56 days in United States Itinerary

56 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

56 days in United States Itinerary

Start: Riyadh
Fly:  14​h 45​min
1
New York City
— 8 nights
bus + Fly:  4​h 45​min
2
Chicago
— 8 nights
Fly:  7​h
3
Los Angeles
— 17 nights
Fly:  3​h 45​min
4
San Francisco
— 8 nights
Fly:  8​h 30​min
5
Kailua-Kona, Island of Hawaii
— 3 nights
Fly:  4​h
6
Lahaina, Maui
— 2 nights
+2
Drive + Fly + Drive:  4​h 30​min
7
Haena, Kauai
— 3 nights
Drive + Fly:  3​h 45​min
8
Honolulu, Oahu
— 2 nights
Fly + bus:  13​h 45​min
9
New York City
— 2 nights
Fly:  14​h 45​min
End: Riyadh


Learn more about your trip

8
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.
Get outdoors at Bushkill Falls and Seaside Park Beach. You'll explore the less-touristy side of things at Woodbury Common Premium Outlets and Chelsea Market. Go for a jaunt from New York City to Haverstraw to see Lucas candies about 56 minutes away. There's still lots to do: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, wander the streets of SoHo, and shop like a local with Fifth Avenue.

To find reviews, ratings, maps, and tourist information, go to the New York City travel itinerary planner .

Riyadh, Saudi Arabia to New York City is an approximately 15-hour flight. You can also do a combination of flight and bus; or do a combination of flight and train. The time zone changes from Arabia Standard Time to Eastern Standard Time, which is usually a -8 hour difference. Expect cooler temperatures when traveling from Riyadh in October; daily highs in New York City reach 24°C and lows reach 16°C. Wrap up your sightseeing on the 24th (Thu) to allow time to travel to Chicago.

Things to do in New York City

Parks Museums Neighborhoods

Side Trips

Lucas candies, Dumbo, Bushkill Falls, Seaside Park Beach, Woodbury Common Premium Outlets
Highlights from your plan
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets
Bushkill Falls ©
Bushkill Falls
Times Square ©
Times Square

8
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do your shopping at The Magnificent Mile and Historic Third Ward. Escape the urban bustle at Lakefront Trail and Silver Beach County Park. Explore the numerous day-trip ideas around Chicago: Utica (Starved Rock State Park & Matthiessen State Park), Albanese Candy Factory (in Merrillville) and Geneva Lake Shore Path (in Lake Geneva). The adventure continues: explore the activities along Chicago River, explore the world behind art at The Art Institute of Chicago, explore the striking landscape of Indiana Dunes National Park, and hunt for treasures at Milwaukee Public Market.

To see other places to visit, traveler tips, more things to do, and tourist information, use the Chicago tour builder app .

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. Prepare for a bit cooler weather when traveling from New York City in October: high temperatures in Chicago hover around 21°C and lows are around 11°C. Cap off your sightseeing on the 1st (Fri) early enough to travel to Los Angeles.

Things to do in Chicago

Parks Shopping Nature

Side Trips

Milwaukee, Utica, Woodfield Mall, Albanese Candy Factory, Chicago Premium Outlets
Highlights from your plan
Lakefront Trail ©
Lakefront Trail
Starved Rock State Park ©
Starved Rock State Park
The Magnificent Mile ©
The Magnificent Mile

17
nights
Los Angeles

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Escape the urban bustle at South Carlsbad State Beach and Swami's Beach. Explore hidden gems such as Camarillo Premium Outlets and Old Town Temecula. Get out of town with these interesting Los Angeles side-trips: South Coast Plaza (in Costa Mesa), Newport Beach (Newport Beach, Dolphin & Whale Watching, & more) and Laguna Beach (Crystal Cove, Virga Gallery, & more). There's still lots to do: look for gifts at LA Farmers' Market, brush up on your military savvy at Battleship USS Iowa Museum, enjoy the sand and surf at Venice Beach and Boardwalk, and have fun at California Science Center.

To find other places to visit, traveler tips, photos, and other tourist information, go to the Los Angeles road trip app .

Fly from Chicago to Los Angeles in 7 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone difference when traveling from Chicago to Los Angeles is minus 2 hours. Expect much warmer weather when traveling from Chicago in November: highs in Los Angeles hover around 28°C, while lows dip to 15°C. Finish up your sightseeing early on the 18th (Mon) so you can travel to San Francisco.

Things to do in Los Angeles

Outdoors Parks Beaches

Side Trips

Laguna Beach, Newport Beach, Del Mar, Encinitas, Oceanside Museum of Art
Highlights from your plan
Dolphin & Whale Watching
South Carlsbad State Beach ©
South Carlsbad State Beach
Camarillo Premium Outlets ©
Camarillo Premium Outlets

8
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Visiting Alcatraz Island and Marin Headlands will get you outdoors. Do your shopping at Ferry Building Marketplace and Downtown Campbell Farmers' Market. Explore the numerous day-trip ideas around San Francisco: Muir Woods National Monument (in Mill Valley), Natural Bridges State Beach (in Santa Cruz) and VJB Cellars (in Kenwood). There's much more to do: identify plant and animal life at Wildlife Areas, make a trip to Golden Gate Bridge, see the interesting displays at Exploratorium, and take in the views from San Francisco Bay Bridge.

For other places to visit, maps, and more tourist information, read San Francisco day trip site .

Traveling by flight from Los Angeles to San Francisco takes 4 hours. Alternatively, you can do a combination of flight and train; or drive. When traveling from Los Angeles in November, plan for a bit cooler days and about the same nights in San Francisco: temperatures range from 20°C by day to 12°C at night. Wrap up your sightseeing on the 26th (Tue) to allow time to travel to Kailua-Kona.

Things to do in San Francisco

Parks Nature Shopping

Side Trips

Dolphin & Whale Watching, Downtown Campbell Farmers' Market, Marin Headlands, Natural Bridges State Beach, VJB Cellars
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Dolphin & Whale Watching
Marin Headlands ©
Marin Headlands

3
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
On the 27th (Wed), identify plant and animal life at Kanaloa Octopus Farm, explore the wealth of natural beauty at Kaloko-Honokohau National Historical Park, and then stop by Kona Joe Coffee. Here are some ideas for day two: enjoy the sand and surf at Makalawena/Pu'u Ali'i, tour the pleasant surroundings at Waialea Beach, and then explore the striking landscape of Puukohola National Historic Park.

To find other places to visit, maps, reviews, and other tourist information, go to the Kailua-Kona route planner .

You can fly from San Francisco to Kailua-Kona in 8.5 hours. Other options are to do a combination of train and flight; or do a combination of flight and bus. You'll gain 2 hours traveling from San Francisco to Kailua-Kona due to the time zone difference. Traveling from San Francisco in November, expect nights in Kailua-Kona to be much warmer, around 26°C, while days are somewhat warmer, around 34°C. Finish your sightseeing early on the 29th (Fri) to allow enough time to travel to Lahaina.

Things to do in Kailua-Kona

Parks Nature Beaches

Side Trips

Waialea Beach, Puukohola National Historic Park, Kona Joe Coffee
Highlights from your plan
Waialea Beach ©
Waialea Beach
Kanaloa Octopus Farm ©
Kanaloa Octopus Farm

2
nights
Lahaina, Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Start off your visit on the 29th (Fri): stroll through Kahekili Beach Park, take a memorable tour with Tours, then soothe aching muscles at some of the top local wellness centers, and finally stop by Vintage European Posters. Here are some ideas for day two: tour the pleasant surroundings at Baby Beach, then kick back and relax at Big Beach, then kick back and relax at Wailea Beach Path, and finally enjoy the sand and surf at Ho'okipa Beach Park.

Plan trip to Lahaina with our itinerary maker to find out where to go and what to do.

Fly from Kailua-Kona to Lahaina in 4 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of flight and bus. Expect a daytime high around 32°C in November, and nighttime lows around 25°C. Finish your sightseeing early on the 1st (Sun) so you can travel to Haena.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Ho'okipa Beach Park, Wailea Beach Path, Big Beach, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach Path ©
Wailea Beach Path

3
nights
Haena, Kauai

Haena ©
You'll enjoy a bit of beach vacationing at Hanalei Beach and Na Pali Coast. Get in touch with nature at Na Pali Coast State Park and Hanakoa Falls.

To see ratings, maps, more things to do, and more tourist information, read our Haena online itinerary planner .

Use the Route module to find suitable travel options from Lahaina to Haena. Wrap up your sightseeing on the 4th (Wed) early enough to travel to Honolulu.

Things to do in Haena

Parks Outdoors Trails

Side Trips

Kauai, Hanalei, Na Pali Coast State Park
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Hanalei Beach ©
Hanalei Beach
Hanakoa Falls ©
Hanakoa Falls

2
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.
Get outdoors at Koko Crater Railway Trail and Scuba & Snorkeling. You'll explore the less-touristy side of things at Sharks Cove and Honolulu Cookie Company Hilton Hawaiian Village. Change things up with these side-trips from Honolulu: Waimanalo (Waimanalo Beach & Bellows Field Beach Park) and Ka'ena Point State Park (in Waianae). There's more to do: get great views at Puu Ualakaa State Park.

For traveler tips, where to stay, maps, and tourist information, refer to the Honolulu visit planning tool .

Use the Route module to find suitable travel options from Haena to Honolulu. In December in Honolulu, expect temperatures between 32°C during the day and 24°C at night. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow time for travel to New York City.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Waimanalo, Ka'ena Point State Park, Sharks Cove, Scuba & Snorkeling
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Scuba & Snorkeling
Waimanalo Beach ©
Waimanalo Beach

2
nights
New York City

New York City ©
For shopping fun, head to The Outlet Collection - Jersey Gardens or Disney Store. Explore New York City further: pause for some photo ops at Statue of Liberty National Monument, wander the streets of Upper West Side, brush up on your knowledge of spirits at Kings County Distillery, and get a taste of the local shopping with West Village.

To see traveler tips, maps, where to stay, and other tourist information, read our New York City trip maker app .

Traveling by combination of flight and bus from Honolulu to New York City takes 14 hours. Alternatively, you can fly. The time zone changes from Hawaii Standard Time (HST) to Eastern Standard Time (EST), which is usually a 5 hour difference. Expect colder temperatures when traveling from Honolulu in December; daily highs in New York City reach 10°C and lows reach 2°C. Wrap up your sightseeing on the 9th (Mon) to allow time to travel back home.

Things to do in New York City

Neighborhoods Parks Shopping

Side Trips

Williamsburg, The Outlet Collection - Jersey Gardens
Highlights from your plan
Kings County Distillery ©
Kings County Distillery
West Village ©
West Village