Food & Wine

Tuscany: Florence, Chianti & Cortona

7 DaysStarting at $5,295


As you consider a culinary tour of Tuscany, here’s some food for thought: which is the greater Italian treasure: Michelangelo’s David or a perfect little gnocchi in butter with a confetti of fresh sage? We’re only half-joking when we argue that the landmarks of Florence, Siena and Tuscany’s gorgeous hilltowns barely distract us from the wonderful food of the region. So we’ve given in to our appetites and arranged a few special Tuscan culinary tour departures that emphasize the tastes of Tuscany. As with every Classic Journey, we’ve planned walks so you’ll miss none of the historic or scenic high points. But we’ve also arranged visits to private and hotel kitchens for tips on how to create the classics of the Tuscan menu. We’ll have tastings of wine and olive oil. Visit cheese makers and bakers. Experience firsthand how Italians cook and eat at home. (And just think how much more your friends will enjoy your snapshots when you serve them with that crostata di ricotta you whipped up for dessert.) New Year’s Eve in Tuscany! Toast the New Year in the city of Renaissance. You’ll end the year with a festive celebration dinner in Florence…followed by an open-air classical concert in Piazza della Signoria, the city’s most famous square. This unforgettable journey includes three nights in Cortona and three nights in Florence. Call 800-200-3887 for a detailed itinerary. Space is limited.

Show more
Classic Journeys gets to the source with visits to markets, bakers, cheese-makers, and home kitchens. They are simply the best.”
Saveur Magazine


We meet in Florence (3 nights). From our luxurious convent-turned-hotel, we explore the Duomo, the Ponte Vecchio and the rest of the city’s Renaissance splendors on foot. We’ll also pay a morning visit to San Lorenzo, the Florentines’ mind-boggling main market.

Out in the Mugello Valley, a walk includes a visit with a cheese-making shepherd followed by a cooking instruction and dinner in a friend’s farmhouse kitchen. We’ll also top off a stroll in Chianti’s vineyards with a little cooking in a country home…then visit the hilltop village of San Gimignano with its skyline of medieval towers.

Passing through fields of sunflowers, we drive to Siena where superb sightseeing is matched with pasta-rolling tips in the noble home of another of our culinary acquaintances. Ending the day in Cortona (3 nights), we explore its Etruscan stone walls and wander the village streets depicted in Frances Mayes’ book Under the Tuscan Sun. After breakfast overlooking Lake Trasimeno, we walk to Montepulciano’s oldest winery and taste the locally pressed olive oil. On our final full day, we visit Catherine de Medici’s favorite Roman bath and walk the olive groves near Montalcino before a festive farewell dinner.
Show more Download itinerary


  • Starting Point:

    Florence – 2:30 pm – Lobby of Antica Torre Di Via Tornabuoni Hotel
  • Ending Point:

    Cortona – 9:00 am – Lobby of Villa Marsili

Dates & Prices

Not ready to book just yet? Talk with one of our travel experts at 800-200-3887.

Talk to an expert
Family Departure

Select our “Family Departure” to travel with other families.


Villa Marsili

Located in Cortona, this beautiful hotel, dating back to the 8th century, was recently restored. Each window of the villa offers breathtaking views, and the elegant frescoed guest rooms combine modern amenities and lovely antique furniture.

Antica Torre Di Via Tornabuoni

Originally a palace of the Guelf family, this historic hotel in the heart of Florence is known for its attentive service. The rooftop terraces offer remarkable views of the entire city. Rooms are decorated in elegantly understated Florentine style.

What’s Included

  • Award-winning boutique hotels that provide you unlimited access to the people and places, culture and history you came to experience
  • All breakfasts, 2 lunches, 5 dinners (4 of the meals as cooking instructions)
  • Full-time experienced guide(s) who are with you throughout the trip, handle behind-the-scenes logistics 
  • Admissions to sites and other scheduled events as noted in the detailed daily itinerary
  • Gratuities for hotels, meals and baggage
  • All land transportation during the trip

Above & Beyond Benefits

Wine on Us

  • In many regions, we uncork wonderful local wines at every dinner, compliments of Classic Journeys.

Perfect Pairings Dinners

  • A special dinner prepared by one of our favorite chefs with a procession of wines tailored to each course.

Invisible Check-In

  • When your group arrives, we whisk you and your bags to your room immediately. No waiting – no tipping.

Privileged Access Events

  • One-of-a-kind access to remarkable people, places and activities arranged just for you.

Similar Tours