32 days in United States Itinerary

32 days in United States Itinerary

Created using Inspirock United States tour planner

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Route & dates

32 days in United States Itinerary

Start: Longview
Fly + Drive:  8​h
1
St. Augustine
— 4 nights
Drive + Fly:  5​h 45​min
2
Key West
— 5 nights
Fly + bus:  6​h
3
New York City
— 5 nights
bus + Fly:  13​h 45​min
4
Honolulu, Oahu
— 4 nights
Fly:  2​h 30​min
5
Poipu, Kauai
— 4 nights
Fly:  2​h 45​min
6
Kailua-Kona, Island of Hawaii
— 4 nights
Fly + bus:  4​h 45​min
7
Kihei, Maui
— 5 nights
Drive + Fly:  13​h 30​min
End: Longview

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Satisfy your inner culture vulture at St. Augustine Lighthouse & Maritime Museum, Inc. and Lightner Museum. Let the collections at Ponce de Leon Inlet Lighthouse & Museum and St. Augustine Pirate & Treasure Museum capture your imagination. Venture out of the city with trips to Fort Clinch State Park (in Fernandina Beach) and Stetson Mansion (in DeLand). There's lots more to do: admire all the interesting features of Fort Matanzas National Monument, gain insight at Flagler College, kick back and relax at St. Augustine Beach, and sample the fine beverages at St. Augustine Distillery.

To see more things to do, reviews, traveler tips, and more tourist information, read our St. Augustine trip itinerary maker website .

Longview to St. Augustine is an approximately 8-hour combination of flight and car. You can also drive. You'll lose 1 hour traveling from Longview to St. Augustine due to the time zone difference. In January, St. Augustine is somewhat warmer than Longview - with highs of 65°F and lows of 49°F. Finish up your sightseeing early on the 17th (Fri) so you can travel to Key West.

Things to do in St. Augustine

Historic Sites Parks Nature

Side Trips

Fort Clinch State Park, Ponce de Leon Inlet Lighthouse & Museum, Stetson Mansion
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Stetson Mansion ©
Stetson Mansion
Fort Clinch State Park ©
Fort Clinch State Park

5
nights
Key West

Key West ©
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.
You'll discover tucked-away gems like Fort Zachary Taylor and Dry Tortugas National Park. Step out of the city life by going to The Overseas Highway and Dolphin Research Center. Get out of town with these interesting Key West side-trips: Marathon (Sombrero Beach & The Turtle Hospital) and Bahia Honda State Park (in Big Pine Key). Next up on the itinerary: steep yourself in history at Truman Little White House, take in the pleasant sights at Key West Garden Club, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and see what you can catch with a fishing tour.

Find out how to plan Key West trip without stress by asking Inspirock to help create an itinerary.

Do a combination of car and flight from St. Augustine to Key West in 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Prepare for somewhat warmer weather when traveling from St. Augustine in January: high temperatures in Key West hover around 76°F and lows are around 66°F. Cap off your sightseeing on the 22nd (Wed) early enough to travel to New York City.

Things to do in Key West

Parks Outdoors Wildlife

Side Trips

Marathon, Bahia Honda State Park
Highlights from your plan
The Overseas Highway ©
The Overseas Highway
Dry Tortugas National Park ©
Dry Tortugas National Park
Fort Zachary Taylor ©
Fort Zachary Taylor

5
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.
Satisfy your inner culture vulture at The Metropolitan Museum of Art and 9/11 Memorial. You'll explore and learn at New York Public Library and The Museum of Modern Art. There's lots more to do: take in the architecture and atmosphere at St. Patrick's Cathedral, go for a walk through Central Park, make a trip to Empire State Building, and get a new perspective on nature at American Museum of Natural History.

To see where to stay, reviews, traveler tips, and more tourist information, go to the New York City trip builder site .

Traveling by combination of flight and bus from Key West to New York City takes 6 hours. Alternatively, you can fly; or drive. Traveling from Key West in January, things will get colder in New York City: highs are around 40°F and lows about 24°F. Finish your sightseeing early on the 27th (Mon) so you can travel to Honolulu.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
New York Public Library ©
New York Public Library

4
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.
Escape the urban bustle at Scuba & Snorkeling and Kailua Beach Park. Get some historical perspective at Makapuu Lighthouse Trail and Iolani Palace. Venture out of the city with trips to Lanikai Beach (in Kailua), Byodo-In Temple (in Kaneohe) and Pu’u O Mahuka Heiau State Monument (in Pupukea). The adventure continues: hike along Koko Crater Railway Trail, see the interesting displays at USS Bowfin Submarine Museum & Park, steep yourself in history at Battleship Missouri Memorial, and have unforgettable encounters with a shark diving experience.

To find traveler tips, ratings, reviews, and tourist information, refer to the Honolulu trip itinerary app .

Do a combination of bus and flight from New York City to Honolulu in 14 hours. Alternatively, you can fly. You'll gain 5 hours traveling from New York City to Honolulu due to the time zone difference. In January, Honolulu is much hotter than New York City - with highs of 81°F and lows of 67°F. Finish up your sightseeing early on the 31st (Fri) so you can travel to Poipu.

Things to do in Honolulu

Outdoors Parks Historic Sites

Side Trips

Kailua, Shark Diving, Byodo-In Temple, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
Iolani Palace ©
Iolani Palace
Shark Diving
Kailua Beach Park ©
Kailua Beach Park

4
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. Discover out-of-the-way places like Waimea Canyon State Park and Kayaking & Canoeing. You'll get in some beach time at Poipu Beach Park and Hanalei Beach. Get out of town with these interesting Poipu side-trips: Wailua Falls (in Lihue) and Na Pali Coast State Park (in Wainiha). Next up on the itinerary: get up close to creatures of the deep with a dolphin and whale watching tour, take in the dramatic natural features at Spouting Horn, and trek along Kalalau Trail.

To find more things to do, traveler tips, where to stay, and tourist information, use the Poipu road trip planning site .

Getting from Honolulu to Poipu by flight takes about 2.5 hours. In January, plan for daily highs up to 79°F, and evening lows to 65°F. Finish your sightseeing early on the 4th (Tue) to allow enough time to travel to Kailua-Kona.

Things to do in Poipu

Parks Outdoors Nature

Side Trips

Hanalei Beach, Waimea Canyon State Park, Na Pali Coast State Park, Kalalau Trail, Wailua Falls
Highlights from your plan
Waimea Canyon State Park ©
Waimea Canyon State Park
Na Pali Coast State Park ©
Na Pali Coast State Park
Poipu Beach Park ©
Poipu Beach Park

4
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.
You'll explore the less-touristy side of things at Akaka Falls State Park and Dolphin & Whale Watching. Get outdoors at Scuba & Snorkeling and Pu'uhonua O Honaunau National Historical Park. Change things up with these side-trips from Kailua-Kona: Punalu‘U Beach (in Pahala), Rainbow Falls (in Hilo) and Hapuna Beach State Recreation Area (in Puako). There's more to do: take in the awesome beauty at Mauna Kea and experience rural life at Greenwell Farms.

To find photos, traveler tips, ratings, and other tourist information, refer to the Kailua-Kona trip builder site .

You can fly from Poipu to Kailua-Kona in 3 hours. In February, daytime highs in Kailua-Kona are 81°F, while nighttime lows are 69°F. Wrap up your sightseeing on the 8th (Sat) early enough to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Nature Parks

Side Trips

Hilo, Greenwell Farms, Punalu‘U Beach, Hapuna Beach State Recreation Area, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©

5
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
You'll enjoy a bit of beach vacationing at Napili Beach and Wailea Beach. Take a break from the city and head to Haleakala Crater and Scuba & Snorkeling. Get out of town with these interesting Kihei side-trips: Lahaina (Lahaina Front Street & Lahaina Banyan Court). And it doesn't end there: enjoy the sand and surf at Ho'okipa Beach Park, identify plant and animal life at Wildlife Areas, get interesting insight from Tours, and take an unforgettable tour with a helicopter tour.

To find other places to visit, more things to do, ratings, and more tourist information, read Kihei trip itinerary website .

Traveling by combination of flight and bus from Kailua-Kona to Kihei takes 5 hours. Alternatively, you can do a combination of flight and car. Expect a daytime high around 81°F in February, and nighttime lows around 65°F. Cap off your sightseeing on the 13th (Thu) early enough to travel back home.

Things to do in Kihei

Outdoors Parks Beaches

Side Trips

Lahaina, Wailea Beach, Helicopter Tours, Haleakala Crater, Ho'okipa Beach Park
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Wailea Beach ©
Wailea Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park

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