Tuscany’s medieval charm is a mere stone’s throw from Rome, promising an unforgettable journey through time. San Gimignano’s iconic towers, Siena’s stunning Piazza del Campo, and Montepulciano’s renowned wines create a captivating blend of culture, history, and culinary delight. Whether you’re a seasoned traveler or a newcomer to this enchanting region, this itinerary offers a chance to explore the heart of Italy’s most beloved countryside. With a scenic drive, highlights of Florence, and a winery tasting, the stage is set for an immersive experience that may just leave you longing for more.
Key Points

• This 14-hour comprehensive Tuscany tour from Rome includes visits to the medieval towns of San Gimignano, Siena, and Montepulciano.
• The tour provides a guided winery experience, wine tasting, and a full-course lunch at the Tenuta Torciano winery in Tuscany.
• Highlights of the tour include visiting iconic landmarks in Florence, such as the Duomo, Piazza della Signoria, and Ponte Vecchio.
• The tour offers a scenic drive through the picturesque Tuscan countryside, allowing travelers to enjoy the region’s rolling hills, vineyards, olive groves, and medieval architecture.
• The tour is available for small groups of up to 4 passengers in a car or 8 passengers in a van, ensuring a personalized and intimate experience.
👉 Check out our guide to the 25 Best Dining Experiences In Florence
Contents
- Key Points
- Trip Overview
- Itinerary Highlights
- Inclusions
- Booking and Cancellation Policy
- Meeting Point
- Scenic Drive Through Tuscany
- Highlights of Florence
- Tasting and Lunch at Winery
- Frequently Asked Questions
- Is There a Dress Code for the Winery Tour?
- Can We Stop for Photos Along the Scenic Drive?
- Are Any Food Allergies or Dietary Requirements Accommodated?
- Is There an Opportunity to Purchase Wine at the Winery?
- Can We Bring Our Own Snacks or Water on the Tour?
- Recap
- Our Top Picks in Florence
- More Tour Reviews in Florence
- Not for you? Here's more things to do in Florence we have recnetly reviewed
Trip Overview

This tour offers a comprehensive Tuscany experience from Rome, lasting approximately 14 hours with an early morning departure and a return to Rome around 9 PM.
The group size is limited to a maximum of 4 passengers for a car or 8 for a van, ensuring a personalized and comfortable journey. Multilingual hosts provide their expertise in English, Russian, and Turkish throughout the trip.
The itinerary includes a breakfast stop before reaching the main highlights of Florence, followed by a guided tour and wine tasting at the renowned Tenuta Torciano winery, where guests will enjoy a full-course lunch.
You can also read our reviews of more tours and experiences in Florence.
Itinerary Highlights

The tour begins with a breakfast stop before proceeding to the main highlights of Florence, where visitors can admire the city’s renowned landmarks.
After this, the group will visit the Tenuta Torciano winery for a guided tour, wine tasting, and a full-course lunch.
The itinerary also includes:
-
Exploring the historic town of San Gimignano, known for its iconic medieval towers and charming streets.
-
Free time to wander and discover the city’s highlights at your own pace.
-
Professional photography services to capture memorable moments in both Florence and San Gimignano.
-
The opportunity to travel in luxury transportation, with free Wi-Fi access on board and a local expert host to provide insights throughout the journey.
Inclusions

The tour includes a breakfast stop, a guided tour and wine tasting at the Tenuta Torciano winery, and a full-course lunch at the winery.
It also provides professional photography services to capture memorable moments in both Florence and San Gimignano, as well as luxury transportation with free Wi-Fi access on board and a local expert host to offer insights throughout the journey.
Guests can enjoy a hassle-free experience with all the necessary inclusions, allowing them to fully enjoy the beauty of Tuscany.
Whether it’s savoring the region’s renowned wines, exploring the charming towns, or capturing stunning photos, this tour ensures a comprehensive and fulfilling experience.
Booking and Cancellation Policy

Prices for the Tuscany From Rome tour start from $761.01 per group (up to 1 person), and a reserve now & pay later option is available.
Guests can also take advantage of free cancellation up to 24 hours in advance for a full refund. The booking and cancellation policy is designed to offer flexibility and convenience:
-
Competitive pricing that fits various budgets
-
Convenient reserve now, pay later option
-
Hassle-free full refund if cancelled 24 hours in advance
-
Easy online booking process to secure a spot
Meeting Point

Guests can opt to meet at the standard meeting point near the Colosseo, in front of Caffe Oppio, or the tour operator can pick them up directly from their accommodations for private tours.
The standard meeting point is conveniently located and easy to find, making it a great option for those familiar with Rome or comfortable navigating the city.
For private tours, the flexibility of being picked up from one’s hotel or vacation rental is highly convenient, eliminating the need to travel to a central meeting location.
This personalized service adds to the overall experience, allowing guests to maximize their time and focus on enjoying the Tuscany adventure.
Scenic Drive Through Tuscany

After being picked up from the convenient meeting point, the journey begins with a scenic drive through the rolling hills and picturesque landscapes of Tuscany.
The drive offers breathtaking vistas of vineyards, olive groves, and medieval hilltop towns that capture the essence of this renowned Italian region.
Along the way, guests can enjoy:
-
Passing by quaint villages and charming farmhouses
-
Spotting iconic cypress trees that dot the countryside
-
Watching the changing colors of the landscape as the day progresses
-
Catching glimpses of historic churches and fortified castles in the distance
The drive sets the stage for the day’s adventures, immersing travelers in the beauty and character of the Tuscan countryside.
Highlights of Florence

The highlights of Florence encompass the city’s iconic landmarks, including the magnificent Duomo, the grand Piazza della Signoria, and the breathtaking Ponte Vecchio bridge spanning the Arno River. Visitors can marvel at the stunning Renaissance architecture, explore the Uffizi Gallery’s world-renowned art collection, and wander through the charming narrow streets lined with historic buildings. To make the most of your time in Florence, consider the following must-see attractions:
| Attraction | Description |
|---|---|
| Duomo | The iconic Cathedral of Santa Maria del Fiore, with its impressive dome designed by Brunelleschi |
| Piazza della Signoria | The central square, featuring the impressive Palazzo Vecchio and the statue of David |
| Ponte Vecchio | The famous "Old Bridge" lined with jewelers’ shops, offering stunning views of the Arno River |
| Uffizi Gallery | One of the world’s greatest art museums, housing masterpieces by Botticelli, Raphael, and Michelangelo |
Tasting and Lunch at Winery
Following the highlights of Florence, the tour moves on to the next exciting element – a visit to the Tenuta Torciano winery. Guests embark on a guided tour, where they’ll learn about the winemaking process and have the opportunity to sample the estate’s renowned vintages.
During the tasting, they’ll discover the distinct flavors and aromas of the winery’s signature wines. The experience culminates with a full-course lunch, featuring locally-sourced ingredients and expertly paired with the wines.
The winery visit offers a chance to take in the rich traditions of Tuscan viticulture and savor the region’s gastronomic delights.
Key highlights of the winery experience include:
-
Guided tour of the winemaking facilities
-
Tasting of the winery’s award-winning wines
-
Full-course lunch showcasing local Tuscan cuisine
-
Learning about the winemaking process and Tuscan wine culture
Frequently Asked Questions

Is There a Dress Code for the Winery Tour?
There is no formal dress code for the winery tour. Comfortable, casual attire is recommended as the tour involves walking through the vineyards and wine tasting. Guests should dress appropriately for the weather and activities planned during the tour.
Can We Stop for Photos Along the Scenic Drive?
Yes, the tour allows for photo stops along the scenic drive. The luxury transportation and professional photographer will ensure guests can capture the picturesque Tuscan landscapes during the journey between destinations.
Are Any Food Allergies or Dietary Requirements Accommodated?
The tour accommodates food allergies and dietary requirements. Guests can notify the tour provider in advance, who’ll work with the winery to ensure appropriate meals are provided during the included lunch.
Is There an Opportunity to Purchase Wine at the Winery?
Yes, there is an opportunity to purchase wine at the Tenuta Torciano winery. The guided tour and tasting includes the option to purchase additional wine bottles or cases to take home during the visit.
Can We Bring Our Own Snacks or Water on the Tour?
Yes, passengers can bring their own snacks and water on the tour. The tour includes a complimentary breakfast, wine tasting, and lunch at the winery, but allowing guests to bring additional provisions offers flexibility and convenience during the day.
San Gimignano, Siena, Montepulciano, Tuscany From Rome
Recap
This Tuscan tour offers a chance to take in the region’s rich history, architecture, and renowned wines.
Visitors can explore the charming medieval towns of San Gimignano, Siena, and Montepulciano, while also enjoying a scenic drive through the Tuscan countryside and a tasting and lunch at a local winery.
This comprehensive itinerary provides a well-rounded and practical way to experience the cultural and culinary highlights of this captivating part of Italy.
You can check availability for your dates here:





















