About this tour
Spend eight hours exploring two of Tuscany's most compelling medieval towns on this private day trip from Florence. Your driver navigates the cypress-lined valleys while a guide walks you through Siena's Gothic cathedral and the tower-studded streets of San Gimignano. You'll taste local wines, eat a proper Tuscan lunch, and see the hilltop settlements that defined the region's power centuries ago—all without queuing at major sites.
Highlights
- Skip-the-line entry to Siena's cathedral with expert commentary
- Wine tasting at a local producer
- Tuscan lunch featuring regional specialities
- Private car throughout with English-speaking driver
- San Gimignano's preserved medieval towers and piazzas
- Guided walking tour in your preferred language
- Cypress-lined Tuscan countryside views
What to expect
Your guide meets you in Florence and drives you south into rolling farmland dotted with stone farmhouses and vineyards. In Siena, you'll walk the compact centro storico, ducking into the cathedral to see its intricate marble floors and frescoes. After lunch at a traditional trattoria, you'll head to San Gimignano, perched on a ridge with fourteen surviving towers visible for miles. The afternoon is spent wandering narrow lanes, visiting local workshops, and sampling wines. Expect plenty of uphill walking on uneven medieval streets and some time to explore independently after the guided portions.
Good to know
Wear comfortable shoes with grip—cobblestones are steep and slippery when wet. The tour suits all fitness levels but involves sustained walking. Infants must sit on a lap. Bring sun protection and water. Gratuities aren't included.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BugBitten summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.