43 days in United States & St. Thomas Itinerary

43 days in United States & St. Thomas Itinerary

Created using Inspirock route planner

Make it your trip
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1
Key West, United States
— 3 nights
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2
Orlando, United States
— 2 nights
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Asheville, United States
— 2 nights
Drive
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Nashville, United States
— 2 nights
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New Orleans, United States
— 2 nights
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San Antonio, United States
— 1 night
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Las Vegas, United States
— 3 nights
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San Diego, United States
— 3 nights
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Los Angeles, United States
— 3 nights
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San Francisco, United States
— 3 nights
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Portland, United States
— 3 nights
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Seattle, United States
— 3 nights
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Chicago, United States
— 2 nights
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Washington DC, United States
— 3 nights
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New York City, United States
— 3 nights
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Charlotte Amalie, U.S. Virgin Islands
— 2 nights
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Key West, United States

— 3 nights

Conch Republic

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 Truman Little White House. Museum-lovers will get to explore Key West Lighthouse and Keeper's Quarters Museum and U.S. Coast Guard Cutter Ingham Maritime Museum. You'll find plenty of places to visit near Key West: The Turtle Hospital (in Marathon) and Dolphin Research Center (in Grassy Key). There's much more to do: take a tour by water with Boat Tours & Water Sports, take in the exciting artwork at 7 Artists & Friends Gallery, stroll the grounds of Key West Cemetery, and tour the pleasant surroundings at Key West Butterfly & Nature Conservatory.

For where to stay, more things to do, other places to visit, and more tourist information, read Key West trip itinerary maker tool.

Sao Paulo, Brazil to Key West is an approximately 13.5-hour flight. Traveling from Sao Paulo to Key West, you'll gain 2 hours due to the time zone difference. In December in Key West, expect temperatures between 30°C during the day and 25°C at night. Finish your sightseeing early on the 23rd (Mon) to allow enough time to fly to Orlando.

Things to do in Key West

Wildlife · Parks · Outdoors · Historic Sites

Side Trip

Orlando, United States

— 2 nights

Theme Park Capital of the World

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): take in the spiritual surroundings of 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 get your game on 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 3 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 fly to Asheville.

Things to do in Orlando

Historic Sites · Shopping · Fun & Games

Side Trip

Asheville, United States

— 2 nights

Land of the Sky

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, take an in-depth tour of Biltmore and then see the interesting displays at The Folk Art Center (Southern Highland Craft Guild).

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

You can fly from Orlando to Asheville in 3.5 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.

Things to do in Asheville

Museums · Outdoors · Historic Sites · Scenic Drive

Side Trip

Nashville, United States

— 2 nights

Music City U.S.A.

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 Historic Site & Winery, 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 do a combination of bus and flight; or do a combination of 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 fly to New Orleans.

Things to do in Nashville

Museums · Historic Sites · Neighborhoods

Side Trip

New Orleans, United States

— 2 nights

The Big Easy

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 3 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 fly to San Antonio.

Things to do in New Orleans

Historic Sites · Museums · Neighborhoods · Shopping

San Antonio, United States

— 1 night

The Alamo City

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 take an in-depth tour 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 3.5 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 catch the flight to Las Vegas.

Things to do in San Antonio

Historic Sites · Museums · Shopping

Las Vegas, United States

— 3 nights

Sin City

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 The Neon Museum. Museum-lovers will appreciate Wayne Newton's Casa de Shenandoah and Counts Kustoms. 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 4 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 catch the flight to San Diego.

Things to do in Las Vegas

Museums · Shopping · Neighborhoods · Historic Sites

Side Trip

San Diego, United States

— 3 nights

America's Finest City

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 Fort Rosecrans Cemetery and Old Town San Diego State Historic Park. Your itinerary includes some good beach time at La Jolla Shores Park and South Carlsbad State Beach. There's still lots to do: kick back and relax at Coronado Beach and visit a coastal fixture at Old Point Loma Lighthouse.

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 2.5 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.

Things to do in San Diego

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Los Angeles, United States

— 3 nights

City of Angels

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 Mission San Juan Capistrano. Let the collections at Ronald Reagan Presidential Library and Museum and Griffith Observatory capture your imagination. Step out of Los Angeles with an excursion to Heisler Park in Laguna Beach--about 1 hour away. There's still lots to do: admire the natural beauty at The Huntington Library, Art Museum and Botanical Gardens and examine the collection at Petersen Automotive Museum.

Discover how to plan a Los Angeles trip in just a few steps with Inspirock's itinerary builder.

You can drive from San Diego to Los Angeles in 2 hours. Other options are to fly; or take a bus. In January, plan for daily highs up to 24°C, and evening lows to 11°C. Cap off your sightseeing on the 10th (Fri) early enough to catch the flight to San Francisco.

Things to do in Los Angeles

Museums · Parks · Historic Sites · Childrens Museums

Side Trips

San Francisco, United States

— 3 nights

City by the Bay

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 Golden Gate Bridge. There's still lots to do: admire the majestic nature at Marin Headlands, walk around Presidio of San Francisco, and take a leisurely stroll along Fisherman's Wharf.

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

Traveling by flight from Los Angeles to San Francisco takes 3 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 fly to Portland.

Things to do in San Francisco

Parks · Nature · Historic Sites · Wildlife

Side Trip

Portland, United States

— 3 nights

City of Roses

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 The Grotto - National Sanctuary of Our Sorrowful Mother will get you outdoors. Venture out of the city with trips to Cannon Beach (in Cannon Beach) and Multnomah Falls (in Bridal Veil).

To find ratings, reviews, traveler tips, and more tourist information, use the Portland driving holiday planner.

Fly from San Francisco to Portland in 3.5 hours. Alternatively, you can drive; or take a bus. Prepare for a bit cooler weather when traveling from San Francisco in January: high temperatures in Portland hover around 9°C and lows are around 1°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to fly to Seattle.

Things to do in Portland

Parks · Nature · Wildlife · Shopping

Side Trips

Seattle, United States

— 3 nights

Emerald City

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: Snoqualmie Falls (in Snoqualmie) and LeMay - America's Car Museum (in Tacoma). 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.

Fly from Portland to Seattle in 2.5 hours. Alternatively, you can drive; 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 catch the flight to Chicago.

Things to do in Seattle

Museums · Shopping · Parks · Nature

Side Trips

Chicago, United States

— 2 nights

Windy City

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 Chicago Cultural Center. Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, ponder the design of Buckingham Fountain, 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 6 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 fly to Washington DC.

Things to do in Chicago

Museums · Parks · Shopping · Neighborhoods

Side Trip

Washington DC, United States

— 3 nights
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 Steven F. Udvar-Hazy Center. Satisfy your inner culture vulture at National Museum of African American History and Culture and George Washington's Mount Vernon. Step out of Washington DC with an excursion to National Museum of the Marine Corps in Triangle--about 48 minutes away. There's lots more to do: wander the streets of Old Town, appreciate the extensive heritage of The Tomb of the Unknown Soldier, and pause for some photo ops at Vietnam Veterans Memorial.

For where to stay, reviews, more things to do, and more tourist information, refer to the Washington DC trip maker tool.

Traveling by flight from Chicago to Washington DC takes 3.5 hours. Alternatively, you can drive; or take a train. You'll lose 1 hour traveling from Chicago to Washington DC due to the time zone difference. In January, Washington DC is a bit warmer than Chicago - with highs of 7°C and lows of -1°C. Finish up your sightseeing early on the 25th (Sat) so you can catch the flight to New York City.

Things to do in Washington DC

Museums · Historic Sites · Neighborhoods

Side Trips

New York City, United States

— 3 nights

Big Apple

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 Brooklyn Heights Promenade. Museum-lovers will get to explore Ground Zero Museum Workshop and 9/11 Memorial. And it doesn't end there: take in the architecture and atmosphere at St. Patrick's Cathedral, hunt for treasures at Chelsea Market, wander the streets of SoHo, and take in the pleasant sights at Times Square.

For photos, reviews, maps, and more tourist information, read our New York City travel planner.

You can fly from Washington DC to New York City in 3 hours. Other options are to take a train; or drive. Traveling from Washington DC in January, plan for a bit cooler nights in New York City, with lows around -5°C. Finish your sightseeing early on the 28th (Tue) so you can fly to Charlotte Amalie.

Things to do in New York City

Museums · Historic Sites · Neighborhoods · Shopping

Side Trip

Charlotte Amalie, U.S. Virgin Islands

— 2 nights

Duty-free Capital of the World

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 St. Thomas, 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.

Things to do in Charlotte Amalie

Outdoors · Parks · Beaches · Wildlife

Side Trips

United States travel guide

4.5
Specialty Museums · Beaches · History Museums
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.

North Carolina travel guide

4.4
History Museums · Specialty Museums · Zipline
The Tar Heel State
A top destination for a holiday in nature, North Carolina provides a seemingly endless variety of outdoor activities, including hiking, mountain climbing, and skiing. While the state's rural regions offer a taste of traditional Appalachian music and culture, its increasingly diverse big cities feature modern skyscrapers, renowned museums, and historical neighborhoods perfect for sightseeing tours. The coastal region, famous for its year-round temperate climate, attracts millions of annual visitors, making North Carolina the sixth most-visited state in the country. Though it's hard to find a quiet time of year in coastal North Carolina, the state's inland areas retain many secluded corners where you can experience the laid-back Old South atmosphere.

Tennessee travel guide

4.4
Specialty Museums · Distilleries · Theme Parks
The Volunteer State
Divided by law, geography, and custom into three major regions, represented by the three stars on state's flag, Tennessee boasts a distinctive musical heritage that includes elements of bluegrass, country-western, and blues. With a countryside as diverse as its people, Tennessee includes landscapes ranging from a mountainous region in the east to the lowlands of the west, with gently rolling hills in the middle. For a well-rounded vacation, you can hike remote mountain trails in the morning and explore the crowded bars of Nashville in the evening. Visit the urban attractions, such as Elvis Presley's former residence in Memphis, but don't miss a chance to spend some time in the Great Smoky Mountains National Park, situated in the eastern part of the state.

Louisiana travel guide

4.3
Historic Walking Areas · Nightlife · Military Museums
The Pelican State
With a landscape of deltas, marshes, and swamps formed by the sediments of the Mississippi River, Louisiana is home to rich native plant and animal life, including rare species of tree frogs, ibis, and egrets. The state's urban areas, most notably the historical city of New Orleans, are some of its most popular attractions and boast a varied multicultural and multilingual heritage, strongly influenced by a mix of French, Spanish, Native American, and African cultures. Native Louisianans proudly cling to their distinctive dialects and musical traditions, offering visitors a chance to explore one of the most culturally diverse areas in North America. The homeland of both Cajun and Creole cuisines, Louisiana remains a top holiday destination for foodies from around the world.

Texas travel guide

4.2
Specialty Museums · History Museums · Shopping
The Lone Star State
Thanks to its size and geologic features, Texas contains diverse landscapes that closely resemble both the south and southwest of the United States. Though most people associate Texas with tracts of barren land, deserts cover only about 10 percent of the state, with most of its big population centers located in areas once covered by prairies, grasslands, and forests. As you travel from one end of Texas to the other, observe the changing terrain that ranges from coastal piney woods and swamps in the east to the mountains of the west, with rolling plains and rugged hills in the center. For a bit of urban sightseeing visit some of the state's large cities such as Houston, Dallas, or Austin, or immerse yourself in the nation's history by adding famous attractions like The Alamo to your itinerary. Take plenty of time to mingle with the locals, famous for their hospitality, generosity, and fiercely independent spirit.

St. Thomas travel guide

4.2
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
Plan a trip to St. Thomas for a holiday full of duty-free shopping, relaxing, and sightseeing. Although the most commercialized of the U.S. Virgin Islands, St. Thomas is rich in culture and history. A popular cruise ship destination, the hilly island boasts idyllic beaches, upscale resorts, a lively nightlife, and a fine dining scene. Whether you're looking to visit churches and museums, laze on tropical beaches, or have an outdoor adventure, you won't run out of things to do on St. Thomas.