day trip to san gimignano, siena, monteriggioni & chianti with lunch & wine tasting from florence-2

day trip to san gimignano, siena, monteriggioni & chianti with lunch & wine tasting from florence-3

day trip to san gimignano, siena, monteriggioni & chianti with lunch & wine tasting from florence-4

Day Trips

Day Trip to San Gimignano, Siena, Monteriggioni & Chianti with Lunch & Wine Tasting from Florence

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Explore the heart of Tuscany on a charming full-day tour. From the

renowned San Gimignano, to the unique Siena, and the beautiful village of Monteriggioni. Then, delight in a lunch and guided tasting of 3 wines, including the famous 'vin santo' dessert wine, at a Chianti Winery.

Highlights

Discover two awe-inspiring UNESCO World Heritage Sites and step back into the enchanting Middle Ages.
Uncover the top sights of Siena with the expertise of a knowledgeable local guide.
Immerse yourself in the beauty of the rolling Tuscan hills, offering magnificent vistas, and explore two medieval villages nestled in the Chianti countryside.
Visit charming cellars and vineyards, followed by a delectable lunch in a cozy Chianti winery. Savor the flavors of Tuscany in a tasting of 3 distinct Chianti wines.
Don't miss the opportunity to sample balsamic vinegar and the delightful 'vin santo' dessert wine.

Inclusions

Assistance at the meeting point
Transport by air-conditioned coach with Wi-Fi
Licensed English or Spanish-speaking tour escort
Access to the cellars and vineyards
3-course typical Tuscan lunch in a Chianti Winery
Tasting of 3 different Chianti Wines, balsamic vinegar, and 'vin santo'
Skip-the-line entry to Siena Cathedral and Libreria Piccolomini led by a professional local guide (optional)
Guided visit in Siena with a local professional guide (optional)

Cancellation policy

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Ratings & Reviews

4.1

822 Ratings

5/5

515

4/5

127

3/5

2/5

1/5

112

Ritchie

4/5

Sep, 2023

The day was well organised and we saw some amazing sites. The wine tasting and lunch was very enjoyable. It's a long day, but a great way to see these places.

Chris

5/5

Jul, 2023

The guide Sandro was great and very helpful! The selection of the tourist spots were great!

Anastasiia

3/5

Mar, 2024

Riley

5/5

Sep, 2021

Lovely tour and great guide.

Daisy

4/5

Sep, 2021

Highly recommed this tour. All the places are beautiful, and the wines were delicious.

Your Experience

A Well-Curated Itinerary

Embark on an adventure starting in the enchanting San Gimignano, a world-renowned walled town perched on a hilltop. This medieval gem, adorned with towering structures, captivating frescoes, and priceless artworks, will be your first stop.

Next, venture to the picturesque historical hamlet of Monteriggioni, a small medieval village embraced by its iconic walls. Traverse the gentle hills of Chianti to arrive at a charming winery, where you can unwind and savor the wonders of Chianti wine and local delicacies. Indulge in a tasting of 3 wines and balsamic vinegar, complemented by a lunch featuring three courses of 'zero food miles' products, concluding with the delightful pairing of 'cantucci e vin santo.'

As you journey towards Siena, meet your knowledgeable local guide who will lead you through a comprehensive tour of the historic center. Begin at the magnificent Basilica of San Domenico, a Renaissance masterpiece dedicated to St. Catherine of Siena. Wander through narrow medieval streets lined with splendid palaces, reach the iconic Piazza del Campo, and marvel at the focal point—the Palazzo Pubblico (Town Hall). Continue to the awe-inspiring 12th-century Cathedral, where you can explore its majestic architecture and vibrant polychrome marbles during an optional inside visit.

Cap off your perfect day in Siena with some free time to soak in the unique atmosphere of this remarkable city before returning to Florence in the evening.

Know before you go

Additional information

Please note that the order of the visits may change.
Wear comfortable shoes as the tour involves a fair amount of walking.
Photography is allowed.
Note: From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier.
From Nov to Mar, the guided walking tour is available in both English and Spanish.
From Apr to Ooc, the guided walking tour will be monolingual and will be available in English and Spanish, depending on the option selected.

My tickets

Your voucher will be emailed to you instantly.
Please display the voucher on your mobile phone with a valid photo ID to the assistant.
Please arrive 10-15 minutes before the start time of your tour to avoid delays.
If you have purchased reduced-price tickets, please carry your valid photo ID proof for verification.

Meeting Point

Meet your assistant at Piazzale Montelungo (Montelungo Square) at the end of the ramp connecting to the railway station.
The assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos.
Address: Piazzale Montelungo, 50100, Florence, Italy.

Get Directions to the Meeting Point

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