from
$165
Pisa, Siena, and San Gimignano Day Trip from Florence with Tuscan Lunch
Tour Siena Cathedral, see the Leaning Tower, dine at a Chianti vineyard, and explore San Gimignano
Searching for the ultimate day trip from Florence? On this unforgettable tour through Tuscany, take a guided walk through the medieval city of Siena, visit a Chianti vineyard for a decadent wine tasting and traditional Tuscan lunch, wander around the enchanting town of San Gimignano, and get a close-up look at the Leaning Tower of Pisa! With comfortable, round-trip transportation included and a knowledgeable guide leading the way, this is the best way to discover all that Tuscany has to offer!
What's included
See Tuscany's best in one day
Expert English-speaking guide
Round-trip coach transportation from Florence
Guided tour of Siena
Entry to Duomo di Siena
Tuscan winery lunch
Wine tasting with Chianti, Vernaccia, and Vin Santo
Free time in San Gimignano
Free time in Pisa
Leaning Tower of Pisa entry tickets
Guide tips
Itinerary
Meet your guide at Santa Maria Novella train station
Your day begins outside Florence's main train station, where your guide will be waiting with a sign. Board an air-conditioned coach and settle in as the cityscape gives way to cypress-lined roads and vineyard-covered hills.
Explore Siena with a guided walking tour
First, you'll arrive in Siena, a medieval city built on three hills in southern Tuscany. Follow your guide through narrow brick lanes to the shell-shaped Piazza del Campo, then step inside the Duomo di Siena—a Gothic cathedral wrapped in green and white marble stripes.
Enjoy free time in Siena
After your guided tour wraps up, you'll have time to explore on your own. Grab an espresso at a café in the piazza, browse artisan shops tucked into ancient buildings, or simply wander the winding streets before lunch.
Savor lunch and wine tasting at a Chianti vineyard
Next, your coach rolls through Chianti's vine-striped hills to a family-run organic winery. Sit down to a Tuscan feast of homemade pasta, prosciutto, aged cheeses, and cantucci cookies, all paired with estate wines like Chianti Classico and sweet Vin Santo.
Wander through San Gimignano
From the winery, you'll head to San Gimignano, a hilltop town famous for its 14 surviving medieval towers that once served as status symbols for rival families. Stroll cobbled streets lined with workshops selling leather goods and ceramics, then climb one of the towers for views over Tuscany's patchwork countryside.
For Reference Only. Itineraries are subject to change
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Start times are in the product’s local time
Free cancellation up to 24 hours in advance!
Sat, 09 May 2026
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