36 days in United States Itinerary

36 days in United States Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
1
Honolulu, Oahu
— 4 nights
2
Poipu, Kauai
— 2 nights
3
Lahaina, Maui
— 4 nights
4
Hilo, Island of Hawaii
— 4 nights
5
Kailua-Kona, Island of Hawaii
— 6 nights
6
Marco Island
— 2 nights
7
Marathon
— 3 nights
8
Key West
— 5 nights
9
New York City
— 5 nights

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4
nights
Honolulu, Oahu

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 Makapuu Lighthouse Trail. Get some cultural insight at Iolani Palace and National Memorial Cemetery of the Pacific. You'll find plenty of places to visit near Honolulu: Lanikai Beach (in Kailua), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Ko Olina Lagoons (in Kapolei). There's lots more to do: hike along Koko Crater Railway Trail, make a trip to Battleship Missouri Memorial, explore the different monuments and memorials at USS Arizona Memorial, and examine the collection at USS Bowfin Submarine Museum & Park.

For more things to do, traveler tips, and more tourist information, read Honolulu trip itinerary planner.

New York City to Honolulu is an approximately 14-hour flight. The time zone difference moving from Eastern Standard Time to Hawaii-Aleutian Standard Time is minus 5 hours. Expect warmer temperatures when traveling from New York City in December; daily highs in Honolulu reach 82°F and lows reach 69°F. Wrap up your sightseeing on the 31st (Thu) to allow time to travel to Poipu.

Things to do in Honolulu

Parks · Outdoors · Historic Sites · Trails

Side Trips

Highlights from your trip
©
Must see
Shark Diving
4.7

2
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. 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 3 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 travel to Lahaina.

Things to do in Poipu

Outdoors · Tours · Parks · Nature

Side Trips

Highlights from your trip
©
Zipline
Koloa Zipline
4.9

4
nights
Lahaina, Maui

Lahaina ©

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 Napili Beach. You'll enjoy a bit of beach vacationing at Wailea Beach and Ho'okipa Beach Park. Change things up with these side-trips from Lahaina: Kamaole Beach Park III (in Kihei), Haleakala Crater (in Haleakala National Park) and Maui Pineapple Tours (in Makawao). Next up on the itinerary: fulfill a lifelong dream with 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 4 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 travel to Hilo.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

Side Trips

Highlights from your trip

4
nights
Hilo, Island of Hawaii

Hilo ©

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 Kilauea Iki Trailhead. Visiting Hawaii Tropical Botanical Garden and The Umauma Experience will get you outdoors. Get out of town with these interesting Hilo side-trips: Hawaii Volcanoes National Park (Devastation Trail, Sulphur Banks, &more), Jagger Museum (in Volcano) and Punalu‘U Beach (in Pahala). There's lots more to do: take in nature's colorful creations at Liliuokalani Gardens, admire the sheer force of Rainbow Falls, and see the world from above with a helicopter tour.

Plan a trip to Hilo easily and quickly by telling Inspirock to suggest an itinerary.

You can fly from Lahaina to Hilo in 3.5 hours. In January, daily temperatures in Hilo can reach 81°F, while at night they dip to 64°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Nature · Trails

Side Trips

Highlights from your trip

6
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©

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 Anaehoomalu. Explore hidden gems such as Hapuna Beach State Recreation Area and Waipio Valley. Change things up with these side-trips from Kailua-Kona: Puukohola National Historic Park (in Kawaihae) and Pu'uhonua O Honaunau National Historical Park (in Honaunau). And it doesn't end there: tour the pleasant surroundings at Manini'owali Beach (Kua Bay), see what you can catch with a fishing tour, admire the verdant scenery at Pololu Valley Lookout, and cruise along Saddle Road.

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 travel to Marco Island.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Highlights from your trip

2
nights
Marco Island

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 16 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

Side Trip

Highlights from your trip
©
Nature / Wildlife Tour
Nature & Wildlife Tours
4.9

3
nights
Marathon

Marathon ©

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 Florida Keys Wild Bird Rehabilitation Center. Satisfy your inner culture vulture at San Pablo Catholic Church and Crane Point Museum & Nature Center. Explore the numerous day-trip ideas around Marathon: John Pennekamp Coral Reef State Park (in Key Largo) and Fishing Charters & Tours (in Islamorada). There's more to do: look for all kinds of wild species at Dolphin Research Center and kick back and relax at Bahia Honda State Park.

For where to stay, maps, ratings, and tourist information, refer to the Marathon online trip planner.

Drive from Marco Island to Marathon in 4 hours. Alternatively, you can do a combination of ferry and bus; or take a bus. Traveling from Marco Island in January, you can expect nighttime temperatures to be a bit warmer in Marathon, with lows of 66°F. Wrap up your sightseeing on the 21st (Thu) early enough to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Highlights from your trip
©
Wildlife Area
Dolphin Research Center
4.5

5
nights
Key West

Key West ©

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 Truman Little White House. Get outdoors at Dry Tortugas National Park and Vandenberg Wreck. Spend the 24th (Sun) on the water with a fishing tour. There's still lots to do: take in the architecture and atmosphere at Saint Mary Star of the Sea, identify plant and animal life at Key West Butterfly & Nature Conservatory, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and take a memorable drive along The Overseas Highway.

For reviews, ratings, maps, and more tourist information, go to the Key West vacation builder.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Key West are 76°F, while nighttime lows are 66°F. Finish your sightseeing early on the 26th (Tue) so you can travel to New York City.

Things to do in Key West

Outdoors · Parks · Wildlife · Tours
Highlights from your trip

5
nights
New York City

New York City ©

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 appreciate the history behind 9/11 Memorial.

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 7 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

Highlights from your trip
©
Specialty Museum
New York Public Library
4.7

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