29 days in United States Itinerary

29 days in United States Itinerary

Created using Inspirock United States trip itinerary builder

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Route & dates

29 days in United States Itinerary

Start: Sydney
Fly:  17​h
1
San Francisco
— 1 night
Fly + Bus:  8​h 45​min
2
New York City
— 2 nights
Bus + Fly:  4​h 45​min
3
Charleston
— 2 nights
Drive:  2​h 15​min
4
Savannah
— 3 nights
Drive:  3​h 15​min
5
St. Augustine, Florida
— 3 nights
Drive + Fly:  5​h 45​min
6
Key West
— 2 nights
Fly:  7​h 30​min
7
Branson
— 2 nights
Fly:  11​h 45​min
8
Honolulu, Oahu
— 2 nights
Fly:  3​h 15​min
9
Lahaina, Maui
— 6 nights
Fly:  14​h 30​min
End: Sydney

1
night
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 28th (Sat), examine the collection at de Young Museum, take in the views from Golden Gate Bridge, then take in the waterfront at Fisherman's Wharf, and finally explore and take pictures at Alcatraz Island. Keep things going the next day: explore and take pictures at Twin Peaks.

Use Inspirock's suggestions to plan your San Francisco trip and find the best activities and attractions for your vacation.

Sydney, Australia to San Francisco is an approximately 17-hour flight. You can also do a combination of flight and train; or do a combination of flight, shuttle, and bus. The time zone changes from Australian Eastern Standard Time (New South Wales) to Pacific Standard Time, which is usually a -18 hour difference. In September, daily temperatures in San Francisco can reach 28°C, while at night they dip to 17°C. Wrap up your sightseeing on the 29th (Sun) early enough to travel to New York City.

Things to do in San Francisco

Historic Sites Parks Nature
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

2
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.
Museum-lovers will appreciate The Metropolitan Museum of Art and American Museum of Natural History. Your cultural itinerary includes sights like 9/11 Memorial and New York Public Library. There's still lots to do: explore and take pictures at Central Park, take a stroll through Times Square, take in the architecture and atmosphere at St. Patrick's Cathedral, and admire the masterpieces at The Museum of Modern Art (MoMA).

For traveler tips, maps, and other tourist information, use the New York City online driving holiday planner .

You can do a combination of flight and bus from San Francisco to New York City in 9 hours. Alternatively, you can fly; or drive. The time zone difference when traveling from San Francisco to New York City is 3 hours. Expect a bit warmer evenings in New York City when traveling from San Francisco in September, with lows around 22°C. Finish up your sightseeing early on the 2nd (Wed) so you can travel to Charleston.

Things to do in New York City

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

2
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Kick off your visit on the 3rd (Thu): learn about all things military at Patriots Point and then contemplate the long history of Fort Sumter National Monument. On your second day here, get up close to creatures of the deep with a dolphin and whale watching tour, then admire all the interesting features of Riley Waterfront Park, and then take in the local highlights with Walking tours.

To see where to stay, maps, photos, and more tourist information, you can read our Charleston holiday maker tool .

Getting from New York City to Charleston by combination of bus and flight takes about 5 hours. Other options: fly; or drive. When traveling from New York City in October, plan for a bit warmer days in Charleston, with highs around 30°C, while nights are about the same with lows around 18°C. Wrap up your sightseeing on the 4th (Fri) early enough to drive to Savannah.

Things to do in Charleston

Museums Tours Historic Sites

Side Trip

Patriots Point
Highlights from your plan
Patriots Point ©
Patriots Point
Dolphin & Whale Watching
Fort Sumter National Monument ©
Fort Sumter National Monument

3
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
You'll discover tucked-away gems like Coligny Beach and Hilton Head Island Bike Trails. Get in touch with nature at Dolphin & Whale Watching and Speed Boats Tours. Take a break from Savannah with a short trip to Tybee Island Lighthouse Museum in Tybee Island, about 30 minutes away. And it doesn't end there: stroll the grounds of Bonaventure Cemetery, steep yourself in history at Fort Pulaski National Monument, delve into the mystery of Olde Pink House, and tour the pleasant surroundings at Forsyth Park.

Start your trip to Savannah by creating a personalized itinerary on Inspirock.

Traveling by car from Charleston to Savannah takes 2.5 hours. Alternatively, you can take a bus. In October in Savannah, expect temperatures between 30°C during the day and 18°C at night. Finish up your sightseeing early on the 7th (Mon) so you can go by car to St. Augustine.

Things to do in Savannah

Outdoors Historic Sites Parks

Side Trips

Hilton Head, Tybee Island
Highlights from your plan
Olde Pink House ©
Olde Pink House
Dolphin & Whale Watching
Bonaventure Cemetery ©
Bonaventure Cemetery

3
nights
St. Augustine, Florida

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Step off the beaten path and head to St. Augustine Beach and Frank Butler County Park West. Visit Beach at Daytona Beach and Crescent Beach Public Beach for some beach relaxation. There's still lots to do: visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., examine the collection at St. Augustine Pirate & Treasure Museum, take in the architecture and atmosphere at Cathedral Basilica of St. Augustine, and look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park.

To find ratings, maps, reviews, and tourist information, read our St. Augustine trip planner .

Traveling by car from Savannah to St. Augustine takes 3.5 hours. Alternatively, you can take a bus; or take a train. Plan for a bit warmer nights when traveling from Savannah in October since evenings lows in St. Augustine dip to 22°C. Wrap up your sightseeing on the 10th (Thu) to allow time to travel to Key West.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Crescent Beach Public Beach, Beach at Daytona Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach

2
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.
Explore hidden gems such as Fishing Charters & Tours and Dry Tortugas National Park. Get some historical perspective at Truman Little White House and Fort Zachary Taylor. There's lots more to do: cruise along The Overseas Highway, get a new perspective on things with Boat Tours & Water Sports, and brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum.

To find more things to do, other places to visit, reviews, and more tourist information, read Key West road trip planning site .

Traveling by combination of car and flight from St. Augustine to Key West takes 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Prepare for a bit warmer weather when traveling from St. Augustine in October: high temperatures in Key West hover around 35°C and lows are around 29°C. Cap off your sightseeing on the 13th (Sun) early enough to travel to Branson.

Things to do in Key West

Outdoors Parks Nature
Highlights from your plan
Truman Little White House ©
Truman Little White House
Dry Tortugas National Park ©
Dry Tortugas National Park
Fort Zachary Taylor ©
Fort Zachary Taylor

2
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Do some cultural sightseeing at Thorncrown Chapel and Titanic Museum. Take a break from the city and head to Turpentine Creek Wildlife Refuge and Table Rock Lake. Venture out of the city with trips to Mansfield (Mansfield Cemetery & Laura Ingalls Wilder Historic Home and Museum) and Eureka Springs (Quicksilver Gallery & St. Elizabeth's Catholic Church). There's still lots to do: look for all kinds of wild species at Shepherd of the Hills Fish Hatchery and pause for some serene contemplation at Our Lady of the Lake Catholic Church.

Ask Inspirock to suggest an itinerary and make planning a trip to Branson fast, fun, and easy.

Traveling by flight from Key West to Branson takes 7.5 hours. Alternatively, you can do a combination of flight and car; or drive. You'll gain 1 hour traveling from Key West to Branson due to the time zone difference. When traveling from Key West in October, plan for a bit cooler days in Branson, with highs around 25°C, while nights are much colder with lows around 11°C. Cap off your sightseeing on the 16th (Wed) early enough to travel to Honolulu.

Things to do in Branson

Parks Historic Sites Wildlife

Side Trips

Eureka Springs, Mansfield, Table Rock Lake
Highlights from your plan
Turpentine Creek Wildlife Refuge ©
Turpentine Creek Wildlife Refuge
Thorncrown Chapel ©
Thorncrown Chapel
Titanic Museum ©
Titanic Museum

2
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.
Step out of the city life by going to Kailua Beach Park and Lanikai Beach. Your cultural itinerary includes sights like Battleship Missouri Memorial and USS Arizona Memorial. Next up on the itinerary: see the interesting displays at Iolani Palace, stroll through Koko Crater Railway Trail, and get a new perspective on things with Boat Tours & Water Sports.

For reviews, photos, traveler tips, and more tourist information, read Honolulu online holiday builder .

Getting from Branson to Honolulu by flight takes about 12 hours. Other options: do a combination of car and flight; or do a combination of bus and flight. The time zone changes from Central Standard Time (CST) to Hawaii Standard Time (HST), which is usually a -4 hour difference. Traveling from Branson in October, expect nights in Honolulu to be much hotter, around 27°C, while days are somewhat warmer, around 36°C. Wrap up your sightseeing on the 19th (Sat) to allow time to travel to Lahaina.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trip

Kailua
Highlights from your plan
Battleship Missouri Memorial ©
Battleship Missouri Memorial
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

6
nights
Lahaina, 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.
Your itinerary includes some good beach time at Kahekili Beach Park and Wailea Beach. Head to Reeflections Fine Art Gallery and Maui On Metalfor plenty of shopping. Change things up with these side-trips from Lahaina: Kihei (Stand-Up Paddleboarding & Scuba & Snorkeling), Helicopter Tours (in Kahului) and Ho'okipa Beach Park (in Paia). There's lots more to do: look for all kinds of wild species at Wildlife Areas, make a trip to Lahaina Banyan Court, view the masterpieces at Kai Pua Artist Studio, and enjoy the sand and surf at Napili Beach.

To see traveler tips, where to stay, photos, and more tourist information, refer to the Lahaina trip itinerary maker site .

Getting from Honolulu to Lahaina by flight takes about 3.5 hours. Other options: do a combination of flight and ferry; or do a combination of flight and bus. Expect a daytime high around 34°C in October, and nighttime lows around 26°C. You will have some time to spend on the 25th (Fri) before leaving for home.

Things to do in Lahaina

Outdoors Tours Parks

Side Trips

Helicopter Tours, Scuba & Snorkeling, Wailea Beach, Ho'okipa Beach Park, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach ©
Wailea Beach

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