Medieval Gems of Tuscany: Siena, San Gimignano & Monteriggioni
Medieval Gems of Tuscany: Siena, San Gimignano & Monteriggioni
Classic English Tour
Embark on an all-inclusive tour in English, featuring a 1-hour guided tour in Siena, with free time to explore Monteriggioni, Siena, and San Gimignano. Complete your experience with a delightful wine tasting at a Chianti winery.
From
Classic French Tour
Explore the medieval gems of Tuscany on this all-inclusive tour in French. Enjoy a 1-hour guided tour in Siena, free time in Monteriggioni, Siena, and San Gimignano, and experience a delightful wine tasting at a Chianti winery.
From
Classic Portuguese Tour
Discover the medieval gems of Tuscany on this all-inclusive tour in Portuguese. Enjoy a 1-hour guided tour in Siena, free time in Monteriggioni, Siena, and San Gimignano, and experience a delightful wine tasting at a Chianti winery.
From
Classic Spanish Tour
Embark on an all-inclusive tour in Spanish, featuring a 1-hour guided tour in Siena, and free time in Monteriggioni, Siena, and San Gimignano. Enjoy a wine tasting at a Chianti winery for a complete Tuscan experience.
From
Classic Italian Tour
Explore the medieval gems of Tuscany on this all-inclusive tour in Italian. Enjoy a 1-hour guided tour in Siena, free time in Monteriggioni, Siena, and San Gimignano, and experience a delightful wine tasting at a Chianti winery.
From
English Tour - Semi Independent
Explore the medieval charm of Tuscany on this tour in English. Enjoy free time in Monteriggioni, Siena, and San Gimignano, and experience a delightful wine tasting at a Chianti winery. Please note, a local guide in Siena is not included.
From
French Tour - Semi Independent
Experience the medieval charm of Tuscany with a guided tour in French. Enjoy free time to explore Monteriggioni, Siena, and San Gimignano, and indulge in a delightful wine tasting at a Chianti winery. Please note that a local guide in Siena is not included.
From
Portuguese - Semi Independent
Experience the medieval charm of Tuscany with a guided tour in Portuguese. Enjoy free time to explore Monteriggioni, Siena, and San Gimignano, and savor a wine tasting at a Chianti winery. Please note that a local guide in Siena is not included.
From
Spanish Tour - Semi Independent
Explore the medieval gems of Tuscany on this tour in Spanish. Enjoy free time in Monteriggioni, Siena, and San Gimignano, and experience a delightful wine tasting at a Chianti winery. Please note, local guide in Siena is not included.
From
Italian Tour - Semi Independent
Immerse yourself in Tuscany’s medieval beauty with a guided tour in Italian. Enjoy free time in Monteriggioni, Siena, and San Gimignano, and indulge in a wine tasting at a Chianti winery. Please note that a local guide in Siena is not included.
From
Highlights
Step into the enchanting world of medieval Tuscany on this full-day adventure from Florence. Your journey begins with a visit to Monteriggioni, a perfectly preserved walled fortress that looks like it’s been plucked from the pages of a fairytale. Wander the cobblestone streets and admire the ancient towers before continuing on to the majestic city of Siena.
In Siena, uncover the city's UNESCO-listed treasures, from the fan-shaped Piazza del Campo to the breathtaking Gothic cathedral. Dive into the rich history and traditions of this cultural gem as you stroll through its atmospheric alleys. Then, make your way to the iconic hilltop town of San Gimignano, known for its medieval towers and dramatic skyline that rises from the Tuscan hills.
End your day with a relaxing wine tasting at a local Chianti winery, where you’ll savor the region’s signature blends surrounded by rolling vineyards. This tour is a perfect blend of history, scenery, and flavor, offering an unforgettable taste of Tuscany’s most treasured towns.
- Visit UNESCO Sites: Explore historic Siena and San Gimignano.
- Iconic Landmarks: See Siena Cathedral and Monteriggioni Castle.
- Wine Experience: Enjoy wine tasting in the scenic Chianti region.
- All-in-One Day Trip: Discover Tuscany’s cultural and culinary treasures.
Itinerary
Departure from Florence
Start your Tuscan journey with a scenic ride from Florence through rolling hills, vineyards, and picturesque countryside.Monteriggioni – The Medieval Fortress Town
Step back in time in Monteriggioni, a 13th-century walled citadel with 14 towers once praised by Dante. Its preserved medieval charm is the perfect introduction to the region.Siena – Guided Walking Tour
Follow your local guide through Siena’s historic heart, including the breathtaking Piazza del Campo, site of the famous Palio horse race, and a masterpiece of urban planning.Siena Cathedral (Duomo)
Marvel at the richly decorated Gothic cathedral, adorned with intricate marble work, statues, and frescoes—a pinnacle of Italian religious architecture.Light Tuscan Lunch
Enjoy a relaxing meal in a cozy restaurant, where you’ll savor authentic Tuscan flavors and local pastries, all served in a warm, welcoming atmosphere.San Gimignano
Stroll through the medieval towers of UNESCO-listed San Gimignano, often called the “Manhattan of the Middle Ages.” Be sure to try some of the world’s best gelato!Chianti Wine Estate Visit & Tasting
Wrap up the day with a visit to a charming Chianti countryside winery, where you’ll sip on local reds and sample regional olive oils and traditional products.Return to Florence
After a day rich in culture, cuisine, and countryside, sit back and relax as you return to Florence with unforgettable memories of Tuscany.
What's included
INCLUDED
NOT INCLUDED
Customer reviews
Review summary
Powered by AIAdditional information
Meeting Point:
- Piazzale Montelungo, Firenze FI, Italy
- Check in at the TOURS & NEWS KIOSK located at the Piazzale Montelungo Bus Terminal.
- This is approximately 5–10 minutes walking distance from Santa Maria Novella Train Station.
- Look for staff wearing a fuchsia Ciaoflorence jacket and holding a Ciaoflorence clipboard.
Start Time: 8:45 AM
End Point: Returns to the original meeting point.
- Duration: 10 hours 30 minutes (approx.)
- Tour includes visits to Siena, San Gimignano, and Monteriggioni.
- A dress code is required to enter churches and museums:
- No shorts or sleeveless tops.
- Shoulders and knees must be covered for both men and women.
- Entry may be refused if dress requirements are not met.
- Itinerary may change due to operational needs.
- Semi-Independent Option: Does not include a professional guide in Siena.
- The tour operates with a maximum of 63 travelers.
Languages by Season:
Low Season (Nov 1 – Mar 31):
- English & Spanish always guaranteed.
- French, Italian, Portuguese require a minimum of 4 pax.
High Season (Apr 1 – Oct 31):
- English & Spanish: Daily
- French: Tuesday & Friday (min. 2 pax)
- Portuguese: Wednesday (min. 2 pax)
- Italian: Saturday & Sunday (min. 2 pax)
- Infants must sit on laps
- Infant seats available upon request
- Not wheelchair accessible
- Stroller accessible
- Near public transportation
- Not suitable for travelers with serious medical conditions
- Participants should have a moderate physical fitness level
Your booking will be confirmed by the provider instantly.
A full refund will be processed if cancelled at least 2 days before your selected activity date. No refunds can be issued if cancelled less than 2 days before your selected activity date.
- Present a printed or mobile voucher at the meeting point.
- Arrive at least 15 minutes early to ensure timely check-in.
Location
Provider
Ciao Florence Tours Srl
Frequently asked questions
SGD 80.40
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Marvels of the medieval era with great view and wine tasting
Perfect day trip with wine tasting, guided tours at Siena and ample free time for a nice lunch.
Tour was absolutely fine but had I realised how big of a group this would be I probably wouldn’t have booked it.