18 days in New York City, Chicago & California Itinerary

18 days in New York City, Chicago & California Itinerary

Created using Inspirock United States route planner

Make it your trip
Fly
1
New York City
— 3 nights
Fly
2
Chicago
— 3 nights
Fly
3
San Diego
— 2 nights
Drive
4
Los Angeles
— 3 nights
Fly
5
South Lake Tahoe
— 2 nights
Drive
6
San Francisco
— 4 nights
Fly

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New York City

— 3 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Popular historic sites such as 9/11 Memorial and Ellis Island are in your itinerary. The Metropolitan Museum of Art and St. Patrick's Cathedral are good opportunities to explore the local culture. There's still lots to do: take in the pleasant sights at Central Park, admire the landmark architecture of Empire State Building, take in the spiritual surroundings of St. Paul's Chapel, and examine the collection at New York Public Library.

To see ratings, maps, more things to do, and tourist information, read New York City day trip app.

Manchester, UK to New York City is an approximately 11.5-hour flight. Traveling from Manchester to New York City, you'll gain 5 hours due to the time zone difference. Prepare for a bit warmer weather when traveling from Manchester in July: high temperatures in New York City hover around 35°C and lows are around 26°C. Wrap up your sightseeing on the 29th (Wed) early enough to travel to Chicago.

Things to do in New York City

Museums · Historic Sites · Parks · Neighborhoods

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Ernest Hemingway Birthplace and Frank Lloyd Wright Home and Studio for their historical value. Satisfy your inner culture vulture at The Art Institute of Chicago and Swedish American Museum. You'll find plenty of places to visit near Chicago: Whihala Beach (in Whiting) and Rosewood Beach (in Highland Park). There's much more to do: get curious at Museum of Science and Industry, take in the spiritual surroundings of Fourth Presbyterian Church, get a new perspective on nature at Field Museum, and stroll through Millennium Park.

To find more things to do, maps, other places to visit, and more tourist information, refer to the Chicago trip maker app.

Getting from New York City to Chicago by flight takes about 5.5 hours. Other options: drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Expect little chillier evenings in Chicago when traveling from New York City in July, with lows around 22°C. Finish your sightseeing early on the 1st (Sat) so you can travel to San Diego.

Things to do in Chicago

Museums · Childrens Museums · Parks · Beaches

Side Trips

San Diego

— 2 nights

America's Finest City

Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Start off your visit on the 2nd (Sun): stroll through Mission Beach Park, then stroll through Black's Beach, and then admire the natural beauty at Self Realization Fellowship Hermitage & Meditation Gardens. Keep things going the next day: see the interesting displays at USS Midway Museum and then kick back and relax at La Jolla Cove.

For where to stay and tourist information, go to the San Diego trip itinerary planning website.

You can fly from Chicago to San Diego in 6.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Chicago to San Diego is minus 2 hours. While traveling from Chicago, expect slightly colder days and about the same nights in San Diego, ranging from highs of 30°C to lows of 23°C. Finish your sightseeing early on the 3rd (Mon) so you can drive to Los Angeles.

Things to do in San Diego

Parks · Beaches · Outdoors · Museums

Side Trip

Los Angeles

— 3 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Get some historical perspective at Santa Monica Pier and Venice Canals Walkway. You'll enjoy a bit of beach vacationing at Santa Monica State Beach and Nicholas Canyon Beach. Go for a jaunt from Los Angeles to Malibu to see Zuma Beach about 58 minutes away. There's lots more to do: enjoy the sand and surf at Venice Beach and Boardwalk, stroll through Will Rogers State Beach, appreciate the extensive heritage of Hollywood Walk of Fame, and look and learn at Griffith Observatory.

For photos, where to stay, maps, and tourist information, read our Los Angeles online journey planner.

Traveling by car from San Diego to Los Angeles takes 2.5 hours. Alternatively, you can take a bus; or fly. When traveling from San Diego in August, plan for a bit warmer days and about the same nights in Los Angeles: temperatures range from 34°C by day to 22°C at night. Finish your sightseeing early on the 6th (Thu) to allow enough time to travel to South Lake Tahoe.

Things to do in Los Angeles

Beaches · Outdoors · Parks · Nature

Side Trips

South Lake Tahoe

— 2 nights
High in the Sierra Nevada mountains on the shore of one of America’s most scenic lakes, South Lake Tahoe captures the spirit of the outdoors and serves as a hub for tourism activities surrounding the lake.
Kick off your visit on the 7th (Fri): kick back and relax at Meeks Bay Beach and then kick back and relax at El Dorado Beach. Here are some ideas for day two: stroll through Pope Beach, enjoy the sand and surf at Baldwin Beach, and then stroll through Kiva Beach.

To see maps, ratings, reviews, and more tourist information, go to the South Lake Tahoe tour itinerary builder tool.

Fly from Los Angeles to South Lake Tahoe in 5.5 hours. Alternatively, you can drive; or take a bus. Expect colder evenings in South Lake Tahoe when traveling from Los Angeles in August, with lows around 7°C. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to San Francisco.

Things to do in South Lake Tahoe

Beaches · Outdoors · Parks

Side Trip

San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get some cultural insight at Alcatraz Island and Golden Gate Bridge. You'll enjoy a bit of beach vacationing at Fort Funston National Park and China Beach. Next up on the itinerary: wander the streets of Fisherman's Wharf, contemplate the long history of SS Jeremiah O'Brien, take in the spiritual surroundings of Grace Cathedral, and kick back and relax at Marshall’s Beach.

Plan a trip to San Francisco easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from South Lake Tahoe to San Francisco in 3.5 hours. Alternatively, you can fly; or take a bus. Expect little chillier weather when traveling from South Lake Tahoe in August: highs in San Francisco hover around 26°C, while lows dip to 17°C. Wrap up your sightseeing on the 12th (Wed) early enough to travel back home.

Things to do in San Francisco

Parks · Beaches · Outdoors · Historic Sites

California travel guide

4.1
Specialty Museums · Wineries & Vineyards · Beaches
The Golden State
The country's most populous state, California includes landscapes that range from the forested northern coast to harsh southern deserts. Sandwiched right in the middle of the state is a fertile valley, home to farms, vineyards, and orchards. California's cities offer diverse attractions, from amusement parks and upscale shops to award-winning restaurants and innovative art galleries. Outside the state's big urban centers, places to visit include some of the nation's most rugged national parks, ancient forests, towering mountain peaks, and ski resorts. More than just a surfing destination famous for its beaches and winding coastal roads, California also boasts one of the world's largest economies, bolstered by the booming tech industries.