33 days in New York City & Italy Itinerary

33 days in New York City & Italy Itinerary

Created using Inspirock travel route planner

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New York City, United States
— 3 nights
Fly
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Venice, Italy
— 1 day
Fly
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Rome, Italy
— 4 nights
Drive
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Vatican City, Italy
— 18 nights
Bus to Roma Tiburtina, Train to Florence
5
Florence, Italy
Fly
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New York City, United States
— 6 nights
Drive

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New York City, United States

— 3 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Discover out-of-the-way places like Brooklyn Heights Promenade and Horse-Drawn Carriage Tours. Your cultural itinerary includes sights like Greenwich Village and Lower Manhattan. There's much more to do: appreciate the extensive heritage of World Trade Center Memorial Foundation, shop like a local with West Village, and admire the striking features of Chrysler Building.

To find reviews, where to stay, other places to visit, and more tourist information, read New York City trip itinerary planner.

Plattsburgh to New York City is an approximately 5-hour car ride. You can also do a combination of flight and car. Expect a bit warmer temperatures when traveling from Plattsburgh in October; daily highs in New York City reach 70°F and lows reach 57°F. Cap off your sightseeing on the 7th (Thu) early enough to catch the flight to Venice.

Things to do in New York City

Neighborhoods · Historic Sites · Shopping · Tours

Side Trip

Find places to stay Oct 4 — 7:

Venice, Italy

— 1 day

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.
Start off your visit on the 8th (Fri): admire the landmark architecture of Doge's Palace, get to know the fascinating history of Piazza San Marco, and then admire the striking features of Scala Contarini del Bovolo.

To see maps, traveler tips, ratings, and more tourist information, read our Venice trip planner.

You can fly from New York City to Venice in 11.5 hours. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Venice. Plan for slightly colder nights when traveling from New York City in October since evenings lows in Venice dip to 51°F. Wrap up your sightseeing on the 8th (Fri) early enough to fly to Rome.

Things to do in Venice

Historic Sites · Museums
Find places to stay Oct 7 — 8:

Rome, Italy

— 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day by day itinerary now includes Pompeii Archaeological Park, Raphael Tours, Parco Acheologico di Ercolano, and other attractions you added. Popular historic sites such as Colosseum and St. Peter's Basilica are in your itinerary. Eschew the tourist crowds and head to Cupola di San Pietro and Basilica di Santa Maria degli Angeli e dei Martiri. Next up on the itinerary: take in the architecture and atmosphere at Pantheon, don't miss a visit to Piazza Navona, examine the collection at Stanze di Raffaello, and admire the landmark architecture of Villa Borghese.

To find traveler tips, where to stay, ratings, and more tourist information, you can read our Rome route planning tool.

Traveling by flight from Venice to Rome takes 3 hours. Alternatively, you can take a train; or drive. Traveling from Venice in October, you will find days in Rome are somewhat warmer (73°F), and nights are about the same (55°F). Finish up your sightseeing early on the 12th (Tue) so you can go by car to Vatican City.

Things to do in Rome

Historic Sites · Museums · Tours

Side Trips

Find places to stay Oct 8 — 12:

Vatican City, Italy

— 18 nights

City of Seven Hills

Covering 44 hectares (110 acres) in the city center of Rome, the wall-enclosed sovereign state of Vatican City is one of the most famous religious sites worldwide, serving as the papal residence and home of the Roman Catholic church.
You'll explore the less-touristy side of things at St. Peter's Square and Palazzo Altieri. Vatican Museums and Santuario Madonna Di Ceri are good opportunities to explore the local culture. Venture out of the city with trips to Manziana (Bosco Macchia Grande & Monumento della Caldara di Manziana), Chiesa di Santa Maria Assunta (in Vasanello) and Ceri (Centro Storico di Ceri & Borgo di Ceri). And it doesn't end there: step into the grandiose world of Castello Orsini-Odescalchi, mingle with the ghosts of the past at Antica Monterano, steep yourself in history at Palazzo Caetani, and explore the galleries of Vatican Grottoes.

Before you visit Vatican City, use our trip planner to discover what you can do and see there.

Vatican City is just a short distance from Rome. In October, daily temperatures in Vatican City can reach 73°F, while at night they dip to 55°F. Cap off your sightseeing on the 30th (Sat) early enough to travel to Florence.

Things to do in Vatican City

Historic Sites · Museums · Parks · Nature

Side Trips

Find places to stay Oct 12 — 30:

Florence, Italy

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 30th (Sat): ponder the world of politics at Palazzo Vecchio and then get a sense of history and politics at Museo Nazionale del Bargello.

For traveler tips, other places to visit, more things to do, and tourist information, use the Florence online visit planner.

Getting from Vatican City to Florence by combination of bus and train takes about 2.5 hours. Other options: take a train; or drive. In October, daytime highs in Florence are 71°F, while nighttime lows are 54°F. Wrap up your sightseeing by early afternoon on the 30th (Sat) to allow time for the flight to New York City.

Things to do in Florence

Historic Sites · Museums
Find places to stay Oct 30 — 31:

New York City, United States

— 6 nights

Big Apple

Deepen your sense of the past at sights like The Met Cloisters and 9/11 Memorial. You'll explore the less-touristy side of things at Frick Collection and St. Patrick's Cathedral. See some other sides of New York City: take a stroll through Dumbo, admire the landmark architecture of Empire State Building, examine the collection at New York Public Library, and get a taste of the local shopping with SoHo.

To see more things to do, ratings, photos, and other tourist information, use the New York City route planner.

You can fly from Florence to New York City in 14.5 hours. The time zone difference when traveling from Florence to New York City is minus 6 hours. Finish up your sightseeing early on the 5th (Fri) so you can travel back home.

Things to do in New York City

Museums · Historic Sites · Neighborhoods · Shopping

Side Trip

Find places to stay Oct 30 — Nov 5:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.