25 days in United States Itinerary
Created using Inspirock United States itinerary planner
Start: Milan
Fly
1
New York City
— 5 nights
Train
2
Boston
— 2 nights
Fly
3
Philadelphia
— 2 nights
Train
4
Washington DC
— 2 nights
Fly
5
Orlando
— 1 night
Fly
6
Key West
— 6 nights
Drive
7
Marathon
— 1 night
Drive
8
Islamorada
— 1 night
Drive
9
Miami
— 2 nights
Fly
End: Milan
Mon, Jul 17 - Thu, Aug 10
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New York City — 5 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.Shop till you drop at Fifth Avenue and FAO Schwarz. You'll explore and learn at 9/11 Memorial and The Metropolitan Museum of Art. Step out of New York City to go to Kismet and see Kismet Beach, which is approximately 1h 15 min away. There's lots more to do: go for a walk through Central Park, take a stroll through Times Square, take in the architecture and atmosphere at St. Patrick's Cathedral, and don't miss a visit to Ellis Island.
To see ratings and more tourist information, read our New York City online day trip planner.
Milan, Italy to New York City is an approximately 12-hour flight. You'll gain 6 hours traveling from Milan to New York City due to the time zone difference. Traveling from Milan in July, New York City is a bit warmer at night with lows of 26°C. Wrap up your sightseeing on the 22nd (Sat) early enough to fly to Boston.
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Boston — 2 nights
©
Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.On the 23rd (Sun), steep yourself in history at Granary Burying Ground, examine the collection at Nichols House Museum, then explore the galleries of Boston Tea Party Ships & Museum, then get to know the fascinating history of Freedom Trail, and finally buy something for everyone on your list at Faneuil Hall Marketplace. Get ready for a full day of sightseeing on the next day: examine the collection at John F. Kennedy Presidential Museum & Library, explore the world behind art at Museum of Fine Arts, and then take in nature's colorful creations at Boston Public Garden.
To see more things to do, other places to visit, reviews, and other tourist information, go to the Boston trip itinerary planning site.
Fly from New York City to Boston in 2.5 hours. Alternatively, you can drive; or take a train. Traveling from New York City in July, plan for little chillier nights in Boston, with lows around 22°C. Wrap up your sightseeing on the 24th (Mon) to allow time to fly to Philadelphia.
Highlights from your trip
Philadelphia — 2 nights
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The City of Brotherly Love
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.On the 25th (Tue), get engrossed in the history at Eastern State Penitentiary, examine the collection at The Franklin Institute, then ponder the world of politics at Independence Hall, then steep yourself in history at Liberty Bell Center, and finally hunt for treasures at Reading Terminal Market. On the next day, take an in-depth tour of Hagley Museum And Library, then get engrossed in the history at Winterthur Museum, Garden & Library, then stroll through Valley Forge National Historical Park, and finally get a taste of the local shopping with Rittenhouse Square.
To find ratings, more things to do, other places to visit, and more tourist information, read our Philadelphia road trip planning website.
You can fly from Boston to Philadelphia in 3.5 hours. Other options are to drive; or take a train. In July in Philadelphia, expect temperatures between 36°C during the day and 26°C at night. Finish up your sightseeing early on the 26th (Wed) so you can catch the train to Washington DC.
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Washington DC — 2 nights
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The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.Kick off your visit on the 27th (Thu): see the interesting displays at National Air and Space Museum, then explore the world behind art at National Gallery of Art, and then learn more about the world around you at Smithsonian National Museum of Natural History. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Washington National Cathedral, contemplate the long history of Arlington National Cemetery, then get engrossed in the history at United States Holocaust Memorial Museum, and finally pause for some photo ops at Vietnam Veterans Memorial.
To see photos, maps, and more tourist information, use the Washington DC trip maker site.
Traveling by train from Philadelphia to Washington DC takes 2.5 hours. Alternatively, you can drive; or take a bus. In July, daily temperatures in Washington DC can reach 37°C, while at night they dip to 26°C. Finish your sightseeing early on the 28th (Fri) so you can fly to Orlando.
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Orlando — 1 night
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Theme Park Capital of the World
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.Start off your visit on the 29th (Sat): pause for some serene contemplation at Basilica of the National Shrine of Mary, Queen of the Universe and then find something for the whole family at SeaWorld.
To find other places to visit, more things to do, maps, and tourist information, you can read our Orlando trip planner.
You can fly from Washington DC to Orlando in 3.5 hours. Other options are to drive; or take a train. July in Orlando sees daily highs of 38°C and lows of 28°C at night. Finish your sightseeing early on the 30th (Sun) so you can fly to Key West.
Highlights from your trip
Key West — 6 nights
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Conch Republic
Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.Do some cultural sightseeing at Alan S. Maltz Gallery and The Ernest Hemingway Home and Museum. Appreciate the collections at 7 Artists & Friends Key West and Collections Key West Gallery. There's lots more to do: take in the exciting artwork at KEPart Studio-Gallery, shop like a local with Guild Hall Gallery, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and get outside with Outdoor Activities.
To find reviews, traveler tips, and more tourist information, read our Key West road trip planning app.
Traveling by flight from Orlando to Key West takes 3.5 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Orlando in July since evenings lows in Key West dip to 32°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Marathon.
Highlights from your trip
Marathon — 1 night
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Heart of the Florida Keys
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.On the 6th (Sun), see some colorful creatures with a scuba or snorkeling tour, identify plant and animal life at Crane Point Museum & Nature Center, and then kick back and relax at Bahia Honda State Park.
To see photos, maps, and tourist information, use the Marathon trip site.
You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In August, daytime highs in Marathon are 39°C, while nighttime lows are 31°C. Finish your sightseeing early on the 6th (Sun) so you can drive to Islamorada.
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Islamorada — 1 night
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The Village of Islands
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.On the 7th (Mon), take an in-depth tour of History of Diving Museum, shop like a local with Rain Barrel Village, then look for gifts at Bella Sol Fragrance Bar and Gifts, then explore the galleries of Pasta Pantaleo Signature Gallery, and finally take in the exciting artwork at Michelle Nicole Lowe Art Gallery.
To see reviews, ratings, other places to visit, and tourist information, go to the Islamorada trip itinerary builder tool.
You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. In August, daytime highs in Islamorada are 39°C, while nighttime lows are 31°C. Finish your sightseeing early on the 7th (Mon) to allow enough time to drive to Miami.
Highlights from your trip
Miami — 2 nights
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Magic City
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.On the 8th (Tue), shop like a local with Bayside Marketplace, then browse the exhibits of Wynwood Walls, then take an in-depth tour of Black Police Precinct and Courthouse Museum, and finally wander the streets of Lincoln Road. On the next day, see the interesting displays at Vizcaya Museum and Gardens, take a stroll through Ocean Drive, then get to know the fascinating history of Art Deco Historic District, and finally shop like a local with Romero Britto Fine Art Gallery.
For other places to visit, ratings, where to stay, and tourist information, read Miami online tour itinerary planner.
You can drive from Islamorada to Miami in 2 hours. Other options are to take a shuttle; or take a bus. August in Miami sees daily highs of 38°C and lows of 30°C at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to fly back home.
Side Trip
Highlights from your trip
United States travel guide
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
Florida Keys travel guide
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.
