Discover Tuscany’s medieval villages and rolling hills on a private tour from Florence with a professional driver, guided walking tour of Siena, lunch in a stunning vineyard, and free time in San Gimignano.
Private Tuscany Day Trip from Florence with Vineyard Lunch
Summary Description
Highlights
- Travel to two picturesque Tuscan villages
- Seamless transport between stops with a private driver
- Discover Siena's medieval history on a guided tour
- Visit a family-run Chianti vineyard and wine cellar
- Enjoy a homemade Tuscan lunch and Chianti wine tasting
Description
Discover the best of Tuscany on a private journey through its beautiful towns and landscapes. Travel from Florence with a professional English-speaking driver who takes the stress out of navigating. In Siena, meet a licensed local guide for a walking tour through medieval streets. Along the way you'll learn about the majestic cathedral and famous Palio horse race. Then, savor a leisurely Tuscan lunch with wine pairings at a family-run Chianti farmhouse, surrounded by vineyards and olive groves. End your day in the hilltop gem of San Gimignano, a UNESCO-listed village, where you’ll enjoy free time to explore artisan shops, climb the towers, or simply soak in the views. With private transport and a relaxed pace, this day offers an intimate and authentic way to experience Tuscany.
Your private Tuscan adventure begins in Florence, where a professional English-speaking driver welcomes you for a scenic drive through the rolling countryside. Relax on a comfort past olive groves, vineyards, and hilltop villages en route to your first destination: Siena. Upon arrival, meet your licensed local guide for a walking tour of this remarkable medieval city, known for its Gothic architecture and the thrilling Palio horse race. Stroll through Piazza del Campo, admire the ornate façade of Siena Cathedral (option to pay and enter on your own), and discover hidden corners that bring the city’s centuries-old stories to life.
After saying goodbye to your local guide, get in your private car and continue through the Chianti region to a traditional family-run farm, where you’ll enjoy a visit to the vineyards and cellars. Learn about Tuscan winemaking before sitting down to a seasonal lunch. The meal of course comes with plenty of Chianti wine that is selected to complement the favors of each dish.
The final stop is San Gimignano, a UNESCO World Heritage Site celebrated for its medieval towers and panoramic views. Here, you’ll have free time to wander the cobbled lanes, browse local boutiques, and perhaps sample world-famous gelato. At the end of the day, your professional driver will bring you back to Florence. With private transportation throughout the day, this tour offers the ideal blend of history, food, and unhurried exploration.
Included / Excluded
- English-speaking professional driver
- Air-conditioned transport
- English-speaking local guide in Siena
- Expertly guided walking tour of Siena
- Free time in San Gimignano
- Gourmet lunch and wine tasting in Chianti
- Hotel Pick-Up/Drop-Off
- Gratuities
- Entrance tickets to the Siena Cathedral
Start / End Locations
Start Location: Piazza della Repubblica, Piazza della Repubblica, 50123 Firenze FI, Italy
Start Location Notes: Please arrive 15 minutes prior to the start of your tour. This tour meets by the Carousel in Piazza della Repubblica.
Start Location Directions: https://maps.app.goo.gl/HL3TVuCtsDZySyxbA
End Location: Piazza della Repubblica, Piazza della Repubblica, 50123 Firenze FI, Italy
Commentary
Guide : English
Important Information
Know Before You Book
- This tour is in English.
- Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
- This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
- Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs.
- Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
- Walks and Devour comply with all local government regulations. Please refer to local government guidelines for the most up to date information.
- Please arrive 15 minutes before your tour start time for check-in. No refunds can be provided for late arrivals or no-shows.
- Those with dietary restrictions or food allergies need to email our Guest Experience team at [email protected] after booking the tour so we can arrange your lunch.
- If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.
- Luggage and/or strollers are not allowed on this tour as there is no extra storage space on the vehicle.
- Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days. Please note that due to the religious nature of Siena cathedral, all individuals regardless of gender must cover their shoulders and knees. A scarf or shawl is acceptable. Walks cannot be held responsible for those denied entry.
- Tips/gratuities (for your guide) are always appreciated.
- Walks and Devour comply with all local government regulations. Please refer to local government guidelines for the most up to date information.
Cancellation
Cancellation Cutoff: 7 days
Cancellation Notes: Cancellations received greater than 7 days prior to tour commencement are fully refundable. Cancellations received within 7 days of tour commencement are nonrefundable. Amendment requests are subject to availability and price changes. Late arrivals and no shows are nonrefundable. This is applicable to any tour participant that fails to arrive, or arrives after tour departure.
Terms and Conditions
Before you travel, please read the "Know Before You Go" section for essential information, requirements, and possible disruptions regarding your tour.
Additional Information
Ticket age ranges:
- Adult (15+)
- Child (2-14)
- Infant (0-1)
Redemption Information
Tickets will be held at the box office
About operator:
Walks (takewalks.com, walksofitaly.com) began over a decade ago (2008, to be exact) in Rome, Italy. We quickly became the premier walking tour company in 7 countries - Italy, Spain, France, the UK, Greece, and Portugal. Our US cities include San Francisco, NYC, Boston, Chicago, and New Orleans.
In 2021, we joined The Hornblower Group (cityexperiences.com) expanding our reach and working alongside this powerhouse travel brand.
Our tour products vary but predominantly we #takewalks, exploring the world by foot - we believe, the best way to get into the heart of a city and its incredible people. From introductory strolls to food tours, day trips, cooking classes, and below the surface, in-depth tours, we have our hand in everything a traveler could want. Oh, and we also like to give our clients exclusive access to the biggest attractions in the world...
Despite the big changes in our brand over the years, our focus has remained simple - to relentlessly create tours with the client experience at the forefront and anchored upon the dedicated, intelligent, and above all, passionate local guides who want to share their cities with you.
Our tour products vary but predominantly we #takewalks, exploring the world by foot - we believe, the best way to get into the heart of a city and its incredible people. From introductory strolls to food tours, day trips, cooking classes, and below the surface, in-depth tours, we have our hand in everything a traveler could want. Oh, and we also like to give our clients exclusive access to the biggest attractions in the world...
Despite the big changes in our brand over the years, our focus has remained simple - to relentlessly create tours with the client experience at the forefront and anchored upon the dedicated, intelligent, and above all, passionate local guides who want to share their cities with you.
Basic Information
- Duration: 9 hours
- Trip difficulty: Easy
- Max Group Size: 6
- Category: Tours & Sightseeing
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