25 days in United States Itinerary
Created using Inspirock United States itinerary maker
Start: Milan
Fly
1
New York City
— 4 nights
Train
2
Philadelphia
— 3 nights
Train
3
Washington DC
— 2 nights
Fly
4
Key West
— 3 nights
Drive
5
Marathon
— 2 nights
Drive
6
Miami
— 2 nights
Fly
7
Orlando
— 3 nights
Fly
8
Boston
— 5 nights
Fly
End: Milan
Mon, Jul 17 - Thu, Aug 10
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View full calendar
New York City — 4 nights
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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.Satisfy your inner culture vulture at 9/11 Memorial and Statue of Liberty National Monument. You'll explore and learn at The Metropolitan Museum of Art and Cooper Hewitt, Smithsonian Design Museum. There's lots more to do: go for a walk through Central Park, stop by FAO Schwarz, get a new perspective on nature at American Museum of Natural History, and take a stroll through Times Square.
To find photos, reviews, traveler tips, and more tourist information, refer to the New York City travel route builder site.
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 somewhat warmer at night with lows of 26°C. Cap off your sightseeing on the 21st (Fri) early enough to catch the train to Philadelphia.
Highlights from your trip
Philadelphia — 3 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.Valley Forge National Historical Park and Logan Circle will appeal to history buffs. Winterthur Museum, Garden & Library and Philadelphia Museum of Art will appeal to museum buffs. Step out of Philadelphia with an excursion to Hagley Museum And Library in Wilmington--about 42 minutes away. Next up on the itinerary: shop like a local with Rittenhouse Square, hunt for treasures at Reading Terminal Market, look for gifts at Di Bruno Bros, and pause for some serene contemplation at Christ Church.
To see ratings, reviews, traveler tips, and tourist information, go to the Philadelphia road trip planning site.
You can take a train from New York City to Philadelphia in 1.5 hours. Other options are to drive; or take a bus. In July, daytime highs in Philadelphia are 36°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 24th (Mon) early enough to take a train to Washington DC.
Side Trips
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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.Start off your visit on the 25th (Tue): examine the collection at National Air and Space Museum, learn more about the world around you at Smithsonian National Museum of Natural History, then pause for some photo ops at Vietnam Veterans Memorial, and finally take in the spiritual surroundings of Washington National Cathedral. On your second day here, appreciate the history behind Lincoln Memorial, then see the interesting displays at The National Archives Museum, then explore the world behind art at National Gallery of Art, and finally take an in-depth tour of United States Holocaust Memorial Museum.
To find traveler tips, other places to visit, reviews, and other tourist information, read our Washington DC online holiday maker.
Traveling by train from Philadelphia to Washington DC takes 2.5 hours. Alternatively, you can drive; or take a bus. In July, daytime highs in Washington DC are 37°C, while nighttime lows are 26°C. Cap off your sightseeing on the 26th (Wed) early enough to catch the flight to Key West.
Highlights from your trip
Key West — 3 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.Give yourself a bit of retail therapy at Alan S. Maltz Gallery and Uva Wine Shop & Bar. Get some cultural insight at 7 Artists & Friends Key West and Collections Key West Gallery. There's lots more to do: see the interesting displays at The Ernest Hemingway Home and Museum, view the masterpieces at Guild Hall Gallery, get a taste of the local shopping with Art On Duval Key West, and see some colorful creatures with a scuba or snorkeling tour.
To find ratings, where to stay, more things to do, and other tourist information, read our Key West travel route planner.
You can fly from Washington DC to Key West in 4.5 hours. Other options are to drive; or do a combination of taxi and bus. Traveling from Washington DC in July, expect a bit warmer with lows of 32°C in Key West. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Marathon.
Highlights from your trip
Marathon — 2 nights
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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 30th (Sun), enjoy the sand and surf at Sombrero Beach, kick back and relax at Bahia Honda State Park, and then view the masterpieces at Artists in Paradise Gallery. Get ready for a full day of sightseeing on the 31st (Mon): take in the exciting artwork at Lobster Trap Art Gift Shop and Gallery, then look for gifts at Bass Pro Shops, then explore the galleries of Pasta Pantaleo Signature Gallery, and finally kick back and relax at Anne's Beach.
To see more things to do, maps, and tourist information, read our Marathon day trip tool.
Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In July in Marathon, expect temperatures between 39°C during the day and 32°C at night. Cap off your sightseeing on the 31st (Mon) early enough to go by car to Miami.
Side Trips
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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.Start off your visit on the 1st (Tue): shop like a local with Aventura Mall, take a stroll through Collins Avenue, and then get a taste of the local shopping with Village of Merrick Park. Here are some ideas for day two: appreciate the extensive heritage of Art Deco Historic District, get to know the fascinating history of Lincoln Road, then take a stroll through Espanola Way, and finally buy something for everyone on your list at Bayside Marketplace.
To see other places to visit, reviews, where to stay, and other tourist information, go to the Miami travel planner.
You can drive from Marathon to Miami in 2.5 hours. Other options are to do a combination of bus and flight; or take a bus. In July, daytime highs in Miami are 38°C, while nighttime lows are 30°C. Finish your sightseeing early on the 2nd (Wed) to allow enough time to fly to Orlando.
Side Trips
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Orlando — 3 nights
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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.Pack the 3rd (Thu) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 5th (Sat) at Magic Kingdom Park. There's still lots to do: find something for the whole family at Universal Orlando Resort.
To find other places to visit, more things to do, photos, and tourist information, read Orlando day trip app.
Fly from Miami to Orlando in 3 hours. Alternatively, you can drive; or take a bus. In August, daytime highs in Orlando are 39°C, while nighttime lows are 28°C. Finish your sightseeing early on the 5th (Sat) so you can fly to Boston.
Highlights from your trip
Boston — 5 nights
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Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Visit Cape Cod National Seashore and Nauset Light Beach for some beach relaxation. Satisfy your inner culture vulture at Newbury Street and Addison Art Gallery. Venture out of the city with trips to Corporation Beach (in Dennis), Gray's Beach (in Yarmouth Port) and Coast Guard Beach (in Eastham). The adventure continues: buy something for everyone on your list at Faneuil Hall Marketplace, wander the streets of Charles Street, and contemplate the long history of Longfellow House Washington's Headquarters National Historic Site.
To see ratings, traveler tips, photos, and more tourist information, read Boston trip itinerary planner.
Fly from Orlando to Boston in 4.5 hours. Alternatively, you can drive; or take a train. Plan for slightly colder temperatures traveling from Orlando in August, with highs in Boston at 32°C and lows at 21°C. Wrap up your sightseeing on the 10th (Thu) to allow time to fly back home.
Side Trips
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.
