37 days in United States & Canada Itinerary

37 days in United States & Canada Itinerary

Created using Inspirock trip itinerary planner

This plan was created by another user. Make it your plan

Route & dates

37 days in United States & Canada Itinerary

Start: Thunder Bay, Canada
Drive:  9 h
1
Winnipeg, Canada
— 5 nights
Drive:  7 h 45 min
2
Minneapolis, United States
— 1 night
Drive:  3 h 45 min
3
Wisconsin Dells, United States
— 2 nights
Drive:  3 h 30 min
4
Chicago, United States
— 2 nights
Drive:  7 h 45 min
5
Nashville, United States
— 1 night
Drive:  9 h
6
Tallahassee, United States
— 1 night
Drive:  8 h
7
Miami, United States
— 2 nights
Drive:  4 h
8
Orlando, United States
— 6 nights
Drive:  14 h
9
Washington DC, United States
— 2 nights
Drive:  3 h 30 min
10
Atlantic City, United States
— 2 nights
Drive:  2 h 30 min
11
New York City, United States
— 4 nights
Drive:  4 h
12
Boston, United States
— 1 night
Drive:  5 h 30 min
13
Montreal, Canada
— 2 nights
Drive:  7 h 15 min
14
Huntsville, Canada
— 3 nights
Drive:  7 h
15
Sault Ste. Marie, Canada
— 1 night
Drive:  9 h 15 min
End: Thunder Bay, Canada

5
nights
Winnipeg, Canada

Winnipeg ©
At the confluence of two rivers, Winnipeg started out as a small trading post in an area inhabited by indigenous tribes for thousands of years before the European arrival.
You'll visit kid-friendly attractions like Manitoba Museum and Assiniboine Park Zoo. Take a break from Winnipeg with a short trip to Grand Beach Provincial Park in Grand Marais, about 1h 30 min away. There's still lots to do: steep yourself in history at The Forks National Historic Site, have some family-friendly fun at Bad Axe Throwing, get a sense of history and politics at Royal Canadian Mint, and see the interesting displays at Canadian Museum for Human Rights.

To find traveler tips, maps, where to stay, and more tourist information, read Winnipeg trip itinerary planning site .

Thunder Bay to Winnipeg is an approximately 3.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Thunder Bay to Winnipeg is minus 1 hour. Traveling from Thunder Bay in July, expect somewhat warmer with lows of 18°C in Winnipeg. You will have some time to spend on the 4th (Tue) before leaving for Minneapolis.

Things to do in Winnipeg

Parks Museums Fun & Games

Side Trip

Grand Beach Provincial Park
Find places to stay Jul 30 — Aug 4:
Highlights from your plan
Assiniboine Park Zoo ©
Assiniboine Park Zoo
Manitoba Museum
Manitoba Museum
Grand Beach Provincial Park ©
Grand Beach Provincial Park

1
night
Minneapolis, United States

Minneapolis ©
Located on both banks of the Mississippi River, Minneapolis salutes the state's love of the outdoors with numerous lakes, wetlands, creeks, and waterfalls--many connected to one another by a national scenic byway great for sightseeing.
On the 5th (Wed), enjoy some diversion at Target Field, find something for the whole family at Nickelodeon Universe, and then have some family-friendly fun at FlyOver America.

For maps, ratings, and other tourist information, use the Minneapolis travel itinerary planner.

Fly from Winnipeg to Minneapolis in 4.5 hours. Alternatively, you can drive; or do a combination of train, car, and bus. Expect a daytime high around 32°C in August, and nighttime lows around 20°C. Finish your sightseeing early on the 5th (Wed) to allow enough time to drive to Wisconsin Dells.

Things to do in Minneapolis

Fun & Games Theme Parks

Side Trip

Bloomington
Find places to stay Aug 4 — 5:
Highlights from your plan
Target Field ©
Target Field
Nickelodeon Universe ©
Nickelodeon Universe
FlyOver America ©
FlyOver America

2
nights
Wisconsin Dells, United States

Wisconsin Dells ©
Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
On the 6th (Thu), look for gifts at Goody Goody Gum Drop, make a splash at Noah's Ark Water Park, and then whizz through the canopy at some of the top local zipline courses and adventure parks.

To find where to stay, ratings, more things to do, and other tourist information, you can read our Wisconsin Dells sightseeing website .

Getting from Minneapolis to Wisconsin Dells by car takes about 4 hours. Other options: do a combination of flight and train; or take a bus. Traveling from Minneapolis in August, plan for slightly colder nights in Wisconsin Dells, with lows around 17°C. Wrap up your sightseeing on the 7th (Fri) early enough to drive to Chicago.

Things to do in Wisconsin Dells

Theme Parks Outdoors Adventure
Find places to stay Aug 5 — 7:
Highlights from your plan
Noah's Ark Water Park ©
Noah's Ark Water Park
Zipline
Goody Goody Gum Drop ©
Goody Goody Gum Drop

2
nights
Chicago, United States

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 7th (Fri): learn about wildlife with up-close encounters at Lincoln Park Zoo, walk around Millennium Park, then explore the world behind art at The Art Institute of Chicago, and finally pause for some photo ops at Cloud Gate. Here are some ideas for day two: get curious at Museum of Science and Industry, then observe the fascinating underwater world at Shedd Aquarium, then admire the local landmark of Buckingham Fountain, and finally make a trip to Skydeck Chicago - Willis Tower.

To find ratings, maps, photos, and other tourist information, read Chicago trip planner .

You can drive from Wisconsin Dells to Chicago in 3.5 hours. Alternatively, you can take a train; or do a combination of train and flight. Expect a bit warmer evenings in Chicago when traveling from Wisconsin Dells in August, with lows around 22°C. Cap off your sightseeing on the 9th (Sun) early enough to travel to Nashville.

Things to do in Chicago

Parks Zoos & Aquariums Museums
Find places to stay Aug 7 — 9:
Highlights from your plan
Shedd Aquarium ©
Shedd Aquarium
Museum of Science and Industry ©
Museum of Science and Industry
Lincoln Park Zoo ©
Lincoln Park Zoo

1
night
Nashville, United States

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
On the 9th (Sun), take in the history at Lotz House Museum and then catch a live performance at Grand Ole Opry.

For ratings, reviews, maps, and other tourist information, you can read our Nashville trip itinerary maker tool .

Traveling by flight from Chicago to Nashville takes 4 hours. Alternatively, you can do a combination of subway, bus, and flight; or drive. Traveling from Chicago in August, expect nights in Nashville to be about the same, around 24°C, while days are somewhat warmer, around 37°C. Finish your sightseeing early on the 10th (Mon) to allow enough time to travel to Tallahassee.

Things to do in Nashville

Nightlife Museums Historic Sites

Side Trip

Lotz House Museum
Find places to stay Aug 9 — 10:
Highlights from your plan
Grand Ole Opry ©
Grand Ole Opry
Lotz House Museum ©
Lotz House Museum

1
night
Tallahassee, United States

Tallahassee
Tallahassee is the capital of the U.S. For maps and tourist information, read Tallahassee trip app .

Fly from Nashville to Tallahassee in 5 hours. Alternatively, you can drive; or take a bus. Traveling from Nashville to Tallahassee, you'll lose 1 hour due to the time zone difference. In August, plan for daily highs up to 39°C, and evening lows to 27°C. On the 11th (Tue), you'll travel to Miami.

Things to do in Tallahassee

Parks Outdoors Museums
Find places to stay Aug 10 — 11:

2
nights
Miami, United States

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
On the 11th (Tue), admire the striking features of St Patrick Catholic Church and then get a taste of the local shopping with Bayside Marketplace. Get ready for a full day of sightseeing on the 12th (Wed): examine the collection at Vizcaya Museum and Gardens, examine the collection at Lock & Load Museum, and then buy something for everyone on your list at Dolphin Mall.

Use Inspirock's suggestions to plan your Miami trip and find the best activities and attractions for your vacation.

Getting from Tallahassee to Miami by flight takes about 3.5 hours. Other options: do a combination of flight and train; or drive. In August in Miami, expect temperatures between 38°C during the day and 30°C at night. Finish up your sightseeing early on the 13th (Thu) so you can travel to Orlando.

Things to do in Miami

Shopping Parks Zoos & Aquariums
Find places to stay Aug 11 — 13:
Highlights from your plan
Bayside Marketplace ©
Bayside Marketplace
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Miami Seaquarium ©
Miami Seaquarium

6
nights
Orlando, United States

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.
You'll visit kid-friendly attractions like Walt Disney World Resort and Magic Kingdom Park. And it doesn't end there: get in on the family fun at Universal's Islands of Adventure, make an unforgettable trip to Disney's Hollywood Studios, have some family-friendly fun at The Escape Game Orlando, and cool off at Disney’s Blizzard Beach Water Park.

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

Traveling by flight from Miami to Orlando takes 3.5 hours. Alternatively, you can drive; or do a combination of train and flight. Expect a daytime high around 39°C in August, and nighttime lows around 28°C. Wrap up your sightseeing on the 19th (Wed) early enough to travel to Washington DC.

Things to do in Orlando

Theme Parks Parks Outdoors

Side Trip

Charles Hosmer Morse Museum of American Art
Find places to stay Aug 13 — 19:
Highlights from your plan
Magic Kingdom Park ©
Magic Kingdom Park
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

2
nights
Washington DC, United States

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.
Kick off your visit on the 20th (Thu): take an in-depth tour of United States Holocaust Memorial Museum, see the interesting displays at National Air and Space Museum, and then learn more about the world around you at Smithsonian National Museum of Natural History. On the next day, get to know the resident critters at National Zoological Park, admire the masterpieces at National Gallery of Art, then appreciate the history behind Vietnam Veterans Memorial, and finally appreciate the history behind Lincoln Memorial.

To see more things to do and tourist information, use the Washington DC online trip itinerary maker .

Traveling by flight from Orlando to Washington DC takes 4.5 hours. Alternatively, you can do a combination of flight and train; or drive. Traveling from Orlando in August, things will get a bit cooler in Washington DC: highs are around 36°C and lows about 25°C. Finish your sightseeing early on the 22nd (Sat) to allow enough time to drive to Atlantic City.

Things to do in Washington DC

Museums Parks Zoos & Aquariums
Find places to stay Aug 20 — 22:
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
National Zoological Park ©
National Zoological Park

2
nights
Atlantic City, United States

Atlantic City ©
The gambling capital of the east coast, Atlantic City is best known for its numerous casinos, colorful boardwalk, and beach.
On the 22nd (Sat), try to win big at Borgata Casino, try to win big at Caesars Atlantic City Casino, stroll around Brighton Park, then wander the streets of Atlantic City Boardwalk, and finally appreciate the history behind New Jersey Korean War Memorial. On the 23rd (Sun), you'll have a packed day of sightseeing: view the masterpieces at Donna Elias' Bayside Gallery & Coastal Gifts and then find something for the whole family at Morey's Piers and Beachfront Water Parks.

For traveler tips, where to stay, reviews, and other tourist information, read our Atlantic City route builder app .

You can drive from Washington DC to Atlantic City in 3.5 hours. Other options are to do a combination of train and bus; or take a bus. Plan for a bit cooler nights when traveling from Washington DC in August since evenings lows in Atlantic City dip to 20°C. You will have some time to spend on the 24th (Mon) before leaving for New York City.

Things to do in Atlantic City

Theme Parks Casinos Fun & Games

Side Trip

Morey's Piers and Beachfront Water Parks
Find places to stay Aug 22 — 24:
Highlights from your plan
Morey's Piers and Beachfront Water Parks ©
New Jersey Korean War Memorial ©
New Jersey Korean War Memorial

4
nights
New York City, United States

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.
Family-friendly places like Central Park and American Museum of Natural History will thrill your kids. Next up on the itinerary: admire the masterpieces at The Metropolitan Museum of Art, see the interesting displays at New York Public Library, take in the architecture and atmosphere at St. Patrick's Cathedral, and enjoy breathtaking views from Empire State Building.

For more things to do, maps, reviews, and tourist information, refer to the New York City trip maker site .

Traveling by car from Atlantic City to New York City takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus, tram, and train. Traveling from Atlantic City in August, expect a bit warmer with lows of 25°C in New York City. You will have some time to spend on the 28th (Fri) before leaving for Boston.

Things to do in New York City

Museums Parks Historic Sites
Find places to stay Aug 24 — 28:
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Statue of Liberty National Monument ©
Statue of Liberty National Monument

1
night
Boston, United States

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.
Kick off your visit on the 28th (Fri): take in nature's colorful creations at Boston Public Garden.

For traveler tips and tourist information, use the Boston day trip app .

Do a combination of bus and flight from New York City to Boston in 3 hours. Alternatively, you can fly; or drive. Traveling from New York City in August, expect little chillier with lows of 21°C in Boston. You will have some time to spend on the 29th (Sat) before leaving for Montreal.

Things to do in Boston

Parks Shopping
Find places to stay Aug 28 — 29:
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace

2
nights
Montreal, Canada

Montreal ©
Quebec's economic and cultural capital, Montreal serves as the province's major point of entry, known for its rich history and high standard of living.
On the 29th (Sat), don't miss a visit to Place d'Armes.

To see ratings, reviews, other places to visit, and tourist information, read Montreal trip itinerary maker tool .

Traveling by flight from Boston to Montreal takes 4.5 hours. Alternatively, you can do a combination of flight, car, and bus; or drive. August in Montreal sees daily highs of 30°C and lows of 20°C at night. Cap off your sightseeing on the 31st (Mon) early enough to go by car to Huntsville.

Things to do in Montreal

Parks Museums Shopping
Find places to stay Aug 29 — 31:
Highlights from your plan
Montreal Botanical Garden ©
Montreal Botanical Garden
Biodome de Montreal ©
Biodome de Montreal
Jean-Talon Market ©
Jean-Talon Market

3
nights
Huntsville, Canada

Huntsville ©
Huntsville is the largest town in the Muskoka Region of Ontario, Canada. You'll visit kid-friendly attractions like Santa's Village and Muskoka Heritage Place. And it doesn't end there: relax in the rural setting at Sugarbush Hill Maple Farm, stroll around Arrowhead Provincial Park, stroll through Limberlost Forest & Wildlife Reserve, and get great views at Lions Lookout.

For reviews, other places to visit, ratings, and more tourist information, read Huntsville holiday builder app .

Getting from Montreal to Huntsville by car takes about 7.5 hours. Other options: do a combination of flight and bus; or do a combination of train and bus. Expect a bit cooler evenings in Huntsville when traveling from Montreal in August, with lows around 13°C. On the 3rd (Thu), you'll travel to Sault Ste. Marie.

Things to do in Huntsville

Theme Parks Parks Outdoors

Side Trip

Santa's Village
Find places to stay Aug 31 — Sep 3:
Highlights from your plan
Arrowhead Provincial Park ©
Arrowhead Provincial Park
Muskoka Heritage Place ©
Muskoka Heritage Place
Sugarbush Hill Maple Farm ©
Sugarbush Hill Maple Farm

1
night
Sault Ste. Marie, Canada

Sault Ste. Marie
Near the U.S./Canada border, Sault Ste.
On the 4th (Fri), stop by Homespun Treasures.

To find ratings, traveler tips, and more tourist information, refer to the Sault Ste. Marie road trip planning website .

Do a combination of bus and flight from Huntsville to Sault Ste. Marie in 5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 24°C, and evening lows to 12°C. You'll have a few hours on the 4th (Fri) to wrap things up before traveling home.

Things to do in Sault Ste. Marie

Shopping
Find places to stay Sep 3 — 4:

Similar Plans

56 days in United States BY A USER FROM AUSTRALIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 56 days in United States BY A USER FROM AUSTRALIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 38 days in United States BY A USER FROM AUSTRALIA July, culture, outdoors, relaxing, romantic, beaches, shopping, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 36 days in United States BY A USER FROM AUSTRALIA October, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 13 days in Orlando & Tampa BY A USER FROM CANADA May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 43 days in United States BY A USER FROM AUSTRALIA September, teens, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: September, teens, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 25 days in United States BY A USER FROM BELGIUM April, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 58 days in United States BY A USER FROM AUSTRALIA July, culture, outdoors, relaxing, romantic, beaches, shopping, slow & easy, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 40 days in United States BY A USER FROM BRAZIL April, culture, historic sites, museums, popular sights PREFERENCES: April, culture, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Orlando BY A USER FROM BRAZIL October, culture, outdoors, beaches, historic sites, museums, shopping, popular sights PREFERENCES: October, culture, outdoors, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Orlando BY A USER FROM COSTA RICA October, culture, outdoors, historic sites, museums, fast-paced, hidden gems PREFERENCES: October, culture, outdoors, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Fast-paced 4 days in Orlando BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
See more plans