59 days in United States Itinerary

59 days in United States Itinerary

Created using Inspirock United States route planner

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Route & dates

59 days in United States Itinerary

Start: Cape Town
+2
Fly + foot + train:  25​h
1
Washington DC
— 5 nights
Fly:  3​h 15​min
2
New York City
— 9 nights
bus + Fly:  4​h 45​min
3
Chicago
— 3 nights
Fly:  6​h 15​min
4
San Francisco
— 3 nights
Fly:  3​h 45​min
5
Los Angeles
— 3 nights
Fly:  4​h 30​min
6
Tucson
— 3 nights
shuttle + Fly:  4​h 45​min
7
Santa Fe
— 3 nights
Fly:  6​h 45​min
8
New Orleans
— 6 nights
Fly:  4​h 15​min
9
Nashville
— 4 nights
Fly:  4​h
10
Savannah
— 2 nights
Drive:  3​h 15​min
11
St. Augustine
— 3 nights
Drive:  2​h
12
Orlando
— 6 nights
Drive:  2​h 15​min
13
Sarasota
— 4 nights
+2
bus + foot + Fly:  6​h 45​min
14
Key West
— 2 nights
Fly:  27​h
End: Cape Town

5
nights
Washington DC

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.
Your day-by-day itinerary now includes Washington National Cathedral, United States Capitol, DC Tours By Tim, and other attractions you added. Visit The Rising Sun Tavern and Washington Harbour for their historical value. You'll discover tucked-away gems like Museum of the Bible and United States Navy Memorial and Naval Heritage Center. There's still lots to do: examine the collection at National Museum of African Art.

To see ratings, more things to do, traveler tips, and tourist information, read our Washington DC trip itinerary planner.

Cape Town, South Africa to Washington DC is an approximately 25-hour combination of flight, bus, and subway. You can also do a combination of flight and train; or fly. Traveling from Cape Town to Washington DC, you'll gain 7 hours due to the time zone difference. Traveling from Cape Town in December, things will get much colder in Washington DC: highs are around 12°C and lows about 3°C. Cap off your sightseeing on the 26th (Thu) early enough to travel to New York City.

Things to do in Washington DC

Historic Sites Tours Nightlife

Side Trips

The Rising Sun Tavern, U.S. Naval Academy
Highlights from your plan

9
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.
You've added World Trade Center Memorial Foundation, Central Park, The Met Cloisters, and other attractions to your itinerary. Home of Franklin D. Roosevelt and Green-Wood Cemetery will appeal to history buffs. You'll discover tucked-away gems like Vanderbilt Mansion National Historic Site and Val-Kill Cottage. Explore New York City's surroundings by going to Old Barracks Museum (in Trenton), Grey Towers National Historic Site (in Milford) and Rockland Bakery (in Nanuet). Next up on the itinerary: get your bearings at The Morgan Library & Museum, appreciate the history behind The Oculus, contemplate the long history of Fort Wadsworth, and explore the different monuments and memorials at Sleepy Hollow Cemetery.

To plan New York City vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by flight from Washington DC to New York City takes 3.5 hours. Alternatively, you can take a train; or drive. In December, plan for daily highs up to 10°C, and evening lows to 2°C. On the 4th (Sat), you're off toChicago.

Things to do in New York City

Historic Sites Museums Tours

Side Trips

Hyde Park, Fort Wadsworth, Gateways to Newark: Portraits, Green-Wood cemetery, Grey Towers National Historic Site
Highlights from your plan
The Met Cloisters ©
The Met Cloisters
Home of Franklin D. Roosevelt ©
Home of Franklin D. Roosevelt

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Here are some ideas for day two: examine the collection at Oriental Institute Museum, relax and rejuvenate at some of the best spas, then learn about all things military at First Division Museum at Cantigny, and finally learn about winemaking at Lynfred Winery.

To see photos, other places to visit, where to stay, and other tourist information, you can read our Chicago visit planner.

Getting from New York City to Chicago by combination of bus and flight takes about 5 hours. Other options: fly; or drive. The time zone difference when traveling from New York City to Chicago is minus 1 hour. Expect little chillier temperatures when traveling from New York City in January; daily highs in Chicago reach 0°C and lows reach -9°C. Wrap up your sightseeing on the 7th (Tue) early enough to travel to San Francisco.

Things to do in Chicago

Museums Shopping Wineries

Side Trips

First Division Museum at Cantigny, Illinois Holocaust Museum & Education Center, Lynfred Winery, Baha'i House of Worship
Highlights from your plan
Oriental Institute Museum ©
Oriental Institute Museum
First Division Museum at Cantigny ©

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Museum-lovers will appreciate USS Hornet Museum and Patrick Amiot. VJB Cellars and Judd's Hill MicroCrush are good opportunities to explore the local culture. Change things up with these side-trips from San Francisco: Mumm Napa (in Rutherford), Pride Mountain Vineyards (in St. Helena) and B Cellars Vineyards and Winery (in Oakville). There's still lots to do: do a tasting at Dry Creek Vineyard, examine the collection at Golden State Model Railroad Museum, admire the verdant scenery at Sonoma Valley, and stop by Oxbow Public Market.

For photos, where to stay, traveler tips, and more tourist information, read our San Francisco trip itinerary maker app .

Getting from Chicago to San Francisco by flight takes about 6.5 hours. Other options: do a combination of flight and train; or drive. The time zone difference when traveling from Chicago to San Francisco is minus 2 hours. Expect much hotter temperatures when traveling from Chicago in January; daily highs in San Francisco reach 17°C and lows reach 9°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to travel to Los Angeles.

Things to do in San Francisco

Wineries Museums Historic Sites

Side Trips

Napa, Healdsburg, B Cellars Vineyards and Winery, USS Hornet Museum, Golden State Model Railroad Museum
Highlights from your plan
Pride Mountain Vineyards ©
Pride Mountain Vineyards
USS Hornet Museum ©
USS Hornet Museum
Dry Creek Vineyard ©
Dry Creek Vineyard

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.
Get a sense of the local culture at Autry Museum of the American West and Glass Church / Wayfarers Chapel. Discover out-of-the-way places like The Grammy Museum and The Hollywood Museum. The adventure continues: gain insight at University of California, Los Angeles (UCLA), wander the streets of Little Tokyo, admire the striking features of Bradbury Building, and get lost in a book at Los Angeles Central Library.

To see reviews, where to stay, photos, and tourist information, read our Los Angeles day trip planner.

Traveling by flight from San Francisco to Los Angeles takes 4 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from San Francisco in January, expect nights in Los Angeles to be about the same, around 11°C, while days are somewhat warmer, around 24°C. Wrap up your sightseeing on the 13th (Mon) to allow time to travel to Tucson.

Things to do in Los Angeles

Museums Historic Sites Neighborhoods

Side Trip

Glass Church / Wayfarers Chapel
Highlights from your plan
The Hollywood Museum ©
The Hollywood Museum
Autry Museum of the American West ©
Autry Museum of the American West
GRAMMY Museum ©
GRAMMY Museum

3
nights
Tucson

Tucson ©
One of the fastest-growing metropolitan areas in the country, Tucson is a city on a cultural crossroads, with European, Native American, Mexican, and Asian residents blending and sometimes conflicting with one another.
Casa Grande Ruins National Monument and The Tombstone Epitaph are good opportunities to explore the local culture. You'll explore the less-touristy side of things at The Mini Time Machine Museum of Miniatures and Amerind Foundation Museum. Change things up with a short trip to St. Anthony's Greek Orthodox Monastery in Florence (about 1h 25 min away). There's still lots to do: get a taste of the local shopping with DeGrazia Gallery in the Sun, learn about all things military at Museum of the Horse Soldier, view the masterpieces at Madaras Gallery, and examine the collection at Franklin Museum.

To find where to stay, photos, other places to visit, and tourist information, read our Tucson travel planner.

You can fly from Los Angeles to Tucson in 4.5 hours. Other options are to do a combination of flight and shuttle; or drive. The time zone difference moving from Pacific Standard Time to Mountain Standard Time is 1 hour. Traveling from Los Angeles in January, expect Tucson to be slightly colder, temps between 21°C and 5°C. Wrap up your sightseeing on the 16th (Thu) to allow time to travel to Santa Fe.

Things to do in Tucson

Museums Historic Sites Shopping

Side Trips

The Tombstone Epitaph, Amerind Foundation Museum, St. Anthony's Greek Orthodox Monastery, Casa Grande Ruins National Monument
Highlights from your plan
Casa Grande Ruins National Monument ©
The Tombstone Epitaph ©
The Tombstone Epitaph

3
nights
Santa Fe

Santa Fe ©
Santa Fe continuously ranks among the world's top holiday destinations, attracting visitors with its unusual combination of scenic beauty, rich history, cultural diversity, and high concentration of performing arts venues, fine restaurants, and interesting attractions.
Deepen your sense of the past at sights like San Miguel Chapel and Blumenschein Home & Museum. Let the collections at Millicent Rogers Museum and Nedra Matteucci Galleries capture your imagination. Explore Santa Fe's surroundings by going to El Santuario de Chimayo (in Chimayo) and San Francisco de Assisi Mission Church (in Ranchos De Taos). And it doesn't end there: admire the masterpieces at New Mexico Museum of Art, stop by Santa Fe Honey Salon & Farm Shop, don't miss a visit to Lacuna Galleries, and steep yourself in history at El Rancho de las Golondrinas.

For traveler tips, ratings, where to stay, and other tourist information, go to the Santa Fe route builder app .

You can do a combination of shuttle and flight from Tucson to Santa Fe in 5 hours. Alternatively, you can fly; or drive. Plan for much colder temperatures traveling from Tucson in January, with highs in Santa Fe at 7°C and lows at -7°C. Wrap up your sightseeing on the 19th (Sun) to allow time to travel to New Orleans.

Things to do in Santa Fe

Museums Historic Sites Shopping

Side Trips

Taos, El Santuario de Chimayo
Highlights from your plan
San Miguel Chapel ©
San Miguel Chapel
El Santuario de Chimayo ©
El Santuario de Chimayo

6
nights
New Orleans

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.
Give yourself a bit of retail therapy at Jamie Hayes Gallery and Boutique du Vampyre. Whitney Plantation and The Sydney and Walda Besthoff Sculpture Garden at NOMA will appeal to museum buffs. Explore New Orleans' surroundings by going to St. Joseph Plantation (in Vacherie), Louisiana's Old State Capitol (in Baton Rouge) and Rosedown Plantation State Historic Site (in Saint Francisville). There's much more to do: pause for some serene contemplation at Immaculate Conception Church, see the interesting displays at Audubon Butterfly Garden and Insectarium, have fun at Escape My Room New Orleans, and steep yourself in history at Evergreen Plantation.

Plan a trip to New Orleans easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Santa Fe to New Orleans by flight takes about 7 hours. Other options: do a combination of shuttle and flight; or drive. The time zone changes from Mountain Standard Time to Central Standard Time, which is usually a 1 hour difference. When traveling from Santa Fe in January, plan for a bit warmer days in New Orleans, with highs around 17°C, while nights are warmer with lows around 12°C. Finish your sightseeing early on the 25th (Sat) so you can travel to Nashville.

Things to do in New Orleans

Museums Historic Sites Neighborhoods

Side Trips

Rosedown Plantation State Historic Site, Louisiana's Old State Capitol, St. Joseph Plantation, Evergreen Plantation, Whitney Plantation
Highlights from your plan
Escape My Room New Orleans ©
Escape My Room New Orleans
Whitney Plantation ©
Whitney Plantation

4
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
For shopping fun, head to Hatch Show Print or Nashville Flea Market. You'll explore the less-touristy side of things at Lane Motor Museum and McGavock Confederate Cemetery. Step out of Nashville with an excursion to President James K. Polk Home & Museum in Columbia--about 52 minutes away. And it doesn't end there: take an in-depth tour of Tennessee State Museum, take a stroll through The District, see the interesting displays at The George Jones, and admire the masterpieces at Frist Art Museum.

To plan Nashville vacation without wasting time, ask Inspirock to design an itinerary.

You can fly from New Orleans to Nashville in 4.5 hours. Other options are to drive; or do a combination of train and bus. While traveling from New Orleans, expect slightly colder days and cooler nights in Nashville, ranging from highs of 10°C to lows of -1°C. Finish your sightseeing early on the 29th (Wed) so you can travel to Savannah.

Things to do in Nashville

Museums Historic Sites Parks

Side Trips

President James K. Polk Home & Museum, McGavock Confederate Cemetery
Highlights from your plan
Lane Motor Museum ©
Lane Motor Museum
McGavock Confederate Cemetery ©
McGavock Confederate Cemetery
Tennessee State Museum ©
Tennessee State Museum

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 30th (Thu): stop by Savannah Bee Company, see the interesting displays at American Prohibition Museum, then view the masterpieces at Signature Gallery, then take in the architecture and atmosphere at The Church of the Cross, and finally steep yourself in history at Rose Hill Mansion. On your second day here, take an in-depth tour of Ralph Mark Gilbert Civil Rights Museum Inc., contemplate the long history of Green-Meldrim House, steep yourself in history at Flannery O'Connor Childhood Home, then take in the exciting artwork at Liquid Sands Glass Gallery, and finally brush up on your military savvy at Webb Military Museum.

To find where to stay, traveler tips, more things to do, and other tourist information, go to the Savannah road trip planning site .

Fly from Nashville to Savannah in 4 hours. Alternatively, you can do a combination of flight and bus; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Nashville to Savannah. Expect a bit warmer temperatures when traveling from Nashville in January; daily highs in Savannah reach 19°C and lows reach 5°C. Cap off your sightseeing on the 31st (Fri) early enough to go by car to St. Augustine.

Things to do in Savannah

Museums Historic Sites Shopping

Side Trip

Bluffton
Highlights from your plan
Webb Military Museum ©
Webb Military Museum
The Church of the Cross ©
The Church of the Cross
Green-Meldrim House ©
Green-Meldrim House

3
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Head to High Tide Gallery Art & Gifts and Metalartz Galleryfor some retail therapy. Deepen your sense of the past at sights like Villa Zorayda Museum and St. Photios Greek Orthodox National Shrine. There's much more to do: examine the collection at The Ximenez-Fatio House, take an in-depth tour of Old Florida Museum, steep yourself in history at Pena-Peck House and Woman's Exchange of St Augustine, and browse the exhibits of The Oldest House Museum Complex.

To see more things to do, where to stay, photos, and more tourist information, refer to the St. Augustine route planning app .

You can drive from Savannah to St. Augustine in 3.5 hours. Alternatively, you can take a bus; or take a train. Expect a bit warmer evenings in St. Augustine when traveling from Savannah in January, with lows around 11°C. Wrap up your sightseeing on the 3rd (Mon) early enough to drive to Orlando.

Things to do in St. Augustine

Museums Historic Sites Tours
Highlights from your plan
The Ximenez-Fatio House ©
The Ximenez-Fatio House
Villa Zorayda Museum ©
Villa Zorayda Museum

6
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.
Your cultural itinerary includes sights like Valiant Air Command Warbird Museum and U.S. Astronaut Hall of Fame. Museum-lovers will get to explore Eisenhower Regional Recreation Center and American Police Hall of Fame. You'll find plenty of places to visit near Orlando: American Space Museum & Space Walk of Fame (in Titusville) and Fort Christmas Historical Park (in Christmas). And it doesn't end there: engage your brain at SKELETONS: Museum of Osteology, look for gifts at The LEGO Store Downtown Disney, explore the world behind art at Albin Polasek Museum & Sculpture Gardens, and catch some excitement at The Twilight Zone Tower of Terror.

To find more things to do, where to stay, other places to visit, and more tourist information, refer to the Orlando trip planner .

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. When traveling from St. Augustine in February, plan for somewhat warmer days in Orlando, with highs around 28°C, while nights are about the same with lows around 15°C. Finish up your sightseeing early on the 9th (Sun) so you can go by car to Sarasota.

Things to do in Orlando

Museums Childrens Museums Parks

Side Trips

Titusville, Fort Christmas Historical Park, Winter Garden Farmers Market, Albin Polasek Museum & Sculpture Gardens, Eisenhower Regional Recreation Center
Highlights from your plan
Eisenhower Regional Recreation Center ©
Valiant Air Command Warbird Museum ©
U.S. Astronaut Hall of Fame ©
U.S. Astronaut Hall of Fame

4
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Get a sense of the local culture at Duncan McClellan Gallery and Pinellas County Heritage Village. Do your shopping at Le Macaron and Morean Art Center. Explore the numerous day-trip ideas around Sarasota: St. Petersburg (Florida Holocaust Museum & Imagine Museum) and Murielle Winery (in Clearwater). And it doesn't end there: see the interesting displays at Sarasota Classic Car Museum, walk around Payne Park, identify plant and animal life at Save Our Seabirds, and browse the collection at Selby Public Library.

For more things to do, reviews, maps, and tourist information, read our Sarasota trip planning site .

You can drive from Orlando to Sarasota in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In February in Sarasota, expect temperatures between 28°C during the day and 15°C at night. Finish up your sightseeing early on the 13th (Thu) so you can travel to Key West.

Things to do in Sarasota

Museums Parks Shopping

Side Trips

St. Petersburg, Pinellas County Heritage Village, Murielle Winery
Highlights from your plan
Duncan McClellan Gallery ©
Duncan McClellan Gallery
Pinellas County Heritage Village ©
Pinellas County Heritage Village
Florida Holocaust Museum ©
Florida Holocaust Museum

2
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.
Head to Peppers of Key West and 7 Artists & Friendsfor plenty of shopping. You'll explore the less-touristy side of things at Key West Lighthouse and Keeper's Quarters Museum and Key West Historic Seaport. There's much more to do: take in the architecture and atmosphere at Saint Mary Star of the Sea, learn about all things military at U.S. Coast Guard Cutter Ingham Maritime Museum, take in the pleasant sights at West Martello Tower, and observe the fascinating underwater world at Florida Keys Eco-Discovery Center.

You can plan Key West trip in no time by asking Inspirock to help create your itinerary.

You can do a combination of bus and flight from Sarasota to Key West in 7 hours. Alternatively, you can drive; or do a combination of bus and ferry. Traveling from Sarasota in February, expect somewhat warmer with lows of 23°C in Key West. Wrap up your sightseeing on the 15th (Sat) to allow time to travel back home.

Things to do in Key West

Museums Historic Sites Parks
Highlights from your plan
Key West Firehouse Museum ©
Key West Firehouse Museum
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea

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