58 days in United States Itinerary

58 days in United States Itinerary

Created using Inspirock United States trip itinerary maker
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Ferry to Billy Bishop Toronto City, Fly to Chicago
1
Chicago
— 4 nights
Fly
2
Philadelphia
— 4 nights
Train
3
New York City
— 4 nights
Fly
4
Boston
— 4 nights
Fly
5
Miami
— 3 nights
Fly
6
Key West
— 3 nights
Fly
7
New Orleans
— 4 nights
Fly
8
Dallas
— 2 nights
Drive
9
Brownsville
— 3 nights
Drive to Valley International Airport, Fly to Las Vegas
10
Las Vegas
— 4 nights
Fly
11
San Francisco
— 10 nights
Fly
12
Seattle
— 3 nights
Fly
13
Kailua-Kona
— 3 nights
Fly
14
Honolulu
— 4 nights
Fly

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Chicago — 4 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, engage your brain at Field Museum, stroll around Millennium Park, and find something for the whole family at Fox in a Box Chicago.

To find where to stay, more things to do, photos, and tourist information, read our Chicago trip planner.

Toronto, Canada to Chicago is an approximately 5-hour combination of ferry and flight. You can also drive; or do a combination of train and car. The time zone difference when traveling from Toronto to Chicago is minus 1 hour. Expect a daytime high around 30°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 19th (Mon) so you can fly to Philadelphia.
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Museums · Parks · Childrens Museums · Zoos & Aquariums

Philadelphia — 4 nights

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Explore the numerous day-trip ideas around Philadelphia: Brandywine River Museum of Art (in Chadds Ford), Hagley Museum And Library (in Wilmington) and Longwood Gardens (in Kennett Square). Next up on the itinerary: contemplate the long history of Independence Hall, take a stroll through Boathouse Row, get engrossed in the history at Eastern State Penitentiary, and admire the masterpieces at Barnes Foundation.

For reviews, traveler tips, ratings, and tourist information, go to the Philadelphia travel planner.

Getting from Chicago to Philadelphia by flight takes about 3.5 hours. Other options: drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Philadelphia. Expect a daytime high around 31°C in September, and nighttime lows around 20°C. On the 23rd (Fri), you'll have the morning to explore before heading off to New York City.
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Museums · Historic Sites · Shopping · Casinos
Side Trips

New York City — 4 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: take in the pleasant sights at Central Park, make a trip to 9/11 Memorial, admire the masterpieces at The Metropolitan Museum of Art, and admire the striking features of Grand Central Terminal.

To find reviews, more things to do, where to stay, and other tourist information, go to the New York City holiday maker site.

Traveling by train from Philadelphia to New York City takes 1.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 31°C, and evening lows to 22°C. Wrap up your sightseeing on the 27th (Tue) to allow time to fly to Boston.
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Parks · Museums · Historic Sites · Neighborhoods

Boston — 4 nights

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Explore Boston's surroundings by going to Marginal Way Walkway (in Ogunquit), Plymouth Rock (in Plymouth) and Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum). The adventure continues: explore the world behind art at Museum of Fine Arts, get to know the fascinating history of Freedom Trail, stroll the grounds of Granary Burying Ground, and wander the streets of North End.

To find photos, more things to do, where to stay, and tourist information, read Boston journey planner.

Traveling by flight from New York City to Boston takes 2.5 hours. Alternatively, you can drive; or take a train. Traveling from New York City in September, things will get a bit cooler in Boston: highs are around 28°C and lows about 17°C. Wrap up your sightseeing on the 1st (Sat) to allow time to fly to Miami.
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Museums · Historic Sites · Tours · Wildlife
Side Trips

Miami — 3 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Explore Miami's surroundings by going to Scuba & Snorkeling (in Key Largo) and Florida Keys Wild Bird Rehabilitation Center (in Tavernier). There's lots more to do: examine the collection at Vizcaya Museum and Gardens, admire the striking features of Freedom Tower at Miami Dade College, admire the masterpieces at Wynwood Walls, and buy something for everyone on your list at Bayside Marketplace.

To see where to stay, more things to do, other places to visit, and more tourist information, you can read our Miami holiday planner.

Traveling by flight from Boston to Miami takes 5 hours. Alternatively, you can drive; or take a bus. Expect much hotter temperatures when traveling from Boston in October; daily highs in Miami reach 36°C and lows reach 27°C. Cap off your sightseeing on the 5th (Wed) early enough to catch the flight to Key West.
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Museums · Wildlife · Shopping · Tours
Side Trips

Key West — 3 nights

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.
Key West is known for sightseeing, museums, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, stop by Peppers of Key West, stroll the grounds of Key West Cemetery, and take in the exciting artwork at Alan S. Maltz Gallery.

For ratings, maps, more things to do, and tourist information, go to the Key West road trip planner.

Traveling by flight from Miami to Key West takes 2.5 hours. Alternatively, you can drive; or take a bus. October in Key West sees daily highs of 35°C and lows of 29°C at night. Finish up your sightseeing early on the 8th (Sat) so you can catch the flight to New Orleans.
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Shopping · Museums · Wildlife · Parks

New Orleans — 4 nights

Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
New Orleans is known for historic sites, nightlife, and museums. Your trip includes some of its best attractions: get to know the fascinating history of French Quarter, examine the collection at The Historic New Orleans Collection, get thoroughly spooked out with a ghost and vampire tour, and walk around New Orleans City Park.

For ratings, photos, and tourist information, go to the New Orleans trip planner.

Fly from Key West to New Orleans in 5.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West to New Orleans, you'll gain 1 hour due to the time zone difference. While traveling from Key West, expect much colder days and a bit cooler nights in New Orleans, ranging from highs of 22°C to lows of 22°C. Cap off your sightseeing on the 12th (Wed) early enough to catch the flight to Dallas.
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Historic Sites · Museums · Neighborhoods · Tours

Dallas — 2 nights

One of the country's most popular shopping destinations, Dallas and its sprawling suburbs include more shopping centers per capita than any other urban center in America.
On the 12th (Wed), steep yourself in history at Fort Worth Stockyards National Historic District and then get great views at Reunion Tower. On the next day, examine the collection at The Sixth Floor Museum at Dealey Plaza, then take in nature's colorful creations at Dallas Arboretum & Botanical Gardens, and then get a new perspective on things with Boat Tours & Water Sports.

To find photos, where to stay, ratings, and tourist information, you can read our Dallas day trip tool.

Fly from New Orleans to Dallas in 3 hours. Alternatively, you can drive; or take a bus. When traveling from New Orleans in October, plan for somewhat warmer days and about the same nights in Dallas: temperatures range from 32°C by day to 19°C at night. Finish your sightseeing early on the 14th (Fri) so you can drive to Brownsville.
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Parks · Historic Sites · Museums · Tours
Side Trips

Brownsville — 3 nights

Brownsville is the county seat of Cameron County, Texas. Explore Brownsville's surroundings by going to Port Isabel (South Padre Island Dolphin Research & Sea Life Nature Center & Port Isabel Lighthouse) and South Padre Island (Sea Turtle, Inc., South Padre Island Birding and Nature Center, &more). There's still lots to do: tour the pleasant surroundings at Brownsville Historic Battlefield Trail, indulge in some personalized pampering at The Carriage House Day Spa, witness the site of a historic battle at Palo Alto Battlefield National Historical Park, and explore the different monuments and memorials at Old City Cemetery.

To see where to stay, more things to do, reviews, and more tourist information, read our Brownsville trip planning website.

Getting from Dallas to Brownsville by car takes about 8 hours. Prepare for somewhat warmer weather when traveling from Dallas in October: high temperatures in Brownsville hover around 36°C and lows are around 24°C. Finish up your sightseeing early on the 17th (Mon) so you can travel to Las Vegas.
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Parks · Historic Sites · Wildlife · Outdoors
Side Trips

Las Vegas — 4 nights

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Step out of Las Vegas to go to Boulder City and see Hoover Dam, which is approximately 50 minutes away. There's lots more to do: make a trip to Fountains of Bellagio, take in panoramic vistas at High Roller, get to know the fascinating history of The Strip, and explore the striking landscape at Red Rock Canyon National Conservation Area.

To see where to stay, ratings, other places to visit, and other tourist information, refer to the Las Vegas trip planning site.

The Route module can help you plan travel from Brownsville to Las Vegas. You'll gain 2 hours traveling from Brownsville to Las Vegas due to the time zone difference. In October, Las Vegas is a bit cooler than Brownsville - with highs of 32°C and lows of 18°C. Finish your sightseeing early on the 21st (Fri) to allow enough time to fly to San Francisco.
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Parks · Nature · Shopping · Historic Sites
Side Trip

San Francisco — 10 nights

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Explore San Francisco's surroundings by going to Napa (Wine Tours & Tastings & Robert Biale Vineyards), St. Helena (VGS Chateau Potelle & Anderson's Conn Valley Vineyards) and Muir Woods National Monument (in Mill Valley). There's still lots to do: step off the mainland to explore Alcatraz Island, browse the different shops at Ferry Building Marketplace, stroll around Crissy Field, and snap pictures at Golden Gate Bridge.

To see more things to do, photos, traveler tips, and more tourist information, you can read our San Francisco visit planner.

Getting from Las Vegas to San Francisco by flight takes about 3 hours. Other options: fly; or drive; or do a combination of bus, train, and subway. When traveling from Las Vegas in October, plan for slightly colder days in San Francisco, with highs around 26°C, while nights are about the same with lows around 15°C. Cap off your sightseeing on the 31st (Mon) early enough to catch the flight to Seattle.
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Parks · Wineries · Museums · Neighborhoods
Side Trips

Seattle — 3 nights

Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.
Seattle is known for museums, sightseeing, and parks. Your trip includes some of its best attractions: take in the exciting artwork at Chihuly Garden and Glass, examine the collection at Museum of History & Industry, wander the streets of Pike Place Market, and take in panoramic vistas at Space Needle.

To find reviews, more things to do, and more tourist information, read Seattle online trip maker.

You can fly from San Francisco to Seattle in 3.5 hours. Other options are to drive; or take a bus. Traveling from San Francisco in October, things will get slightly colder in Seattle: highs are around 20°C and lows about 11°C. Wrap up your sightseeing on the 3rd (Thu) to allow time to fly to Kailua-Kona.
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Parks · Outdoors · Shopping · Museums

Kailua-Kona — 3 nights

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.
On the 4th (Fri), tour the pleasant surroundings at Kona Cloud Forest, then take in the spiritual surroundings of Mokuaikaua Church, then get outside with Outdoor Activities, and finally take in the waterfront at Kailua Pier. On the 5th (Sat), you'll have a packed day of sightseeing: relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm, then explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, then enjoy the sand and surf at Kahaluu Beach, and finally wander the streets of Holualoa Village.

For reviews, more things to do, maps, and other tourist information, go to the Kailua-Kona online attractions planner.

Getting from Seattle to Kailua-Kona by flight takes about 8 hours. Other options: fly. You'll gain 2 hours traveling from Seattle to Kailua-Kona due to the time zone difference. Traveling from Seattle in November, things will get much hotter in Kailua-Kona: highs are around 34°C and lows about 26°C. Wrap up your sightseeing on the 6th (Sun) to allow time to fly to Honolulu.
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Parks · Wildlife · Outdoors · Tours
Side Trips

Honolulu — 4 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Honolulu is known for historic sites, wildlife, and sightseeing. Your trip includes some of its best attractions: stroll the grounds of USS Arizona Memorial, buy something for everyone on your list at Ala Moana Center, capture your vacation like a pro with an inspiring photography tour, and see some colorful creatures with a scuba or snorkeling tour.

To see maps, more things to do, reviews, and tourist information, go to the Honolulu road trip planner.

Getting from Kailua-Kona to Honolulu by flight takes about 2.5 hours. Other options: fly. In November in Honolulu, expect temperatures between 34°C during the day and 26°C at night. Cap off your sightseeing on the 10th (Thu) early enough to catch the flight back home.
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Outdoors · Parks · Wildlife · Historic Sites
Side Trip

United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
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.
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