Two-Week Italy Travel Itinerary Guide

If you’re considering a trip to Italy but worry about time constraints, you’re not alone. Many travelers want to experience as much as they can in a limited timeframe. This guide offers an optimized two-week itinerary that will allow you to visit some of the most iconic locations in Italy. Get ready for an adventure that promises to be as enriching as it is exhausting!

Menu
  1. Day-by-day itinerary for a two-week journey through Italy
  2. Essential tips for traveling in Italy
  3. Venice and Burano (Days 1 and 2)
  4. Exploring Milan and Lake Como (Days 3 and 4)
  5. Cinque Terre (Day 5)
  6. Pisa and Florence (Days 6 and 7)
  7. San Gimignano and Siena (Days 8 and 9)
  8. Rome (Days 10, 11, and 12)
  9. Naples, Pompeii, and the Amalfi Coast (Days 13, 14, and 15)
  10. Mapping Your Two-Week Italian Journey

Day-by-day itinerary for a two-week journey through Italy

For those fortunate enough to have a bit more time—say, an additional week—there are two great options available:

  • Add cultural destinations in northern Italy. Cities such as Turin, Verona, Padua, and Bologna are fantastic additions.
  • Exploit the beautiful beaches in southern Italy, with Puglia or a trip to Sicily providing excellent beach experiences.

Essential tips for traveling in Italy

Before diving into the itinerary, here are a few crucial tips to ensure your trip runs smoothly:

  • Book your train tickets on the official websites of Trenitalia or Italotreno.
  • Reserve accommodations using Booking.com to find the best deals.
  • Plan guided tours and activities in Spanish with Civitatis for a richer experience.
  • Rent a car through Autoeurope if you wish to explore at your own pace.

Venice and Burano (Days 1 and 2)

No better way to kickstart your Italian adventure than by visiting the most romantic city—Venice. Spend your first day wandering its enchanting canals, marveling at Piazza San Marco, and indulging in delicious local cicchetti. End your day with a stroll under the warm glow of the lanterns.

On the second day, take a vaporetto (Venetian water bus) to the colorful island of Burano, famous for its vibrant houses and lace-making.

Exploring Milan and Lake Como (Days 3 and 4)

Traveling from Venice to Milan is a breeze by train. While Milan often gets overshadowed by its more famous counterparts, it boasts stunning sites like the magnificent Duomo. A full day—or even half—can suffice to enjoy the major highlights.

On your fourth day, recharge by taking a train or renting a car to explore the breathtaking Lake Como. For those short on time, consider joining a guided tour from Milan.

Cinque Terre (Day 5)

Journey from Milan to Monterosso, the first village in the famed Cinque Terre region. Although one day feels short, start early to explore all five picturesque villages: Riomaggiore, Manarola, Corniglia, Vernazza, and Monterosso. This UNESCO World Heritage site is a must-see, with colorful houses perched atop dramatic cliffs.

Tip: If you decide to stay overnight, Monterosso is the ideal base due to its ample accommodation options and vibrant atmosphere.

Pisa and Florence (Days 6 and 7)

Your next stop is the enchanting region of Tuscany. You can comfortably explore Pisa in a few hours, so use the remainder of the day to head to Florence. Prepare yourself for the overwhelming beauty of this city, often referred to as the cradle of the Renaissance.

Dedicate the following day entirely to Florence, visiting iconic attractions such as the Uffizi Gallery and the Accademia Gallery, where Michelangelo's David resides.

San Gimignano and Siena (Days 8 and 9)

If you're keen on renting a car, this is the perfect time to do so. The beauty of Tuscany is best appreciated by road, allowing you to explore charming locales. Visiting San Gimignano, known as the 'medieval Manhattan', and Siena is a must. Although public transport exists, it can be tricky to navigate.

Rome (Days 10, 11, and 12)

Rome, the Eternal City, is a marvel. Walking through its historic streets feels like stepping back in time. From ancient ruins to world-class art, Rome captivates every traveler. Allow at least three days to absorb the essence of this incredible city, including a visit to the Colosseum, Vatican City, and the stunning Pantheon.

Naples, Pompeii, and the Amalfi Coast (Days 13, 14, and 15)

Prepare for a culinary adventure in Naples, where the pizza is unmatched. The phrase “Vedi Napoli e muori” (see Naples and die) captures the city’s charm perfectly. Make sure to take a day trip to the ancient ruins of Pompeii and, if time allows, explore the scenic Amalfi Coast. Even a single day can be enough to enjoy highlights like Capri.

Mapping Your Two-Week Italian Journey

For visual learners, a map of this itinerary can be immensely helpful. It allows you to visualize the route and better organize your travel plans.

Are you sure you want to leave? Your feet may be sore and your stomach may have expanded from all that delicious food, but isn’t Italy worth every minute? Remember, if you can, extend your stay to explore even more of this beautiful country. Most travelers find themselves returning time and again; after all, Italy is truly one of the most beautiful countries in the world.

If you're looking for additional insights into your trip, here’s a helpful video on planning your two-week journey through Italy:

Did you enjoy this two-week travel itinerary for Italy? We hope it gives you the motivation to explore this wonderful country! Before you go, don’t forget to check out these essential travel tips for Italy.

Save on your trip
Compare and find cheap flights here
Find accommodations at the best prices here
Book activities and excursions in Spanish here
5% discount on your travel insurance with IATI here
Book airport transfers here
Get a €10 gift when booking transportation in Europe here
Learn how to withdraw money without fees here
5% discount on your Holafly eSIM here
Rent a car with the best offers here
Compare prices for van rentals here
The best travel books and guides here
All our articles about Italy

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