Tuscany’s enchanting cities and rolling hills beckon travelers seeking an intimate adventure. This small group tour promises to immerse you in the region’s timeless allure, from the medieval splendor of Siena to the picturesque vineyards of Chianti. With a personalized experience and ample opportunities to capture the perfect photo, you’ll discover why this corner of Italy captivates the senses. Uncover the secrets that make this itinerary a must for any Tuscan enthusiast.

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Key Points

Explore the historic cities of San Gimignano, Siena, and the Chianti wine region on a small group tour lasting 11 hours.
Enjoy free time to wander the charming streets and visit the iconic landmarks of Siena, including the Piazza del Campo and Cathedral.
Set out on a scenic drive through the picturesque Tuscan countryside, featuring vineyards, olive groves, and charming villages.
Participate in a guided wine tasting experience at a local winery, sampling renowned Chianti wines and local appetizers.
Expect a flexible booking policy and be prepared for potential changes to the itinerary during the tour.

You can check availability for your dates here:

Tour Overview

This small group tour offers an immersive experience through the picturesque towns of San Gimignano, Siena, and the renowned Chianti wine region.

This small group tour offers an immersive experience through the picturesque towns of San Gimignano, Siena, and the renowned Chianti wine region.

Lasting 11 hours, it’s priced from $140.82 per person, with transportation by minivan, wine tasting, and free time in each destination.

The group is limited to 8 participants and led by an English-speaking professional driver.

Highlights include exploring Siena’s Piazza del Campo, savoring local wines at a winery, and marveling at San Gimignano’s unique skyline of medieval towers.

Flexible booking and free cancellation policies make this tour an appealing choice for budget-conscious travelers.

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Exploring Siena

The tour’s first stop is the enchanting city of Siena, where visitors spend 2.5 hours exploring its captivating sights.

They’ll roam Piazza del Campo, the famous shell-shaped medieval square, and marvel at the ornate Cathedral of Santa Maria Assunta.

Travelers can wander the charming streets, pop into local shops, and soak up the city’s timeless atmosphere.

Siena’s rich history and well-preserved architecture transport visitors back in time, offering a glimpse into Italy’s past.

With ample free time, guests can discover Siena at their own pace and create lasting memories of this Tuscan gem.

Scenic Drive Through Chianti Hills

After exploring the historic city of Siena, the tour ventures into the picturesque Chianti Hills. The scenic drive offers captivating vistas of rolling vineyards, olive groves, and medieval hilltop towns. Passengers can sit back and soak in the quintessential Tuscan countryside.

| Highlights | Duration |

|————|———-|

| Photo Stops | 30 mins |

| Panoramic Views | 15 mins |

| Winding Roads | 10 mins |

| Charming Villages | 5 mins |

| Vineyard Landscapes | 5 mins |

This brief but memorable journey sets the stage for the next stop on the tour – a visit to a local winery for wine tasting and insights into the region’s renowned viticulture.

Winery Experience

After the scenic drive through the Chianti Hills, the tour arrives at a local winery where participants can indulge in a guided wine tasting experience.

Here, visitors will:

Sample a selection of the region’s renowned Chianti wines
Learn about the winemaking process from an expert guide
Nibble on locally-sourced appetizers to complement the flavors
Appreciate the picturesque setting of the family-owned vineyard
Discover the unique characteristics and stories behind each varietal

This winery visit offers a delightful immersion into Tuscany’s rich wine culture, providing a budget-friendly and engaging way to savor the true essence of the Chianti region.

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Monteriggioni: A Medieval Gem

Next, the tour makes a stop in Monteriggioni, a well-preserved medieval town that transports visitors back in time. Surrounded by an intact city wall with 14 towers, Monteriggioni offers a glimpse into the past. Guests can explore the historic center at their own pace, taking in the quaint piazza, charming shops, and medieval architecture. A highlight is the chance to walk along the fortified walls, enjoying panoramic vistas of the Tuscan countryside. With just an hour allotted, it’s the perfect stop to stretch your legs and capture memorable photos before continuing the journey.

| Monteriggioni | Description |

|—————|————-|

| Walled Town | Fully intact medieval walls and towers |

| Historic Center | Quaint piazza, shops, architecture |

| Fortified Walls | Panoramic views of Tuscan landscape |

| Photo Opportunities | Capture the town’s medieval charm |

| Free Time | Explore the town at your own pace |

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Discovering San Gimignano

Explore the historic center, a UNESCO World Heritage Site, and marvel at the well-preserved architecture.
Climb to the top of one of the towers for panoramic views over the Tuscan countryside.
Wander through the charming cobblestone streets, popping into local shops and artisan workshops.
Treat yourself to a scoop of the world-famous Vernaccia di San Gimignano wine-infused gelato.
Capture the quintessential Tuscan ambiance as you soak in the peaceful atmosphere.

Booking Information

How can travelers secure a spot on this small group tour without immediate payment?

Thankfully, the tour offers a "reserve now & pay later" option, allowing you to lock in your spot without having to pay upfront. This gives you the flexibility to finalize your travel plans before committing.

Plus, if your plans change, you can take advantage of the free cancellation policy up to 24 hours in advance for a full refund.

With these hassle-free booking options, you can easily fit this Tuscan adventure into your budget and ensure your spot on this enchanting small group tour.

Important Considerations

When planning for this small group tour, there are a few important considerations to keep in mind.

Wear comfortable shoes as there will be a significant amount of walking during the self-guided tours in each town.
Bring a water bottle to stay hydrated, especially during the warmer months.
Pack light, as there will be limited time to explore each destination, and you’ll want to move around freely.
Be prepared for potential changes to the itinerary, as it’s subject to change based on local conditions.
Ensure you arrive on time at the designated meeting point to avoid missing the departure.

The Sum Up

This small group tour offers a delightful exploration of Tuscany’s historical gems. From the captivating streets of Siena to the rolling Chianti hills and the well-preserved medieval town of San Gimignano, it’s a budget-friendly way to experience the region’s charm. With a guided wine tasting and plenty of photo opportunities, it’s a memorable adventure for those seeking an intimate and immersive Tuscan experience.