16 days in Washington DC, Chicago & Florida Itinerary

16 days in Washington DC, Chicago & Florida Itinerary

Created using Inspirock United States route planner

Plan created by another user.Make it yours

Route & dates

1
Washington DC
— 2 nights
2
Chicago
— 3 nights
3
Key West
— 2 nights
4
Orlando
— 4 nights

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.
Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: see the interesting displays at National Air and Space Museum, admire the masterpieces at National Gallery of Art, ponder the world of politics at United States Capitol, and pause for some photo ops at Vietnam Veterans Memorial.

To see maps, where to stay, photos, and tourist information, refer to the Washington DC travel itinerary planner.

Dammam, Saudi Arabia to Washington DC is an approximately 25-hour flight. The time zone difference when traveling from Dammam to Washington DC is minus 8 hours. Traveling from Dammam in August, expect nights in Washington DC to be slightly colder, around °C, while days are colder, around °C. Finish your sightseeing early on the 12th (Mon) so you can travel to Chicago.

Things to do in Washington DC

Museums Parks Zoos & Aquariums
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
Tidal Basin ©
Tidal Basin
National Zoological Park ©
National Zoological Park

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step out of Chicago with an excursion to Bengtson's Pumpkin Fest in Homer Glen--about 42 minutes away. The adventure continues: admire the masterpieces at The Art Institute of Chicago, see where the action happens at Wrigley Field, learn about wildlife with up-close encounters at Lincoln Park Zoo, and stroll around Milton Lee Olive Park.

For ratings, photos, more things to do, and tourist information, refer to the Chicago trip builder site.

You can fly from Washington DC to Chicago in 4 hours. Alternatively, you can drive; or take a train. Traveling from Washington DC to Chicago, you'll gain 1 hour due to the time zone difference. In August, daytime highs in Chicago are °C, while nighttime lows are °C. Finish up your sightseeing early on the 15th (Thu) so you can travel to Key West.

Things to do in Chicago

Museums Parks Zoos & Aquariums

Side Trip

Bengtson's Pumpkin Fest
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Wrigley Field ©
Wrigley Field

2
nights
Key West

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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, explore the different monuments and memorials at Key West Cemetery, discover the deep blue sea with Fun In The Sun Key West, and look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

To see ratings, more things to do, photos, and tourist information, use the Key West visit planner.

You can fly from Chicago to Key West in 6 hours. Other options are to drive; or do a combination of bus and shuttle. The time zone difference when traveling from Chicago to Key West is 1 hour. Prepare for a bit warmer weather when traveling from Chicago in August: high temperatures in Key West hover around °C and lows are around °C. Finish your sightseeing early on the 18th (Sun) so you can travel to Orlando.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Parasailing & Paragliding
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum

4
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.
Have a day of magic on the 19th (Mon) at Walt Disney World Resort. Pack the 20th (Tue) with family-friendly diversions at Universal Orlando Resort. Next up on the itinerary: find something for the whole family at Universal's Islands of Adventure, take in a show at Happily Ever After Fireworks, kick back and relax at Discovery Cove, and look for gifts at The LEGO Store.

For photos, where to stay, ratings, and more tourist information, read our Orlando online day trip planner.

Fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler evenings in Orlando when traveling from Key West in August, with lows around °C. Cap off your sightseeing on the 23rd (Fri) early enough to travel back home.

Things to do in Orlando

Theme Parks Parks Outdoors
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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