22 days in United States Itinerary

Created using Inspirock United States travel route planner
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1
Honolulu, Oahu
— 3 nights
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2
Koloa, Kauai
— 2 nights
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3
Kailua-Kona, Island of Hawaii
— 4 nights
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4
Lahaina, Maui
— 4 nights
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5
New York City
— 4 nights
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6
Key West
— 3 nights
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Honolulu, Oahu — 3 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.
Get some historical perspective at Iolani Palace and Battleship Missouri Memorial. Get a sense of the local culture at Makapuu Lighthouse Trail and Pu’u O Mahuka Heiau State Monument. Explore the numerous day-trip ideas around Honolulu: Haleiwa (Waimea Valley & Shark Diving). Next up on the itinerary: hike along Koko Crater Railway Trail, take an in-depth tour of USS Arizona Memorial, and explore the different monuments and memorials at National Memorial Cemetery of the Pacific.

For reviews, more things to do, where to stay, and more tourist information, read our Honolulu trip planner.

Sydney, Australia to Honolulu is an approximately 13.5-hour flight. The time zone changes from Australian Eastern Standard Time to Hawaii-Aleutian Standard Time, which is usually a -20 hour difference. In December, plan for daily highs up to 32°C, and evening lows to 24°C. Wrap up your sightseeing on the 23rd (Sat) to allow time to fly to Koloa.
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Historic Sites · Parks · Outdoors · Trails
Side Trips

Koloa, Kauai — 2 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Start off your visit on the 24th (Sun): get a new perspective on things with Holo Holo Charters and then walk around Poipu Beach Park. Keep things going the next day: hike along Kalalau Trail and then explore the stunning scenery at Waimea Canyon State Park.

To find where to stay, traveler tips, and more tourist information, read our Koloa driving holiday planner.

Fly from Honolulu to Koloa in 2.5 hours. In December, daily temperatures in Koloa can reach 30°C, while at night they dip to 22°C. Wrap up your sightseeing on the 25th (Mon) early enough to fly to Kailua-Kona.
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Outdoors · Wildlife · Parks · Trails
Side Trips

Kailua-Kona, Island of Hawaii — 4 nights

Heart of the Kona Coast

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.
Eschew the tourist crowds and head to Pu'uhonua O Honaunau National Historical Park and My Kona Adventures. Escape the urban bustle at Punalu‘U Beach and Manini'owali Beach (Kua Bay). Explore Kailua-Kona's surroundings by going to Hilo (Rainbow Falls & Akaka Falls State Park), Hawaii Tropical Bioreserve and Garden (in Papaikou) and Hapuna Beach State Recreation Area (in Puako). There's still lots to do: stop by Greenwell Farms and take a memorable drive along Saddle Road.

To see where to stay, other places to visit, ratings, and tourist information, read our Kailua-Kona itinerary app.

Traveling by flight from Koloa to Kailua-Kona takes 2.5 hours. In December, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 29th (Fri) so you can fly to Lahaina.
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Outdoors · Parks · Nature · Beaches
Side Trips

Lahaina, Maui — 4 nights

Crown Jewel of 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.
Visiting Scuba & Snorkeling and Zipline will get you outdoors. Explore hidden gems such as Kapalua Coastal Trail and Lahaina Front Street. Change things up with these side-trips from Lahaina: Wailea Beach (in Wailea), Kamaole Beach Park III (in Kihei) and Ho'okipa Beach Park (in Paia). The adventure continues: tour the pleasant surroundings at Napili Beach and stroll around Lahaina Banyan Court.

Planning Lahaina trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from Kailua-Kona to Lahaina by flight takes about 2.5 hours. In December in Lahaina, expect temperatures between 30°C during the day and 23°C at night. Cap off your sightseeing on the 2nd (Tue) early enough to catch the flight to New York City.
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Outdoors · Parks · Beaches · Tours
Side Trips

New York City — 4 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.
Discover out-of-the-way places like St. Patrick's Cathedral and The Museum of Modern Art (MoMA). Get some historical perspective at 9/11 Memorial and World Trade Center Memorial Foundation. There's lots more to do: don't miss a visit to Fifth Avenue, see the interesting displays at New York Public Library, admire the striking features of Rockefeller Center, and explore the galleries of The Metropolitan Museum of Art.

For traveler tips, ratings, more things to do, and more tourist information, read New York City road trip tool.

You can fly from Lahaina to New York City in 12.5 hours. You'll lose 5 hours traveling from Lahaina to New York City due to the time zone difference. In January, New York City is cooler than Lahaina - with highs of 5°C and lows of -5°C. Cap off your sightseeing on the 6th (Sat) early enough to catch the flight to Key West.
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Museums · Parks · Neighborhoods · Historic Sites

Key West — 3 nights

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Discover out-of-the-way places like Fort Zachary Taylor and Fishing Charters & Tours. Get a sense of the local culture at Key West Lighthouse and Keeper's Quarters Museum and Key West Cemetery. Change things up with these side-trips from Key West: Marathon (Sombrero Beach, The Turtle Hospital, &more). There's lots more to do: steep yourself in history at Truman Little White House, identify plant and animal life at Key West Butterfly & Nature Conservatory, take a memorable drive along The Overseas Highway, and go for a walk through Key West Garden Club.

To see other places to visit, where to stay, photos, and tourist information, read our Key West trip maker app.

You can fly from New York City to Key West in 5 hours. Other options are to drive; or take a bus. Traveling from New York City in January, expect Key West to be much warmer, temps between 28°C and 22°C. Finish your sightseeing early on the 9th (Tue) so you can fly back home.
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Outdoors · Wildlife · Parks · Historic Sites
Side Trip

United States travel guide

4.6
Specialty Museums · Historic Sites · Nightlife
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.
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