From Siena: Chianti and San Gimignano Sunset Tour

Tuscany’s rolling hills and picturesque towns have long captivated travelers, and the Chianti and San Gimignano Sunset Tour offers a chance to take in this enchanting region. Departing from Siena, the tour takes you on a journey through the renowned Chianti wine country, where you’ll visit a local winery for a guided tasting and learn about the area’s viticulture. But the day’s highlights go beyond just wine, as you’ll also explore the medieval fortress of Monteriggioni and the iconic skyline of San Gimignano, before indulging in a classic Tuscan dinner as the sun sets over the countryside. With so much to discover, it’s sure to be an unforgettable experience.

Key Points

• A sightseeing and wine-tasting tour that explores the picturesque Chianti region and the medieval town of San Gimignano from Siena.
• Visit a Chianti wine estate for a tour and tasting, learning about the region’s winemaking traditions and sampling acclaimed wines.
• Discover the well-preserved medieval walls and towers of the Monteriggioni Fortress, offering panoramic views of the Tuscan countryside.
• Explore the UNESCO-listed historic center of San Gimignano, renowned for its striking skyline of towering stone obelisks and the town’s famous saffron-infused gelato.
• Savor a classic Tuscan dinner featuring fresh, seasonal ingredients, handmade pasta, grilled meats, and rich Chianti wines, accompanied by serene countryside views.

You can check availability for your dates here:

Tour Overview

This sightseeing and wine-tasting tour from Siena allows visitors to explore the picturesque Chianti region and the charming medieval town of San Gimignano.

Travelers will journey in a small group of up to 8 participants, enjoying comfortable transportation by air-conditioned vehicle.

The tour includes a visit to a Chianti wine estate, where guests can tour the grounds and cellars, and taste the region’s renowned wines and olive oil.

Participants will also get to explore the medieval fortress of Monteriggioni and the iconic towers of San Gimignano.

To cap off the day, the group will savor a typical Tuscan dinner with wine at a local farm, while taking in the stunning sunset.

Explore Chianti Winery

After exploring the charming medieval fortress of Monteriggioni, the tour heads to a renowned Chianti wine estate.

Here, visitors can stroll through the vineyards and olive groves, learning about the region’s winemaking traditions and sampling the estate’s acclaimed Chianti wines and local olive oil.

The guided tour of the wine cellars offers a fascinating glimpse into the aging and production processes, while the tasting allows guests to:

• Savor the full-bodied, ruby-red Chianti Classico
• Appreciate the nuanced flavors of the estate’s reserve wines
• Discover the complex notes of the sustainably-produced olive oil

Visitors can also:

• Learn about the unique terroir and microclimate of the Chianti region
• Gain insights into the centuries-old viticultural practices of the Chianti winemakers.

Visit Monteriggioni Fortress

The medieval fortress of Monteriggioni, with its well-preserved walls and towers, stands as a testament to the region’s rich history.

Visitors can wander along the ramparts, enjoying panoramic views of the surrounding Tuscan countryside, and explore the charming piazza at the heart of this remarkably intact 13th-century fortification.

This former stronghold was built to control the roads leading to Siena and protect the city from its rivals.

Today, Monteriggioni’s strategic location and well-preserved medieval architecture make it a popular stop on the tour, allowing travelers to step back in time and imagine the fortress in its heyday.

With its atmospheric ambiance and stunning vistas, Monteriggioni offers a glimpse into Tuscany’s medieval past.

Discover San Gimignano

San Gimignano is a charming medieval town renowned for its striking skyline of towering stone obelisks, known as the ‘Town of Fine Towers.’

Visitors can explore its well-preserved historic center, a UNESCO World Heritage Site, and wander through the narrow alleyways lined with local shops, artisan workshops, and family-owned trattorias serving traditional Tuscan cuisine.

Some highlights of San Gimignano include:

• Admiring the 14 remaining medieval towers that once numbered 72
• Visiting the Duomo, a Romanesque cathedral with stunning frescoes
• Exploring the Piazza della Cisterna, a picturesque square with a historic well
• Sampling the town’s famous saffron-infused gelato
• Browsing the many independent boutiques and artisan workshops.

More Great Tours Nearby

Savor Tuscan Dinner

A delightful Tuscan dinner capped off the day’s activities, providing guests with a true taste of the region’s renowned cuisine and hospitality.

After exploring the medieval towns and vineyards, the tour group settled in at a local farm to enjoy a classic Tuscan meal.

The feast featured an array of fresh, seasonal ingredients sourced from the farm’s own fields and orchards. Guests savored regional specialties like handmade pasta, grilled meats, roasted vegetables, and decadent desserts, all complemented by the rich, full-bodied Chianti wines.

As the sun dipped below the horizon, the group soaked up the serene countryside atmosphere, making lasting memories of their Tuscan culinary experience.

Highlights of the Tour

Amongst the tour’s highlights, guests relished the opportunity to sample the renowned wines of the Chianti region, savoring their rich, full-bodied flavors.

Exploring the medieval fortress of Monteriggioni provided a glimpse into the area’s storied past, while wandering the charming streets and towers of San Gimignano left a lasting impression.

The tour’s key highlights included:

• Tasting the wines of Chianti and Chianti Classico vineyards
• Admiring the medieval towers that define the skyline of San Gimignano
• Enjoying a delectable Tuscan dinner with wine at a local countryside farm
• Watching the sunset over the rolling Tuscan hills
• Exploring the well-preserved walls and gates of the Monteriggioni fortress

This immersive experience allowed guests to truly savor the essence of Tuscany.

Inclusions and Pricing

The tour package includes comfortable transportation by air-conditioned vehicle as well as the services of an English-speaking expert guide to lead the way.

You’ll visit a Chianti winery where you’ll tour the grounds and cellars, and sample the region’s renowned wines and olive oil.

After exploring the medieval fortress of Monteriggioni, you’ll head to the charming town of San Gimignano to admire its iconic towers and browse the local shops and products.

The tour culminates with a typical Tuscan dinner accompanied by wine at a scenic countryside farm.

Priced at $194.64 per person, this 9-hour experience can be easily booked with free cancellation up to 24 hours in advance.

Practical Information

Duration of the tour is 9 hours, allowing ample time to explore Chianti and San Gimignano.

The tour is likely to sell out, so it’s recommended to book in advance.

Cost of the tour is $194.64 per person, with free cancellation available up to 24 hours prior to the tour.

Guests can reserve the tour now and pay later, making it a convenient and flexible option.

These factors make this Chianti and San Gimignano sunset tour an attractive and hassle-free option for experiencing the highlights of Tuscany.

Frequently Asked Questions

Is This Tour Suitable for Children?

This tour may not be the most suitable for children. The long duration, focus on wine tasting, and late dinner timing could make it challenging for families with young kids. Parents should consider the child’s interests and stamina before booking this tour.

Can I Request a Vegetarian or Gluten-Free Meal?

Yes, the tour can accommodate vegetarian or gluten-free dietary requirements. Guests should notify the operator in advance so they can make the necessary arrangements for the included Tuscan dinner at the farm.

Do I Need to Bring My Own Water or Snacks?

No, you don’t need to bring your own water or snacks. The tour includes a Tuscan dinner with wine at a local farm, and the winery tour provides wine tastings. The guide will have water available throughout the day as well.

Is There a Dress Code for the Tour?

There is no formal dress code for the tour, though comfortable walking shoes and clothing suitable for the weather are recommended. Casual, relaxed attire is generally appropriate for the winery and countryside experiences.

How Much Time Do We Have at Each Location?

The tour allows approximately 1.5 hours at the Chianti winery, 1 hour in Monteriggioni, 1.5 hours in San Gimignano, and 1.5 hours for the Tuscan dinner. The specific time spent at each location may vary slightly based on the tour’s schedule.

Recap

The Chianti and San Gimignano Sunset Tour offers a delightful way to experience Tuscany’s renowned landscapes and cultural heritage.

Visitors can savor Chianti wines, marvel at the medieval charm of Monteriggioni and San Gimignano, and indulge in a classic Tuscan dinner, all while enjoying the serene beauty of the Tuscan countryside at sunset.

It’s an immersive and unforgettable journey through one of Italy’s most captivating regions.

You can check availability for your dates here: