Tuscany Day Trip: Pisa, Siena, San Gimignano

Experience the best of Tuscany in just one unforgettable day. Depart from Florence and journey through rolling hills, medieval towns, and iconic landmarks. Begin in Pisa with its world-famous Leaning Tower and the striking Piazza dei Miracoli. Continue to the Chianti countryside for a traditional Tuscan lunch paired with local wines at a charming winery. In Siena, stroll through the historic Piazza del Campo and admire the Gothic Cathedral, before heading to San Gimignano, a UNESCO-listed town known for its medieval towers and breathtaking views. With free time to explore and the option of an English-guided tour in Siena, this excursion blends culture, history, and authentic flavors for the perfect Tuscan adventure.
✔ Discover Pisa’s Leaning Tower and Piazza dei Miracoli
✔ Enjoy lunch and wine tasting at a Chianti winery
✔ Visit Siena’s Piazza del Campo and Cathedral (English only)
✔ Stroll the medieval streets of San Gimignano, a UNESCO gem

Meeting Point

Scandicci

50018 Scandicci, Metropolitan City of Florence, Italy

Meet the local staff in green or white shirts in front of The Florence Gate Caffetteria at Villa Costanza, Florence Coach Station. Take the T1 Leonardo tram to Villa Costanza (last stop). The ride takes about 20 minutes from the city center; board at the stop nearest you.

What's included:

• Free time in Pisa and San Gimignano
• Siena Cathedral entry English-speaking guide (if option selected)
• Full-day tour exploring the highlights of Pisa, San Gimignano, and Siena
• Transportation
• Wi-Fi on Board
• Winery visit with wine tasting
• English guided tour of Siena (if option selected)

Not included:

• Hotel pickup and drop-off
• Lunch (depending on the option selected)
• Tips

What to expect:

Duration: 12 hours

Central Florence

Via Guelfa, 126, 50129 Firenze FI, Italy

Central Florence is the heart of the city and the main departure point for tours across Tuscany. Easily accessible on foot or by public transport, it’s surrounded by iconic landmarks like the Duomo, Santa Maria Novella Station, and Piazza della Repubblica.

2 hours

Pisa

Pisa

San Gimignano, often called the "Manhattan of the Middle Ages," is famous for its tall, narrow towers that create a striking medieval skyline visible from miles around. The town’s unique silhouette sets it apart, giving visitors a glimpse into its rich history and architectural grandeur.
Wander through charming cobblestone streets lined with artisan shops, where local craftsmen showcase their traditional skills. Take your time to explore the quaint squares, perfect spots to relax and soak up the timeless atmosphere of this Tuscan gem.

While visiting, be sure to enjoy a traditional Tuscan lunch, featuring authentic regional flavors that bring the essence of Tuscany to your plate. Also, don’t miss the Duomo di San Gimignano, a stunning medieval cathedral renowned for its remarkable frescoes and exquisite architecture—a true testament to the town’s artistic heritage.

3 hours

San Gimignano

San Gimignano

San Gimignano, often called the "Manhattan of the Middle Ages," is famous for its tall, narrow towers that create a striking medieval skyline visible from miles around. The town’s unique silhouette sets it apart, giving visitors a glimpse into its rich history and architectural grandeur.
Wander through charming cobblestone streets lined with artisan shops, where local craftsmen showcase their traditional skills. Take your time to explore the quaint squares, perfect spots to relax and soak up the timeless atmosphere of this Tuscan gem.

While visiting, be sure to enjoy a traditional Tuscan lunch, featuring authentic regional flavors that bring the essence of Tuscany to your plate. Also, don’t miss the Duomo di San Gimignano, a stunning medieval cathedral renowned for its remarkable frescoes and exquisite architecture—a true testament to the town’s artistic heritage.

Please be aware that the itinerary is only an example and may vary.

1 hour

Siena

Siena

Siena is a captivating medieval city known for its rich history, stunning architecture, and vibrant culture. Visitors can explore at their own pace or join a guided tour of the charming center, including the magnificent Siena Cathedral, one of Italy’s finest examples of Gothic architecture.
One of the highlights is Piazza del Campo, a beautiful shell-shaped square at the heart of the city. It’s famous worldwide for hosting the thrilling Palio horse race twice a year, drawing crowds eager to witness this centuries-old tradition.

Another must-see is the Siena Cathedral, renowned for its intricate marble floors, impressive façade, and priceless works of art inside. Whether you stroll through the city or join a guided tour, Siena offers a memorable experience steeped in Tuscan culture and history.

Please be aware that the itinerary is only an example and may vary.

2 hours