33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy trip builder
Make it your trip
Fly to Malpensa International Airport, Drive to Varenna
1
Varenna
— 5 nights
Drive
2
Milan
— 3 nights
Drive
3
Cinque Terre
— 3 nights
Drive
4
Florence
— 5 nights
Train
5
Rome
— 3 nights
Train
6
Sorrento
— 5 nights
Fly
7
Venice
— 7 nights
Fly

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Varenna — 5 nights

Varenna is a comune (municipality) on Lake Como in the Province of Lecco in the Italian region Lombardy, located about 60km north of Milan and about 20km northwest of Lecco.Varenna was founded by local fishermen in 769, and was later allied of the commune of Milan. Explore the numerous day-trip ideas around Varenna: Forte Montecchio Nord (in Colico), Bellagio (Borgo di Pescallo, Museo degli Strumenti per la Navigazione, &more) and Como Lake Paragliding (in Gera Lario). There's much more to do: explore the historical opulence of Castello di Vezio, take in breathtaking views at Orrido di Bellano, get outside with Aero Club Monte Cornizzolo, and view the masterpieces at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte.

To see where to stay, traveler tips, ratings, and tourist information, you can read our Varenna travel route planning tool.

New York City, USA to Varenna is an approximately 21.5-hour combination of flight and car. You can also do a combination of car and flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Varenna. Expect a bit cooler evenings in Varenna when traveling from New York City in September, with lows around 57°F. Finish up your sightseeing early on the 10th (Fri) so you can go by car to Milan.
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Parks · Nature · Outdoors · Museums
Side Trips
Find places to stay Sep 4 — 10:

Milan — 3 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Explore the numerous day-trip ideas around Milan: Galleria Campari (in Sesto San Giovanni), La Citta Alta (in Bergamo) and Leolandia (in Capriate San Gervasio). There's much more to do: take in the spiritual surroundings of Duomo di Milano, make a trip to Piazza del Duomo, explore the world behind art at Pinacoteca Ambrosiana, and steep yourself in history at Castello Sforzesco.

For other places to visit, where to stay, photos, and more tourist information, read Milan trip site.

Getting from Varenna to Milan by car takes about 1.5 hours. Other options: drive; or take a train. In September, daytime highs in Milan are 76°F, while nighttime lows are 57°F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Cinque Terre.
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Historic Sites · Museums · Nightlife · Theme Parks
Side Trips
Find places to stay Sep 10 — 13:

Cinque Terre — 3 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Explore the numerous day-trip ideas around Cinque Terre: Genoa (Piazza De Ferrari, Aquarium of Genoa, &more). There's lots more to do: see some colorful creatures with Enjoy Cinqueterre Boat Tours, get into the urban bustle at Vernazza, hike along Footpath Monterosso - Vernazza, and tour the pleasant surroundings at Cinque Terre Trails.

Plan my Cinque Terre trip by asking Inspirock to come up with tips and suggestions.

Traveling by car from Milan to Cinque Terre takes 3 hours. Alternatively, you can drive; or take a train. September in Cinque Terre sees daily highs of 78°F and lows of 59°F at night. Finish your sightseeing early on the 16th (Thu) so you can drive to Florence.
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Parks · Outdoors · Trails · Zoos & Aquariums
Side Trip
Find places to stay Sep 13 — 16:

Florence — 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get out of town with these interesting Florence side-trips: Siena (San Francesco, Wine Tours & Tastings, &more). There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, take in the views from Ponte Vecchio, and steep yourself in history at The Baptistery of St. John.

To find ratings, maps, more things to do, and other tourist information, refer to the Florence trip itinerary tool.

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can drive; or take a train. In September, daily temperatures in Florence can reach 78°F, while at night they dip to 59°F. Wrap up your sightseeing on the 21st (Tue) to allow time to take a train to Rome.
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Historic Sites · Tours · Museums · Wineries
Side Trips
Find places to stay Sep 16 — 21:

Rome — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: explore the ancient world of Colosseum, don't miss a visit to Piazza Navona, take in the spiritual surroundings of Vatican Museums, and pause for some serene contemplation at St. Peter's Basilica.

For other places to visit, where to stay, maps, and other tourist information, read Rome route tool.

You can take a train from Florence to Rome in 2.5 hours. Other options are to fly; or drive. In September, plan for daily highs up to 81°F, and evening lows to 60°F. Finish up your sightseeing early on the 24th (Fri) so you can catch the train to Sorrento.
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Historic Sites · Museums
Side Trip
Find places to stay Sep 21 — 24:

Sorrento — 5 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Get out of town with these interesting Sorrento side-trips: Amalfi (Fontana sant'Andrea, Duomo di Sant'Andrea, &more), Positano (MAR - Museo Archeologico Romano Positano, Il Sentiero Degli Dei, &more) and Pompeii (Villa dei Misteri & Pompeii Archaeological Park). Dedicate the 28th (Tue) to wine at some of the top wineries in the area. Next up on the itinerary: admire the striking features of Villa Rufolo, get outside with Amalfi Coast, make a trip to Piazza Tasso, and contemplate in the serene atmosphere at St Francis Church and Convent.

To see maps, ratings, photos, and more tourist information, read our Sorrento day trip planner.

You can take a train from Rome to Sorrento in 3 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer nights when traveling from Rome in September since evenings lows in Sorrento dip to 68°F. Finish your sightseeing early on the 29th (Wed) so you can fly to Venice.
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Tours · Historic Sites · Wineries · Outdoors
Side Trips
Find places to stay Sep 24 — 29:

Venice — 7 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Venture out of the city with trips to Verona (Via Mazzini, Casa di Giulietta, &more), PDC Cartizze (in Valdobbiadene) and Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more). The adventure continues: contemplate the waterfront views at Canal Grande, pause for some serene contemplation at San Giorgio Maggiore, take in the views from Ponte dei Sospiri, and examine the collection at Doge's Palace.

To see reviews, more things to do, and other tourist information, use the Venice holiday planner.

Getting from Sorrento to Venice by flight takes about 3.5 hours. Other options: fly; or take a train; or drive. Traveling from Sorrento in September, Venice is a bit cooler at night with lows of 59°F. Finish up your sightseeing early on the 6th (Wed) so you can catch the flight back home.
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Historic Sites · Museums · Neighborhoods · Shopping
Side Trips
Find places to stay Sep 28 — Oct 6:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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