27 days in United States Itinerary

27 days in United States Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

27 days in United States Itinerary

Start: Riyadh
Fly:  9​h 30​min
1
San Francisco
— 3 nights
Fly:  3​h 45​min
2
Los Angeles
— 5 nights
Fly:  6​h 45​min
3
New Orleans
— 4 nights
Fly:  4​h 15​min
4
Miami
— 4 nights
Fly:  5​h 15​min
5
Chicago
— 4 nights
Fly + bus:  4​h 45​min
6
New York City
— 5 nights
Fly:  14​h 45​min
End: Riyadh

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
You've now added Palace of Fine Arts Theatre to your itinerary. You'll explore the less-touristy side of things at San Francisco Bay and Mount Tamalpais State Park. Take a break from the city and head to Alcatraz Island and Angel Island State Park. Go for a jaunt from San Francisco to Napa to see Napa Valley Wine Train about 1 hour away. There's lots more to do: snap pictures at Golden Gate Bridge, take a stroll through Fisherman's Wharf, get great views at Twin Peaks, and take a leisurely stroll along The Embarcadero.

For where to stay, traveler tips, maps, and tourist information, read San Francisco day trip planner.

Riyadh, Saudi Arabia to San Francisco is an approximately 21-hour flight. You can also do a combination of flight and train. The time zone difference when traveling from Riyadh to San Francisco is minus 11 hours. Prepare for cooler weather when traveling from Riyadh in September: high temperatures in San Francisco hover around 28°C and lows are around 17°C. On the 25th (Fri), wrap the sightseeing up by early afternoon so you can travel to Los Angeles.

Things to do in San Francisco

Nature Parks Neighborhoods

Side Trips

Napa Valley Wine Train, Mount Tamalpais State Park
Find places to stay Sep 22 — 25:
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Fisherman's Wharf ©
Fisherman's Wharf

5
nights
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.
We've included these beaches for you: Santa Monica State Beach and Santa Monica Bay. You'll explore the less-touristy side of things at Crystal Cove and Main Beach. When in Los Angeles, make a side trip to see Torrance Beach in Redondo Beach, approximately 36 minutes away. Next up on the itinerary: tour the pleasant surroundings at Venice Beach and Boardwalk, kick back and relax at Will Rogers State Beach, and don't miss a visit to Santa Monica Pier.

To see ratings, maps, photos, and tourist information, go to the Los Angeles trip itinerary planning site .

Fly from San Francisco to Los Angeles in 4 hours. Alternatively, you can do a combination of train and flight; or drive. In September, Los Angeles is somewhat warmer than San Francisco - with highs of 34°C and lows of 22°C. On the 30th (Wed), you'll have the morning to explore before heading off to New Orleans.

Things to do in Los Angeles

Beaches Outdoors Parks

Side Trips

Laguna Beach, Redondo Beach, Santa Monica
Find places to stay Sep 25 — 30:
Highlights from your plan
Santa Monica Bay ©
Santa Monica Bay
Santa Monica State Beach ©
Santa Monica State Beach
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk

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.
Get a sense of the local culture at Garden District and New Orleans Museum of Art. Eschew the tourist crowds and head to St. Louis Cathedral and Audubon Zoo. Step out of New Orleans to go to Darrow and see Houmas House Plantation and Gardens, which is approximately 1h 10 min away. There's lots more to do: learn about all things military at The National WWII Museum, get to know the fascinating history of Jackson Square, observe the fascinating underwater world at Audubon Aquarium of the Americas, and see the interesting displays at Cabildo.

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

You can fly from Los Angeles to New Orleans in 7 hours. Other options are to do a combination of bus and flight; or drive. The time zone difference moving from Pacific Standard Time (PST) to Central Standard Time (CST) is 2 hours. Traveling from Los Angeles in September, you can expect nighttime temperatures to be a bit warmer in New Orleans, with lows of 33°C. On the 4th (Sun), wrap the sightseeing up by early afternoon so you can travel to Miami.

Things to do in New Orleans

Museums Historic Sites Parks

Side Trip

Houmas House Plantation and Gardens
Find places to stay Sep 30 — Oct 4:
Highlights from your plan
The National WWII Museum
The National WWII Museum
Garden District ©
Garden District
St. Louis Cathedral ©
St. Louis Cathedral

4
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.
You'll enjoy a bit of beach vacationing at Fort Lauderdale Beach and Hollywood Beach. Get outdoors at Bill Baggs Cape Florida State Park and Fern Forest Nature Center. Go for a jaunt from Miami to Fort Lauderdale to see Fort Lauderdale Beach Park about 44 minutes away. The adventure continues: stroll around South Pointe Park and kick back and relax at South Beach.

To see reviews, where to stay, maps, and tourist information, you can read our Miami trip website .

Getting from New Orleans to Miami by flight takes about 4.5 hours. Other options: do a combination of flight and bus; or drive. Due to the time zone difference, you'll lose 1 hour traveling from New Orleans to Miami. When traveling from New Orleans in October, plan for warmer days in Miami, with highs around 36°C, while nights are somewhat warmer with lows around 27°C. Wrap up your sightseeing by early afternoon on the 8th (Thu) to allow enough time to travel to Chicago.

Things to do in Miami

Parks Beaches Outdoors

Side Trips

Miami Beach, Fort Lauderdale, Hollywood Beach, Fern Forest Nature Center, Bill Baggs Cape Florida State Park
Find places to stay Oct 4 — 8:
Highlights from your plan
Fort Lauderdale Beach ©
Fort Lauderdale Beach
Bill Baggs Cape Florida State Park ©
Hollywood Beach ©
Hollywood Beach

4
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 Field Museum. We've included these beaches for you: North Avenue Beach and Oak Street Beach. And it doesn't end there: contemplate the waterfront views at Lake Michigan, take in panoramic vistas at Skydeck Chicago - Willis Tower, get up close and personal with brilliant marine life at Shedd Aquarium, and examine the collection at Oriental Institute Museum.

To find reviews, ratings, where to stay, and more tourist information, refer to the Chicago journey site .

Fly from Miami to Chicago in 5.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Traveling from Miami to Chicago, you'll gain 1 hour due to the time zone difference. Expect cooler temperatures when traveling from Miami in October; daily highs in Chicago reach 21°C and lows reach 11°C. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow time for travel to New York City.

Things to do in Chicago

Parks Museums Beaches

Side Trip

Lake Michigan
Find places to stay Oct 8 — 12:
Highlights from your plan
Lake Michigan ©
Lake Michigan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

5
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.
Relax by the water at Island Beach State Park and Rockaway Beach. Get some cultural insight at The Metropolitan Museum of Art and Tenement Museum. Change things up with these side-trips from New York City: Point Pleasant Beach (Point Pleasant Beach & Jenkinson's Boardwalk), Coney Island (in Brooklyn) and Fire Island National Seashore (in Patchogue). There's more to do: appreciate the history behind 9/11 Memorial and steep yourself in history at Ellis Island.

To see photos, reviews, ratings, and more tourist information, you can read our New York City holiday planning tool .

Traveling by combination of flight and bus from Chicago to New York City takes 5 hours. Alternatively, you can fly; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to New York City. Plan for a bit warmer nights when traveling from Chicago in October since evenings lows in New York City dip to 16°C. Finish your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in New York City

Beaches Outdoors Parks

Side Trips

Point Pleasant Beach, Rockaway Beach, Island Beach State Park, Coney Island, Fire Island National Seashore
Find places to stay Oct 12 — 17:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Ellis Island ©
Ellis Island

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