18 days in California, Chicago & New York City Itinerary

18 days in California, Chicago & New York City Itinerary

Created using Inspirock United States sightseeing planner

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Route & dates

18 days in California, Chicago & New York City Itinerary

Start: Islamabad
Fly + Drive:  26​h
1
Santa Monica
— 3 nights
Drive:  2​h 30​min
2
San Diego
— 3 nights
Fly:  3​h 30​min
3
San Francisco
— 4 nights
Fly:  6​h
4
Chicago
— 2 nights
Fly + Bus:  4​h 45​min
5
New York City
— 4 nights
Drive + Fly:  22​h 45​min
End: Islamabad

3
nights
Santa Monica

Santa Monica ©
A famed resort town since the early 20th century, Santa Monica sits on the picturesque Santa Monica Bay, bordered on three sides by the city of Los Angeles.
Visiting Venice Beach and Boardwalk and Santa Monica Beach will get you outdoors. El Pueblo de Los Angeles and Getty Center The Publications are good opportunities to explore the local culture. Venture out of the city with trips to Hollywood & Highland (in Los Angeles) and Hermosa Beach Pier (in Hermosa Beach). There's lots more to do: immerse yourself in nature at Will Rogers State Beach, stop by Bergamot Station, and admire the landmark architecture of Walt Disney Concert Hall.

Planning Santa Monica trip won't be overwheling when you use's Insprock itinerary maker.

Islamabad, Pakistan to Santa Monica is an approximately 26-hour flight. The time zone difference when traveling from Islamabad to Santa Monica is minus 13 hours. Expect a bit warmer evenings in Santa Monica when traveling from Islamabad in December, with lows around 11°C. Finish up your sightseeing early on the 27th (Wed) so you can go by car to San Diego.

Things to do in Santa Monica

Beaches Outdoors Parks

Side Trips

Los Angeles, Hermosa Beach Pier
Highlights from your plan
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
The Getty Center ©
The Getty Center
Santa Monica State Beach ©
Santa Monica State Beach

3
nights
San Diego

San Diego ©
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.
We've included these beaches for you: La Jolla Cove and Mission Beach Park. You'll explore and learn at San Diego Air & Space Museum and Museum of Contemporary Art San Diego. The adventure continues: identify plant and animal life at Torrey Pines State Natural Reserve, enjoy the sand and surf at Black's Beach, and stroll through Children's Pool.

To find other places to visit, reviews, photos, and other tourist information, refer to the San Diego vacation planner .

You can drive from Santa Monica to San Diego in 2.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of bus and train. In December in San Diego, expect temperatures between 22°C during the day and 13°C at night. Finish your sightseeing early on the 30th (Sat) to allow enough time to travel to San Francisco.

Things to do in San Diego

Outdoors Parks Beaches
Highlights from your plan
La Jolla Cove ©
La Jolla Cove
Torrey Pines State Natural Reserve ©
Torrey Pines State Natural Reserve
Black's Beach ©
Black's Beach

4
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Give yourself a bit of retail therapy at Union Square and City Lights Booksellers & Publishers. Alcatraz Island and Fisherman's Wharf are good opportunities to explore the local culture. There's still lots to do: get great views at Twin Peaks, browse the different shops at Ferry Building Marketplace, take in the views from Golden Gate Bridge, and take a stroll through The Castro.

For reviews, ratings, photos, and more tourist information, refer to the San Francisco trip builder .

You can fly from San Diego to San Francisco in 3.5 hours. Other options are to do a combination of flight and train; or drive. Prepare for slightly colder weather when traveling from San Diego in December: high temperatures in San Francisco hover around 17°C and lows are around 8°C. On the 3rd (Wed), wrap the sightseeing up by early afternoon so you can travel to Chicago.

Things to do in San Francisco

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

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 4th (Thu): don't miss a visit to Millennium Park, then wander the streets of The Magnificent Mile, and then explore the world behind art at The Art Institute of Chicago.

For where to stay, maps, reviews, and more tourist information, use the Chicago holiday planner.

You can fly from San Francisco to Chicago in 6 hours. Other options are to do a combination of train and flight; or drive. The time zone difference when traveling from San Francisco to Chicago is 2 hours. Plan for much colder temperatures traveling from San Francisco in January, with highs in Chicago at 0°C and lows at -8°C. Wrap up your sightseeing by early afternoon on the 5th (Fri) to allow time for travel to New York City.

Things to do in Chicago

Parks Shopping Neighborhoods
Highlights from your plan
Millennium Park ©
Millennium Park
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile

4
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.
Let the collections at The Metropolitan Museum of Art and The Museum of Modern Art capture your imagination. Do your shopping at Fifth Avenue and Kalustyan's. There's lots more to do: make a trip to Times Square, get a new perspective on nature at American Museum of Natural History, stroll through Central Park, and explore the world behind art at Frick Collection.

To find traveler tips, ratings, other places to visit, and more tourist information, read our New York City trip itinerary maker app .

Do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. When traveling from Chicago in January, plan for a bit warmer days in New York City, with highs around 5°C, while nights are about the same with lows around -5°C. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in New York City

Museums Parks Neighborhoods
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©

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