18 days in United States Itinerary

18 days in United States Itinerary

Created using Inspirock United States vacation planner

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Route & dates

18 days in United States Itinerary

Start: Auckland
Fly:  20​h 15​min
1
Chicago
— 1 night
Fly:  4​h
2
Boston
— 2 nights
Fly + bus:  3​h
3
New York City
— 4 nights
Fly:  3​h 15​min
4
Washington DC
— 2 nights
Fly:  4​h 30​min
5
Miami
— 3 nights
Fly:  4​h
6
Orlando
— 3 nights
Fly:  22​h 15​min
End: Auckland

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 18th (Wed): admire the masterpieces at The Art Institute of Chicago, make a trip to The Magnificent Mile, and then take in the spiritual surroundings of Fourth Presbyterian Church. Get ready for a full day of sightseeing on the next day: get curious at Museum of Science and Industry, admire the landmark architecture of Chicago Cultural Center, then contemplate the long history of Ernest Hemingway Birthplace, and finally appreciate the extensive heritage of Millennium Park.

To find reviews, photos, other places to visit, and tourist information, go to the Chicago road trip planning website .

Auckland, New Zealand to Chicago is an approximately 20.5-hour flight. You can also do a combination of bus and flight. The time zone difference moving from New Zealand Standard Time to Central Standard Time is minus 18 hours. Expect cooler temperatures when traveling from Auckland in December; daily highs in Chicago reach 3°C and lows reach -3°C. Finish your sightseeing early on the 19th (Thu) so you can travel to Boston.

Things to do in Chicago

Museums Shopping Childrens Museums

Side Trip

Ernest Hemingway Birthplace
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Museum of Science and Industry ©
Museum of Science and Industry

2
nights
Boston

Boston ©
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.
Start off your visit on the 20th (Fri): take a stroll through Newbury Street, then stop by Brookline Booksmith, then explore the world behind art at Museum of Fine Arts, and finally buy something for everyone on your list at Faneuil Hall Marketplace. On the 21st (Sat), you'll have a packed day of sightseeing: steep yourself in history at Orchard House, steep yourself in history at The Old Manse, then admire the majestic nature at Walden Pond State Reservation, and finally stroll the grounds of Mount Auburn Cemetery.

Inspirock's itinerary builder makes planning a Boston trip simple and quick.

Traveling by combination of flight and bus from Chicago to Boston takes 4 hours. Alternatively, you can do a combination of flight, taxi, and bus; or drive. Traveling from Chicago to Boston, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 7°C in December, and nighttime lows around 0°C. Finish your sightseeing early on the 21st (Sat) to allow enough time to travel to New York City.

Things to do in Boston

Historic Sites Museums Parks

Side Trips

Concord, Mount Auburn Cemetery, Brookline Booksmith
Highlights from your plan
Louisa May Alcott's Orchard House ©
Louisa May Alcott's Orchard House
Museum of Fine Arts ©
Museum of Fine Arts
Mount Auburn Cemetery ©
Mount Auburn Cemetery

4
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Museum-lovers will get to explore The Metropolitan Museum of Art and The Museum of Modern Art (MoMA). Get some historical perspective at 9/11 Memorial and Ellis Island. And it doesn't end there: take a stroll through Fifth Avenue, pause for some serene contemplation at St. Patrick's Cathedral, see the interesting displays at New York Public Library, and take in the pleasant sights at Central Park.

For more things to do, traveler tips, photos, and other tourist information, read New York City online travel planner .

Traveling by combination of bus and flight from Boston to New York City takes 3 hours. Alternatively, you can do a combination of bus and flight; or drive. December in New York City sees daily highs of 10°C and lows of 2°C at night. Finish your sightseeing early on the 25th (Wed) so you can travel to Washington DC.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©
American Museum of Natural History

2
nights
Washington DC

Washington DC ©
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.
On the 26th (Thu), admire the masterpieces at National Gallery of Art, then examine the collection at National Air and Space Museum, and then contemplate in the serene atmosphere at Washington National Cathedral. Get ready for a full day of sightseeing on the next day: get engrossed in the history at United States Holocaust Memorial Museum, then learn more about the world around you at Smithsonian National Museum of Natural History, then see the interesting displays at The National Archives Museum, and finally explore the world behind art at National Portrait Gallery.

For other places to visit, ratings, traveler tips, and other tourist information, you can read our Washington DC visit planner .

Traveling by flight from New York City to Washington DC takes 3.5 hours. Alternatively, you can take a train; or drive. December in Washington DC sees daily highs of 12°C and lows of 3°C at night. Finish up your sightseeing early on the 27th (Fri) so you can travel to Miami.

Things to do in Washington DC

Museums Historic Sites
Highlights from your plan
National Gallery of Art ©
National Gallery of Art
National Air and Space Museum ©
National Air and Space Museum

3
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
The Wolfsonian - Florida International University and Vizcaya Museum and Gardens will appeal to museum buffs. Popular historic sites such as Lincoln Road and Art Deco Historic District are in your itinerary. Explore Miami's surroundings by going to Everglades National Park (Shark Valley, Pineland Trail, & more). Next up on the itinerary: stroll through South Beach.

To see maps, reviews, photos, and other tourist information, use the Miami trip itinerary app .

Getting from Washington DC to Miami by flight takes about 4.5 hours. Other options: do a combination of train and flight; or drive. Prepare for warmer weather when traveling from Washington DC in December: high temperatures in Miami hover around 32°C and lows are around 23°C. Finish up your sightseeing early on the 30th (Mon) so you can go by car to Orlando.

Things to do in Miami

Parks Wildlife Outdoors

Side Trips

Miami Beach, Everglades National Park
Highlights from your plan
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Anhinga Trail ©
Anhinga Trail

3
nights
Orlando

Orlando ©
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.
Get some cultural insight at Stetson Mansion and Jeanine Taylor Folk Art. Pack the 31st (Tue) with family-friendly diversions at Discovery Cove. Pack the 2nd (Thu) with family-friendly diversions at Universal's Islands of Adventure. It doesn't end there: admire the masterpieces at Charles Hosmer Morse Museum of American Art and make an unforgettable trip to Happily Ever After Fireworks.

To find more things to do, where to stay, photos, and tourist information, go to the Orlando trip maker site .

Traveling by car from Miami to Orlando takes 4 hours. Alternatively, you can take a bus; or take a train. Traveling from Miami in December, Orlando is little chillier at night with lows of 17°C. Wrap up your sightseeing on the 2nd (Thu) to allow time to travel back home.

Things to do in Orlando

Theme Parks Parks Beaches

Side Trips

Charles Hosmer Morse Museum of American Art, Stetson Mansion, Jeanine Taylor Folk Art
Highlights from your plan
Discovery Cove ©
Discovery Cove
Stetson Mansion ©
Stetson Mansion

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