7 Day Cultural Walking Tour

Classic Journeys’ 7-day Walking Tour of Tuscany and Cinque Terre offers a perfect blend of scenic walking, cultural immersion, and culinary delights, designed for travelers who enjoy leisurely-paced adventures. With moderate walking routes suitable for active adults and customizable options like shorter paths or train rides, this tour ensures an enriching experience for walkers of various fitness levels. Each day features unique highlights that showcase the breathtaking landscapes, rich history, and delectable flavors of Italy’s most iconic regions.

The journey begins in Florence, where a short drive into Chianti sets the stage for a private wine tasting at a renowned vineyard. A scenic walk through rolling hills brings you to your first hotel, a historic 16th-century villa owned by a count and countess. Stroll past olive groves to meet a local shepherd who shares the traditional craft of sheep’s-milk cheesemaking, complete with tastings of his specialties. A vineyard walk through the idyllic Chianti hills leads to Castello della Paneretta, where a home-cooked lunch and wine-tasting in private cellars await. As you approach San Gimignano, the iconic medieval towers shimmer on the horizon, offering a picture-perfect view.

Transitioning from Tuscany’s pastoral beauty to the Ligurian coast, you’ll journey to Santa Margherita, where your hotel overlooks the sparkling Ligurian Sea. Here, you’ll explore the Cinque Terre, walking through colorful villages like Monterosso, Vernazza, and Manarola. With the option to walk, shop, or travel via the coastal train, each day is as flexible as it is memorable. A visit to the secluded monastery of San Fruttuoso, accessible only by foot or boat, and the glamorous village of Portofino rounds out the coastal experience.

Back in Florence, immerse yourself in Renaissance splendor with a guided walk that skips the lines to Michelangelo’s David and provides insider insights into Brunelleschi’s dome, the Ponte Vecchio, and Piazza della Signoria. Graze through the lively San Lorenzo Market, brimming with fresh produce, meats, and local specialties, before capping the week with a farewell dinner at a favorite trattoria, savoring the full spectrum of Tuscan cuisine.

From vineyard walks to coastal trails, this tour offers a harmonious blend of Italy’s rustic charm and refined culture, ensuring a journey that delights every sense.

Inclusions on a 7 day Walking Tour- multiple departure dates available

What’s Included:

• All breakfasts, 1 lunch and 5 dinners

• 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

• Award-winning boutique hotels that provide you unlimited access to the people and places, culture and history you came to experience

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.

Terrain - Easy to moderate on good trails and coastal paths, with support vehicle in Chianti. In the Cinque Terre, easy transfers by boat and train.

Contact us for a quote or for assistance on your individual holiday

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