Explore the enchanting regions of Siena and San Gimignano on this captivating full-day tour from Rome. We’ll uncover the UNESCO-listed "City of 100 Towers" and the historic charm of Siena, renowned for its Il Palio horse race. Then, we’ll indulge in a delightful winery tour in the picturesque Chianti region, complete with tastings and appetizers. With a small-group experience and personalized attention from knowledgeable guides, this tour offers an unforgettable escape into Tuscany’s rich history and culinary delights. What can we expect to discover on this journey?

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Key Points

A full-day tour from Rome exploring the UNESCO-listed San Gimignano and the historic city of Siena, including a winery tour and tasting in the Chianti region.
Complimentary round-trip transportation from accommodations in Rome, with a 2-hour guided visit and walking tour in Siena.
Small-group experience with personalized interaction, praised by over 97 reviews for knowledgeable and accommodating guides.
Opportunity to immerse in the history, culture, and culinary delights of Tuscany, with a balance of exploration and indulgence.
Flexible booking options with a reserve now, pay later option and free cancellation up to 24 hours before the tour.

Tour Overview and Highlights

This full-day tour from Rome takes us on a captivating journey to the rolling hills, olive groves, and vineyards of Tuscany, where we’ll explore the UNESCO-listed town of San Gimignano, known as the "City of 100 Towers," and the historic city of Siena, famous for its Il Palio horse race.

Along the way, we’ll enjoy a winery tour and tasting in the Chianti region, complete with appetizers.

This small-group tour ensures a personalized experience as we immerse ourselves in the beauty and rich history of these iconic Tuscan destinations.

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Inclusions and Logistics

One of the key benefits of this tour is the free round-trip transport from accommodations in Rome via air-conditioned minivan.

We’ll pick you up right from your hotel, apartment, or B&B within the city center, making it a hassle-free experience.

Once in Siena, you’ll enjoy a 2-hour guided visit and walking tour of the local streets, including entrance tickets to the stunning Siena Cathedral.

If any issues arise, our team is available via WhatsApp for emergency support.

And if your plans change, you can cancel up to 24 hours before with no penalties.

Customer Experience and Feedback

With over 97 reviews and a remarkable 4.7 overall rating, it’s clear that travelers have consistently enjoyed this Siena and San Gimignano Wine Tour.

Guides are praised for their knowledge, friendliness, and accommodating nature, creating memorable interactions at the wineries. Guests appreciated the relaxing escape from Rome, savoring the local food and wine.

They highlight the tour’s perfect balance of historic exploration and indulgence. The small group size ensures a personalized experience, allowing travelers to connect with both the guide and fellow participants.

Tour Schedule and Duration

The tour departs Rome at 7:00 am, with pick-up time confirmation required one day prior.

We’ll return to Rome around 6:00 pm, providing a full day to explore the Tuscan countryside.

Along the way, we’ll make stops for breaks and shopping according to the group’s preferences. This allows us to make the most of our time in the region, seeing the highlights of Siena and San Gimignano while also enjoying the local cuisine and wine.

The tour duration gives us a chance to immerse ourselves in the history and culture of this beautiful part of Italy.

Pricing and Booking Information

How much does the Siena and San Gimignano Wine Tour cost? The tour starts from $281.29 per person, with pricing that varies based on group size. Let’s take a look at the breakdown:

Group Size	Price per Person
2 – 3	$330.21
4 – 6	$303.31
7 – 10	$281.29
11+	$266.84

Booking is flexible, allowing you to reserve now and pay later. Just be sure to provide your correct accommodation address and international contact number for pickup. With free cancellation up to 24 hours before the tour, it’s easy to plan your Tuscan adventure.

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Exploring the Medieval Charm of Siena

A captivating city steeped in rich history, Siena awaits us with its charming medieval architecture and vibrant culture.

We’ll explore the renowned Piazza del Campo, a stunning shell-shaped square that hosts the famous Palio horse race twice a year.

Wandering the cobblestone streets, we’ll marvel at the striking Duomo, an incredible Gothic cathedral adorned with intricate marble facades.

Our knowledgeable guide will share the fascinating stories behind Siena’s landmarks, immersing us in its storied past.

With free time to shop and dine, we’ll savor the unique atmosphere of this captivating Tuscan gem.

Discovering the Iconic Towers of San Gimignano

Departing Siena, we make our way towards the enchanting hilltop town of San Gimignano, often referred to as the "city of a hundred towers." As we approach, the iconic skyline of medieval towers comes into view, standing tall and proud against the backdrop of the rolling Tuscan countryside.

Tower Highlights	Fun Facts
Tallest Tower: Torre Grossa at 54 meters	San Gimignano once had over 70 towers
Oldest Tower: Torre Rognosa, dating back to 1200s	Towers were symbols of wealth and power
Leaning Tower: Torre Torta, off-center by 3.9 meters	Towers were used for defense and as lookouts

We wander the charming streets, admiring the well-preserved medieval architecture and exploring the quaint shops and cafes. This UNESCO World Heritage site is a true gem of Tuscany.

Indulging in the Flavors of Chianti Winery

After exploring the charming streets of San Gimignano, we’re eager to indulge in the renowned flavors of the Chianti region.

The tour includes a visit to a local winery, where we’ll learn about the winemaking process and sample the region’s renowned Chianti wines.

We’ll enjoy a tasting of several varietals, accompanied by delectable local appetizers.

This intimate winery experience allows us to immerse ourselves in the rich wine culture of Tuscany.

The opportunity to savor these exquisite flavors completes our day of discovering the historic gems of this remarkable region.

The Sum Up

This enchanting Tuscany tour from Rome offers a captivating blend of medieval charm, world-renowned wine tasting, and breathtaking scenery. Explore the historic cities of Siena and San Gimignano, learn about the flavors of Chianti, and enjoy the personalized attention of knowledgeable guides. Whether you’re a history buff, a wine lover, or simply seeking an unforgettable adventure, this small-group experience is a must-do for your Italian getaway.