THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Spend a full day discovering Tuscany’s historic highlights—Siena’s medieval heart, San Gimignano’s towered silhouette, and Pisa’s UNESCO piazza—on a small-group guided tour from Florence. Expect guided walks, a winery lunch with tastings, and free time to explore each town.
Spend a full day discovering Tuscany’s historic highlights—Siena’s medieval heart, San Gimignano’s towered silhouette, and Pisa’s UNESCO piazza—on a small-group guided tour from Florence. Expect guided walks, a winery lunch with tastings, and free time to explore each town.
Book with Ciao Florence Tours Srl
Book directly with Ciao Florence Tours Srl for the best rates and real-time scheduling.
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Operated by Ciao Florence Tours Srl · Florence, Tuscany
You step onto the minivan at Piazzale Montelungo as the city of Florence dissolves behind you and the Chianti hills push forward, vineyards and olive trees lining the road like deliberate hosts. Your guide punctuates the drive with local stories—family feuds, wine vintages, and why Siena’s shell-shaped Piazza del Campo still stops people mid-step.
easy.
10–12 hours.
Suitable for travelers who can handle several short walks (up to 1.5 miles total) on uneven cobbles and stairs; not strenuous but long.
Yes—the tour includes round-trip transport from the meeting point in Florence by air-conditioned minivan with free Wi‑Fi.
A three-course lunch and wine tasting at a family-run estate are included in the tour price.
Climbing the tower is optional and not included; tickets cost around €20 and should be booked separately in advance when possible.
The tour notes stroller access for infants, but it isn't recommended for those with serious back or heart problems due to the day's length and walking on uneven surfaces.
Siena, San Gimignano and Pisa were medieval power centers; Siena’s Piazza del Campo hosted the Palio horse race since the Middle Ages, while Pisa’s cathedral complex reflects its maritime-republic wealth.
Historic centers suffer from visitor congestion; support local businesses, stay on marked paths, and choose responsible wineries practicing soil conservation and limited pesticide use.
Ciao Florence Tours Srl operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Ciao Florence Tours Srl
Book directly with Ciao Florence Tours Srl for the best rates and real-time scheduling.
Reserve Now