37 days in United States Itinerary

37 days in United States Itinerary

Created using Inspirock United States trip planner
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1
Virginia Beach
— 1 night
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2
Charleston
— 2 nights
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3
Leesburg
— 4 nights
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4
Orlando
— 1 day
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5
Leesburg
— 4 nights
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St. Augustine
— 3 nights
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Leesburg
— 6 nights
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8
Bradenton
— 3 nights
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9
Fort Myers
— 5 nights
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10
Leesburg
— 6 nights
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11
Washington DC
— 1 night
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Virginia Beach — 1 night

Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
To find photos, ratings, maps, and more tourist information, read our Virginia Beach sightseeing site.

Gray to Virginia Beach is an approximately 6.5-hour combination of car and flight. You can also drive. Prepare for warmer weather when traveling from Gray in February: high temperatures in Virginia Beach hover around 53°F and lows are around 35°F. On the 27th (Sun), you're off to Charleston.
Parks · Outdoors · Museums · Shopping

Charleston — 2 nights

Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
On the 28th (Mon), take in the local highlights with Walking tours.

Before you visit Charleston, use our trip planner to discover what you can do and see there.

Getting from Virginia Beach to Charleston by flight takes about 5 hours. Other options: drive; or do a combination of train and car. Plan for somewhat warmer temperatures traveling from Virginia Beach in February, with highs in Charleston at 63°F and lows at 44°F. Wrap up your sightseeing on the 1st (Tue) early enough to travel to Leesburg.
Tours
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Leesburg — 4 nights

Leesburg is a city in Lake County, Florida, United States. Get out of town with these interesting Leesburg side-trips: World Woods Golf Club (in Brooksville) and Withlacoochee State Trail (in Inverness).

For where to stay, more things to do, maps, and other tourist information, refer to the Leesburg trip planner.

Drive from Charleston to Leesburg in 6.5 hours. Alternatively, you can do a combination of flight and car. Plan for a bit warmer temperatures traveling from Charleston in March, with highs in Leesburg at 77°F and lows at 56°F. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Orlando.
Outdoors · Golf · Parks · Trails
Side Trips
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Orlando — 1 day

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.
To find more things to do and more tourist information, read Orlando online driving holiday planner.

Traveling by car from Leesburg to Orlando takes an hour. In March, daytime highs in Orlando are 78°F, while nighttime lows are 58°F. You'll set off for Leesburg on the 5th (Sat).
Outdoors · Parks · Fun & Games · Tours

Leesburg — 4 nights

Step out of Leesburg with an excursion to Crystal River Preserve State Park in Crystal River--about 1h 15 min away. See some other sides of Leesburg: go for a walk through Ferran Park and Eustis Lake Walk and walk around Trimble Park.

For photos, where to stay, reviews, and tourist information, read our Leesburg online vacation planner.

Traveling by car from Orlando to Leesburg takes an hour. Wrap up your sightseeing on the 9th (Wed) early enough to travel to St. Augustine.
Parks · Nature
Side Trips

St. Augustine — 3 nights

St. St. Augustine is known for historic sites, museums, and nightlife. Your trip includes some of its best attractions: brush up on your knowledge of spirits at St. Augustine Distillery, pause for some photo ops at Castillo de San Marcos National Monument, don't miss a visit to St. George Street, and deepen your understanding at Flagler College.

To see ratings, reviews, where to stay, and more tourist information, read our St. Augustine journey planner.

Getting from Leesburg to St. Augustine by car takes about 2.5 hours. When traveling from Leesburg in March, plan for a bit cooler days in St. Augustine, with highs around 71°F, while nights are about the same with lows around 54°F. Finish up your sightseeing early on the 12th (Sat) so you can travel to Leesburg.
Outdoors · Tours · Historic Sites · Breweries & Distilleries

Leesburg — 6 nights

You'll find plenty of places to visit near Leesburg: Crystal River (Crystal River, Scuba & Snorkeling, &more), Ellie Schiller Homosassa Springs Wildlife State Park (in Homosassa Springs) and Mount Dora Museum Of Speed (in Mount Dora). Explore Leesburg further: examine the collection at Eisenhower Regional Recreation Center, take an in-depth tour of Paquette's Historical Farmall Tractor Museum, stroll around Venetian Gardens Park, and contemplate the waterfront views at Lake Dora.

To see reviews, where to stay, ratings, and other tourist information, read our Leesburg road trip tool.

Drive from St. Augustine to Leesburg in 2.5 hours. Expect a bit warmer weather when traveling from St. Augustine in March: highs in Leesburg hover around 77°F, while lows dip to 56°F. Finish your sightseeing early on the 18th (Fri) to allow enough time to travel to Bradenton.
Parks · Wildlife · Nature · Museums
Side Trips

Bradenton — 3 nights

Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.
Get out of town with these interesting Bradenton side-trips: The Dali Museum (in St. Petersburg), Aspirations Winery (in Clearwater) and Siesta Beach (in Siesta Key). And it doesn't end there: find your balance on the water with some of the best stand-up paddleboarding in the area, trot along with a tour on horseback, stroll through Robinson Nature Preserve, and browse the eclectic array of goods at Beach Market at Coquina Beach.

To find ratings, more things to do, traveler tips, and tourist information, refer to the Bradenton trip planner.

Getting from Leesburg to Bradenton by car takes about 2 hours. Expect a daytime high around 77°F in March, and nighttime lows around 57°F. Wrap up your sightseeing on the 21st (Mon) early enough to drive to Fort Myers.
Outdoors · Parks · Museums · Tours
Side Trips

Fort Myers — 5 nights

Venture out of the city with trips to Naples (Naples Pier & Naples Botanical Garden), Fort Myers Beach (in Fort Myers Beach) and J.N. "Ding" Darling National Wildlife Refuge (in Sanibel Island).

To find ratings, reviews, other places to visit, and tourist information, read our Fort Myers trip planner.

Traveling by car from Bradenton to Fort Myers takes 2 hours. Alternatively, you can take a bus. In March, daily temperatures in Fort Myers can reach 81°F, while at night they dip to 59°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Leesburg.
Parks · Wildlife · Outdoors · Tours
Side Trips

Leesburg — 6 nights

Explore Leesburg's surroundings by going to Crystal River (Crystal River National Wildlife Refuge, Plantation Inn and Golf Resort, &more), Homosassa Manatee Snorkeling Center (in Homosassa) and Weeki Wachee Springs State Park (in Spring Hill). Explore Leesburg further: walk around Wooton Park, browse the different shops at Lake Sumter Landing, stroll through Emeralda Marsh Conservation Area, and enjoy some diversion at Pine Island Park.

To find reviews, other places to visit, traveler tips, and more tourist information, read our Leesburg trip itinerary builder app.

Drive from Fort Myers to Leesburg in 3.5 hours. Wrap up your sightseeing on the 1st (Fri) to allow time to travel to Washington DC.
Parks · Outdoors · Wildlife · Tours
Side Trips

Washington DC — 1 night

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.
Kick off your visit on the 2nd (Sat): pause for some photo ops at Washington Monument.

To see traveler tips, reviews, ratings, and more tourist information, use the Washington DC travel planner.

The Route module can help you plan travel from Leesburg to Washington DC. In April, Washington DC is slightly colder than Leesburg - with highs of 68°F and lows of 49°F. You will have some time to spend on the 2nd (Sat) before leaving for home.
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United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
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.