Private Tuscany Day Trip Siena San Gimignano and Pisa

Overview

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its Gothic cathedral, and visit the famous Piazza del Campo, home of the Palio horse race. Continue through the rolling hills to San Gimignano, the “Town of Towers,” where medieval skyscrapers, cobbled streets, and artisan shops await. Finish in Pisa, marveling at the iconic Leaning Tower and the stunning monuments of the Piazza dei Miracoli. With comfortable transport, a private guide, and flexible pacing, this exclusive Florence day tour offers a personalized way to see Tuscany’s most famous landmarks.

What's included

• ✓Pickup and drop-off at a hotel or apartment
• ✓Wine tasting at a Tuscan winery
• ✓Day trip to Pisa, Siena and San Gimignano from Florence
• ✓Professional English speaking tour leader throughout the day
• ✓Air-conditioned vehicle
• ✓Free time to walk around the cities

• ✕Lunch

What you'll do

1. 1

   Explore the “Town of Towers” on your Florence to San Gimignano tour. Wander cobblestone streets, browse artisanal shops, and take in panoramic views of the Tuscan countryside from this beautifully preserved medieval town.

   ⏱ 2 hours
2. 2

   Visit the Square of Miracles and marvel at the Leaning Tower of Pisa, the Cathedral, and the Baptistery. Capture iconic photos of one of Italy’s most famous landmarks before returning to Florence.

   ⏱ 1h 30m
3. 3

   Discover this UNESCO World Heritage medieval city on a day trip from Florence. Stroll through Piazza del Campo, admire the Siena Cathedral with its stunning mosaics and sculptures, and soak in the city’s rich history with a local guide.

   ⏱ 2 hours
4. 4

   Travel through the rolling hills of the Chianti wine region. Enjoy a traditional Tuscan lunch paired with local wines at a charming family-owned winery, and take the opportunity to purchase authentic bottles to bring home.

   ⏱ 2 hours

Availability & pricing

Pick your exact date & check live availability on the booking page.

Good to know

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Transportation options are wheelchair accessible
• All areas and surfaces are wheelchair accessible
• Suitable for all physical fitness levels

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.