60 days in United States 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.

Saint Mary Star of the Sea and Key West Lighthouse and Keeper's Quarters Museum will appeal to history buffs. Do some cultural sightseeing at Fort Zachary Taylor and The Ernest Hemingway Home and Museum. Spend the 6th (Mon) exploring nature at Dry Tortugas National Park. Next up on the itinerary: see majestic marine mammals with a dolphin and whale watching tour, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, find your balance on the water with some of the best stand-up paddleboarding in the area, and kick back and relax at Higgs Beach.

To find more things to do, reviews, photos, and other tourist information, you can read our Key West online trip planner .

Durban, South Africa to Key West is an approximately 25-hour flight. Due to the time zone difference, you'll gain 7 hours traveling from Durban to Key West. Plan for a bit warmer temperatures traveling from Durban in September, with highs in Key West at 36°C and lows at 31°C. Cap off your sightseeing on the 6th (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.

Satisfy your inner culture vulture at Ponce de Leon Inlet Lighthouse & Museum and St James Roman Catholic Cathedral. Get in touch with nature at Ormond Beach and Fishing Charters & Tours. Venture out of the city with trips to Lighthouse Point Park (in Ponce Inlet), Cocoa Beach (in Cocoa Beach) and Beach at Daytona Beach (in Daytona Beach). There's much more to do: glide peacefully along the water with some of the best stand-up paddleboarding in the area, get in on the family fun at SeaWorld Orlando, get a new perspective on nature at SKELETONS: Museum of Osteology, and get interesting insight from Tours.

Use Inspirock's suggestions to plan your Orlando trip and find the best activities and attractions for your vacation.

Traveling by flight from Key West to Orlando takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in September, Orlando is little chillier at night with lows of 27°C. Finish up your sightseeing early on the 10th (Fri) so you can 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.

Do some cultural sightseeing at Lake Lawn Metairie and Evergreen Plantation. You'll discover tucked-away gems like Whitney Plantation and Immaculate Conception Church. Get out of town with these interesting New Orleans side-trips: St. Joseph Plantation (in Vacherie), Insta-Gator Ranch & Hatchery (in Covington) and Global Wildlife Center (in Folsom). Spend the 14th (Tue) on the water with a fishing tour. There's still lots to do: head outdoors with Ultimate Swamp Adventures, steep yourself in history at Destrehan Plantation, kick back and relax at Biloxi Beach, and appreciate the extensive heritage of Garden District.

To see ratings, maps, where to stay, and tourist information, read New Orleans trip site .

Traveling by flight from Orlando to New Orleans takes 4.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Orlando to New Orleans. When traveling from Orlando in September, plan for a bit cooler days in New Orleans, with highs around 33°C, while nights are somewhat warmer with lows around 33°C. Wrap up your sightseeing on the 14th (Tue) early enough 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.

Visit Mission San Jose and San Fernando De Bexar Cathedral for their historical value. Get a sense of the local culture at Briscoe Western Art Museum and The Alamo. You'll find plenty of places to visit near San Antonio: Lyndon B. Johnson State Park & Historic Site (in Stonewall) and Garrison Brothers Distillery (in Hye). And it doesn't end there: Head underground at Natural Bridge Caverns, shop like a local with The San Antonio River Walk, explore the world behind art at San Antonio Museum of Art, and browse the exhibits of The Guenther House Museum.

For reviews, other places to visit, photos, and more tourist information, go to the San Antonio road trip planning website .

You can fly from New Orleans to San Antonio in 4.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from New Orleans in September, you will find days in San Antonio are somewhat warmer (40°C), and nights are little chillier (26°C). Wrap up your sightseeing on the 17th (Fri) to allow time to travel to San Francisco.

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

Explore hidden gems such as VJB Cellars and Presidio of San Francisco. Get in touch with nature at Armstrong Redwood State Reserve and Marin Headlands. Change things up with these side-trips from San Francisco: Muir Woods National Monument (in Mill Valley) and Dolphin & Whale Watching (in Moss Landing). Next up on the itinerary: hike along Lands End, take in the local highlights with Walking tours, visit a coastal fixture at Fort Point, and step off the mainland to explore Alcatraz Island.

For other places to visit, more things to do, where to stay, and tourist information, read San Francisco day trip website .

Getting from San Antonio to San Francisco by flight takes about 6 hours. Other options: do a combination of bus and flight; or drive. You'll gain 2 hours traveling from San Antonio to San Francisco due to the time zone difference. Expect slightly colder temperatures when traveling from San Antonio in September; daily highs in San Francisco reach 28°C and lows reach 17°C. Finish your sightseeing early on the 22nd (Wed) to allow enough time to travel to Sedona.

Despite its relatively small size, Sedona overflows with tourist appeal.

Step out of the city life by going to Oak Creek Canyon and V-Bar-V Heritage Site. Your inner history buff will appreciate Whiskey Row and Riordan Mansion State Historic Park. Get out of town with these interesting Sedona side-trips: Tuzigoot National Monument (in Clarkdale), Flagstaff (Coconino National Forest & Lava River Cave) and Prescott (Prescott Frontier Days, World's Oldest Rodeo, Sharlot Hall Museum, & more). And it doesn't end there: explore the striking landscape at Cathedral Rock, admire all the interesting features of Oak Creek Vista Point, stroll through Huckaby Trail, and take a memorable drive along Red Rock Scenic Byway (SR 179).

To see ratings, maps, other places to visit, and tourist information, you can read our Sedona route planner.

Traveling by combination of flight and shuttle from San Francisco to Sedona takes 7 hours. Alternatively, you can do a combination of train, flight, and shuttle; or drive. The time zone changes from Pacific Standard Time to Mountain Standard Time, which is usually a 1 hour difference. While traveling from San Francisco, expect somewhat warmer days and about the same nights in Sedona, ranging from highs of 34°C to lows of 20°C. Wrap up your sightseeing on the 27th (Mon) to allow time to travel to 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 28th (Tue), explore the striking landscape of Cuyahoga Valley National Park. Keep things going the next day: admire the masterpieces at The Cleveland Museum of Art, make a trip to University Circle, learn more about the world around you at Cleveland Museum of Natural History, then take a stroll through Historic Little Italy in Cleveland, and finally stroll the grounds of Lake View Cemetery.

To see more things to do, maps, ratings, and tourist information, refer to the Cleveland tour itinerary builder .

Getting from Sedona to Cleveland by combination of taxi and flight takes about 7.5 hours. Other options: do a combination of shuttle and flight; or drive. Due to the time zone difference, you'll lose 2 hours traveling from Sedona to Cleveland. Traveling from Sedona in September, you will find days in Cleveland are slightly colder (28°C), and nights are about the same (19°C). Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Weston.

Weston is a city in Lewis County, West Virginia, United States. On the 30th (Thu), steep yourself in history at WVU Jackson's Mill Farmstead, do a tasting at Lambert's Vintage Wines, then steep yourself in history at Trans-Allegheny Lunatic Asylum, and finally admire all the interesting features of John Henry Memorial Park.

For more things to do, where to stay, photos, and other tourist information, read our Weston trip planner.

Drive from Cleveland to Weston in 4.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Cleveland in September, Weston is slightly colder at night with lows of 15°C. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Rehoboth Beach.

The population of the city of Rehoboth Beach expands by 25,000 every summer.

Kick off your visit on the 1st (Fri): immerse yourself in nature at Cape Henlopen State Park, sample the tasty concoctions at Revelation Craft Brewing Company, take in the waterfront at Rehoboth Beach Boardwalk, enjoy the sand and surf at Rehoboth Beach Public Beach, then look for gifts at The Spice & Tea Exchange of Rehoboth, and finally pause for some serene contemplation at St. Edmond's Catholic Church.

To find maps, traveler tips, more things to do, and more tourist information, refer to the Rehoboth Beach online trip itinerary planner .

Drive from Weston to Rehoboth Beach in 7 hours. Alternatively, you can take a bus; or do a combination of bus and train. In September, plan for daily highs up to 31°C, and evening lows to 19°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Philadelphia.

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.

Get in touch with nature at Independence National Historical Park and Kelly Drive. Eschew the tourist crowds and head to Independence Hall and Barnes Foundation. Get out of town with these interesting Philadelphia side-trips: Washington Memorial Chapel (in Valley Forge) and Fonthill Castle (in Doylestown). The adventure continues: take an in-depth tour of Eastern State Penitentiary, stroll the grounds of Christ Church, contemplate in the serene atmosphere at Cathedral Basilica of Saints Peter and Paul, and steep yourself in history at Elfreth's Alley.

To see reviews, photos, maps, and tourist information, refer to the Philadelphia planning site .

You can drive from Rehoboth Beach to Philadelphia in 2.5 hours. Other options are to do a combination of taxi and flight; or do a combination of ferry and bus. October in Philadelphia sees daily highs of 24°C and lows of 13°C at night. Cap off your sightseeing on the 5th (Tue) early enough to travel to Indianapolis.

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.

Start off your visit on the 6th (Wed): contemplate the waterfront views at Sodalis Nature Park, admire the landmark architecture of Scottish Rite Cathedral, then identify plant and animal life at Holliday Park, then trek along Indianapolis Cultural Trail, and finally take in the architecture and atmosphere at Saint John Evangelist Catholic Church.

For reviews, other places to visit, photos, and more tourist information, read Indianapolis holiday planner .

Traveling by flight from Philadelphia to Indianapolis takes 5 hours. Alternatively, you can do a combination of train and flight; or drive. Expect a bit cooler evenings in Indianapolis when traveling from Philadelphia in October, with lows around 10°C. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Louisville.

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.

Get a sense of the local culture at Kentucky Derby Museum and Conrad-Caldwell House Museum (Conrad's Castle). Your inner history buff will appreciate Louisville Mega Cavern and Cave Hill Cemetery. Get out of town with these interesting Louisville side-trips: Mammoth Cave National Park (Mammoth Cave National Park & Fat Man's Misery) and Bardstown (Lux Row Distillers, My Old Kentucky Home, & more). There's much more to do: see the interesting displays at Louisville Slugger Museum & Factory, sample the fine beverages at The Bulleit Frontier Whiskey Experience at Stitzel-Weller, admire all the interesting features of Central Park, and steep yourself in history at The Filson Historical Society.

For ratings, more things to do, traveler tips, and more tourist information, read our Louisville vacation site .

You can drive from Indianapolis to Louisville in 2 hours. Alternatively, you can take a bus. In October, daily temperatures in Louisville can reach 25°C, while at night they dip to 11°C. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Nashville.

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

Satisfy your inner culture vulture at Bicentennial Capitol Mall State Park and Lotz House Museum. Eschew the tourist crowds and head to Radnor Lake State Park and Old Stone Fort State Archaeological Park. Venture out of the city with trips to Stones River National Battlefield (in Murfreesboro), Burgess Falls State Park (in Sparta) and Arrington Vineyards (in Arrington). There's still lots to do: take in the dramatic scenery at Cummins Falls State Park, look for all kinds of wild species at David Crockett State Park, stroll the grounds of McGavock Confederate Cemetery, and steep yourself in history at President James K. Polk Home & Museum.

To see other places to visit, where to stay, photos, and more tourist information, use the Nashville trip itinerary builder .

You can drive from Louisville to Nashville in 3 hours. Alternatively, you can take a bus; or fly. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In October, plan for daily highs up to 28°C, and evening lows to 13°C. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Pigeon Forge.

A tiny town with big tourist appeal, Pigeon Forge bills itself as the "Center of Fun in the Smokies." Just a short drive from the national park protecting the diverse plant and animal life of the Great Smoky Mountains, the town features numerous places to visit, such as bars, restaurants, cafes, theaters, and shops.

Get in touch with nature at Roaring Fork and Alum Cave Trail. Satisfy your inner culture vulture at Mountain Valley Winery and Mill Bridge Winery. Change things up with these side-trips from Pigeon Forge: Clingmans Dome (in Great Smoky Mountains National Park) and Max Patch (in Hot Springs). There's still lots to do: hike along Roaring Fork Motor Nature Trail, test your team's savvy at popular escape rooms, stroll around Chimneys Picnic Area, and examine the collection at Hollywood Wax Museum.

For maps, reviews, other places to visit, and more tourist information, you can read our Pigeon Forge attractions planner.

Traveling by car from Nashville to Pigeon Forge takes 4 hours. Alternatively, you can fly; or take a bus. The time zone difference when traveling from Nashville to Pigeon Forge is 1 hour. Expect a daytime high around 27°C in October, and nighttime lows around 12°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to drive to Asheville.

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

Get in touch with nature at River Rafting & Tubing and Gorges State Park. Basilica of Saint Lawrence and Saint Paul Mountain Vineyards are good opportunities to explore the local culture. Get out of town with these interesting Asheville side-trips: Burntshirt Vineyards (in Hendersonville), Jump Off Rock (in Laurel Park) and Whitewater Falls (in Sapphire). There's lots more to do: explore the wealth of natural beauty at The North Carolina Arboretum, appreciate the history behind Thomas Wolfe Memorial, relax and rejuvenate at some of the best spas, and appreciate the extensive heritage of Urban Trail.

To see ratings, where to stay, photos, and other tourist information, read our Asheville visit planner.

You can drive from Pigeon Forge to Asheville in 2 hours. In October in Asheville, expect temperatures between 24°C during the day and 9°C at night. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to Savannah.

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.

Get some cultural insight at Mickve Israel Temple and Juliette Gordon Low's Birthplace. Take a break from the city and head to Fishing Charters & Tours and Parasailing & Paragliding. Change things up with these side-trips from Savannah: Hilton Head (Speed Boats Tours, Waterskiing & Jetskiing, & more), Old Sheldon Church Ruins (in Yemassee) and Beaufort National Cemetery (in Beaufort). Next up on the itinerary: steep yourself in history at Owens-Thomas House & Slave Quarters, get up close to creatures of the deep with a dolphin and whale watching tour, explore and take pictures at Wormsloe Historic Site, and view the masterpieces at Liquid Sands Glass Gallery.

Plan my day in Savannah using traveler tips and tourist information provided by Inspirock.

Drive from Asheville to Savannah in 5.5 hours. Alternatively, you can do a combination of car and flight; or fly. Prepare for somewhat warmer weather when traveling from Asheville in October: high temperatures in Savannah hover around 30°C and lows are around 18°C. Cap off your sightseeing on the 26th (Tue) early enough to go by car to Charleston.

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.

Your cultural itinerary includes sights like St. Michael's Church and Cathedral of Saint John the Baptist. Escape the urban bustle at The Center for Birds of Prey and Botany Bay Plantation Heritage Preserve and Wildlife Management Area. Step out of Charleston with an excursion to Edisto Beach State Park in Edisto Island--about 1h 10 min away. The adventure continues: contemplate the long history of Fort Sumter National Monument, cast your line with a fishing tour, test your problem-solving skills at popular escape rooms, and contemplate in the serene atmosphere at Kahal Kadosh Beth Elohim.

To see other places to visit, traveler tips, ratings, and other tourist information, go to the Charleston sightseeing planner.

You can drive from Savannah to Charleston in 2.5 hours. Another option is to take a bus. Expect a daytime high around 30°C in October, and nighttime lows around 18°C. Wrap up your sightseeing on the 29th (Fri) early enough to travel back home.