Activity
🍷 PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting
🌍 Overview
The PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting invites you to discover the iconic Tuscan countryside, from Florence’s most scenic viewpoint to medieval San Gimignano and a panoramic vineyard estate. Travel with a private driver through cypress-lined roads, olive groves, and vineyards, then relax over a traditional Tuscan lunch paired with top local wines. This easy, private experience blends unforgettable views, authentic flavors, and the timeless charm of Chianti.
🧭 What to Expect
Your day begins with a private driver collecting you directly from your hotel, B&B, or private apartment in Florence. Settle into a comfortable vehicle and enjoy the first panoramic drive through the sweet Tuscan hills, heading toward one of the city’s most famous viewpoints.
At Piazzale Michelangelo, step out to admire sweeping views over Florence, its domes, bell towers, and the Arno River. The square, dedicated to Michelangelo, is adorned with bronze copies of his masterpieces, including the David, creating a perfect backdrop for memorable photos.
From here, your journey continues through the picturesque Siena hills, where vineyards, olive groves, and cypress trees define one of Italy’s most celebrated landscapes. Arriving in San Gimignano, you will have time to wander its medieval streets, admire the legendary towers, and soak up the atmosphere of this UNESCO-listed hilltop town. If you wish, you can seek out the famous Gelateria Dondoli in the main square to taste what many consider the best gelato in the world.
The highlight of the tour is a stop at a beautiful Tuscan vineyard overlooking San Gimignano and its striking skyline. Here you will explore the vineyard, learn about local winemaking traditions, and discover the story behind Chianti and its Black Rooster symbol. A guided tasting will introduce you to several renowned Tuscan wines and extra virgin olive oils, including flavored and truffle oils, as well as aged balsamic vinegar.
During this visit, you will enjoy a traditional 3-course Tuscan lunch, typically featuring lasagna or homemade pasta, bruschetta, and pecorino cheese, all paired with wines from the estate. After this relaxed and flavorful experience, your driver will bring you back to Florence, with arrival scheduled around 4:00 pm.
✨ Highlights
- 🍇 Private PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting through Tuscany’s iconic rolling hills and vineyards.
- 🏞️ Panoramic stop at Piazzale Michelangelo for unforgettable views over Florence and its Renaissance skyline.
- 🏰 Visit to medieval San Gimignano, with time to explore its famous towers and charming historic streets.
- 🍦 Opportunity to try award-winning gelato at Gelateria Dondoli in the main square of San Gimignano.
- 🍷 Guided vineyard experience with 5 wine tastings, including Chianti, Brunello, Sangiovese, Nobile, and Vernaccia.
- 🫒 Tasting of 5 extra virgin olive oils plus balsamic vinegar, including pepper-infused and truffle oils.
- 🍽️ Traditional 3-course Tuscan lunch at a local farm, featuring homemade pasta, bruschetta, pecorino cheese, and wine pairings.
🗺️ Itinerary
- Pick-up in Florence
Morning pick-up from your hotel, B&B, or private apartment by your private driver escort. Depart Florence and begin your scenic journey through the Tuscan countryside. - Stop 1: Piazzale Michelangelo
Enjoy a panoramic stop at Piazzale Michelangelo, Florence’s most famous viewpoint. Admire the city from above, see bronze copies of Michelangelo’s David and other works, and capture your best photos of Florence. - Drive Through the Siena Hills
Continue through the picturesque Siena hills, passing olive groves, vineyards, and lines of cypress trees that define the Chianti landscape. - Stop 2: San Gimignano
Arrive in the medieval town of San Gimignano. Spend about one hour exploring its narrow streets, historic squares, and iconic towers. You may choose to taste world-famous gelato at Gelateria Dondoli in the main square. - Stop 3: Vineyard with a View of San Gimignano
Reach a scenic Tuscan vineyard overlooking San Gimignano’s towers. Learn about Tuscan winemaking traditions and the legend of the Black Rooster, symbol of Chianti. - Wine, Olive Oil & Balsamic Tasting
Enjoy 5 wine tastings featuring Chianti, Brunello, Sangiovese, Nobile, and Vernaccia, guided by a sommelier who will explain tasting techniques and food pairings. Sample 5 extra virgin olive oils, including pepper-infused and truffle oils, plus aged balsamic vinegar. - Traditional Tuscan Lunch
Savor a 3-course lunch at the vineyard, typically including lasagna or homemade pasta, bruschetta, and pecorino cheese, all paired with estate wines. Relax and enjoy the panoramic view of San Gimignano and the surrounding countryside. - Return to Florence
After lunch and tastings, depart the vineyard for your journey back to Florence. Drop-off at your accommodation is scheduled around 4:00 pm.
✅ What’s Included
- Private driver escort from and to your hotel, B&B, or private apartment in Florence
- Panoramic stop at Piazzale Michelangelo
- Visit to San Gimignano with free time to explore
- Visit to a Tuscan vineyard with a view of San Gimignano
- Guided vineyard experience and introduction to Tuscan winemaking
- 5 wine tastings (including Chianti, Brunello, Sangiovese, Nobile, Vernaccia)
- 5 extra virgin olive oil tastings (including pepper-infused and truffle oils)
- Balsamic vinegar tasting
- Traditional 3-course Tuscan lunch at the vineyard
- Return transfer to Florence (scheduled arrival around 4:00 pm)
❌ Exclusions
- Any additional food or drinks not mentioned in the description
- Personal purchases in San Gimignano or at the vineyard
- Entrance fees to specific monuments or towers in San Gimignano (not specified as included)
- Tips and gratuities
ℹ️ Important Information
- Tour duration: The experience is described as a full day, with return to Florence scheduled around 4:00 pm.
- Difficulty: Rated as EASY, suitable for most travelers with normal mobility.
- Meeting and pick-up: Pick-up and drop-off are from your hotel, B&B, or private apartment in Florence, with a private driver escort throughout.
- Weather: The tour runs through open-air locations such as Piazzale Michelangelo, San Gimignano, and the vineyard, so comfortable seasonal clothing, sun protection, and suitable footwear are recommended.
- Food and wine: The tour includes a 3-course lunch, multiple wine tastings, olive oil tastings, and balsamic vinegar tasting at a Tuscan vineyard.
- Special requirements: Dietary preferences or restrictions are not specified, so travelers with special needs should check in advance if adjustments are possible.
- Age and participation: Wine tasting is a key part of the experience, so local legal drinking age rules will apply, although specific age limits are not stated.
🚗 Toast To Tuscany: Reserve Your Private Chianti Escape
Let the hills, towers, and vineyards of Chianti be the backdrop to your perfect Tuscan day.
Secure your place on the PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting and enjoy a relaxed, private journey from Florence to the heart of Tuscany. With a dedicated driver, time in San Gimignano, and a long lunch with wine tastings at a panoramic vineyard, this is one of the most enjoyable Chianti wine tours from Florence you can experience.
❓ Frequently Asked Questions, FAQ
1. How long does the PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting last?
The experience is described as a full day, with return to Florence scheduled around 4:00 pm. Exact starting time is not specified, but you will be picked up in the morning at your accommodation.
2. What kind of wine tastings are included on this tour?
The PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting includes 5 wine tastings at a Tuscan vineyard. You will taste Chianti, Brunello, Sangiovese, Nobile, and Vernaccia, guided by a sommelier who explains tasting techniques and food pairings.
3. Is there free time to explore San Gimignano on my own?
Yes, you will have about one hour of free time in San Gimignano. During this time you can walk through the medieval streets, admire the towers, and optionally try gelato at Gelateria Dondoli in the main square.
4. What is included in the lunch at the vineyard?
The lunch at the vineyard is a traditional 3-course Tuscan meal. It typically features lasagna or homemade pasta, bruschetta, and pecorino cheese, paired with wines from the estate.
5. Is this tour suitable for travelers who prefer an easy, relaxed day?
Yes, the tour is rated EASY and is designed as a relaxed day with a private driver, short walks in San Gimignano, and unhurried time at the vineyard. The PRIVATE TOUR "Ramble through the Rolling Hills Of Chianti"+ lunch & wine tasting focuses on scenic drives, tastings, and gentle exploration rather than intensive physical activity.
Activity
Availability
You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.
Additional Information
Physical: Wheelchair Not accessible
Duration
5 hours
Languages
English - Speaking Guide
Spanish - Speaking Guide
French - Speaking Guide
Italian - Speaking Guide
Additional Information
Electronic. Show the voucher on your phone.
Cancellation Policy
Select Date
Meeting Point
Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.
End Point
Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.
