Tuscany Tours in May 2025
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10 best Tuscany tour packages in May
Compiled by
NadineTuscany travel expert at TourRadar
- Gems of Rome & Florence
- Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
- Tuscany Highlights, Private Tour
- Italy By High-Speed Train
- TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun
- Premium Tuscany
- Private Gourmet Wine Tour in Tuscany, Italy
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Two Hearts in Tuscany: an Escape for 2
- Italian Sojourn with Leaning Tower of Pisa
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 2024
Duration 6 days Destinations Rome, Florence, San Gimignano, Siena Age Range up to 80 year olds Operated in English, German, Italian, French, Spanish Operator TUI Italia May departure dates
See All Departure Dates1 May, 2025 10+ spaces left 2 May, 2025 10+ spaces left From $1,421
20% Off- US$1,137You save $284
Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
41 Reviews by TourRadar travelers“The best thing about the walking tour is the waistline didn't take a hit in spite of the occassions of overindulgence.”
Philip, traveled in April 2023
Duration 9 days Destinations Venice, Florence, Siena, Rome Age Range 4 to 85 year olds Operated in English, French Operator Meet and Greet Italy May departure dates
See All Departure Dates4 May, 2025 4 spaces left 18 May, 2025 4 spaces left From $2,936
10% Off- US$2,643You save $293
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 May departure dates
See All Departure Dates1 May, 2025 10+ spaces left 2 May, 2025 10+ spaces left From $2,498
20% Off- US$1,998You save $499
Italy By High-Speed Train
90 Reviews by TourRadar travelers“Italy's high-speed train package redefines exploration! Included excursions offered an effortless way to discover Italian cities, maximizing time and experience.”
Drew, traveled in May 2023
Duration 7 days Destinations Rome, Florence, Castellina in Chianti, Siena, Pisa, Venice Age Range 10 to 80 year olds Operated in English Operator Flag Travel Holidays May departure dates
See All Departure Dates4 May, 2025 10+ spaces left 5 May, 2025 10+ spaces left From
20% Off- US$1,434
Duration 3 days Destinations Tuscany, San Gimignano Age Range 18 to 69 year olds Operated in English Operator Italy on a Budget Tours May departure dates
See All Departure Dates2 May, 2025 4 spaces left 9 May, 2025 4 spaces left From
20% Off- US$377
Premium Tuscany
1 Review by TourRadar travelers“The cities that were explored were both interesting and beautiful.”
Joseph, traveled in August 2022
Duration 8 days Destinations Rome, Siena, Monteriggioni, San Gimignano, Pisa, Lucca, Florence, Venice Age Range 15 to 99 year olds Operated in English Operator Intrepid Premium May departure dates
See All Departure Dates1 May, 2025 10+ spaces left 15 May, 2025 9 spaces left From $4,995
10% Off- US$4,495+$2 local paymentsYou save $500
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 2019
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 May departure dates
See All Departure Dates3 May, 2025 8 spaces left 7 May, 2025 8 spaces left From $2,543
20% Off- US$2,035You save $508
A Taste of Tuscany - Hilltop Towns and Vineyards
11 Reviews by TourRadar travelers“Excellent talk from farm director which I found very inspirational.”
Phillip, traveled in September 2023
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! May departure dates
See All Departure Dates4 May, 2025 8 spaces left 18 May, 2025 10 spaces left From $3,020
15% Off- US$2,570You save $450
Two Hearts in Tuscany: an Escape for 2
2 Reviews by TourRadar travelers“We loved every moment. Amazing tuk-tuk ride, easy bag transfers. Exquisite wine tasting with two course meal.”
Marinda, traveled in May 2024
Duration 4 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 70 year olds Operated in English Operator Italy on a Budget Tours May departure dates
See All Departure Dates4 May, 2025 2 spaces left 14 May, 2025 2 spaces left From
15% Off- US$1,016
Italian Sojourn with Leaning Tower of Pisa
2 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 2023
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range 5 to 99 year olds Operated in English Operator Wanderful Holidays LLC May departure dates
See All Departure Dates2 May, 2025 10 spaces left 6 May, 2025 10 spaces left From $1,899
4% Off- US$1,823You save $75
