Ancient Wonders Tours & Trips in Tuscany
Explore a wide diversity of ancient wonders tours through Tuscany. We have 21 adventures that vary from 7 days to 10 days. With the greatest number of departures in September, this is also the most popular time of the year.
10 best ancient wonders Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Best of Rome, Florence & Venice
- Tuscany Walks & Chianti Wines
- Incredible Italy
- Local Living Italy—Tuscany San Gimignano
- Tuscany Gourmet Cooking Tour
- Walking Trails of Hidden Tuscany
- Under the Tuscan sun - from Siena to Cortona (7 days)
- Hills of Tuscany - Val d Orcia - Montepulciano to Siena 8 Days
- Tuscany Rally - Cycling, Feasting, Relaxing - 8 days
- Italy - Cycling Around San Gimignano and Volterra 8 Days
Best of Rome, Florence & Venice
“The hotels were fine with very good breakfasts. The speed trains were great.”
Diane, traveled in April
Duration 7 days Destinations Rome, Vatican City, Florence, Siena, Greve in Chianti, San Gimignano, Venice Age Range Ages 8+ Operator Omega Tours From
- US$2,379
Tuscany Walks & Chianti Wines
“A fantastic experience, venue and mix of activities. Most importantly our guide Roberta went out of her way to make everyone's experience excellent.”
Potter, traveled in September
Duration 8 days Destinations Pancole, Gambassi Terme, San Gimignano, Fonterutoli, Castellina in Chianti, Siena, Certaldo, Florence Age Range Ages 18+ Operator Exodus Adventure Travels From
- US$3,375
Duration 8 days Destinations Rome, Florence, Pisa, Siena, San Gimignano, Milan Age Range All Ages Welcome Operated in English, Italian Operator Expeditions Gateways From $7,962
40% Off- US$4,777
Local Living Italy—Tuscany San Gimignano
“I had a wonderful time exploring a beautiful area of Italy in a way that felt authentic. It was a great pace.”
Robyn, traveled in June
No departure dates availableDuration 7 days Destinations Rome, Vatican City, San Gimignano, Florence, Siena Age Range Ages 12+ Operator G Adventures Tuscany Gourmet Cooking Tour
“We began each day of our Tuscan adventure in the beautiful Nobile guest house relaxing with great coffee and delicate pastries from a local bakery.”
Laura, traveled in December
No departure dates availableDuration 7 days Destinations Cortona, Montepulciano, Montalcino, Siena Age Range Ages 25+ Operated in English, Italian Operator Caspin Journeys 
Duration 7 days Destinations Siena, Asciano, SI, Serre di Rapolano, Montepulciano, Cortona Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
40% Off- US$1,072
Duration 8 days Destinations Montepulciano, Pienza, Bagno Vignoni, Montalcino, Buonconvento, Siena Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
40% Off- US$1,135
Duration 8 days Destinations Montecatini, Pisa, Viareggio, Florence, Casciana Terme, San Gimignano, Vinci, Montecarlo, Lucca Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
40% Off- US$1,391
Duration 8 days Destinations San Gimignano, Ulignano, Volterra Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
40% Off- US$954
What people love about Ancient Wonders Tours in Tuscany
This was an interesting way to travel to three wonderful cities in Italy. The hotels were fine with very good breakfasts. They were accommodating when we had to leave earlier than the breakfast hours and gave us a boxed breakfast. The speed trains were great. The tour included in each city was great. Their help line was useful to us twice when we had questions and problems.
Best of Rome, Florence & Venice
Everything from our amazing tour leader Jordan to Hotel Le Renaie was perfect. Sad to leave the amazing scenery and people of Toscana. Would love to return one day.
Tuscany Walks & Chianti Wines
- Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)
We enjoyed our trip & most all of the hotels & breakfasts. The walk was a lot harder than anticipated; what was described as an easy walk turned out to be a lot of steep uphill terrain. We thought the price was great & we always received our luggage on time. Having to confirm our transfers was a problem as no one spoke English & they didn’t understand my Italian. All in all we had a great time & found the navigation APP helpful. We saw some beautiful landscapes & scenery but were so tired by the time we got to town we didn’t really get to enjoy the towns as we would have liked.
