Oltrarno at Sunset: Florence Food & Wine Tour

Experience Tuscan cuisine the way it was meant to be enjoyed: through the flavors, stories, and traditions of Florence’s Oltrarno neighborhood.
This evening food and wine tour takes you off the beaten path and into the heart of local culinary life, with a small group and an expert guide to lead the way. From traditional aperitivo and handmade pasta to the iconic Florentine steak and a refreshing gelato, you'll enjoy a full Tuscan meal, one course at a time, complete with wine pairings and even a hands-on Negroni-making experience.

From aperitivo to dessert, this is an unforgettable evening of food, wine, and culture.
Your evening begins in the Oltrarno, a quieter, more authentic side of Florence. You’ll meet your guide—a local expert with a passion for Tuscan cuisine—and a small group of fellow food lovers before setting off to your first stop: a welcoming enoteca just off Piazza Santo Spirito. Here, you’ll sample pecorino toscano, cold cuts, and bruschette, all paired with a glass of Chianti Classico, while your guide introduces you to the building blocks of Tuscan cooking.

As you stroll through the neighborhood, you’ll stop at one of Florence’s historic wine windows to enjoy a quick sip of Prosecco, just like locals have done since the Renaissance.

Then it’s on to another local enoteca for a hands-on highlight: learning how to make a classic Negroni, Florence’s most famous cocktail. You’ll pair your creation with a warm slice of schiacciata, a traditional Tuscan flatbread known for its crispy crust and soft interior.

With your appetite fully awakened, you’ll settle in for a sit-down dinner at a beloved trattoria that pays homage to Florence's Napoleonic era, and has a surprising connection to his sister. Here, you’re served a proper Tuscan meal: a steaming plate of fresh pasta to start, followed by a perfectly grilled bistecca alla Fiorentina—thick, juicy, and every bit as iconic as you’ve heard. Overflowing wine and bold flavors, you’ll hear how cucina povera (the “food of the poor”) shaped Tuscany’s rich culinary traditions.

Finally, you’ll finish on a sweet note with a stop at one of Florence’s best-loved gelaterias. With seasonal flavors made from regional ingredients, it’s the perfect end to a delicious journey.

Dine like a local in an intimate, small group setting.
With no more than 12 guests and a knowledgeable, engaging guide, this evening tour offers the perfect balance of food, culture, and conversation. Whether it’s your first time in Florence or your fifth, you’ll leave with a deeper appreciation for Tuscan cuisine—and a full heart (and belly) to match.

Sites Visited
Oltrarno neighborhood
Piazza Santo Spirito 
Wine window
Local enotecas and restaurants
Gelato shop