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Bacchus in Tuscany

4 Days 3 Nights

This journey offers an intimate exploration of iconic wines, each day unfolding new flavors and timeless landscapes.

Begin in the storied hills of Chianti Classico, where the robust reds embody centuries of winemaking heritage. As you sip these acclaimed vintages, the picturesque vineyards around you come alive with history. A visit to San Gimignano adds a touch of medieval charm, with its world-renowned Vernaccia di San Gimignano wine offering a delightful contrast. The tour then guides you to the esteemed realms of Montepulciano and Montalcino. In Montepulciano, the elegance of Nobile wines awaits, showcasing the deep, complex character that defines this region. Montalcino presents the legendary Brunello di Montalcino, where a lunch at a local winery pairs sumptuous cuisine with these prestigious wines. As the journey turns towards the Tuscan coast, the Bolgheri and Maremma regions reveal a different side of Tuscan viticulture. Here, the maritime influence infuses the wines with unique, captivating flavors, offering a refreshing finale to your wine exploration.

"Bacchus in Tuscany" culminates as you return to Florence, enriched with the tastes, sights, and stories of Tuscany’s wine culture. This tour isn’t just about discovering wine; it's about immersing yourself in the soul of Tuscany, where every vineyard has a tale to tell, and every glass whispers the secrets of the land.


Day 1

Discovering  Chianti Classico & San Gimignano

9:30 AM: Departure from Florence

Your Tuscan wine adventure commences with a morning pickup from your accommodation in Florence. As you leave the city, you'll soon find yourself on the scenic Chianti road, a route that meanders through the heart of the Chianti region, offering breathtaking views of vineyards, olive groves, and Tuscan hills.


10:45 AM: Family-Run Chianti Winery Visit

The first stop is a family-run winery in Chianti, an area synonymous with world-class wine. Here, you'll be greeted by the warm hospitality of the producer and embark on an intimate tasting journey. As you sample the celebrated Chianti Classico wines, learn about the unique characteristics that make this region's wines so beloved. The winery's charming setting provides a perfect backdrop to understand the deep connection between the Tuscan land and its wines.


12:30 PM: Leisure Time in San Gimignano

Next, the tour brings you to the medieval hill town of San Gimignano, known as the 'Town of Fine Towers.' This UNESCO World Heritage site is a treasure trove of history and culture. You'll have ample time to explore its narrow streets, admire the well-preserved architecture, and enjoy lunch at one of the town's many delightful restaurants and bars. This is your moment to immerse yourself in the local culture and savor traditional Tuscan cuisine.


3:00 PM: Vernaccia di San Gimignano Winery Experience
In the afternoon, visit another renowned winery, this time focusing on the Vernaccia di San Gimignano wines. This winery, nestled in the picturesque Tuscan countryside, is dedicated to producing Vernaccia, a crisp and aromatic white wine that is a pride of the region. Tour the estate, learn about the winemaking process, and indulge in a tasting session that showcases the unique flavors and aromas of Vernaccia.


5:30 PM: Arrival and Evening in Siena

The day concludes with a drop-off at your accommodation in Siena, allowing you to check in and relax. The evening is yours to enjoy at leisure in Siena, a city famous for its medieval cityscape, stunning cathedral, and vibrant piazzas. Take this time to explore, perhaps enjoying a stroll through its historic streets or a quiet dinner in one of its many charming eateries.


Day 1 of "Bacchus in Tuscany" offers a perfect introduction to the rich wine culture of Tuscany, blending iconic wine experiences with the exploration of historic towns. It's a day that promises to leave you with lasting memories and a deeper appreciation for the region's viticultural heritage.

Day 3

The Allure of Maremma and Bolgheri

9:30 AM: Departure from Siena

Your day begins with a picturesque journey from Siena, heading towards the unspoiled beauty of Maremma in Southern Tuscany. As you check out of your accommodation, prepare for a day of new landscapes, rich flavors, and the discovery of lesser-known Tuscan wines.


11:30 AM: First Winery Visit in Southern Tuscany

Arriving in Maremma, your first stop is a distinguished winery set amidst the region's lush vineyards. Here, you'll explore the estate, learning about the unique climate and soil that give Southern Tuscan wines their distinctive character. The tasting session includes an array of regional wines, including the bold Supertuscans and aromatic whites, offering a glimpse into the diversity of Tuscan viticulture.


1:00 PM: Lunch in a Hilltop Fortified Town

Next, the tour takes you to a charming hilltop fortified town, a hidden gem in the heart of Maremma. Lunch is served in a typical and characteristic trattoria, known for its authentic Tuscan cuisine. Here, you'll savor rich Tuscan dishes, each paired with local wines, allowing you to experience the harmony of regional flavors in a truly rustic setting.


3:00 PM: Bolgheri Wine Region Exploration

In the afternoon, the journey continues to the renowned Bolgheri wine region, celebrated for its Supertuscan wines. The Bolgheri area, with its coastal influence, offers a unique terroir that has revolutionized Tuscan winemaking. Touring a prestigious estate, you'll delve into the world of Supertuscans, tasting these acclaimed wines that skillfully blend traditional and international grape varieties.


5:30 PM: Check-In at Country Resort

As the day winds down, you'll arrive at a charming country resort in the Bolgheri area. The resort, nestled in the Tuscan countryside, offers a tranquil retreat where you can relax and reflect on the day's experiences. Check in and unwind amidst the serene beauty of the surrounding vineyards.


7:30 PM: Dinner at the Estate

The evening culminates with a sumptuous dinner served at the estate. This meal is a celebration of local flavors, each course thoughtfully paired with Bolgheri wines. As you dine under the Tuscan stars, savor the harmony of food and wine and the unforgettable ambiance of the Italian countryside.


Day 3 of "Bacchus in Tuscany" offers a journey through the heart of Southern Tuscany and the famed Bolgheri wine region, showcasing the rich diversity and innovative spirit of Tuscan wines. It's a day that promises to enchant and inspire, leaving you with lasting memories of Italy's vinicultural wonders.

Day 4

Farewell and Return to Florence

10:30 AM: Departure from Bolgheri Resort

Your final day in Tuscany begins with a leisurely morning, allowing you to soak in the tranquil beauty of the Bolgheri countryside one last time. After breakfast at the resort, prepare for a 10:30 AM departure, bidding farewell to the rolling hills and vineyards that have been your home for the past few days.


Journey Back to Florence

The drive back to Florence offers a moment of reflection, a chance to reminisce about the experiences, flavors, and sights you've encountered. As you journey through the Tuscan landscape, transitioning from the rural charm of the countryside to the Renaissance splendor of Florence, you'll carry with you the essence of Tuscany – its wine, culture, and timeless beauty.


12:30 PM: Arrival in Florence

Arrive back in the heart of Florence. The city's iconic architecture and vibrant streets welcome you back, offering a stark contrast to the peaceful vineyards of the countryside. Here, at your chosen drop-off destination, you'll bid farewell to your guide and fellow travelers.


As you step out into the bustling Florentine streets, the memories of "Bacchus in Tuscany" remain with you – the taste of Chianti Classico, the medieval towers of San Gimignano, the elegance of Montalcino, and the innovative spirit of Bolgheri. This tour is more than just a wine tasting experience; it's a journey through the heart of Tuscany, a journey that leaves a lasting impression and an enduring love for the region and its wines.

Day 2

Montepulciano and Montalcino Exploration

9:30 AM: Departure from Siena

Your journey begins with a scenic drive from Siena, heading towards the renowned hill town of Montepulciano. The early morning light casts a golden hue over the Tuscan countryside, setting the tone for a day filled with exquisite wine and rich history.


11:00 AM: Historical Wine Cellar in Montepulciano

Arriving in Montepulciano, you're welcomed into the heart of Tuscan winemaking. Here, at a historical wine cellar, the secrets of the Nobile di Montepulciano wines unfold. As you tour the ancient cellars, you'll be enveloped in a world where time-honored traditions meet the art of winemaking. The tasting session that follows lets you savor the elegant flavors of these distinguished wines. Post-tasting, enjoy some leisure time to explore the charm of Montepulciano, with its Renaissance buildings and quaint cobblestone streets.


1:00 PM: Family-Run Montalcino Winery

Next, your tour leads you to a family-run winery in the picturesque surroundings of Montalcino. Here, a delightful seasonal lunch awaits, featuring an array of typical Tuscan dishes. Each dish is thoughtfully paired with local wines, including the first tasting of the illustrious Brunello di Montalcino, celebrated globally for its depth and complexity.


3:00 PM: Visit to the Hill Town of Montalcino

After lunch, take some time to wander through the historic town of Montalcino. This charming hilltop town offers stunning views of the valleys below and a sense of serenity that's quintessentially Tuscan. Explore its narrow lanes, artisan shops, and perhaps visit the fortress for a glimpse into the town's past.


4:00 PM: Second Brunello Winery Visit

The wine discovery continues with a visit to another renowned Brunello winery. Here, you'll engage in a comprehensive tasting session, guided by experts who help you appreciate the subtle differences in each variety. A tour of the cellars provides insights into the meticulous process of crafting Brunello di Montalcino, from grape to glass.


6:00 PM: Return to Siena

As the day draws to a close, you return to your accommodation in Siena, enriched by the experiences and flavors of Montepulciano and Montalcino. This day is not just a wine tour; it's a journey through the heart of Tuscany, where each sip tells a story of the land and its people.




  • 1 Day Trip of the Chianti and San Gimignano

  • 1 Day Trip to Montepulciano and Montalcino

  • 1 Day Trip to Maremma and Bolgheri

  • 1 Chianti Classico Winery Visit

  • 1 Vernaccia San Gimignano Winery Visit

  • 1 Nobile di Montepulciano Winery Visit

  • 1 Brunello di Montalcino Winery Visit

  • 1 Bolgheri Winery Visit

  • 1 Maremma Winery Visit


  • 2 Nights in Hotel in Center of Siena

  • 1 Night in Bolgheri Country Resort
    Accommodation in Double or Twin Room, Single Room Supplement available


  • 3 Breakfasts in Hotels

  • Lunch With Wine at Brunello Producer

  • Lunch with Wine at Maremma Trattoria

  • Dinner At Bolgheri Resort


  • Transportation in Comfortable 8 Seater Vehicle with AC

  • All Transfers and day trip transportation

  • All Motorway and Transportation Fees


  • Comapany of Experienced English Speaking Wine Expert for the day trips

Shared Tour Dates

  • 16 - 21 June 2024

  •  20 - 25 October 2024



€ 1,350 per person *

* tour will depart with minimum of 4 persons

Book Private Vacation

Flexible Dates and Itinerary

Price According to number of Persons and Chosen Accommodation

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