Pisa, Siena, San Gimignano & Chianti Day Trip from Florence

Explore Tuscany on a shared road trip from Florence, passing hilltop hamlets and countryside between historic towns. Travel by coach or minivan, with guided walks or independent exploration depending on your option. Leaning Tower entry is not included.

Itinerary

1. Depart from Florence. For Regular group options, depart at 07:30 from Piazzale Montelungo; meet the guide in blue with the Caf Tour & Gray Line logo at the end of the ramp connecting to the railway station. For the Up to 8 Participants option, depart at 08:30 from Piazza della Repubblica, in front of Caffè Gilli; look for the minivan with a blue Caf Tour & Travel sign.
2. Explore Pisa independently. Discover Piazza dei Miracoli, also known as the Field of Miracles, and see the Leaning Tower, Pisa Cathedral and the Baptistery of San Giovanni. The Up to 8 Participants option includes 1 hour here and also lists the Monumental Cemetery among the sights.
3. Enjoy lunch in Chianti on the Up to 8 Participants option. Spend 1 hour 20 minutes at a countryside estate for a traditional Tuscan lunch and a guided tasting of Chianti and Vernaccia wines. Regular group options continue from Pisa to San Gimignano, passing hilltop hamlets along the way.
4. Discover San Gimignano. Walk through the town and enjoy free time. The Full Guided Tour options include a guided walk; the Regular group Round Trip Transportation + Lunch and Wine pairing options are self-guided. On the Up to 8 Participants option, explore independently for 1 hour, visiting the historic center and Piazza della Cisterna and admiring the towers.
5. Have lunch in San Gimignano on Regular group options with lunch included. Enjoy a traditional Tuscan lunch with a tasting of 4 wines. This stage does not apply to the Round Trip Transportation Only options or the Up to 8 Participants option.
6. Explore Siena. Discover this hilltop town and its monuments, including Siena Cathedral. The Full Guided Tour options include a guided visit to Siena, with cathedral admission included in the options named Admission to Siena Cathedral. The Round Trip Transportation + Lunch and Wine pairing options are self-guided. On the Up to 8 Participants option, explore the UNESCO-listed center, visit Piazza del Campo, see Palazzo Comunale and Torre del Mangia, and enjoy free time to discover the Duomo.
7. Return to Florence. Regular group options return to Piazzale Montelungo at 19:30. The Up to 8 Participants option returns to Piazza della Repubblica, in front of Caffè Gilli, at 18:30.

What's Included

• Round-trip coach transport for regular group options, or minivan transport for the Up to 8 Participants option
• Onboard Wi-Fi on regular group options
• Traditional Tuscan lunch and wine tasting on lunch options; meals and drinks are not included on transportation-only options
• English- or Spanish-speaking guide, guided Siena walking tour and headphones on Full Guided Tour options
• Siena Cathedral admission only on options explicitly including cathedral entry
• English-speaking driver and guided tasting of Chianti and Vernaccia wines on the Up to 8 Participants option

Important details

• Regular group child tickets cover ages 4–12; guided options also offer youth tickets for ages 13–26. For the Up to 8 Participants option, infant tickets cover ages 0–2 and child tickets cover ages 3–8
• Children ages 0–3 join free on English regular group options and the Spanish transportation-with-lunch option
• On the English transportation-only option, children ages 0–12 require a paying adult companion; ages 13+ use adult tickets
• The Spanish lunch options require an intermediate fitness level and are not recommended for anyone with impaired mobility. The Up to 8 Participants option is also not recommended for anyone with impaired mobility
• Regular transportation-only options and Spanish lunch options without cathedral admission are not wheelchair-accessible
• Bring your original ID for regular group options
• Wine tasting is for ages 18+ only. Bring valid ID as proof of age
• Routes on regular transportation-only options may change because of weather or traffic
• Arrive 15 minutes before departure for regular group options, or 10 minutes before departure for the Up to 8 Participants option