14 days in United States Itinerary

14 days in United States Itinerary

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Route & dates

14 days in United States Itinerary

Start: Jakarta, Indonesia
Fly:  26​h
1
Boston
— 1 night
Fly + Bus:  3​h
2
New York City
— 2 nights
Bus + Fly:  4​h 45​min
3
Chicago
— 1 night
Fly:  7​h
4
Los Angeles
— 2 nights
Fly:  3​h 45​min
5
San Francisco
— 2 nights
Fly:  7​h 30​min
6
Honolulu, Oahu
— 3 nights
Fly:  22​h
End: Jakarta, Indonesia

1
night
Boston

Boston ©
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.
Start off your visit on the 17th (Thu): walk around Rose Kennedy Greenway, 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: buy something for everyone on your list at Faneuil Hall Marketplace and then look for all kinds of wild species at Wildlife Areas.

To find other places to visit, traveler tips, reviews, and other tourist information, refer to the Boston day trip planning tool .

Jakarta, Indonesia to Boston is an approximately 26-hour combination of bus and flight. You can also do a combination of bus, flight, and train; or do a combination of bus, flight, and ferry. Due to the time zone difference, you'll gain 12 hours traveling from Jakarta to Boston. Traveling from Jakarta in October, things will get colder in Boston: highs are around 20°C and lows about 11°C. Wrap up your sightseeing on the 18th (Fri) early enough to travel to New York City.

Things to do in Boston

Shopping Wildlife Tours

Side Trip

Dolphin & Whale Watching
Find places to stay Oct 16 — 18:
Highlights from your plan
Newbury Street ©
Newbury Street
Dolphin & Whale Watching
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace

2
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.
On the 19th (Sat), stop by Tiffany & Co., then don't miss a visit to Times Square, and then take a stroll through Fifth Avenue. Get ready for a full day of sightseeing on the 20th (Sun): go for a walk through Central Park.

To find more things to do, maps, photos, and tourist information, you can read our New York City road trip planning site .

Do a combination of flight and bus from Boston to New York City in 3 hours. Alternatively, you can fly; or drive. Expect somewhat warmer temperatures when traveling from Boston in October; daily highs in New York City reach 24°C and lows reach 16°C. Wrap up your sightseeing on the 20th (Sun) early enough to travel to Chicago.

Things to do in New York City

Parks Neighborhoods Shopping
Find places to stay Oct 18 — 20:
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
Times Square ©
Times Square
Tiffany & Co. ©
Tiffany & Co.

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 21st (Mon), explore the world behind art at The Art Institute of Chicago and then take a stroll through The Magnificent Mile.

To see ratings, more things to do, traveler tips, and more tourist information, go to the Chicago travel planner.

You can do a combination of bus and flight from New York City to Chicago in 5 hours. Alternatively, you can fly; or drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from New York City in October, things will get slightly colder in Chicago: highs are around 21°C and lows about 11°C. Finish up your sightseeing early on the 21st (Mon) so you can travel to Los Angeles.

Things to do in Chicago

Neighborhoods Shopping Museums
Find places to stay Oct 20 — 21:
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago

2
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.
Start off your visit on the 22nd (Tue): tour the pleasant surroundings at Venice Beach and Boardwalk, then shop like a local with Abbot Kinney Boulevard, and then take a stroll through Montana Avenue. Keep things going the next day: take a peaceful walk through Oak Canyon Nature Center and then identify plant and animal life at Wildlife Areas.

To find photos, ratings, other places to visit, and tourist information, read Los Angeles trip planner .

You can fly from Chicago to Los Angeles in 7 hours. Alternatively, you can do a combination of flight and bus; or drive. You'll gain 2 hours traveling from Chicago to Los Angeles due to the time zone difference. Traveling from Chicago in October, expect Los Angeles to be a bit warmer, temps between 32°C and 19°C. Wrap up your sightseeing on the 23rd (Wed) early enough to travel to San Francisco.

Things to do in Los Angeles

Outdoors Wildlife Parks

Side Trips

Montana Avenue, Dolphin & Whale Watching, Oak Canyon Nature Center
Find places to stay Oct 21 — 23:
Highlights from your plan
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
Oak Canyon Nature Center ©
Oak Canyon Nature Center
Abbot Kinney Boulevard ©
Abbot Kinney Boulevard

2
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 24th (Thu), hunt for treasures at Ferry Plaza Farmers Market, buy something for everyone on your list at Ferry Building Marketplace, and then head off the coast to Alcatraz Island. Get ready for a full day of sightseeing on the 25th (Fri): look for all kinds of wild species at Strawberry Hill, then take in the waterfront at Fisherman's Wharf, and then wander the streets of Union Square.

Inspirock's itinerary builder makes planning a San Francisco trip simple and quick.

Traveling by flight from Los Angeles to San Francisco takes 4 hours. Alternatively, you can do a combination of flight and train; or drive. 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. Wrap up your sightseeing on the 25th (Fri) early enough to travel to Honolulu.

Things to do in San Francisco

Shopping Neighborhoods Parks
Find places to stay Oct 23 — 25:
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf
Union Square ©
Union Square

3
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Kick off your visit on the 26th (Sat): kick back and relax at Waikiki Beach. Get ready for a full day of sightseeing on the next day: hit the best photo ops around with an inspiring photography tour and then explore the activities along Hanauma Bay Nature Preserve.

To find maps, more things to do, where to stay, and other tourist information, read Honolulu tour itinerary app .

You can fly from San Francisco to Honolulu in 7.5 hours. Alternatively, you can do a combination of train and flight. The time zone difference when traveling from San Francisco to Honolulu is minus 2 hours. Expect somewhat warmer temperatures when traveling from San Francisco in October; daily highs in Honolulu reach 36°C and lows reach 27°C. Finish up your sightseeing early on the 28th (Mon) so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches
Find places to stay Oct 25 — 28:
Highlights from your plan
Waikiki Beach ©
Waikiki Beach
Hanauma Bay Nature Preserve ©
Hanauma Bay Nature Preserve
Photography Tours

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