31 days in United States Itinerary

31 days in United States Itinerary

Created using Inspirock United States holiday planner

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Route & dates

31 days in United States Itinerary

Start: New York City
bus + Fly:  16​h
1
Chicago
— 4 nights
Fly + bus:  4​h 45​min
2
New York City
— 6 nights
bus + Fly:  6​h
3
New Orleans
— 4 nights
Fly:  6​h 45​min
4
Los Angeles
— 1 night
train:  30​min
5
Anaheim
— 4 nights
+2
bus + foot + Fly:  8​h 15​min
6
Wailea
— 4 nights
Fly:  2​h 45​min
7
Honolulu
— 5 nights
Fly:  13​h
End: Sydney

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Escape the urban bustle at Lincoln Park Zoo and Little Red Schoolhouse. You'll visit kid-friendly attractions like Bengtson's Pumpkin Farm and Museum of Science and Industry. When in Chicago, make a side trip to see Swallow Cliff Stairs in Palos Park, approximately 36 minutes away. There's lots more to do: admire all the interesting features of Wrigley Field, admire the landmark architecture of Skydeck Chicago - Willis Tower, and make a trip to Cloud Gate.

To see reviews, photos, traveler tips, and more tourist information, refer to the Chicago route planner .

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Chicago. Traveling from New York City in October, things will get slightly colder in Chicago: highs are around 21°C and lows about 11°C. Cap off your sightseeing on the 30th (Wed) early enough to travel to New York City.

Things to do in Chicago

Parks Trails Wildlife

Side Trips

Swallow Cliff Stairs, Little Red Schoolhouse, Bengtson's Pumpkin Fest
Highlights from your plan
Lincoln Park Zoo ©
Lincoln Park Zoo
Museum of Science and Industry ©
Museum of Science and Industry
Wrigley Field ©
Wrigley Field

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.
For shopping fun, head to Fifth Avenue or Shopping Girlfriend NYC. Satisfy your inner culture vulture at Times Square and American Museum of Natural History. You'll find plenty of places to visit near New York City: Bronx Zoo (in Bronx) and Ocean Grove Beach (in Ocean Grove). The adventure continues: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, browse the exhibits of 9/11 Memorial, and stroll through East River Waterfront Esplanade.

To see where to stay, reviews, and more tourist information, read New York City trip itinerary planning app .

If you are flying in from Australia, the closest major airports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In October, daytime highs in New York City are 24°C, while nighttime lows are 16°C. Wrap up your sightseeing on the 5th (Tue) early enough to travel to Washington DC.

Things to do in New York City

Parks Museums Outdoors

Side Trips

Ocean Grove Beach, Bronx Zoo
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
Times Square ©
Times Square
Statue of Liberty National Monument ©

4
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Take a break from the city and head to Jean Lafitte National Historical Park and Preserve and Chalmette National Historical Park. Give yourself a bit of retail therapy at Royal Street and Frenchmen Street. When in New Orleans, make a side trip to see Nature & Wildlife Tours in Slidell, approximately 50 minutes away. There's lots more to do: learn about all things military at The National WWII Museum, admire the landmark architecture of St. Louis Cathedral, get to know the fascinating history of Garden District, and work some fitness into your day at Woldenberg Park.

To see ratings, where to stay, and other tourist information, you can read our New Orleans trip planner.

You can do a combination of bus and flight from New York City to New Orleans in 6 hours. Alternatively, you can fly; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from New York City in November, New Orleans is somewhat warmer at night with lows of 19°C. Wrap up your sightseeing by early afternoon on the 9th (Sat) to allow time for travel to Los Angeles.

Things to do in New Orleans

Parks Nature Wildlife

Side Trip

Nature & Wildlife Tours
Highlights from your plan
Audubon Zoo ©
Audubon Zoo
Garden District ©
Garden District
The National WWII Museum
The National WWII Museum

1
night
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Kick off your visit on the 10th (Sun): identify plant and animal life at Kenneth Hahn State Recreation Area, then enjoy the sand and surf at Venice Beach and Boardwalk, then wander the streets of Abbot Kinney Boulevard, and finally stop by Hollywood & Highland.

For ratings, reviews, traveler tips, and tourist information, read our Los Angeles travel route planner.

Getting from New Orleans to Los Angeles by flight takes about 7 hours. Other options: do a combination of flight and bus; or drive. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. When traveling from New Orleans in November, plan for somewhat warmer days in Los Angeles, with highs around 28°C, while nights are little chillier with lows around 15°C. Wrap up your sightseeing on the 10th (Sun) to allow time to take a train to Anaheim.

Things to do in Los Angeles

Parks Wildlife Outdoors
Highlights from your plan
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
Abbot Kinney Boulevard ©
Abbot Kinney Boulevard
Kenneth Hahn State Recreation Area ©
Kenneth Hahn State Recreation Area

4
nights
Anaheim

Anaheim ©
Anaheim's major attractions are its world-famous Disney entertainment complex, sports teams, and convention center.
You'll visit kid-friendly attractions like Disneyland Park and Disney California Adventure Park. Explore Anaheim's surroundings by going to Dolphin & Whale Watching (in Dana Point) and Old Town Temecula (in Temecula). It doesn't end there: discover the magic at Downtown Disney.

To see more things to do, where to stay, ratings, and tourist information, go to the Anaheim trip tool .

Anaheim is just a short distance from Los Angeles. November in Anaheim sees daily highs of 29°C and lows of 13°C at night. Wrap up your sightseeing by early afternoon on the 14th (Thu) to allow time for travel to Wailea.

Things to do in Anaheim

Theme Parks Tours Wildlife

Side Trips

Old Town Temecula, Dolphin & Whale Watching
Highlights from your plan
Disneyland Park ©
Disneyland Park
Disney California Adventure Park ©
Disney California Adventure Park
Downtown Disney ©
Downtown Disney

4
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. Your itinerary includes some good beach time at Wailea Beach and Red Sand Beach (Kaihalulu Beach). Get some cultural insight at Hana Coast Gallery and Laura Mango Art Gallery. Get out of town with these interesting Wailea side-trips: Charles Lindbergh's Grave (in Kipahulu) and Haleakala National Park (Pipiwai Trail & Pools at Ohe'o). And it doesn't end there: enjoy the sand and surf at Ulua Beach, work some fitness into your day at Wailea Beach Path, tour the pleasant surroundings at Makena Beach, and browse the different shops at The Shops at Wailea.

To see where to stay, reviews, other places to visit, and more tourist information, refer to the Wailea trip itinerary planner .

You can do a combination of bus and flight from Anaheim to Wailea in 8.5 hours. Alternatively, you can do a combination of train and flight. The time zone changes from Pacific Standard Time (PST) to Hawaii Standard Time (HST), which is usually a -2 hour difference. Prepare for somewhat warmer weather when traveling from Anaheim in November: high temperatures in Wailea hover around 34°C and lows are around 23°C. Cap off your sightseeing on the 18th (Mon) early enough to travel to Honolulu.

Things to do in Wailea

Parks Outdoors Beaches

Side Trips

Hana, Haleakala National Park, Charles Lindbergh's Grave
Highlights from your plan
Makena Beach ©
Makena Beach
Wailea Beach ©
Wailea Beach
Ulua Beach ©
Ulua Beach

5
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your itinerary includes some good beach time at Waikiki Beach and Kailua Beach Park. Do your shopping at Polynesian Cultural Center and Ala Moana Center. When in Honolulu, make a side trip to see Sunset Beach Park in Haleiwa, approximately 1h 05 min away. There's still lots to do: explore the activities along Hanauma Bay Nature Preserve, pause for some photo ops at Queen Liliuokalani Statue, explore the galleries of Iolani Palace, and examine the collection at USS Bowfin Submarine Museum & Park.

To find ratings, more things to do, photos, and other tourist information, use the Honolulu trip itinerary tool .

Getting from Wailea to Honolulu by flight takes about 3 hours. Other options: do a combination of taxi and flight; or do a combination of car and flight. In November in Honolulu, expect temperatures between 34°C during the day and 26°C at night. Cap off your sightseeing on the 23rd (Sat) early enough to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Kailua Beach Park, Polynesian Cultural Center, Sunset Beach Park
Highlights from your plan
Hanauma Bay Nature Preserve ©
Hanauma Bay Nature Preserve
Kailua Beach Park ©
Kailua Beach Park
Waikiki Beach ©
Waikiki Beach

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