The Best of La Dolce Vita

Venice, Florence & Rome Cultural Walking Tour

7 DaysStarting at $6,295


Join us in these three must-see cities…to see them like most families never get the chance! In one perfectly timed week, you'll discover the best of Italy without feeling like you're in a rush. Our local guides know how to get you a ride in the best gondolas, find the creamiest gelato and pull strings to get kid-friendly access to Michelangelo's David and the Sistine Chapel. Near Florence, you'll live and play like a Tuscan famiglia at a countryside hotel with a swimming pool, easy access to walking paths, and a treasure hunt in Siena. We bring sprawling Rome down to size from the Trevi Fountain to the Colosseum. Best of all, you'll meet pizza-makers, art experts and gladiator trainers who all give Italy a happy personal spin for your family. 

Classic Journeys provides unbeatable access to experiences around the globe.”
Travel + Leisure


Download Full Daily Itinerary

• Explore Venice on a privately guided walk to Piazza San Marco, the Bridge of Sighs, the Rialto Bridge and — of course — a gondola ride on the narrow canals.

• Zip by high-speed train to Florence where the city's amazing history comes to life on a walk from the red clay dome of the Duomo to the covered Ponte Vecchio across the Arno.

• Skip the line at the Academy Gallery to see Michelangelo's David.

• Visit the walled hill town of San Gimignano to see its medieval towers at sunset and meet the best gelato maker in the world (and taste his gelato for ourselves).

• Walk through the Tuscan countryside to visit with a family of shepherds who make their own cheese and treat us to a generous tasting at the farm.

• Train to Rome, where a guided walk leads to the Trevi Fountain, the Spanish Steps, the Colosseum and the Roman Forum.

• Join your guide for a special visit to awesome St. Peter's Basilica and the Sistine Chapel to see Michelangelo's ceilings.

• Learn to toss your own pizza or make your own pasta from scratch with a local Roman friend


Download Full Daily Itinerary


  • Starting Point:

    Venice – 2:00 pm – Lobby of Hotel Saturnia
  • Ending Point:

    Rome – 9:00 am – Lobby of Rome Times Hotel
Itinerary Map

Click map to enlarge

Walking Level

  • Daily Mileage Options: 2-7 miles

  • Route Notes:

    This trip includes paved/cobblestone streets in Venice, Florence, and Rome, plus countryside trails, vineyard/olive grove paths, shepherds’ tracks, and Camino de Santiago sections. Level walks in cities; gently rolling with elevation changes through Chianti countryside.

Dates & Prices

The earlier you book, the more choice you’ll have and the lower your price. And you can always change your mind — you won’t be charged to transfer to a different trip before your final payment is due. 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.

Why Choose Classic Journeys

Travel + Leisure has awarded Classic Journeys the #1 World’s Best Tour Operator multiple times and says, "Classic Journeys provides unbeatable access to experiences around the globe." Here’s what that access means for you.

  • Experience the world on foot and at eye level. Each day, join your guide on the most cinematic footpaths in the region.
  • Exceptional full-time local guides who become your well-connected friend. Our amazing guides are with you throughout each day of the tour, share their lifelong connections as well as engaging anecdotes about the history and culture of the region.
  • Small groups that provide you unrivaled access. An average of fewer than 10 guests per departure means we can offer you special access to sites like Stonehenge so you experience the stone circle when it’s closed to the general public, a guided visit to Zion Narrows that other companies cannot arrange because of larger group sizes, and vineyard walks with a count and countess in Tuscany.
  • Award-winning hotels are waiting for you at the end of every day. Luxuriate in the finest and most distinctive accommodations in the region you’re exploring, including rainforest lodges, 16th century villas, and award-winning properties that show up on World’s Best and Gold lists.
  • Eat like (and with) the locals. Food is a foolproof way into the hearts, homes and history of the places you visit with us. From gourmet picnics to coveted local restaurants, our meals offer you opportunities to explore native food traditions and fine dining.
  • Handcrafted itineraries with all activities included. With our long-term friendships, we know our walking tour regions more personally than anyone else. So you get thoughtfully curated itineraries that combine explorations of the villages, organic farms, archeological sites and the people who know them best.
  • Sustainable travel that supports the places you’re visiting. We put our local currency into the pockets of the people who live where we travel. It’s your guarantee that you’ll have authentic, up-close experiences on your trip. Best of all, our person-to-person approach helps sustain their ways of life.


We spend years cultivating personal relationships with our hoteliers to provide you thoughtfully selected accommodations that reveal the true character of the region. Here is a sampling of our favorite hotels on this tour. 

Rome Times Hotel

A perfect example of modern Italian design, this sleek hotel is just a few minutes’ walk from Trevi Fountain and the Spanish Steps. The spacious, bright rooms offer extra-plush beds, elegant bathrooms, and double soundproof windows.

Hotel Saturnia

This historic 4-star hotel is just a three-minute walk from Piazza San Marco, about as perfectly located as you can be in Venice! Parts of it date back to the 14th century, and the same family has owned it for over 100 years.

Ca’ Sagredo Hotel

Ca’ Sagredo Hotel is a private palazzo, a noble residence, a museum, and a stunning luxury hotel. Perfectly-sited alongside the Grand Canal, enjoy the classic Venetian styling and warm Italian hospitality during your upscale stay.

Villa Le Barone

This historic home dates to the 16th century, and your hosts are a count and countess. Its rooms have wood-beamed ceilings and antiques. The property boasts lovely gardens, a new saltwater infinity pool, and a terrace for sunning and Chianti sipping.

Borgo Di Vescine

This charming inn is built within the dwellings of a 13th-century Etruscan village in the heart of the Chianti region. Each room is one of the original houses, updated with modern amenities. From the pool, you’ll have stunning views of the Tuscan hills.

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 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

Above & Beyond Benefits

Perfect Pairings Dinners

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

Wine on Us

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

Privileged Access Events

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

Invisible Check-In

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