Tuscany Tours in October 2025
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10 best Tuscany tour packages in October
Compiled by
NadineTuscany travel expert at TourRadar
- Tuscany Highlights, Private Tour
- Two Hearts in Tuscany: an Escape for 2
- Private Gourmet Wine Tour in Tuscany, Italy
- Discovering Florence
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Tuscany Thrills: A 3-Day Escape of Wine, Relax, and Fun
- Tuscany Walking and Wine
- Florence City Break - 3 Days/2 Nights
- Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
- Taste of Tuscany: Art, Culture and Treats - Semi-Escorted Tour
Tuscany Highlights, Private Tour
1 Review 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 2023
Duration 8 days Destinations Florence, Lucca, Pisa, Siena Age Range up to 80 year olds 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 $2,830
15% Off- US$2,406You save $424
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 2024
Duration 4 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 99 year olds Operated in English, Italian Operator Italy on a Budget Tours October departure dates
See All Departure Dates1 Oct, 2025 2 spaces left 12 Oct, 2025 2 spaces left From $999
10% Off- US$899You save $99
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Villa Lecchi was beyond our dreams. The views were spectacular of Tuscany.”
Colleen, traveled in September 2022
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 24 to 86 year olds Operated in English Operator Soleto Travel October departure dates
See All Departure Dates1 Oct, 2025 8 spaces left 4 Oct, 2025 8 spaces left From $2,500
18% Off- US$2,050You save $450
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 2024
Duration 4 days Destinations Florence, Monteriggioni, Siena, San Gimignano Age Range up to 80 year olds Operated in English Operator TUI Italia October departure dates
See All Departure Dates1 Oct, 2025 10+ spaces left 2 Oct, 2025 10+ spaces left From $730
15% Off- US$621You save $109
A Taste of Tuscany - Hilltop Towns and Vineyards
11 Reviews by TourRadar travelers“Excellent food and wine visits couldn't have asked for more. Highly recommend this trip.”
Elizabeth, traveled in May 2024
Duration 8 days Destinations Pisa, Livorno, Tuscany, Montalcino, Buonconvento, Pienza, Montepulciano, Siena, Florence, Greve in ChiantiSee all destinations Age Range 16 to 85 year olds Operated in English Operator Explore! October departure dates
12 Oct, 2025 10+ spaces left From $3,050
20% Off- US$2,440You save $610
Duration 3 days Destinations Tuscany, San Gimignano Age Range 18 to 99 year olds Operated in English, Italian Operator Italy on a Budget Tours October departure dates
See All Departure Dates3 Oct, 2025 4 spaces left 10 Oct, 2025 4 spaces left From $411
10% Off- US$370You save $41
Tuscany Walking and Wine
21 Reviews by TourRadar travelers“The scenery was stunning and it was very well organized. You can't beat the scenery you experience!”
Bryan, traveled in March 2023
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 16 to 85 year olds Operated in English Operator Explore! October departure dates
5 Oct, 2025 10+ spaces left From $2,690
20% Off- US$2,160You save $530
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“Time seemed to fly by really quickly. The group was entertained.”
Billy, traveled in December 2019
Duration 3 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 39 year olds Operated in English Operator Italy on a Budget Tours October departure dates
See All Departure Dates2 Oct, 2025 8 spaces left 5 Oct, 2025 8 spaces left From $339
10% Off- US$305You save $33
Duration 10 days Destinations Florence, San Gimignano, Colle di Val d'Elsa, Monteriggioni, Siena, Greve in Chianti, Montepulciano, Rome Age Range up to 90 year olds Operated in English Operator G Adventures October departure dates
See All Departure Dates5 Oct, 2025 10+ spaces left 12 Oct, 2025 10+ spaces left From
10% Off- US$4,999
Duration 6 days Destinations Florence, Montecatini, Vinci, Montecarlo, Siena, San Gimignano, Monteriggioni, Strada in Chianti Age Range 1 to 100 year olds Operated in English Operator RANIERI VIAGGI SRL October departure dates
See All Departure Dates5 Oct, 2025 4 spaces left 7 Oct, 2025 4 spaces left From
10% Off- US$1,083
