Italy Walking Tours
Best Time To Travel
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 rustic and charming 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. Join our expert local guides as they take you on foot and at eye level on our handcrafted Cultural Walking Adventures in Italy.
You’ll Benefit From Our Connections
Meet the Locals
You meet the locals in their market, olive groves and Tuscan farmhouse kitchens. You’ll go wine tasting and savor the local cuisine. You won’t just visit Italy on our trip. With us, you’ll live it.
Perfectly Sited Hotels
Stay in Positano along the Amalfi Coast. Wake up in the Valley of the Temples in Sicily. Sip Chianti with a count and countess at their Tuscan villa. From north to south, you'll be warmly welcomed into the best hotels Italy has to offer.
Frequently Asked Questions
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. On our small group culinary walking adventures, you’ll 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. Whether you’re 8 or 80, you’ll make memories together that you’ll never forget.
How do I plan a perfect trip to Italy?
You can start by reading one of our daily detailed itineraries about each of our Italian tours. All are expertly crafted trips of a lifetime, led by the best local guides. Once you have decided on a destination, or if you need help narrowing it down, we invite you to contact our Travel Experience Specialists. You can also request a private custom tour, which we will craft completely around your wishes.
How to plan an Italian vacation?
- Browse all of our Italy trips.
- Download the Italy itineraries that interest you, directly from the Italy tour pages
- If you have any questions, email us, or phone our expert Travel Experience Specialists at 800-200-3887.
- If you like the trip as it appears on the itinerary, the pricing and dates will be right there for you to select.
- 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:
- Italian Lakes: Bellagio, Stresa, Milan
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 and quiet cities.
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?
- We suggest clothes that can be worn in layers
- Comfortable walking shoes
- A cardigan or light jacket for the evenings
- Sunglasses and sunscreen
- These are just a few helpful suggestions, but we are happy to provide a full recommended packing list in your booking confirmation.
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!