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Italy Walking Tours

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A hazy countryside in Italy.
Ruins in Italy.
A night time view of Italy.
A cliff in Italy.
A bridge in Venice.
A colorful cliff on the coast of Italy.

Italy’s Most Culturally Rich Walking Tours

You could visit Italy every year forever, and you’d never have to repeat yourself. In the land of La Dolce Vita, each region—sometimes each village—is its own unique and totally irresistible destination. From northern Italy’s chic Lake Como, to Sicily and Puglia in the very south, with Sardinia, Tuscany, the Amalfi Coast, Venice, Florence & Rome in between. With us, you’ll experience more than “postcard” Italy.

Frequently Asked Questions

Got questions? Answers to all your questions, except that one.

What Types Of Italy Guided Tours Are Offered?

Cultural Walking Adventures in Italy

From the alpine breezes that cool the villas on Lake Como to sun-warmed Sicily, the culture, climate and terrain make walking in Italy deliciously diverse. Walk rustic countryside to meet friends in family-run vineyards and olive groves, visit villas, sleepy towns and ancient ruins, and drink in the best views of rolling hills and rugged coastline.

Culinary Walking Adventures in Italy

How do you know if you are right for a Classic Journeys culinary tour to Italy? Ask yourself this question: Do I enjoy great food and wine in jaw-dropping settings with wonderful people? If the answer is yes, then it’s time to make ravioli under the Tuscan sun, gather picnic supplies at the San Lorenzo market in Florence, enjoy a cheese-tasting with a shepherd, prepare your own pizzas in a wood-fire oven using the famous mozzarella cheese from Naples, taste olive oil at a working mill, and enjoy a cooking session and wine tasting on the grounds of a 15th century castle.

Family Vacations in Italy

Show your kids or grandkids what all the fuss is about. Take them on a family trip to Venice, Florence and Rome. It’s an incredible introduction to Italian life. Or take the family to the Amalfi Coast and Capri where Vesuvius and Pompeii come to life for everyone in the company of our expert, local (and total awesome) guides.

Planning Ahead

How do I plan a perfect trip to Italy?

Choose one of our itineraries below. All are expertly crafted trips of a lifetime, led by the best local guides. Or, request a private custom tour, which we will craft completely around your wishes.

How to plan an Italian vacation?

  1. Browse all of our Italy trips.
  2. Download the Italy itineraries that interest you, directly from the Italy tour pages
  3. If you have any questions, email us, or phone our expert Travel Experience Specialists at 800-200-3887.
  4. If you like the trip as it appears on the itinerary, the pricing and dates will be right there for you to select.
  5. Reserve your Italian trip of a lifetime by placing a deposit.

What are the best southern Italy tours?

Our best escorted tours to southern Italy include—

  • Amalfi & Capri: Naples, Pompei, Capri, Positano
  • Puglia: Matera, Lecce, Alberobello, Brindisi
  • Sicily: Palermo, Agrigento, Siracusa, Taormina, Canania
  • Sardinia: Alghero, Oilena

What are the best northern Italy tours?

Our best escorted tours to northern Italy include:

These tours combine northern Italy and central Italy:

What are the best central Italy tours?

What is the best time to travel to Italy?

The best time of year to go to Italy depends on what you prefer from your vacation:

  • Visit in the summer (between July and September) for the warmest weather.
  • Visit in spring (April – June), or fall (late September – October) for milder weather and less crowds.
  • Visit in winter (November – February) for Christmas markets, quiet cities and beaches.

How many days do I need to see Italy?

It can take a lifetime to explore all of Italy, but we recommend a minimum of 7 days to see the best of one of Italy’s regions. To visit multiple regions all over Italy, consider a 2 or 3 week tour. Our itineraries can be booked back-to-back, or we can create a private tour around the amount of time you have, and the places you wish to see.

What should I pack for Italy?

  • Warm weather clothes.
  • Comfortable walking shoes.
  • A cover up or jacket for the evenings.
  • Sunglasses and sunscreen.
  • Camera.
  • Euros.

I want to experience an authentic Italian tradition, can I plan my trip around this?

Absolutely, we love the different Italian traditions (read our blog on them here) and can arrange a trip to suit the location and dates of whichever tradition in Italy you want to experience!