tuscany wine tours

"A luxury, hassle-free, and client-centered tour with certified guides, local expertise, and high-touch service at every step."

Upcoming Events

Tuscany Wine Tour (2)
Mon, Sep 07
Tuscany, Italy
Monday - Friday 6 Days, 5 Nights 4 Wineries + Tastings 3 Guided Tours (Florence, Siena, Cortona) 1 Cooking Class Private Transportation Breakfast, Lunch, Dinner included $3,500 (per person)--flights can be included for an additional fee Maximum: 10 guests
Details
Tuscany Wine Tour
Mon, Aug 31
Tuscany, Italy
Monday - Friday 6 Days, 5 Nights 4 Wineries + Tastings 3 Guided Tours (Florence, Siena, Cortona) 1 Cooking Class Private Transportation Breakfast, Lunch, Dinner included $3,500 (per person)--flights can be included for additional fee Maximum: 10 guests
Details

The Hotel

Castello di Bossi is a captivating Tuscan retreat where centuries of history blend seamlessly with modern comforts. This enchanting estate offers 8 elegantly rustic apartments set in historic farmhouses, complete with a private pool, tennis court, and breathtaking views of the Chianti countryside—perfect for an unforgettable stay immersed in the heart of Tuscany

Build-Your-Tour

Available upon request, any of these features can be added to your private event:

Winery Tours & Tastings

Let our team create the perfect itinerary for you.

Whether you choose from our list of our partners or would like to create a list of your personal favorites wineries, our team will help create the perfect itinerary for your needs.

Guided Tours of Location

We offer tours with local guides to cities to cities like:

- Siena

- Cortona

- Florence

Additional cities can be added upon request as well as booking reservations at the local restaurants.

Additional Activities

Many of the hotels we work with feature a long list of additional amenities with the location. Feel free to ask us about:

- Cooking Classes

- Yoga Training

- Truffle Hunting

- Horseback Excursions

and many more!

Corporate Outings

Our "Corporate Outings" feature offers the perfect blend of relaxation and productivity. Enjoy a sophisticated wine tour experience while engaging in stimulating team-building exercises hosted inside the hotel.

Elevate your next corporate event with a unique setting that fosters connection and creativity.

Wedding, Anniversaries & Special Occasions

Our staff of professionals with many years of experience in memorable events will make sure your Big Day goes off without a hitch!

Activities

Discover the passionate individuals behind the most delicious wines in Tuscany.

From winemakers, to sommeliers and chefs, our team and partners embody service and culinary excellence.

Wine Tasting at Castello di Bossi

Castello di Bossi is a historic winery located in the southern part of the Chianti Classico zone, in Castelnuovo Berardenga, Tuscany.

The winery is noted for combining traditional Tuscan wine craftsmanship with innovative and sustainable practices, including being fully powered by renewable energy. Their wines, such as the Chianti Classico Riserva, have earned acclaim for their structure, depth, and elegance.

Lunch and Wine Tasting at Castello di Sonnino

Castello di Sonnino is a historic winery located in Montespertoli in the Chianti Hills of Tuscany

The estate features a 16th-century mansion and a medieval fortified tower and has been under the stewardship of the de Renzis Sonnino family since the early 19th century. Today, Baron Alessandro and Baroness Caterina de Renzis Sonnino lead the winery, balancing tradition with modern winemaking. The winery specializes in high-quality Chianti Montespertoli DOCG wines, including notable labels like San Leone IGT Toscana Merlot and Castello di Montespertoli Chianti Riserva.

The estate also produces award-winning extra virgin olive oil and uses historic 17th-century cellars for aging its wines in wood barrels and barriques. The wines are highly regarded for their elegant balance and expression of the unique terroir of the region.

Wine Tasting and Dinner at PoderNuovo A Palazzone

The estate emphasizes traditional and sustainable viticulture, focusing on Bordeaux varietals such as Cabernet Sauvignon, Merlot, and Cabernet Franc, which thrive in Bolgheri's unique microclimate. PoderNuovo a Palazzone wines are celebrated for their balance, complexity, and age-worthiness, contributing to the growing reputation of Bolgheri as one of Italy’s top wine-producing regions.

9-Hole Golf at Lamborghini Winery and Golf Course

Embark on an unforgettable day of luxury and exploration in the heart of Tuscany. After a delectable breakfast, venture to the newly minted Tenuta Lamborghini, a winery and golf course nestled in the picturesque Tuscan landscape. Golf enthusiasts can indulge in a thrilling round on the stunning course while surrounded by natural beauty.

Later, immerse yourself in an extraordinary wine tasting at Tenuta Lamborghini, sampling their finest wines expertly paired with appetizers. Then, savor a delightful farm-to-table lunch at the estate's restaurant, showcasing the essence of Tuscan cuisine with locally sourced ingredients.

Guided Tour and Dinner in Florence

Upon arrival in the city, you'll be greeted by a certified tour guide who will lead you on a captivating two-hour private historical tour.

Explore the rich cultural heritage of Florence as your guide takes you through its charming cobblestone streets and iconic landmarks.

After the tour, it's time to indulge in the culinary delights of Florence. Your guide will take you to one of the city's authentic "trattorias," where you'll experience the traditional flavors of Florentine cuisine.

Guided Tour and Dinner in Siena

Once you've finished lunch, your private driver will be ready to take you to the enchanting city of Siena. Upon arrival, your trusted tour guide will greet you and lead you on a captivating two-hour historical tour of the city.

After the historical tour, enjoy a delightful dinner at one of Siena's charming restaurants, where you can savor the flavors of traditional Tuscan cuisine. Experience the warm hospitality of the locals and the ambiance of this enchanting city as you dine.

Guided Tour and Dinner in

Cortona

In the afternoon, delve into the rich history of Cortona on a captivating historical tour. Wander the ancient streets, marvel at architectural wonders, and absorb the city's cultural heritage with your knowledgeable guide.

As evening descends, enjoy leisurely exploration of Cortona's charming streets before relishing a traditional Tuscan dinner at a local trattoria. Reflect on your incredible journey as your private driver escorts you back to Castello di Bossi Agriturismo, leaving you with cherished memories and a deep appreciation for the enchanting allure of Tuscany.

Cooking Class

You'll take part in a private cooking class conducted by Castello di Bossi's own talented chef. Discover the secrets of traditional pasta-making, learning to craft handmade pasta with expert guidance. Additionally, the chef will introduce you to one of the region's cherished dishes, sharing the techniques and ingredients that make it truly special.

Following the cooking class, savor the fruits of your labor as you indulge in a delicious lunch featuring the dishes you've prepared. Relish the satisfaction of creating authentic Tuscan cuisine under the watchful eye of the chef. The intimate setting and the flavors of the region will create a truly memorable dining experience.