Tasting Tuscany: A Culinary Journey Through Wine Country
Curated By
Alexandra Vigilante Chamberlin
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Tuscany
Boutique Travel
Couples Travel
Food & Wine
Italy
Vineyard
Foodie
Sightseeing
Curator’s statement
This multifaceted region in Italy that has more to offer than just its world-renowned vineyards. Embark on a culinary adventure, as you traverse the stunning Tuscan landscape. Immerse yourself in Tuscan cuisine through a visit to a world-renowned butcher and a curated cooking class. No gastronomic adventure in Tuscany would be complete without experiencing the beautiful Chianti wines along the way. October is an ideal time to visit with less crowds and cooler weather. This itinerary is perfect as a romantic retreat for couples or a lively adventure with friends.
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Insider knowledge
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Day 1-2: Florence
Begin your journey in the vibrant capital of Tuscany, where culinary, artistic and architectural worlds converge. Wander through the historic city center as you stroll past the stunning Duomo and stop for gelato. Enjoy Tuscan cuisine at classic eateries like Trattoria Sostanza or Trattoria Cebu.
Elevate your dining experience at Michelin-starred Santa Elisabetta or Enoteca Pinchiorri. Don’t miss the opportunity to discover Florence’s high-quality leather goods and find your perfect leather jacket at Benheart. Pop by Street Doing Vintage Couture and shop for a one-of-a-kind vintage souvenir.
Day 3: Tuscan countryside
As you bid farewell to Florence, go off the beaten track and stop for a wine and olive oil tasting at Azienda Agricola Altiero. Then, settle into your home base for the coming days of exploration. Consider unwinding with a spa visit.
Day 4: Panzano
Visit this charming town nestled in the heart of the Chianti Region. Have lunch at Antinca Macelleria Cecchini, owned by famed butcher Dario Cecchini. Continue with a stop at Fontodi winery for a lovely afternoon of wine tasting.
Day 5: Siena
Spend a full day exploring this Unesco world heritage site. Meander through the medieval streets, which span from a central square, the Piazza Del Campo. As you stroll, notice the vibrant flags representing the 17 different contrade (or neighborhoods), that compete annually in the Palio di Siena, a horse race held in the central piazza.
Day 6: Badia a Coltibuono
Learn more about local food and wines with a hands-on cooking class at storied Badia a Coltibuono. Start with a guided tour of the historic villa, once a monastery, and its gardens. Enjoy a delicious lunch featuring the dishes you’ve helped prepare. For the ultimate experience, extend your trip with a brief but intense two-day course.
Day 7: Departure or continued adventure
Return to Florence for your departing flight. Consider another option to extend your trip with a visit to nearby Cinque Terre, a stunning string of five colorful seaside towns or the capital city, Rome.
Need to Know
Looking for more travel inspiration? Check out my guide, A Local’s Guide: Discover Dining and More in Chicago.
Travel Advisor
Alexandra Vigilante Chamberlin
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This guide is part of our ongoing series on travel to Tuscany.