39 days in United States Itinerary

39 days in United States Itinerary

Created using Inspirock United States vacation planner

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Route & dates

39 days in United States Itinerary

Start: Amsterdam
Fly:  12​h 30​min
1
Orlando
— 6 nights
Fly:  4​h
2
Miami
— 6 nights
Fly:  5​h 15​min
3
Chicago
— 6 nights
Fly:  3​h 45​min
4
Washington DC
— 5 nights
Fly:  3​h 15​min
5
New York City
— 6 nights
bus + Fly:  3​h
6
Boston
— 8 nights
Fly:  9​h 30​min
End: Amsterdam

6
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.
Eschew the tourist crowds and head to Beach at Daytona Beach and Ponce de Leon Inlet Lighthouse & Museum. Let the collections at Pepper Creek Pottery and Timothy's Gallery capture your imagination. You'll find plenty of places to visit near Orlando: Ellie Schiller Homosassa Springs Wildlife State Park (in Homosassa Springs), Homosassa (Old Homosassa Veteran's Memorial & Alpaca Magic USA) and Scuba & Snorkeling (in Crystal River). There's lots more to do: enjoy the sand and surf at Cocoa Beach, tour the pleasant surroundings at Ormond Beach, contemplate the long history of Cocoa Village, and test your team's savvy at popular escape rooms.

For where to stay, traveler tips, maps, and other tourist information, read our Orlando trip planner .

Amsterdam, The Netherlands to Orlando is an approximately 12.5-hour flight. You can also do a combination of train and flight; or do a combination of flight and bus. Traveling from Amsterdam to Orlando, you'll gain 6 hours due to the time zone difference. Prepare for much hotter weather when traveling from Amsterdam in May: high temperatures in Orlando hover around 36°C and lows are around 24°C. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Miami.

Things to do in Orlando

Parks Outdoors Beaches

Side Trips

Homosassa, Ponce de Leon Inlet Lighthouse & Museum, Cocoa Beach, Ormond Beach, Timothy's Gallery
Highlights from your plan

6
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.
Get a sense of the local culture at Art Deco Historic District and Wynwood Walls. Appreciate the collections at Vizcaya Museum and Gardens and Clyde Butcher's Big Cypress Gallery. Explore the numerous day-trip ideas around Miami: Fort Lauderdale Beach (in Fort Lauderdale), Ochopee (Kirby Storter Roadside Park & Big Cypress National Preserve) and Speed Boats Tours (in Everglades City). There's lots more to do: look for all kinds of wild species at Shark Valley, stroll through Hollywood Beach, get a taste of the local shopping with Collins Avenue, and enjoy the sand and surf at South Beach.

To see traveler tips, where to stay, more things to do, and other tourist information, read Miami route planning tool .

Getting from Orlando to Miami by car takes about 4 hours. Other options: take a bus; or take a train. Expect a daytime high around 37°C in June, and nighttime lows around 29°C. Wrap up your sightseeing on the 11th (Tue) early enough to travel to Chicago.

Things to do in Miami

Outdoors Parks Wildlife

Side Trips

Miami Beach, Ochopee, Everglades National Park, Fort Lauderdale Beach, Hollywood Beach
Highlights from your plan
Wynwood Walls ©
Wynwood Walls
Anhinga Trail ©
Anhinga Trail
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens

6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your cultural itinerary includes sights like The Art Institute of Chicago and IL Route 66 Association Hall of Fame & Museum. Let the collections at Pontiac-Oakland Automobile Museum and Museum of the Gilding Arts capture your imagination. Change things up with these side-trips from Chicago: Jasper-Pulaski Fish and Wildlife Area (in Medaryville), Carpenter Creek Cellars (in Remington) and St. Julian Winery-Union Pier (in Union Pier). There's still lots to do: identify plant and animal life at Sarett Nature Center, wander the streets of The Magnificent Mile, admire all the interesting features of Whirlpool Compass Fountain, and engage your brain at Museum of Science and Industry.

To find where to stay, photos, maps, and tourist information, read Chicago trip itinerary planning website .

Traveling by flight from Miami to Chicago takes 5.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Miami to Chicago. Prepare for a bit cooler weather when traveling from Miami in June: high temperatures in Chicago hover around 32°C and lows are around 20°C. Wrap up your sightseeing on the 17th (Mon) to allow time to travel to Washington DC.

Things to do in Chicago

Museums Parks Wildlife

Side Trips

Pontiac, Sarett Nature Center, Coffee Creek Watershed Preserve, Whirlpool Compass Fountain, Carpenter Creek Cellars
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Field Museum ©
The Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

5
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.
Museum-lovers will appreciate Gettysburg National Military Park Museum & Visitor Center and Smithsonian National Museum of Natural History. You'll explore the less-touristy side of things at Gettysburg National Military Park and Newseum. Change things up with these side-trips from Washington DC: Steven F. Udvar-Hazy Center (in Chantilly), Hague (General's Ridge Vineyard and Winery & The Hague Winery) and Stratford Hall (in Stratford). The adventure continues: get engrossed in the history at United States Holocaust Memorial Museum, get a sense of history and politics at Library of Congress, explore the world behind art at National Gallery of Art, and pause for some photo ops at National World War II Memorial.

To find maps, traveler tips, other places to visit, and other tourist information, read our Washington DC trip itinerary builder tool .

You can fly from Chicago to Washington DC in 4 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Expect a bit warmer evenings in Washington DC when traveling from Chicago in June, with lows around 24°C. Wrap up your sightseeing on the 22nd (Sat) to allow time to travel to New York City.

Things to do in Washington DC

Museums Historic Sites Wineries

Side Trips

Hague, Gettysburg, Stratford Hall, Steven F. Udvar-Hazy Center, Arlington National Cemetery
Highlights from your plan
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center
National Gallery of Art ©
National Gallery of Art

6
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.
Get some cultural insight at The Metropolitan Museum of Art and American Museum of Natural History. You'll explore and learn at 9/11 Memorial and Frick Collection. There's much more to do: go for a walk through Times Square, admire the masterpieces at The Museum of Modern Art (MoMA), examine the collection at New York Public Library, and steep yourself in history at Ellis Island.

To find other places to visit, ratings, traveler tips, and more tourist information, use the New York City sightseeing planning website .

You can fly from Washington DC to New York City in 3.5 hours. Alternatively, you can take a train; or drive. Traveling from Washington DC in June, expect nights in New York City to be about the same, around 21°C, while days are slightly colder, around 31°C. Finish your sightseeing early on the 28th (Fri) to allow enough time to travel to Boston.

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
Frick Collection ©
Frick Collection
9/11 Memorial ©
9/11 Memorial

8
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.
Satisfy your inner culture vulture at The Breakers and Marginal Way Walkway. Step off the beaten path and head to North End and Museum of Fine Arts. Change things up with these side-trips from Boston: Stellwagen Bank National Marine Sanctuary (in Scituate), Strawbery Banke Museum (in Portsmouth) and Newport (St. Mary's Catholic Church & Cliff Walk). The adventure continues: explore and take pictures at Perkins Cove, see majestic marine mammals with a dolphin and whale watching tour, take in nature's colorful creations at Boston Public Garden, and learn more about the world around you at Sea Space Marine Discovery Center.

Plan my trip to Boston with suggested itineraries provided by Inspirock.

You can do a combination of bus and flight from New York City to Boston in 3 hours. Other options are to do a combination of flight and bus; or drive. Plan for little chillier nights when traveling from New York City in June since evenings lows in Boston dip to 18°C. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow time for travel back home.

Things to do in Boston

Museums Parks Outdoors

Side Trips

Newport, Ogunquit, Provincetown, Plymouth, Stellwagen Bank National Marine Sanctuary
Highlights from your plan
North End ©
North End
The Breakers ©
The Breakers
Museum of Fine Arts ©
Museum of Fine Arts

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