60 days in United States Itinerary

60 days in United States Itinerary

Created using Inspirock United States trip itinerary builder

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Route & dates

60 days in United States Itinerary

Start: Sydney
Fly:  23​h
1
New Orleans
— 4 nights
Fly:  6​h 30​min
2
Key West
— 6 nights
bus:  1​h 15​min
3
Marathon
— 3 nights
+2
shuttle + Fly + Drive:  6​h 15​min
4
St. Augustine
— 5 nights
Drive:  4​h 15​min
5
Sarasota
— 5 nights
Fly + bus:  5​h 30​min
6
New York City
— 7 nights
bus + Fly:  13​h 45​min
7
Honolulu, Oahu
— 6 nights
Fly:  3​h 15​min
8
Lahaina, Maui
— 5 nights
bus + Fly:  3​h 15​min
9
Hilo, Island of Hawaii
— 3 nights
Drive:  1​h 45​min
10
Kailua-Kona, Island of Hawaii
— 5 nights
Fly:  2​h 45​min
11
Poipu, Kauai
— 8 nights
Fly:  13​h 15​min
End: Sydney

4
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Head to Royal Street and Boutique du Vampyrefor some retail therapy. Whitney Plantation and Garden District are good opportunities to explore the local culture. There's still lots to do: test your problem-solving skills at Escape My Room New Orleans, contemplate in the serene atmosphere at St. Augustine Church, stroll the grounds of Lake Lawn Metairie, and explore the wealth of natural beauty at Jean Lafitte National Historical Park and Preserve.

To see other places to visit, more things to do, and more tourist information, use the New Orleans day trip planning tool .

Sydney, Australia to New Orleans is an approximately 23-hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (New South Wales) to Central Standard Time, which is usually a -16 hour difference. Traveling from Sydney in December, expect nights in New Orleans to be a bit cooler, around 16°C, while days are colder, around 16°C. Wrap up your sightseeing on the 31st (Thu) early enough to travel to Key West.

Things to do in New Orleans

Museums Historic Sites Nature

Side Trip

Whitney Plantation
Highlights from your plan
Garden District ©
Garden District
Whitney Plantation ©
Whitney Plantation
Royal Street ©
Royal Street

6
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.
Let the collections at U.S. Coast Guard Cutter Ingham Maritime Museum and Florida Keys Eco-Discovery Center capture your imagination. Get outdoors at Stand-Up Paddleboarding and Vandenberg Wreck. There's much more to do: pause for some serene contemplation at Saint Mary Star of the Sea, make a trip to Truman Little White House, see the interesting displays at Mel Fisher Maritime Heritage Museum, and stroll the grounds of Key West Cemetery.

To find other places to visit, where to stay, more things to do, and more tourist information, go to the Key West road trip site .

You can fly from New Orleans to Key West in 6.5 hours. Alternatively, you can do a combination of flight and shuttle; or drive. You'll lose 1 hour traveling from New Orleans to Key West due to the time zone difference. In January, Key West is a bit warmer than New Orleans - with highs of 28°C and lows of 22°C. Cap off your sightseeing on the 7th (Thu) early enough to catcht the bus to Marathon.

Things to do in Key West

Museums Tours Outdoors
Highlights from your plan
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea
Stand-Up Paddleboarding
Truman Little White House ©
Truman Little White House

3
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
You'll explore the less-touristy side of things at Bahia Honda State Park and Kayaking & Canoeing. Escape the urban bustle at Sunset Park Beach and Crane Point Museum & Nature Center. Explore the numerous day-trip ideas around Marathon: Islamorada (History of Diving Museum & Islamorada Beer Company). There's more to do: pause for some serene contemplation at San Pablo Catholic Church and take in the views from Old Seven Mile Bridge.

To find traveler tips, maps, where to stay, and tourist information, use the Marathon online travel route planner .

Take a bus from Key West to Marathon in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 29°C in January, and nighttime lows around 22°C. Finish your sightseeing early on the 10th (Sun) so you can travel to St. Augustine.

Things to do in Marathon

Outdoors Parks Beaches

Side Trips

Islamorada, Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sunset Park Beach ©
Sunset Park Beach
Kayaking & Canoeing

5
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Stetson Mansion and Mission of Nombre de Dios are good opportunities to explore the local culture. Deepen your sense of the past at sights like St. Augustine Lighthouse & Maritime Museum, Inc. and Marjorie Kinnan Rawlings Historic State Park. There's lots more to do: brush up on your knowledge of spirits at St. Augustine Distillery, enjoy the sand and surf at Vilano Beach, take in the architecture and atmosphere at Memorial Presbyterian Church, and examine the collection at Villa Zorayda Museum.

For more things to do, traveler tips, where to stay, and tourist information, read St. Augustine travel planner .

You can do a combination of shuttle, flight, and car from Marathon to St. Augustine in 6.5 hours. Alternatively, you can drive; or do a combination of shuttle, flight, and bus. Prepare for little chillier weather when traveling from Marathon in January: high temperatures in St. Augustine hover around 21°C and lows are around 11°C. Wrap up your sightseeing on the 15th (Fri) early enough to drive to Sarasota.

Things to do in St. Augustine

Historic Sites Museums Parks

Side Trips

Stetson Mansion, Marjorie Kinnan Rawlings Historic State Park
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Mission of Nombre de Dios ©
Mission of Nombre de Dios

5
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Museum-lovers will get to explore The Ringling and Ideal Classic Cars Museum & Showroom. Escape the urban bustle at Bean Point and Stump Pass Beach State Park. Change things up with these side-trips from Sarasota: Beach Walk (in Clearwater), Morean Art Center (in St. Petersburg) and Solomon's Castle (in Ona). Next up on the itinerary: take a memorable drive along Myakka River State Park, stroll the grounds of Sarasota National Cemetery, let your taste buds guide you at a local gastronomic tour, and brush up on your knowledge of spirits at Siesta Key Rum.

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

Traveling by car from St. Augustine to Sarasota takes 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. While traveling from St. Augustine, expect somewhat warmer days and about the same nights in Sarasota, ranging from highs of 26°C to lows of 13°C. Finish your sightseeing early on the 20th (Wed) to allow enough time to travel to New York City.

Things to do in Sarasota

Parks Outdoors Historic Sites

Side Trips

Bean Point, Solomon's Castle, Stump Pass Beach State Park, Morean Art Center, Beach Walk
Highlights from your plan
The Ringling ©
The Ringling
Stump Pass Beach State Park ©
Stump Pass Beach State Park
Bean Point ©
Bean Point

7
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.
The Metropolitan Museum of Art and Frick Collection will appeal to museum buffs. Deepen your sense of the past at sights like 9/11 Memorial and St. Patrick's Cathedral. The adventure continues: go for a walk through Central Park, examine the collection at New York Public Library, take a stroll through Greenwich Village, and get a taste of the local shopping with SoHo.

For maps, other places to visit, traveler tips, and other tourist information, go to the New York City road trip website .

You can do a combination of flight and bus from Sarasota to New York City in 5.5 hours. Alternatively, you can fly; or drive. Expect colder temperatures when traveling from Sarasota in January; daily highs in New York City reach 5°C and lows reach -5°C. Wrap up your sightseeing on the 27th (Wed) to allow time to travel to Honolulu.

Things to do in New York City

Museums Parks Neighborhoods
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Frick Collection ©
Frick Collection

6
nights
Honolulu, Oahu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Makapuu Lighthouse Trail and USS Arizona Memorial are good opportunities to explore the local culture. Discover out-of-the-way places like Stand-Up Paddleboarding and Scuba & Snorkeling. You'll find plenty of places to visit near Honolulu: Dolphin & Whale Watching (in Kapolei), Ka'ena Point State Park (in Waianae) and Lanikai Beach (in Kailua). There's much more to do: stroll through Koko Crater Railway Trail, enjoy the sand and surf at Waikiki Beach, hit the best photo ops around with an inspiring photography tour, and look for gifts at Honolulu Cookie Company Hilton Hawaiian Village.

To find more things to do, photos, reviews, and other tourist information, you can read our Honolulu driving holiday planning app .

Getting from New York City to Honolulu by combination of bus and flight takes about 14 hours. Other options: fly. The time zone difference when traveling from New York City to Honolulu is minus 5 hours. In January, Honolulu is warmer than New York City - with highs of 32°C and lows of 22°C. Cap off your sightseeing on the 2nd (Tue) early enough to travel to Lahaina.

Things to do in Honolulu

Outdoors Parks Tours

Side Trips

Lanikai Beach, Windward Mall, Scuba & Snorkeling, Dolphin & Whale Watching, Halona Blowhole
Highlights from your plan
Scuba & Snorkeling
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail
Photography Tours

5
nights
Lahaina, Maui

Lahaina ©
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.
Get some cultural insight at Maria Lanakila Catholic Church and Baldwin Home Museum. Get in touch with nature at River Rafting & Tubing and Ho'okipa Beach Park. Go for a jaunt from Lahaina to Haleakala National Park to see Haleakala Crater about 1h 50 min away. Spend the 5th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: see majestic marine mammals with a dolphin and whale watching tour, kick back and relax at Ka'anapali Beach, contemplate the long history of Old Lahaina Courthouse, and take in the dramatic natural features at Nakalele Blowhole.

To find photos, traveler tips, reviews, and more tourist information, go to the Lahaina road trip planning tool .

Traveling by flight from Honolulu to Lahaina takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of flight and bus. Expect a daytime high around 30°C in February, and nighttime lows around 22°C. Cap off your sightseeing on the 7th (Sun) early enough to travel to Hilo.

Things to do in Lahaina

Outdoors Parks Tours

Side Trips

Maui, Haleakala Crater, Ho'okipa Beach Park
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Dolphin & Whale Watching
Ho'okipa Beach Park ©
Ho'okipa Beach Park

3
nights
Hilo, Island of Hawaii

Hilo ©
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.
Your cultural itinerary includes sights like Kalapana and Volcano Art Center. Escape the urban bustle at Akaka Falls State Park and Liliuokalani Gardens. Explore Hilo's surroundings by going to Laupahoehoe Beach Park (in Laupahoehoe), Akatsuka Orchid Gardens (in Volcano) and Hawaii Volcanoes National Park (Sulphur Banks & Holei Sea Arch). Next up on the itinerary: admire the sheer force of Rainbow Falls, stop by Hilo Coffee Mill, enjoy the sand and surf at Richardson Beach Park, and stroll around Carlsmith Beach Park.

To find ratings, where to stay, maps, and tourist information, use the Hilo driving holiday planner.

Getting from Lahaina to Hilo by combination of bus and flight takes about 3.5 hours. Other options: fly; or do a combination of bus and flight. February in Hilo sees daily highs of 32°C and lows of 21°C at night. Wrap up your sightseeing on the 10th (Wed) early enough to drive to Kailua-Kona.

Things to do in Hilo

Parks Outdoors Beaches

Side Trips

Hawaii Volcanoes National Park, Laupahoehoe Beach Park, Akatsuka Orchid Gardens, Hilo Coffee Mill
Highlights from your plan
Sulphur Banks ©
Sulphur Banks
Holei Sea Arch ©
Holei Sea Arch
Rainbow Falls ©
Rainbow Falls

5
nights
Kailua-Kona, Island of Hawaii

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.
Get outdoors at Scuba & Snorkeling and Pololu Valley Lookout. Explore hidden gems such as Dolphin & Whale Watching and The Painted Church. Change things up with these side-trips from Kailua-Kona: Kealakekua Bay (in Captain Cook), Waialea Beach (in Waimea) and Kula Kai Caverns (in Ocean View). The adventure continues: get engrossed in the history at Kona Coffee Living History Farm, get a taste of the local shopping with Hawaii Cigar & Ukulele, look for all kinds of wild species at Kanaloa Octopus Farm, and take in the spiritual surroundings of Mokuaikaua Church.

To find maps, where to stay, reviews, and other tourist information, use the Kailua-Kona trip itinerary builder site .

You can drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. February in Kailua-Kona sees daily highs of 32°C and lows of 24°C at night. Finish up your sightseeing early on the 15th (Mon) so you can travel to Poipu.

Things to do in Kailua-Kona

Parks Nature Wildlife

Side Trips

Captain Cook, Waialea Beach, Pololu Valley Lookout, Hawaii Cigar & Ukulele, Kula Kai Caverns
Highlights from your plan
Dolphin & Whale Watching
Scuba & Snorkeling
Pololu Valley Lookout ©
Pololu Valley Lookout

8
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. Let the collections at Art House Hawaii and Tabora Gallery capture your imagination. Popular historic sites such as Kalalau Lookout and Immaculate Conception Catholic Church are in your itinerary. You'll find plenty of places to visit near Poipu: Ninini Point Lighthouse (in Lihue), Waimea (Polihale State Park & Waimea Canyon State Park) and Kapaa (Kauai Path, Kuilau Ridge Trail, & more). There's lots more to do: kick back and relax at Poipu Beach Park, stroll through Shipwreck Beach, admire the natural beauty at National Tropical Botanical Garden, and explore the striking landscape at Spouting Horn.

To see traveler tips, other places to visit, and other tourist information, read our Poipu online vacation planner .

Traveling by flight from Kailua-Kona to Poipu takes 3 hours. In February, daily temperatures in Poipu can reach 30°C, while at night they dip to 22°C. On the 23rd (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Poipu

Parks Outdoors Beaches

Side Trips

Lihue, Kapaa, Kauai, Waimea, Art House Hawaii
Highlights from your plan
Waimea Canyon State Park ©
Waimea Canyon State Park
Poipu Beach Park ©
Poipu Beach Park
Shipwreck Beach ©
Shipwreck Beach

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