21 days in United States Itinerary

21 days in United States Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

21 days in United States Itinerary

Start: Wilmington
Fly:  9​h 45​min
1
San Francisco
— 3 nights
Fly:  3​h 45​min
2
Portland
— 3 nights
Fly + taxi:  4​h 30​min
3
Glacier National Park
— 3 nights
taxi + Fly:  7​h 30​min
4
Jackson Hole
— 3 nights
Drive:  2​h
5
Yellowstone National Park
— 4 nights
+2
Drive + Fly + taxi:  7​h 30​min
6
Medora
— Few hours
Drive:  5​h
7
Rapid City
— 1 night
Fly + bus:  5​h 30​min
8
Milwaukee
— 2 nights
bus + Fly:  6​h 45​min
End: Wilmington

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for sightseeing, nature, museums, historic sites, and parks. Your plan includes some of its best attractions: step off the mainland to explore Alcatraz Island, make a trip to Lombard Street, take a memorable ride with Cable Cars, and stroll through Golden Gate Park.

To find where to stay, traveler tips, more things to do, and tourist information, go to the San Francisco itinerary planner.

Wilmington to San Francisco is an approximately 10-hour flight. You can also drive; or take a bus. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. In September, San Francisco is slightly colder than Wilmington - with highs of 74°F and lows of 57°F. Finish your sightseeing early on the 9th (Sat) to allow enough time to travel to Portland.

Things to do in San Francisco

Parks Historic Sites Museums
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

3
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Your day-by-day itinerary now includes Cannon Beach. On the 10th (Sun), admire the natural beauty at Portland Japanese Garden and then enjoy the sand and surf at Cannon Beach. On your second day here, take in nature's colorful creations at Lan Su Chinese Garden, look for gifts at Powell's City of Books, stroll through Oregon Zoo, contemplate the long history of Pittock Mansion, then admire the natural beauty at International Rose Test Garden, and finally don't miss a visit to Pioneer Courthouse Square.

To find maps, photos, more things to do, and tourist information, go to the Portland vacation trip planner.

Traveling by flight from San Francisco to Portland takes 4 hours. Alternatively, you can drive; or take a bus. September in Portland sees daily highs of 76°F and lows of 55°F at night. Wrap up your sightseeing by early afternoon on the 12th (Tue) to allow enough time to travel to Glacier National Park.

Things to do in Portland

Parks Outdoors Beaches

Side Trip

Cannon Beach
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books
Cannon Beach ©
Cannon Beach

3
nights
Glacier National Park

Glacier National Park ©
The glaciers from which Glacier National Park takes its name mostly dissipated eons ago, but they left behind a scoured landscape of high and steep mountain peaks, sparkling lakes, lush alpine meadows, and thick forests.
On the 13th (Wed), explore the striking landscape of Waterton-Glacier International Peace Park. Get ready for a full day of sightseeing on the next day: cruise along Going-to-the-Sun Road and then take in the dramatic natural features at Grinnell Glacier.

To see maps, where to stay, other places to visit, and more tourist information, you can read our Glacier National Park holiday planner.

You can do a combination of flight and taxi from Portland to Glacier National Park in 4.5 hours. Other options are to drive; or do a combination of bus, train, and taxi. The time zone difference moving from Pacific Standard Time to Mountain Standard Time is 1 hour. Traveling from Portland in September, plan for little chillier nights in Glacier National Park, with lows around 39°F. On the 15th (Fri), wrap the sightseeing up by early afternoon so you can travel to Jackson Hole.

Things to do in Glacier National Park

Nature Parks Outdoors
Highlights from your plan
Grinnell Glacier ©
Grinnell Glacier
Going-to-the-Sun Road ©
Going-to-the-Sun Road

3
nights
Jackson Hole

Jackson Hole ©
The Jackson Hole valley is approximately 97 km (60 mi) long and 24 km (15 mi) wide, encompassing the town of Jackson, Teton Village, and the northern section of Grand Teton National Park.
Your day-by-day itinerary now includes Teton National Forest as well as Barker-Ewing Whitewater. On the 18th (Mon), dedicate a day to the elevated beauty of Grand Teton. There's much more to do: look for all kinds of wild species at Laurance Rockefeller Preserve, make a trip to Town Square, and steep yourself in history at Mormon Row Historic District.

To see traveler tips, reviews, other places to visit, and tourist information, refer to the Jackson Hole vacation planner.

Getting from Glacier National Park to Jackson Hole by car takes about 9.5 hours. Other options: fly. In September in Jackson Hole, expect temperatures between 69°F during the day and 37°F at night. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Yellowstone National Park.

Things to do in Jackson Hole

Wildlife Parks Nature

Side Trip

Grand Teton National Park
Highlights from your plan
Grand Teton ©
Grand Teton
Barker-Ewing Whitewater ©
Barker-Ewing Whitewater
Mormon Row Historic District ©
Mormon Row Historic District

4
nights
Yellowstone National Park

Yellowstone National Park ©
An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
Your day-by-day itinerary now includes Artist Point, West Thumb Geyser Basin, Norris Geyser Basin, and other attractions you added. Go for a jaunt from Yellowstone National Park to Ashton to see Mesa Falls about 1h 10 min away. There's much more to do: explore the stunning scenery at Grand Canyon of the Yellowstone, take in the natural beauty of Old Faithful, and ponder the design of Fountain Paint Pot.

To find other places to visit, reviews, more things to do, and more tourist information, you can read our Yellowstone National Park trip planner.

Traveling by car from Jackson Hole to Yellowstone National Park takes 2.5 hours. When traveling from Jackson Hole in September, plan for little chillier days in Yellowstone National Park, with highs around 62°F, while nights are about the same with lows around 33°F. Finish your sightseeing early on the 22nd (Fri) so you can travel to Medora.

Things to do in Yellowstone National Park

Parks Nature Outdoors

Side Trip

Mesa Falls
Highlights from your plan
Grand Canyon of the Yellowstone ©
Grand Canyon of the Yellowstone
Old Faithful ©
Old Faithful
Grand Prismatic Spring ©
Grand Prismatic Spring

few
hours
Medora

Medora
Medora is a city in Billings County, North Dakota, United States. To see more things to do, maps, where to stay, and more tourist information, read Medora vacation trip planner.

Traveling by car from Yellowstone National Park to Medora takes 8 hours. Alternatively, you can fly. In September, Medora is a bit warmer than Yellowstone National Park - with highs of 72°F and lows of 42°F. You will leave for Rapid City on the 23rd (Sat).

Things to do in Medora

Parks Nature Museums

1
night
Rapid City

Rapid City ©
South Dakota's second-largest city, Rapid City has for many years served as a gateway to the West.
On the 23rd (Sat), take a stroll through Downtown Rapid City and then admire nature's wide array of creatures at Reptile Gardens.

For where to stay, ratings, photos, and other tourist information, read Rapid City trip itinerary builder.

You can drive from Medora to Rapid City in 4 hours. Another option is to fly. Expect a daytime high around 77°F in September, and nighttime lows around 47°F. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Milwaukee.

Things to do in Rapid City

Zoos & Aquariums Parks Neighborhoods
Highlights from your plan
Reptile Gardens ©
Reptile Gardens

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Kick off your visit on the 24th (Sun): learn the secrets of beer at a beer tour and tasting and then admire all the interesting features of Miller Park. Keep things going the next day: make a splash at Six Flags Great America.

To see ratings, other places to visit, where to stay, and other tourist information, read Milwaukee travel planner.

Do a combination of flight and bus from Rapid City to Milwaukee in 5.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Rapid City to Milwaukee is 1 hour. When traveling from Rapid City in September, plan for a bit cooler days and a bit warmer nights in Milwaukee: temperatures range from 72°F by day to 56°F at night. Wrap up your sightseeing on the 26th (Tue) early enough to travel back home.

Things to do in Milwaukee

Theme Parks Museums Tours

Side Trips

Six Flags Great America, Wisconsin State Fair Park
Highlights from your plan
Six Flags Great America ©
Six Flags Great America
Beer Tastings & Tours
Harley-Davidson Museum ©
Harley-Davidson Museum

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