30 days in United States Itinerary

30 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
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New York City
— 7 nights
Fly
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Boston
— 7 nights
Fly
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Chicago
— 7 nights
Fly
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Orlando
— 8 nights

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New York City

— 7 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.
Step off the beaten path and head to St. Patrick's Cathedral and New York Public Library. Head to SoHo and Fifth Avenuefor plenty of shopping. Explore the numerous day-trip ideas around New York City: Edwin B. Forsythe National Wildlife Refuge (in Oceanville) and Ship Bottom Beach (in Ship Bottom). Next up on the itinerary: examine the collection at Intrepid Sea, Air & Space Museum, race across the water with a speed boat tour, appreciate the extensive heritage of Brooklyn Heights Promenade, and appreciate the history behind 9/11 Memorial.

To see other places to visit, photos, more things to do, and other tourist information, go to the New York City trip itinerary app.

If you are flying in from Kuwait, the closest major aiports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In September in New York City, expect temperatures between 31°C during the day and 22°C at night. Finish your sightseeing early on the 8th (Wed) to allow enough time to fly to Boston.

Things to do in New York City

Side Trips

Find places to stay Aug 31 — Sep 8:

Boston

— 7 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Take a break from the city and head to Dolphin & Whale Watching and World's End. Deepen your sense of the past at sights like Old State House and Trinity Church. Explore Boston's surroundings by going to Lexington Green (in Lexington), Chandler Hovey Park (in Marblehead) and Concord (Louisa May Alcott's Orchard House & Minuteman National Park - Old North Bridge). There's much more to do: browse the different shops at Prudential Center, get engrossed in the history at Pilgrim Hall Museum, appreciate the extensive heritage of Freedom Trail, and enjoy the sand and surf at Good Harbor Beach.

For maps, reviews, other places to visit, and tourist information, you can read our Boston road trip planning site.

You can fly from New York City to Boston in 3 hours. Other options are to fly; or drive; or take a train. Traveling from New York City in September, things will get a bit cooler in Boston: highs are around 28°C and lows about 17°C. Wrap up your sightseeing on the 15th (Wed) to allow time to fly to Chicago.

Things to do in Boston

Historic Sites · Parks · Museums · Wildlife

Side Trips

Find places to stay Sep 8 — 15:

Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get a sense of the local culture at The Art Institute of Chicago and The Magnificent Mile. Take a break from the city and head to Lakefront Trail and Chicago River. You'll find plenty of places to visit near Chicago: Baha'i House of Worship (in Wilmette), Riverwalk Lot (in Naperville) and Cantigny Park (in Wheaton). And it doesn't end there: appreciate the extensive heritage of Chicago Riverwalk, ponder the design of Crown Fountain, take an exotic tour of Chicago Photo Safaris, and make a trip to Buckingham Fountain.

To see photos, where to stay, ratings, and more tourist information, read Chicago trip app.

Traveling by flight from Boston to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In September, daily temperatures in Chicago can reach 30°C, while at night they dip to 19°C. Wrap up your sightseeing on the 22nd (Wed) early enough to fly to Orlando.

Things to do in Chicago

Side Trips

Find places to stay Sep 15 — 22:

Orlando

— 8 nights

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.
Madame Tussauds Orlando and SKELETONS: Museum of Osteology will appeal to museum buffs. Get outdoors at St. Augustine Beach and Beach at Daytona Beach. You'll find plenty of places to visit near Orlando: Ponce Inlet Historical Museum (in Ponce Inlet), St. Augustine (Lightner Museum, First Colony, &more) and Ormond Beach (in Ormond Beach). Next up on the itinerary: surround yourself with nature on a nature and wildlife tour, get some fabulous bargains at Orlando Vineland Premium Outlets, make an unforgettable trip to World of Disney, and enjoy unforgettable views with a balloon tour.

Plan a Orlando trip in moments using our itinerary builder.

Fly from Chicago to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Chicago to Orlando is 1 hour. Plan for somewhat warmer temperatures traveling from Chicago in September, with highs in Orlando at 37°C and lows at 27°C.

Things to do in Orlando

Side Trips

Find places to stay Sep 22 — 30:

United States travel guide

4.5
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 travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.