43 days in United States & St. Thomas Itinerary

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.

Your cultural itinerary includes sights like Fort Zachary Taylor and Key West Cemetery. Museum-lovers will get to explore Truman Little White House and U.S. Coast Guard Cutter Ingham Maritime Museum. You'll find plenty of places to visit near Key West: Dolphin Research Center (in Grassy Key) and The Turtle Hospital (in Marathon). And it doesn't end there: take a tour by water with Boat Tours & Water Sports, take in the exciting artwork at 7 Artists & Friends Gallery, visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

To find maps, traveler tips, photos, and other tourist information, refer to the Key West trip itinerary website.

Sao Paulo, Brazil to Key West is an approximately 14-hour flight. You'll gain 2 hours traveling from Sao Paulo to Key West due to the time zone difference. December in Key West sees daily highs of 30°C and lows of 25°C at night. Cap off your sightseeing on the 23rd (Mon) early enough to travel to 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.

Start off your visit on the 24th (Tue): pause for some serene contemplation at Basilica of the National Shrine of Mary, Queen of the Universe and then admire the striking features of Stetson Mansion. Here are some ideas for day two: revel in the low prices at Orlando International Premium Outlets and then test your problem-solving skills at The Escape Game Orlando.

To find other places to visit, more things to do, ratings, and more tourist information, you can read our Orlando trip itinerary tool.

Getting from Key West to Orlando by flight takes about 4.5 hours. Other options: drive; or take a bus. Plan for a bit cooler nights when traveling from Key West in December since evenings lows in Orlando dip to 17°C. Wrap up your sightseeing on the 25th (Wed) early enough to travel to Asheville.

Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.

Start off your visit on the 26th (Thu): indulge in some personalized pampering at some of the best spas and then take a memorable drive along Blue Ridge Pkwy. On your second day here, admire the natural beauty at Biltmore and then see the interesting displays at The Folk Art Center.

To see maps, photos, and tourist information, you can read our Asheville day trip tool.

You can fly from Orlando to Asheville in 5.5 hours. Other options are to drive; or do a combination of train and bus. Prepare for colder weather when traveling from Orlando in December: high temperatures in Asheville hover around 14°C and lows are around 1°C. Wrap up your sightseeing on the 27th (Fri) early enough to drive to Nashville.

Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.

Start off your visit on the 28th (Sat): wander the streets of Downtown Nashville and then get engrossed in the history at The Johnny Cash Museum & Cafe. Get ready for a full day of sightseeing on the 29th (Sun): contemplate the long history of Belle Meade Plantation, then take in the history at Lotz House Museum, then examine the collection at RCA Studio B, and finally contemplate the long history of Andrew Jackson's Hermitage.

To find photos, traveler tips, and other tourist information, read Nashville travel itinerary planner.

Drive from Asheville to Nashville in 5.5 hours. Alternatively, you can fly; or do a combination of car, bus, and subway. The time zone difference when traveling from Asheville to Nashville is minus 1 hour. In December, daytime highs in Nashville are 13°C, while nighttime lows are 2°C. Wrap up your sightseeing on the 29th (Sun) to allow time to travel to 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.

Kick off your visit on the 30th (Mon): admire the landmark architecture of St. Louis Cathedral, then wander the streets of Royal Street, then explore the different monuments and memorials at Lafayette Cemetery No.1, and finally appreciate the extensive heritage of Garden District. Keep things going the next day: see the interesting displays at Blaine Kern's Mardi Gras World and then learn about all things military at The National WWII Museum.

To find photos, where to stay, traveler tips, and more tourist information, go to the New Orleans trip itinerary builder website.

Traveling by flight from Nashville to New Orleans takes 4.5 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Nashville in December, New Orleans is warmer at night with lows of 16°C. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel to 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.

On the 1st (Wed), contemplate the long history of Mission San Jose, then contemplate the long history of The Alamo, then shop like a local with The San Antonio River Walk, and finally take in the architecture and atmosphere at San Fernando De Bexar Cathedral.

To see maps, other places to visit, photos, and tourist information, use the San Antonio day trip tool.

Traveling by flight from New Orleans to San Antonio takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from New Orleans in December, you will find days in San Antonio are somewhat warmer (22°C), and nights are a bit cooler (9°C). Finish up your sightseeing early on the 1st (Wed) so you can travel to Las Vegas.

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.

Get a sense of the local culture at The Mob Museum and Wayne Newton's Casa de Shenandoah. Museum-lovers will appreciate Counts Kustoms and The Neon Museum. When in Las Vegas, make a side trip to see Valley of Fire State Park in Overton, approximately Overton away. Next up on the itinerary: get a taste of the local shopping with The Strip and make a trip to Fountains of Bellagio.

For reviews, ratings, other places to visit, and more tourist information, use the Las Vegas online trip itinerary planner.

Getting from San Antonio to Las Vegas by flight takes about 5.5 hours. Other options: drive; or take a bus. The time zone difference when traveling from San Antonio to Las Vegas is minus 2 hours. Traveling from San Antonio in January, expect nights in Las Vegas to be about the same, around 5°C, while days are a bit cooler, around 17°C. Finish up your sightseeing early on the 4th (Sat) so you can travel to San Diego.

Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.

Deepen your sense of the past at sights like Old Town San Diego State Historic Park and Old Point Loma Lighthouse. Your itinerary includes some good beach time at La Jolla Shores Park and South Carlsbad State Beach. There's still lots to do: explore the different monuments and memorials at Fort Rosecrans Cemetery and enjoy the sand and surf at Coronado Beach.

To find other places to visit, traveler tips, and more tourist information, read our San Diego road trip site.

You can fly from Las Vegas to San Diego in 3.5 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer temperatures traveling from Las Vegas in January, with highs in San Diego at 22°C and lows at 12°C. Finish up your sightseeing early on the 7th (Tue) so you can go by car to Los Angeles.

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.

You'll explore the less-touristy side of things at The Getty Center and The Huntington Library, Art Museum and Botanical Gardens. Let the collections at Ronald Reagan Presidential Library and Museum and Petersen Automotive Museum capture your imagination. You'll find plenty of places to visit near Los Angeles: Mission San Juan Capistrano (in San Juan Capistrano) and Heisler Park (in Laguna Beach). It doesn't end there: look and learn at Griffith Observatory.

Make your Los Angeles itinerary with Inspirock to find out what to see and where to go.

Drive from San Diego to Los Angeles in 2.5 hours. Alternatively, you can take a bus; or fly. In January, daytime highs in Los Angeles are 24°C, while nighttime lows are 11°C. Finish up your sightseeing early on the 10th (Fri) so you can travel to San Francisco.

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.

Walt Disney Family Museum and Cable Car Museum will appeal to museum buffs. Satisfy your inner culture vulture at Alcatraz Island and Fisherman's Wharf. There's still lots to do: admire the majestic nature at Marin Headlands, walk around Presidio of San Francisco, and snap pictures at Golden Gate Bridge.

For ratings, traveler tips, and more tourist information, read San Francisco online itinerary planner.

Traveling by flight from Los Angeles to San Francisco takes 4 hours. Alternatively, you can drive; or take a bus. When traveling from Los Angeles in January, plan for slightly colder days in San Francisco, with highs around 17°C, while nights are about the same with lows around 9°C. Wrap up your sightseeing on the 13th (Mon) early enough to travel to Portland.

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.

Shop till you drop at Live Laugh Love Art and Powell's City of Books. Visiting Columbia River Gorge National Scenic Area and Cannon Beach will get you outdoors. Change things up with a short trip to Multnomah Falls in Bridal Veil (about 38 minutes away). Next up on the itinerary: delve into the lush surroundings at The Grotto - National Sanctuary of Our Sorrowful Mother.

For photos, other places to visit, more things to do, and more tourist information, you can read our Portland tour itinerary maker site.

Traveling by flight from San Francisco to Portland takes 4 hours. Alternatively, you can drive; or take a bus. In January, Portland is slightly colder than San Francisco - with highs of 9°C and lows of 1°C. Cap off your sightseeing on the 16th (Thu) early enough to go by car to Seattle.

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.

Do some cultural sightseeing at The Museum of Flight and Pike Place Market. Head to Chihuly Garden and Glass and Starbucks Reserve Roastery Seattlefor plenty of shopping. Get out of town with these interesting Seattle side-trips: LeMay - America's Car Museum (in Tacoma) and Snoqualmie Falls (in Snoqualmie). There's more to do: examine the collection at Museum of Pop Culture and stroll around Kerry Park.

To find ratings, reviews, photos, and tourist information, refer to the Seattle trip planner.

Drive from Portland to Seattle in 3.5 hours. Alternatively, you can fly; or take a bus. Expect a daytime high around 10°C in January, and nighttime lows around 3°C. Cap off your sightseeing on the 19th (Sun) early enough to travel to Chicago.

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Get in touch with nature at Lake Michigan and Lakefront Trail. You'll discover tucked-away gems like The Magnificent Mile and Buckingham Fountain. Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, admire the striking features of Chicago Cultural Center, and get a new perspective on nature at Field Museum.

To see ratings, where to stay, photos, and tourist information, read Chicago day trip planning website.

Getting from Seattle to Chicago by flight takes about 7 hours. Other options: drive; or take a train. The time zone difference when traveling from Seattle to Chicago is 2 hours. Traveling from Seattle in January, you will find days in Chicago are a bit cooler (0°C), and nights are much colder (-9°C). Finish your sightseeing early on the 22nd (Wed) so you can travel to Washington DC.

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.

You'll explore the less-touristy side of things at Arlington National Cemetery and National Museum of African American History and Culture. Satisfy your inner culture vulture at Steven F. Udvar-Hazy Center and Old Town. You'll find plenty of places to visit near Washington DC: National Museum of the Marine Corps (in Triangle) and George Washington's Mount Vernon (in Mount Vernon). There's more to do: appreciate the extensive heritage of The Tomb of the Unknown Soldier and appreciate the history behind Vietnam Veterans Memorial.

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

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can drive; or take a train. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Traveling from Chicago in January, expect Washington DC to be a bit warmer, temps between 7°C and -1°C. Finish up your sightseeing early on the 25th (Sat) so you can catch the train to 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.

Get a sense of the local culture at The Metropolitan Museum of Art and St. Patrick's Cathedral. Museum-lovers will get to explore Ground Zero Museum Workshop and Frick Collection. And it doesn't end there: see the interesting displays at New York Public Library, hunt for treasures at Chelsea Market, get to know the fascinating history of Brooklyn Heights Promenade, and appreciate the history behind 9/11 Memorial.

To see reviews, ratings, where to stay, and other tourist information, read our New York City driving holiday planner.

Take a train from Washington DC to New York City in 3.5 hours. Alternatively, you can fly; or drive. Traveling from Washington DC in January, expect slightly colder with lows of -5°C in New York City. Finish your sightseeing early on the 28th (Tue) to allow enough time to travel to Charlotte Amalie.

One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.

Kick off your visit on the 29th (Wed): enjoy the sand and surf at Lindqvist Beach and then enjoy the sand and surf at Magens Bay. On your second day here, look for gifts at Diamonds International, get a new perspective on things with Boat Tours & Water Sports, and then tour the pleasant surroundings at Ocean Surfari - Feed Monster Tarpon.

For more things to do, maps, and more tourist information, refer to the Charlotte Amalie vacation website.

Fly from New York City to Charlotte Amalie in 8 hours. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. Traveling from New York City in January, things will get much hotter in Charlotte Amalie: highs are around 34°C and lows about 26°C. Finish up your sightseeing early on the 30th (Thu) so you can travel back home.