14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock United States planner

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1
Boston
— 1 night
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2
New York City
— 2 nights
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3
Chicago
— 2 nights
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4
Los Angeles
— 1 night
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5
San Francisco
— 2 nights
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6
Honolulu, Oahu
— 2 nights
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Boston

— 1 night

Beantown

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 17th (Thu): contemplate the long history of Granary Burying Ground, then wander the streets of Newbury Street, and then take a stroll through Copley Square. On the 18th (Fri), you'll have a packed day of sightseeing: browse the different shops at Faneuil Hall Marketplace and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see other places to visit, traveler tips, ratings, and more tourist information, read our Boston online trip itinerary maker.

Jakarta, Indonesia to Boston is an approximately 25.5-hour flight. Traveling from Jakarta to Boston, you'll gain 12 hours due to the time zone difference. In October, Boston is cooler than Jakarta - with highs of 20°C and lows of 11°C. Wrap up your sightseeing on the 18th (Fri) early enough to fly to New York City.

Things to do in Boston

Shopping · Wildlife · Outdoors · Tours

Side Trip

New York City

— 2 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.
On the 19th (Sat), don't miss a visit to The Metropolitan Museum of Art and then pause for some photo ops at 9/11 Memorial. On the next day, take in the architecture and atmosphere at St. Patrick's Cathedral, go for a walk through Times Square, and then make a trip to Fifth Avenue.

To see more things to do, where to stay, ratings, and more tourist information, you can read our New York City trip itinerary website.

You can fly from Boston to New York City in 2.5 hours. Other options are to drive; or take a train. Expect somewhat warmer temperatures when traveling from Boston in October; daily highs in New York City reach 24°C and lows reach 16°C. Finish your sightseeing early on the 20th (Sun) so you can fly to Chicago.

Things to do in New York City

Museums · Neighborhoods · Shopping · Historic Sites

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 21st (Mon), take a stroll through The Magnificent Mile, admire the masterpieces at The Art Institute of Chicago, and then ponder the design of Buckingham Fountain. On the 22nd (Tue), you'll have a packed day of sightseeing: take in the exciting artwork at Chicago Cultural Center, then engage your brain at Museum of Science and Industry, and then stroll around Millennium Park.

To find maps, more things to do, traveler tips, and other tourist information, go to the Chicago trip itinerary planning site.

Traveling by flight from New York City to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from New York City to Chicago is minus 1 hour. Prepare for little chillier weather when traveling from New York City in October: high temperatures in Chicago hover around 21°C and lows are around 11°C. Wrap up your sightseeing on the 22nd (Tue) early enough to fly to Los Angeles.

Things to do in Chicago

Museums · Shopping · Childrens Museums · Neighborhoods

Los Angeles

— 1 night

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.
Start off your visit on the 23rd (Wed): kick back and relax at Venice Beach and Boardwalk, make a trip to Abbot Kinney Boulevard, and then take a stroll through Montana Avenue.

To find photos, traveler tips, and other tourist information, read Los Angeles trip planner.

Fly from Chicago to Los Angeles in 6 hours. Alternatively, you can drive; or do a combination of train and bus. Due to the time zone difference, you'll gain 2 hours traveling from Chicago to Los Angeles. In October, Los Angeles is a bit warmer than Chicago - with highs of 32°C and lows of 19°C. Finish your sightseeing early on the 23rd (Wed) so you can fly to San Francisco.

Things to do in Los Angeles

Neighborhoods · Shopping · Beaches · Outdoors

Side Trip

San Francisco

— 2 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Start off your visit on the 24th (Thu): don't miss a visit to Golden Gate Bridge, browse the exhibits of SS Jeremiah O'Brien, and then step off the mainland to explore Alcatraz Island. Get ready for a full day of sightseeing on the next day: wander the streets of Union Square, then take a leisurely stroll along Fisherman's Wharf, and then browse the different shops at Ferry Building Marketplace.

To find more things to do, traveler tips, maps, and other tourist information, you can read our San Francisco trip itinerary planning app.

You can fly from Los Angeles to San Francisco in 3 hours. Alternatively, you can drive; or take a bus. Prepare for little chillier weather when traveling from Los Angeles in October: high temperatures in San Francisco hover around 26°C and lows are around 15°C. Finish up your sightseeing early on the 25th (Fri) so you can catch the flight to Honolulu.

Things to do in San Francisco

Historic Sites · Neighborhoods · Shopping · Nature

Honolulu, Oahu

— 2 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Start off your visit on the 26th (Sat): stroll through Waikiki Beach. Get ready for a full day of sightseeing on the 27th (Sun): contemplate the waterfront views at Hanauma Bay Nature Preserve and then stroll the grounds of USS Arizona Memorial.

For maps, more things to do, reviews, and tourist information, go to the Honolulu travel route website.

You can fly from San Francisco to Honolulu in 7 hours. Due to the time zone difference, you'll gain 2 hours traveling from San Francisco to Honolulu. Traveling from San Francisco in October, things will get a bit warmer in Honolulu: highs are around 36°C and lows about 27°C. Wrap up your sightseeing on the 27th (Sun) early enough to fly back home.

Things to do in Honolulu

Parks · Beaches · Outdoors · Museums

United States travel guide

4.5
Specialty Museums · Beaches · History Museums
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.