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

NadineTuscany travel expert at TourRadar
- Private Gourmet Wine Tour in Tuscany, Italy
- Gems of Rome & Florence
- Italian Sojourn with Leaning Tower of Pisa
- Luxury Italy by High-Speed Train
- Tuscany Mon Amour: Love at First Sight! Semi-Escorted Tour
- Discover Tuscany: Culture, Food & Wine
- Flavours of Tuscany - Semi-Escorted Tour
- Spotlight on Tuscany (2025)
- Tuscany Highlights, Private Tour
- Discovering Florence
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 Dates1 Oct, 2025 8 spaces left 4 Oct, 2025 8 spaces left From $4,774
15% Off- NZ$4,058You save $716
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
Duration 6 days Destinations Rome, Florence, San Gimignano, Siena Age Range All Ages Welcome Operated in English, Spanish Operator TUI Italia October departure dates
See All Departure Dates1 Oct, 2025 10+ spaces left 2 Oct, 2025 10+ spaces left From $2,697
10% Off- NZ$2,427You save $270
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 Dates1 Oct, 2025 10 spaces left 5 Oct, 2025 10 spaces left From $3,380
5% Off- NZ$3,211You save $169
Duration 9 days Destinations Rome, Florence, Castellina in Chianti, Siena, San Gimignano, Venice Age Range Ages 10+ Operator Flag Travel Holidays October departure dates
See All Departure Dates2 Oct, 2025 10+ spaces left 5 Oct, 2025 10+ spaces left From
5% Off- NZ$8,135
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
Duration 6 days Destinations Florence, Montecatini, Siena, San Gimignano, Pisa, Montecarlo Age Range All Ages Welcome Operated in English, Portuguese, Spanish Operator RANIERI TOUR OPERATOR October departure dates
See All Departure Dates2 Oct, 2025 4 spaces left 5 Oct, 2025 4 spaces left From
5% Off- NZ$1,710
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
Duration 8 days Destinations Pancole, San Gimignano, Florence, Siena, Castellina in Chianti, Certaldo, Volterra, Tuscany Age Range Ages 18+ Operator Exodus Adventure Travels October departure dates
4 Oct, 2025 7 spaces left From $4,617
5% Off- NZ$4,400You save $217
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
Duration 6 days Destinations Florence, Montecatini, Vinci, Montecarlo, Siena, San Gimignano, Monteriggioni, Strada in Chianti Age Range All Ages Welcome Operated in English, French Operator RANIERI TOUR OPERATOR October departure dates
See All Departure Dates5 Oct, 2025 4 spaces left 7 Oct, 2025 4 spaces left From
5% Off- NZ$2,073
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 Dates7 Oct, 2025 8 spaces left 14 Oct, 2025 7 spaces left From $3,999
15% Off- NZ$3,399You save $600
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 Dates1 Oct, 2025 10+ spaces left 2 Oct, 2025 10+ spaces left From $6,745
10% Off- NZ$6,071You save $675
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
Duration 4 days Destinations Florence, Monteriggioni, Siena, San Gimignano Age Range All Ages Welcome Operator TUI Italia October departure dates
See All Departure Dates1 Oct, 2025 10+ spaces left 2 Oct, 2025 10+ spaces left From $1,394
10% Off- NZ$1,255You save $139
What people love about Tuscany Tours in October
- Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
If you plan to visit Italy please do so but if you want to have a great time like we did you HAVE to get Elisabetta Benedetti as a guide, she took care of us like we were her family made us feel safe made us laugh and enjoy every moment of our trip Thank you so much Elisabetta we will always remember you a true professional
- Italy By High-Speed Train
I loved your guides. Italian high Speed train are incredible, we enjoyed Italo Treno. I think you should add some food experience in the tour, but everything was well planned, drivers and hotel perfect!
- 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.
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