59 days in United States Itinerary

59 days in United States Itinerary

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Route & dates

59 days in United States Itinerary

Start: Cebu City, Cebu Island
Fly:  23​h 45​min
1
Chicago
— 6 nights
Fly + Bus:  4​h 45​min
2
New York City
— 6 nights
Drive:  3​h
3
Cape May
— 1 night
Drive:  4​h
4
Arlington
— 2 nights
Drive:  2​h 45​min
5
Williamsburg
— 3 nights
Drive:  1​h 15​min
6
Virginia Beach
— 2 nights
Fly:  3​h 30​min
7
Charlotte
— 1 night
Drive:  2​h 30​min
8
Asheville
— 4 nights
Drive + Fly:  5​h
9
Orlando
— 4 nights
Fly:  4​h 15​min
10
Key West
— 5 nights
Fly:  2​h 30​min
11
Miami
— 4 nights
Fly:  5​h 15​min
12
Austin
— 3 nights
Drive:  1​h 30​min
13
San Antonio
— 2 nights
Fly:  6​h
14
San Francisco
— 7 nights
Fly:  6​h 45​min
15
Cleveland
— 3 nights
Fly:  6​h 30​min
16
Los Angeles
— 3 nights
Fly:  20​h 15​min
End: Cebu City, Cebu Island

6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get some cultural insight at Chicago Riverwalk and Chicago Cultural Center. Step off the beaten path and head to Lakefront Trail and Basilica of the Sacred Heart. Explore the numerous day-trip ideas around Chicago: Starved Rock State Park (in Utica), Cantigny Park (in Wheaton) and Milwaukee (Chudnow Museum of Yesteryear, Milwaukee Art Museum, & more). There's much more to do: explore the world behind art at The Art Institute of Chicago, examine the collection at Oriental Institute Museum, take in the spiritual surroundings of Baha'i House of Worship, and admire the striking features of Holy Name Cathedral.

To see maps, other places to visit, where to stay, and other tourist information, use the Chicago trip builder site .

Cebu City, Philippines to Chicago is an approximately 24-hour flight. You can also do a combination of ferry and flight; or do a combination of bus and flight. You'll gain 14 hours traveling from Cebu City to Chicago due to the time zone difference. In October, Chicago is cooler than Cebu City - with highs of 21°C and lows of 11°C. Finish up your sightseeing early on the 17th (Thu) so you can travel to New York City.

Things to do in Chicago

Museums Historic Sites Parks

Side Trips

Milwaukee, Baha'i House of Worship, Basilica of the Sacred Heart, Starved Rock State Park, Volo Auto Museum
Highlights from your plan
Lakefront Trail ©
Lakefront Trail
Starved Rock State Park ©
Starved Rock State Park
Milwaukee Art Museum ©
Milwaukee Art Museum

6
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 9/11 Memorial and The Met Cloisters. You'll explore the less-touristy side of things at Frick Collection and Independence National Historical Park. Explore the numerous day-trip ideas around New York City: Hyde Park (Vanderbilt Mansion National Historic Site, Home of Franklin D. Roosevelt, & more) and Walkway Over the Hudson State Historic Park (in Poughkeepsie). Next up on the itinerary: admire the masterpieces at The Metropolitan Museum of Art, engage your brain at Gulliver's Gate, take in the architecture and atmosphere at St. Patrick's Cathedral, and learn more about the world around you at American Museum of Natural History.

To see ratings, reviews, other places to visit, and more tourist information, read New York City trip planner.

You can do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can fly; or drive. The time zone difference when traveling from Chicago to New York City is 1 hour. Traveling from Chicago in October, New York City is somewhat warmer at night with lows of 16°C. Finish up your sightseeing early on the 23rd (Wed) so you can go by car to Cape May.

Things to do in New York City

Museums Historic Sites Parks

Side Trips

Hyde Park, Independence National Historical Park, Brooklyn Heights Promenade, Walkway Over the Hudson State Historic Park
Highlights from your plan

1
night
Cape May

Cape May ©
Cape May represents the other Jersey Shore--the one you don't see on TV--the one with a rich history and a refined, relaxed atmosphere.
Start off your visit on the 24th (Thu): enjoy the sand and surf at Cape May City Beaches, see the interesting displays at Cape May Lighthouse, and then tour the pleasant surroundings at Wildwood Beach.

To find more things to do, where to stay, ratings, and tourist information, you can read our Cape May online journey planner .

Drive from New York City to Cape May in 3 hours. Alternatively, you can take a bus; or do a combination of train, tram, and bus. Traveling from New York City in October, you can expect nighttime temperatures to be slightly colder in Cape May, with lows of 13°C. Finish your sightseeing early on the 24th (Thu) so you can drive to Arlington.

Things to do in Cape May

Beaches Parks Outdoors

Side Trip

Wildwood Beach
Highlights from your plan
Cape May Lighthouse ©
Cape May Lighthouse
Cape May City Beaches ©
Cape May City Beaches
Wildwood Beach ©
Wildwood Beach

2
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Kick off your visit on the 25th (Fri): don't miss a visit to John F. Kennedy Grave Site, then explore the different monuments and memorials at Arlington National Cemetery, then get to know the fascinating history of The Tomb of the Unknown Soldier, and finally see the interesting displays at Steven F. Udvar-Hazy Center. On the next day, steep yourself in history at The Rising Sun Tavern, admire the masterpieces at Gari Melchers Home and Studio at Belmont, then contemplate the long history of Arlington House - The Robert E. Lee Memorial, then pause for some photo ops at Women in Military Service for America Memorial, and finally appreciate the history behind Air Force Memorial.

To see photos, ratings, more things to do, and more tourist information, go to the Arlington trip builder app .

Traveling by car from Cape May to Arlington takes 4 hours. Alternatively, you can do a combination of ferry and bus; or take a bus. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Cap off your sightseeing on the 26th (Sat) early enough to go by car to Williamsburg.

Things to do in Arlington

Historic Sites Museums

Side Trips

Steven F. Udvar-Hazy Center, The Rising Sun Tavern, Gari Melchers Home and Studio at Belmont
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier

3
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Popular historic sites such as Historic Jamestowne and Jamestown Settlement are in your itinerary. You'll explore and learn at Virginia Museum of Fine Arts and St. Luke's Historic Church & Museum. Take a break from Williamsburg with a short trip to The Mariners' Museum & Park in Newport News, about 38 minutes away. There's still lots to do: steep yourself in history at Governor's Palace, take in the architecture and atmosphere at Bruton Parish Episcopal Church, and take in the history at American Revolution Museum at Yorktown.

To see other places to visit, reviews, ratings, and other tourist information, use the Williamsburg trip planner .

You can drive from Arlington to Williamsburg in 3 hours. Alternatively, you can take a train; or do a combination of flight and bus. In October, plan for daily highs up to 28°C, and evening lows to 15°C. Finish your sightseeing early on the 29th (Tue) so you can drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Parks

Side Trips

Yorktown, The Mariners' Museum & Park, St. Luke's Historic Church & Museum, Virginia Museum of Fine Arts
Highlights from your plan
Jamestown Settlement ©
Jamestown Settlement
Historic Jamestowne ©
Historic Jamestowne
Virginia Museum of Fine Arts ©
Virginia Museum of Fine Arts

2
nights
Virginia Beach

Virginia Beach ©
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Kick off your visit on the 30th (Wed): tour the pleasant surroundings at Sandbridge Beach and then learn about all things military at Military Aviation Museum. Here are some ideas for day two: observe the fascinating underwater world at Virginia Aquarium & Marine Science Center, kick back and relax at Virginia Beach, and then take in the waterfront at Virginia Beach Boardwalk.

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

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In October, daytime highs in Virginia Beach are 27°C, while nighttime lows are 15°C. Finish your sightseeing early on the 31st (Thu) to allow enough time to travel to Charlotte.

Things to do in Virginia Beach

Parks Beaches Outdoors
Highlights from your plan
Virginia Beach ©
Virginia Beach
Sandbridge Beach ©
Sandbridge Beach

1
night
Charlotte

Charlotte ©
A rapidly growing city in central North Carolina, Charlotte is the state's largest urban center and a major regional hub for finance, industry, technology, and entertainment.
Start off your visit on the 1st (Fri): examine the collection at Wells Fargo Museum, then examine the collection at NASCAR Hall of Fame, then explore the world behind art at The Harvey B. Gantt Center for African-American Arts + Culture, and finally examine the collection at Mint Museum Uptown.

For maps, where to stay, reviews, and more tourist information, you can read our Charlotte trip tool .

You can fly from Virginia Beach to Charlotte in 3.5 hours. Other options are to drive; or do a combination of bus and flight. Plan for little chillier nights when traveling from Virginia Beach in October since evenings lows in Charlotte dip to 12°C. Wrap up your sightseeing on the 1st (Fri) to allow time to drive to Asheville.

Things to do in Charlotte

Museums
Highlights from your plan
NASCAR Hall of Fame ©
NASCAR Hall of Fame
Mint Museum Uptown ©
Mint Museum Uptown

4
nights
Asheville

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Appreciate the collections at Wheels Through Time Transportation Museum and Museum of the Cherokee Indian. Your cultural itinerary includes sights like Basilica of Saint Lawrence and Southern Highland Craft Guild Folk Art Center. Explore Asheville's surroundings by going to Grandfather Mountain (in Linville), Dry Falls (in Highlands) and River Rafting & Tubing (in Bryson City). The adventure continues: cruise along Blue Ridge Pkwy and explore the wealth of natural beauty at The North Carolina Arboretum.

To find where to stay, ratings, photos, and more tourist information, read our Asheville route builder site .

You can drive from Charlotte to Asheville in 2.5 hours. Alternatively, you can fly; or do a combination of flight and car. In November, plan for daily highs up to 17°C, and evening lows to 2°C. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel to Orlando.

Things to do in Asheville

Nature Parks Outdoors

Side Trips

River Rafting & Tubing, Blue Ridge Pkwy, Dry Falls, Museum of the Cherokee Indian, Wheels Through Time Transportation Museum
Highlights from your plan
Dry Falls ©
Dry Falls
River Rafting & Tubing

4
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Do some cultural sightseeing at The Dali Museum and Charles Hosmer Morse Museum of American Art. Get some historical perspective at Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. Change things up with these side-trips from Orlando: St. Augustine Beach (in Saint Augustine Beach), St. Augustine Pirate & Treasure Museum (in St. Augustine) and Stand-Up Paddleboarding (in Crystal River). There's more to do: test your team's savvy at popular escape rooms and discover the magic at Happily Ever After Fireworks.

For more things to do, where to stay, ratings, and other tourist information, you can read our Orlando trip itinerary planning tool .

You can do a combination of car and flight from Asheville to Orlando in 5 hours. Other options are to fly; or drive. While traveling from Asheville, expect a bit warmer days and much warmer nights in Orlando, ranging from highs of 30°C to lows of 19°C. Wrap up your sightseeing on the 9th (Sat) early enough to travel to Key West.

Things to do in Orlando

Museums Outdoors Tours

Side Trips

St. Augustine, Ponce de Leon Inlet Lighthouse & Museum, Stand-Up Paddleboarding, Charles Hosmer Morse Museum of American Art, The Dali Museum
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
The Dali Museum ©
The Dali Museum

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 explore and learn at Truman Little White House and Key West Lighthouse and Keeper's Quarters Museum. Get some cultural insight at Fort Zachary Taylor and U.S. Coast Guard Cutter Ingham Maritime Museum. Venture out of the city with trips to Marathon (The Turtle Hospital & Sombrero Beach) and Bahia Honda State Park (in Big Pine Key). Spend the 11th (Mon) exploring nature at Dry Tortugas National Park. There's lots more to do: take a memorable tour with Tours, explore the different monuments and memorials at Key West Cemetery, see the interesting displays at The Ernest Hemingway Home and Museum, and cast your line with a fishing tour.

To see where to stay, maps, more things to do, and tourist information, refer to the Key West trip planner.

Traveling by flight from Orlando to Key West takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Orlando in November, you can expect nighttime temperatures to be a bit warmer in Key West, with lows of 26°C. Cap off your sightseeing on the 14th (Thu) early enough to travel to Miami.

Things to do in Key West

Outdoors Parks Wildlife

Side Trips

Marathon, Bahia Honda State Park
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Fort Zachary Taylor ©
Fort Zachary Taylor
Dolphin & Whale Watching

4
nights
Miami

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Step out of the city life by going to Fishing Charters & Tours and Nature & Wildlife Tours. Discover out-of-the-way places like Scuba & Snorkeling and Florida Keys Wild Bird Rehabilitation Center. Step out of Miami to go to Key Largo and see John Pennekamp Coral Reef State Park, which is approximately 1h 15 min away. Next up on the itinerary: get to know the fascinating history of Art Deco Historic District and take in the waterfront at Miami Beach Boardwalk.

Inspirock's itinerary builder makes planning a Miami trip simple and quick.

Getting from Key West to Miami by flight takes about 2.5 hours. Other options: do a combination of flight and bus; or drive. In November, daily temperatures in Miami can reach 32°C, while at night they dip to 24°C. Wrap up your sightseeing on the 18th (Mon) to allow time to travel to Austin.

Things to do in Miami

Wildlife Tours Outdoors

Side Trips

Key Largo, Miami Beach, Islamorada, Nature & Wildlife Tours
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Nature & Wildlife Tours

3
nights
Austin

Austin ©
Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Museum-lovers will appreciate LBJ Presidential Library and Bullock Texas State History Museum. Get in touch with nature at Lady Bird Lake Hike-and-Bike Trail and Barton Springs Pool. Explore the numerous day-trip ideas around Austin: Fredericksburg (Grape Creek Vineyards & Enchanted Rock State Natural Area). There's lots more to do: admire the striking features of Texas State Capitol, contemplate the long history of The Driskill, and have some family-friendly fun at The Escape Game Austin.

To find more things to do, where to stay, ratings, and more tourist information, read our Austin trip itinerary builder website .

Fly from Miami to Austin in 5.5 hours. Alternatively, you can do a combination of train and flight; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. In November, Austin is a bit cooler than Miami - with highs of 25°C and lows of 13°C. Cap off your sightseeing on the 21st (Thu) early enough to go by car to San Antonio.

Things to do in Austin

Parks Nature Museums

Side Trip

Fredericksburg
Highlights from your plan
Enchanted Rock State Natural Area ©
Enchanted Rock State Natural Area
LBJ Presidential Library ©
LBJ Presidential Library
Bullock Texas State History Museum ©
Bullock Texas State History Museum

2
nights
San Antonio

San Antonio ©
As the state’s second largest city, San Antonio embodies Texas’ rich cultural heritage while maintaining the Old West charm of an oil town.
Start off your visit on the 22nd (Fri): take in the architecture and atmosphere at San Fernando De Bexar Cathedral, trek along The San Antonio River Walk, then take in the history at Mission San Jose, then admire the architecture and history at Mission Concepcion, and finally explore the world behind art at McNay Art Museum. On the next day, contemplate the long history of The Alamo and then explore the fascinating underground world of Natural Bridge Caverns.

For reviews, ratings, photos, and more tourist information, read our San Antonio travel route planner .

You can drive from Austin to San Antonio in 1.5 hours. Alternatively, you can take a bus; or take a train. November in San Antonio sees daily highs of 27°C and lows of 14°C at night. Finish your sightseeing early on the 23rd (Sat) to allow enough time to travel to San Francisco.

Things to do in San Antonio

Historic Sites Nature Parks
Highlights from your plan
Mission San Jose ©
Mission San Jose
San Fernando De Bexar Cathedral ©
San Fernando De Bexar Cathedral
The Alamo ©
The Alamo

7
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get in touch with nature at Alcatraz Island and Marin Headlands. Get some cultural insight at Golden Gate Bridge and Walt Disney Family Museum. You'll find plenty of places to visit near San Francisco: Sacramento (California State Railroad Museum & Crocker Art Museum), Muir Woods National Monument (in Mill Valley) and VJB Cellars (in Kenwood). There's much more to do: explore the striking landscape of Presidio of San Francisco, explore the activities along San Francisco Bay, examine the collection at Cable Car Museum, and tour the pleasant surroundings at Lands End.

To see more things to do and tourist information, you can read our San Francisco road trip planning website .

You can fly from San Antonio to San Francisco in 6 hours. Other options are to do a combination of bus and flight; or drive. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. While traveling from San Antonio, expect little chillier days and about the same nights in San Francisco, ranging from highs of 20°C to lows of 12°C. Wrap up your sightseeing by early afternoon on the 30th (Sat) to allow time for travel to Cleveland.

Things to do in San Francisco

Parks Nature Historic Sites

Side Trips

Sacramento, Marin Headlands, Muir Woods National Monument, Armstrong Redwood State Reserve, VJB Cellars
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
California State Railroad Museum ©
California State Railroad Museum
Presidio of San Francisco ©
Presidio of San Francisco

3
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
On the 1st (Sun), contemplate the long history of USS Cod Submarine Memorial, then admire the masterpieces at The Cleveland Museum of Art, then make a trip to University Circle, and finally take a stroll through Historic Little Italy in Cleveland. Here are some ideas for day two: stroll the grounds of Lake View Cemetery, then pause for some photo ops at James A. Garfield Monument, then learn more about the world around you at Cleveland Museum of Natural History, and finally don't miss a visit to Heinen's Downtown.

To find maps, where to stay, more things to do, and other tourist information, refer to the Cleveland online vacation builder .

You can fly from San Francisco to Cleveland in 7 hours. Other options are to drive; or take a train. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. Prepare for a bit cooler weather when traveling from San Francisco in November: high temperatures in Cleveland hover around 13°C and lows are around 4°C. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow enough time to travel to Los Angeles.

Things to do in Cleveland

Historic Sites Museums Neighborhoods
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
A Christmas Story House ©
A Christmas Story House
Cleveland Museum of Natural History ©

3
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Do some cultural sightseeing at The Getty Center and Hollywood Walk of Fame. Museum-lovers will appreciate Battleship USS Iowa Museum and The Nethercutt Collection. When in Los Angeles, make a side trip to see Glass Church / Wayfarers Chapel in Rancho Palos Verdes, approximately 48 minutes away. There's much more to do: see the sky in a new way at Griffith Observatory, see the interesting displays at Hollywood Bowl Museum, admire the landmark architecture of Bradbury Building, and admire the masterpieces at The Broad.

To see maps, more things to do, other places to visit, and more tourist information, refer to the Los Angeles trip builder tool .

Traveling by flight from Cleveland to Los Angeles takes 6.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 3 hours traveling from Cleveland to Los Angeles. Expect much hotter weather when traveling from Cleveland in December: highs in Los Angeles hover around 24°C, while lows dip to 11°C. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow enough time to travel back home.

Things to do in Los Angeles

Museums Historic Sites Childrens Museums

Side Trip

Glass Church / Wayfarers Chapel
Highlights from your plan
The Getty Center ©
The Getty Center
Griffith Observatory ©
Griffith Observatory
The Nethercutt Collection ©
The Nethercutt Collection

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