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.

You'll explore the less-touristy side of things at Fort Zachary Taylor and Dolphin Research Center. Take a break from the city and head to The Turtle Hospital and Key West Butterfly & Nature Conservatory. The adventure continues: contemplate the long history of Truman Little White House, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, take in the exciting artwork at 7 Artists & Friends, and see what you can catch with a fishing tour.

To see maps, reviews, where to stay, and other tourist information, refer to the Key West travel route planner .

Sao Paulo, Brazil to Key West is an approximately 13.5-hour flight. You can also do a combination of flight and shuttle; or do a combination of bus and flight. The time zone difference when traveling from Sao Paulo to Key West is minus 2 hours. Expect a daytime high around 30°C in December, and nighttime lows around 25°C. Finish your sightseeing early on the 23rd (Mon) to allow enough time 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): contemplate in the serene atmosphere at Basilica of the National Shrine of Mary, Queen of the Universe and then steep yourself in history at Stetson Mansion. Get ready for a full day of sightseeing on the next day: get some fabulous bargains at Orlando International Premium Outlets and then get your game on at The Escape Game Orlando.

For other places to visit, more things to do, ratings, and tourist information, read our Orlando online attractions planner .

Getting from Key West to Orlando by flight takes about 4.5 hours. Other options: drive; or take a bus. Traveling from Key West in December, you can expect nighttime temperatures to be a bit cooler in Orlando, with lows of 17°C. Finish your sightseeing early on the 25th (Wed) to allow enough time to travel to Asheville.

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

Kick off your visit on the 26th (Thu): relax and rejuvenate at some of the best spas and then cruise along Blue Ridge Pkwy. Keep things going the next day: learn about winemaking at Biltmore and then examine the collection at Southern Highland Craft Guild Folk Art Center.

To find more things to do, where to stay, maps, and tourist information, read Asheville trip planning site .

Traveling by combination of flight and car from Orlando to Asheville takes 5 hours. Alternatively, you can fly; or drive. Traveling from Orlando in December, things will get cooler in Asheville: highs are around 14°C and lows about 1°C. Finish your sightseeing early on the 27th (Fri) to allow enough time 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 see the interesting displays at The Johnny Cash Museum & Cafe. On the 29th (Sun), you'll have a packed day of sightseeing: steep yourself in history at Belle Meade Plantation, then witness the site of a historic battle at Lotz House Museum, then examine the collection at RCA Studio B, and finally steep yourself in history at Andrew Jackson's Hermitage.

To find ratings, more things to do, reviews, and other tourist information, read Nashville sightseeing planner .

Drive from Asheville to Nashville in 5.5 hours. Alternatively, you can do a combination of car and flight; or fly. Due to the time zone difference, you'll gain 1 hour traveling from Asheville to Nashville. In December, daily temperatures in Nashville can reach 13°C, while at night they dip to 2°C. Wrap up your sightseeing on the 29th (Sun) early enough 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): pause for some serene contemplation at St. Louis Cathedral, take a stroll through Royal Street, then explore the different monuments and memorials at Lafayette Cemetery No.1, and finally wander the streets of Garden District. Get ready for a full day of sightseeing on the next day: examine the collection at Blaine Kern's Mardi Gras World and then learn about all things military at The National WWII Museum.

For photos, where to stay, traveler tips, and more tourist information, you can read our New Orleans trip itinerary tool .

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, expect much hotter with lows of 16°C in New Orleans. 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), take in the history at Mission San Jose, then take an in-depth tour of The Alamo, then shop like a local with The San Antonio River Walk, and finally pause for some serene contemplation at San Fernando De Bexar Cathedral.

To see maps, more things to do, photos, and tourist information, you can read our San Antonio trip planning website .

Traveling by flight from New Orleans to San Antonio takes 4.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from New Orleans in December, expect nights in San Antonio to be a bit cooler, around 9°C, while days are a bit warmer, around 22°C. Finish 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 some cultural insight at The Strip and Counts Kustoms. Let the collections at The Mob Museum and Wayne Newton's Casa de Shenandoah capture your imagination. Take a break from Las Vegas with a short trip to Valley of Fire State Park in Overton, about 1h 10 min away. There's more to do: see the interesting displays at The Neon Museum and ponder the design of Fountains of Bellagio.

To find other places to visit, traveler tips, where to stay, and more tourist information, go to the Las Vegas road trip planner.

You can fly from San Antonio to Las Vegas in 5.5 hours. Alternatively, you can do a combination of bus and flight; or drive. 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. Cap off your sightseeing on the 4th (Sat) early enough to 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.

Relax by the water at La Jolla Shores Park and Coronado Beach. Explore hidden gems such as Old Town San Diego State Historic Park and Old Point Loma Lighthouse. Change things up with a short trip to South Carlsbad State Beach in Carlsbad (about 36 minutes away). Next up on the itinerary: explore the different monuments and memorials at Fort Rosecrans Cemetery.

For maps, where to stay, reviews, and more tourist information, go to the San Diego trip itinerary website .

Fly from Las Vegas to San Diego in 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Las Vegas in January, things will get a bit warmer in San Diego: highs are around 22°C and lows about 12°C. Finish your sightseeing early on the 7th (Tue) to allow enough time to drive 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 Petersen Automotive Museum. Museum-lovers will get to explore Ronald Reagan Presidential Library and Museum and Griffith Observatory. Explore Los Angeles' surroundings by going to Mission San Juan Capistrano (in San Juan Capistrano) and Heisler Park (in Laguna Beach). Next up on the itinerary: get advice or help at The Huntington Library, Art Collections and Botanical Gardens.

To see photos, ratings, maps, and more tourist information, use the Los Angeles trip planning site .

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 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.

Your cultural itinerary includes sights like Alcatraz Island and Walt Disney Family Museum. Take a break from the city and head to Marin Headlands and Presidio of San Francisco. The adventure continues: snap pictures at Golden Gate Bridge, take in the waterfront at Fisherman's Wharf, and examine the collection at Cable Car Museum.

For reviews, other places to visit, ratings, and other tourist information, read our San Francisco attractions planner .

You can fly from Los Angeles to San Francisco in 4 hours. Alternatively, you can do a combination of flight and train; or drive. Expect a bit cooler weather when traveling from Los Angeles in January: highs in San Francisco hover around 17°C, while lows dip to 9°C. Cap off 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.

Visiting Columbia River Gorge National Scenic Area and Multnomah Falls will get you outdoors. Shop till you drop at Powell's City of Books and Live Laugh Love Art. Change things up with a short trip to Cannon Beach in Cannon Beach (about 1h 30 min away). The adventure continues: take a peaceful walk through The Grotto - National Sanctuary of Our Sorrowful Mother.

Take the guesswork out of planning a Portland vacation by using our trip itinerary maker.

Fly from San Francisco to Portland in 4 hours. Alternatively, you can do a combination of train and flight; or drive. Plan for slightly colder temperatures traveling from San Francisco in January, with highs in Portland at 9°C and lows at 1°C. Cap off your sightseeing on the 16th (Thu) early enough to travel 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.

You'll explore and learn at The Museum of Flight and LeMay - America's Car Museum. Explore hidden gems such as Museum of Pop Culture and Starbucks Reserve Roastery & Tasting Room. Change things up with a short trip to Snoqualmie Falls in Snoqualmie (about 58 minutes away). There's much more to do: shop like a local with Chihuly Garden and Glass, walk around Kerry Park, and take a stroll through Pike Place Market.

To see traveler tips, photos, maps, and tourist information, use the Seattle trip planner.

You can fly from Portland to Seattle in 3 hours. Other options are to drive; or take a bus. In January, daily temperatures in Seattle can reach 10°C, while at night they dip to 3°C. Finish your sightseeing early on the 19th (Sun) so you can travel to Chicago.

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

Escape the urban bustle at Lakefront Trail and Lake Michigan. Museum-lovers will appreciate The Art Institute of Chicago and Chicago Cultural Center. There's lots more to do: wander the streets of The Magnificent Mile, don't miss a visit to Buckingham Fountain, and get a new perspective on nature at Field Museum.

For other places to visit, photos, where to stay, and other tourist information, use the Chicago sightseeing planner .

Traveling by flight from Seattle to Chicago takes 7 hours. Alternatively, you can do a combination of flight, bus, and subway; or drive. The time zone changes from Pacific Standard Time (PST) to Central Standard Time (CST), which is usually a 2 hour difference. Traveling from Seattle in January, you will find days in Chicago are slightly colder (0°C), and nights are colder (-9°C). Wrap up your sightseeing on the 22nd (Wed) early enough to 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.

Visit Arlington National Cemetery and The Tomb of the Unknown Soldier for their historical value. You'll explore and learn at George Washington's Mount Vernon and National Museum of the Marine Corps. Step out of Washington DC with an excursion to Steven F. Udvar-Hazy Center in Chantilly--about 42 minutes away. There's much more to do: take an in-depth tour of National Museum of African American History and Culture, pause for some photo ops at Vietnam Veterans Memorial, and steep yourself in history at Old Town.

To see ratings, maps, photos, and other tourist information, refer to the Washington DC itinerary planning app .

Getting from Chicago to Washington DC by flight takes about 4 hours. Other options: do a combination of flight and train; or drive. Traveling from Chicago to Washington DC, you'll lose 1 hour due to the time zone difference. Expect a bit warmer temperatures when traveling from Chicago in January; daily highs in Washington DC reach 7°C and lows reach -1°C. Cap off your sightseeing on the 25th (Sat) early enough to travel 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 9/11 Memorial and Ground Zero Museum Workshop. Shop till you drop at SoHo and Chelsea Market. There's still lots to do: admire the masterpieces at Frick Collection, don't miss a visit to The Metropolitan Museum of Art, appreciate the extensive heritage of Brooklyn Heights Promenade, and take in the architecture and atmosphere at St. Patrick's Cathedral.

To find reviews, more things to do, where to stay, and other tourist information, use the New York City trip planner .

Getting from Washington DC to New York City by flight takes about 3.5 hours. Other options: take a train; or drive. Traveling from Washington DC in January, you can expect nighttime temperatures to be little chillier in New York City, with lows of -5°C. Wrap up your sightseeing on the 28th (Tue) to allow 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.

Start off your visit on the 29th (Wed): kick back and relax at Lindqvist Beach and then kick back and relax at Magens Bay. Get ready for a full day of sightseeing on the 30th (Thu): stop by Diamonds International, discover the deep blue sea with a scuba or snorkeling tour, and then identify plant and animal life at Feed Monster Tarpon.

To see other places to visit, where to stay, maps, and more tourist information, read Charlotte Amalie trip planning site .

Traveling by flight from New York City to Charlotte Amalie takes 5.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of train and flight. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. In January, Charlotte Amalie is much hotter than New York City - with highs of 34°C and lows of 26°C. Wrap up your sightseeing on the 30th (Thu) to allow time to travel back home.