36 days in United States Itinerary

36 days in United States Itinerary

Created using Inspirock United States trip planner

Make it your trip
Fly
1
Honolulu, Oahu
— 4 nights
Fly
2
Poipu, Kauai
— 2 nights
Fly
3
Lahaina, Maui
— 4 nights
Fly
4
Hilo, Island of Hawaii
— 4 nights
Drive
5
Kailua-Kona, Island of Hawaii
— 6 nights
Fly
6
Marco Island
— 2 nights
Drive
7
Marathon
— 3 nights
Drive
8
Key West
— 5 nights
Fly
9
New York City
— 5 nights

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Honolulu, Oahu

— 4 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.
You'll discover tucked-away gems like Shark Diving and Koko Crater Railway Trail. Get some cultural insight at Makapuu Lighthouse Trail and USS Bowfin Submarine Museum & Park. You'll find plenty of places to visit near Honolulu: Pu’u O Mahuka Heiau State Monument (in Pupukea), Ko Olina Lagoons (in Kapolei) and Lanikai Beach (in Kailua). Next up on the itinerary: take an in-depth tour of Iolani Palace, make a trip to Battleship Missouri Memorial, stroll the grounds of USS Arizona Memorial, and kick back and relax at Kapiolani Regional Park.

For ratings, other places to visit, traveler tips, and other tourist information, read Honolulu online trip itinerary maker.

New York City to Honolulu is an approximately 12.5-hour flight. You'll gain 5 hours traveling from New York City to Honolulu due to the time zone difference. Traveling from New York City in December, things will get warmer in Honolulu: highs are around 82°F and lows about 69°F. Cap off your sightseeing on the 31st (Thu) early enough to catch the flight to Poipu.

Things to do in Honolulu

Outdoors · Parks · Historic Sites · Trails

Side Trips

Poipu, Kauai

— 2 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. Start off your visit on the 1st (Fri): kick back and relax at Polihale State Park, then take in breathtaking views at Waimea Canyon State Park, and then whizz through the canopy at Koloa Zipline. On the next day, see Kipu Ranch Adventures, discover the deep blue sea with a scuba or snorkeling tour, and then enjoy the sand and surf at Poipu Beach Park.

For ratings, more things to do, and more tourist information, go to the Poipu trip planner.

You can fly from Honolulu to Poipu in 2.5 hours. In December, daily temperatures in Poipu can reach 79°F, while at night they dip to 67°F. Finish your sightseeing early on the 2nd (Sat) so you can fly to Lahaina.

Things to do in Poipu

Outdoors · Tours · Parks · Nature

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.
You'll discover tucked-away gems like Zipline and Ho'okipa Beach Park. You'll enjoy a bit of beach vacationing at Napili Beach and Wailea Beach. Change things up with these side-trips from Lahaina: Maui Pineapple Tours (in Makawao), Kamaole Beach Park III (in Kihei) and Haleakala Crater (in Haleakala National Park). Next up on the itinerary: add some fun to your beach time The Magic Merman Snorkel Charters, walk around Lahaina Banyan Court, and take a stroll through Lahaina Front Street.

To find ratings, maps, other places to visit, and other tourist information, go to the Lahaina day trip planner.

You can fly from Poipu to Lahaina in 2.5 hours. In January, daytime highs in Lahaina are 78°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 6th (Wed) early enough to fly to Hilo.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

Side Trips

Hilo, Island of Hawaii

— 4 nights

America's Wettest City

One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Step off the beaten path and head to Akaka Falls State Park and Punalu‘U Beach. Visiting Hawaii Tropical Bioreserve and Garden and Liliuokalani Gardens will get you outdoors. Get out of town with these interesting Hilo side-trips: Hawaii Volcanoes National Park (Devastation Trail, Sulphur Banks, &more) and Jagger Museum (in Volcano). Next up on the itinerary: whizz through the canopy at The Umauma Experience, admire the sheer force of Rainbow Falls, and see the world from above with a helicopter tour.

To find reviews, ratings, and more tourist information, refer to the Hilo vacation planner.

Traveling by flight from Lahaina to Hilo takes 2.5 hours. In January in Hilo, expect temperatures between 81°F during the day and 64°F at night. Finish your sightseeing early on the 10th (Sun) so you can drive to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Nature · Trails

Side Trips

Kailua-Kona, Island of Hawaii

— 6 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.
You'll get in some beach time at Papakōlea Green Sand Beach and Manini'owali Beach (Kua Bay). Explore hidden gems such as Fishing Charters & Tours and Saddle Road. Change things up with these side-trips from Kailua-Kona: Pu'uhonua O Honaunau National Historical Park (in Honaunau), Anaehoomalu (in Waikoloa) and Hapuna Beach State Recreation Area (in Puako). And it doesn't end there: get a dose of the wild on Hawaii Forest and Trail, explore the wealth of natural beauty at Puukohola National Historic Park, take in the awesome beauty at Mauna Kea, and stroll through Waipio Valley.

Start your trip to Kailua-Kona by creating a personalized itinerary on Inspirock.

Traveling by car from Hilo to Kailua-Kona takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 80°F in January, and nighttime lows around 67°F. Cap off your sightseeing on the 16th (Sat) early enough to catch the flight to Marco Island.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Marco Island

— 2 nights
Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. On the 17th (Sun), kick back and relax at South Marco Beach and then get some thrills out on the water with a waterskiing or jet-skiing adventure. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Wildlife Areas.

To find photos, other places to visit, more things to do, and more tourist information, read our Marco Island trip tool.

Traveling by flight from Kailua-Kona to Marco Island takes 12.5 hours. The time zone changes from Hawaii-Aleutian Standard Time to Eastern Standard Time, which is usually a 5 hour difference. In January, Marco Island is a bit cooler than Kailua-Kona - with highs of 73°F and lows of 53°F. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow enough time to drive to Marathon.

Things to do in Marco Island

Outdoors · Tours · Adventure · Wildlife

Side Trip

Marathon

— 3 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore hidden gems such as The Turtle Hospital and Bahia Honda State Park. Satisfy your inner culture vulture at San Pablo Catholic Church and Crane Point Museum & Nature Center. Explore the numerous day-trip ideas around Marathon: Florida Keys Wild Bird Rehabilitation Center (in Tavernier), Fishing Charters & Tours (in Islamorada) and John Pennekamp Coral Reef State Park (in Key Largo). It doesn't end there: stroll through Dolphin Research Center.

To see where to stay, reviews, traveler tips, and other tourist information, use the Marathon journey planner.

Traveling by car from Marco Island to Marathon takes 4 hours. Alternatively, you can do a combination of ferry and bus; or take a bus. Traveling from Marco Island in January, plan for somewhat warmer nights in Marathon, with lows around 66°F. Finish up your sightseeing early on the 21st (Thu) so you can go by car to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Key West

— 5 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.
Get a sense of the local culture at Fort Zachary Taylor and Key West Lighthouse and Keeper's Quarters Museum. Get outdoors at Dry Tortugas National Park and The Overseas Highway. There's still lots to do: see what you can catch with a fishing tour, observe the fascinating underwater world at Florida Keys Eco-Discovery Center, explore the gorgeous colors at Vandenberg Wreck, and take in the exciting artwork at 7 Artists & Friends Gallery.

To find other places to visit, where to stay, ratings, and tourist information, refer to the Key West travel site.

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 76°F in January, and nighttime lows around 66°F. Finish up your sightseeing early on the 26th (Tue) so you can catch the flight to New York City.

Things to do in Key West

Outdoors · Parks · Wildlife · Tours

New York City

— 5 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.
Your cultural itinerary includes sights like The Metropolitan Museum of Art and New York Public Library. Step off the beaten path and head to The Museum of Modern Art (MoMA) and St. Patrick's Cathedral. And it doesn't end there: take in panoramic vistas at Empire State Building, take in the pleasant sights at Central Park, take some stellar pictures from Top of the Rock, and admire the landmark architecture of Rockefeller Center.

To find maps, where to stay, other places to visit, and other tourist information, you can read our New York City trip itinerary builder website.

You can fly from Key West to New York City in 5 hours. Other options are to drive; or take a bus. Traveling from Key West in January, things will get much colder in New York City: highs are around 40°F and lows about 24°F. Finish your sightseeing early on the 31st (Sun) so you can travel back home.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods

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.