing fall colors during this season.
What are the best food experiences in Tuscany Country Region during October?
October brings white truffles to San Miniato and the hills around Siena. Traditional dishes like ribollita soup and porcini mushroom preparations appear on menus across the region. NH Siena Hotel creates special seasonal menus that highlight local ingredients. A TourRadar review noted: "The truffle hunting experience near Volterra in October was amazing followed by a fantastic lunch at a local farm."
What is the price range for accommodations in Tuscany Country Region during October?
Accommodation costs in October range from 150-450 USD nightly. The Grand Hotel Adriatico in Florence starts at 300 USD while countryside properties like Hotel Le Pozze di Lecchi charge between 200-350 USD. Farm stays (agriturismos) present good value at 150-250 USD. A TourRadar traveler shared: "The Dimora dell'erbe in Montepulciano offered excellent value for the autumn season with amazing views of the fall foliage and reasonable rates compared to summer months."
Months