59 days in East Coast of USA Itinerary

59 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA tour itinerary builder

Make it your trip
Fly
1
Key West
— 4 nights
Drive
2
Marathon
— 3 nights
Bus to Key West, Fly to Sarasota
3
Sarasota
— 5 nights
Drive
4
Orlando
— 6 nights
Drive
5
St. Augustine
— 5 nights
Drive
6
Savannah
— 3 nights
Drive
7
Hilton Head
— 4 nights
Drive
8
Charleston
— 5 nights
Fly
9
Boston
— 5 nights
Drive
10
Newport
— 3 nights
Fly
11
Williamsburg
— 3 nights
Fly
12
Asheville
— 6 nights
Fly
13
Panama City Beach
— 4 nights
Fly

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Key West

— 4 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.
Kids will appreciate attractions like Florida Keys Eco-Discovery Center and Key West Cemetery. Popular historic sites such as Key West Garden Club and Truman Little White House are in your itinerary. Spend the 9th (Fri) exploring nature at Dry Tortugas National Park. There's much more to do: cast your line with a fishing tour, see the interesting displays at Mel Fisher Maritime Heritage Museum, cruise along The Overseas Highway, and enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

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

Melbourne, Australia to Key West is an approximately 28-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Melbourne to Key West. When traveling from Melbourne in October, plan for a bit warmer days in Key West, with highs around 35°C, while nights are much hotter with lows around 29°C. Finish up your sightseeing early on the 11th (Sun) so you can go by car to Marathon.

Things to do in Key West

Outdoors · Parks · Tours · Wildlife

Marathon

— 3 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Bring the kids along to Florida Keys Wild Bird Rehabilitation Center and The Turtle Hospital. Take a break from the city and head to Dolphin Research Center and John Pennekamp Coral Reef State Park. Go for a jaunt from Marathon to Islamorada to see Theater of the Sea about 42 minutes away. The adventure continues: take in the views from Seven Mile Bridge and enjoy the sand and surf at Bahia Honda State Park.

To see traveler tips, maps, where to stay, and other tourist information, refer to the Marathon trip itinerary tool.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In October in Marathon, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing on the 14th (Wed) to allow time to travel to Sarasota.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Sarasota

— 5 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Take a break from the city and head to Crescent Beach and Fort De Soto Park. Kids will enjoy Treasure Island Beach and Marie Selby Botanical Gardens. Get out of town with these interesting Sarasota side-trips: The Dali Museum (in St. Petersburg), Sunshine Skyway Bridge (in Tampa) and J.N. "Ding" Darling National Wildlife Refuge (in Sanibel Island). The adventure continues: steep yourself in history at Ca d'Zan, get all the equipment you need at Gear Rentals, walk around Siesta Beach, and kick back and relax at St. Pete Beach.

Inspirock's itinerary builder makes planning a Sarasota trip simple and quick.

Traveling by combination of bus and flight from Marathon to Sarasota takes 5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. Plan for little chillier nights when traveling from Marathon in October since evenings lows in Sarasota dip to 23°C. Finish your sightseeing early on the 19th (Mon) so you can drive to Orlando.

Things to do in Sarasota

Parks · Outdoors · Beaches · Museums

Side Trips

Orlando

— 6 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.
Kids will enjoy Avatar Flight of Passage and Tree of Life. Get outdoors at Cocoa Beach and Beach at Daytona Beach. Get out of town with these interesting Orlando side-trips: Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet) and Wild Florida Airboats (in Kenansville). The adventure continues: observe the fascinating underwater world at SEA LIFE Orlando Aquarium, see the interesting displays at Madame Tussauds Orlando, find something for the whole family at Fun Spot America, and try out the rides at World of Disney.

To find other places to visit, photos, and other tourist information, use the Orlando trip itinerary app.

Drive from Sarasota to Orlando in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 34°C in October, and nighttime lows around 24°C. Finish up your sightseeing early on the 25th (Sun) so you can go by car to St. Augustine.

Things to do in Orlando

Theme Parks · Shopping · Outdoors · Parks

Side Trips

St. Augustine

— 5 nights
St. Your inner history buff will appreciate Cathedral Basilica of St. Augustine and Old Jail. Do some cultural sightseeing at Old City and First Colony. Change things up with these side-trips from St. Augustine: Fernandina Beach (Hang Glide USA, Fort Clinch State Park, &more). There's much more to do: admire nature's wide array of creatures at St. Augustine Wild Reserve, admire the architecture and history at National Shrine of Our Lady of La Leche at Mission Nombre de Dios, tour the pleasant surroundings at St. Augustine Alligator Farm Zoological Park, and examine the collection at Lightner Museum.

To find where to stay, reviews, more things to do, and tourist information, you can read our St. Augustine journey maker site.

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. While traveling from Orlando, expect little chillier days and about the same nights in St. Augustine, ranging from highs of 31°C to lows of 22°C. Finish your sightseeing early on the 30th (Fri) to allow enough time to drive to Savannah.

Things to do in St. Augustine

Historic Sites · Parks · Outdoors · Museums

Side Trip

Savannah

— 3 nights

The Hostess City of the South

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Attractions like Colonial Park Cemetery and Old Fort Jackson make great kid-friendly stops. Explore hidden gems such as Juliette Gordon Low's Birthplace and Mickve Israel Temple. Change things up with a short trip to Tybee Island Light Station And Museum in Tybee Island (about 30 minutes away). The adventure continues: get up close to creatures of the deep with a dolphin and whale watching tour, contemplate in the serene atmosphere at Cathedral of St. John the Baptist, appreciate the extensive heritage of Fort Pulaski National Monument, and browse the exhibits of Owens-Thomas House & Slave Quarters.

To see reviews, ratings, maps, and other tourist information, refer to the Savannah road trip site.

Traveling by car from St. Augustine to Savannah takes 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from St. Augustine in October, you can expect nighttime temperatures to be a bit cooler in Savannah, with lows of 18°C. Finish your sightseeing early on the 2nd (Mon) so you can drive to Hilton Head.

Things to do in Savannah

Historic Sites · Museums · Outdoors · Tours

Side Trip

Hilton Head

— 4 nights
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Take a break from the city and head to Horse-Drawn Carriage Tours and Sea Pines Forest Preserve. Discover out-of-the-way places like Coastal Discovery Museum and Shelter Cove Harbour & Marina. Next up on the itinerary: shake up your sightseeing with ZipLine Hilton Head, don't miss a visit to Fort Mitchel, play a few rounds at Arthur Hills Golf Course, and tour the pleasant surroundings at Audubon Newhall Preserve.

To find photos, reviews, where to stay, and tourist information, you can read our Hilton Head day trip site.

You can drive from Savannah to Hilton Head in an hour. Another option is to take a bus. In November in Hilton Head, expect temperatures between 23°C during the day and 12°C at night. Wrap up your sightseeing on the 6th (Fri) to allow time to drive to Charleston.

Things to do in Hilton Head

Outdoors · Parks · Wildlife · Tours

Side Trip

Charleston

— 5 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Discover out-of-the-way places like McLeod Plantation Historic Site and The Charleston Museum. Take a break from the city and head to Angel Oak Tree and Dolphin & Whale Watching. There's much more to do: don't miss a visit to Sullivan's Island Lighthouse, stroll around Joe Riley Waterfront Park, snap pictures at Arthur Ravenel Jr. Bridge, and contemplate the long history of Boone Hall Plantation.

For maps, where to stay, photos, and more tourist information, you can read our Charleston online trip itinerary maker.

You can drive from Hilton Head to Charleston in 2.5 hours. Alternatively, you can take a bus. November in Charleston sees daily highs of 23°C and lows of 11°C at night. Finish your sightseeing early on the 11th (Wed) so you can fly to Boston.

Things to do in Charleston

Historic Sites · Parks · Museums · Tours

Side Trips

Boston

— 5 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Discover out-of-the-way places like Nubble Lighthouse and Old Burying Point Cemetery. Popular historic sites such as Bunker Hill Monument and Marginal Way Walkway are in your itinerary. Explore the numerous day-trip ideas around Boston: Wells Auto Museum (in Wells), The House of the Seven Gables (in Salem) and Gloucester (Sargent House Museum & Dolphin & Whale Watching). The adventure continues: contemplate the long history of Old North Church & Historic Site, stroll around Boston Common, take an in-depth tour of USS Constitution Museum, and admire the masterpieces at Museum of Fine Arts.

To see more things to do, where to stay, traveler tips, and more tourist information, go to the Boston trip planner.

You can fly from Charleston to Boston in 4 hours. Other options are to drive; or do a combination of bus and train. Traveling from Charleston in November, expect Boston to be slightly colder, temps between 13°C and 3°C. Finish up your sightseeing early on the 16th (Mon) so you can go by car to Newport.

Things to do in Boston

Museums · Historic Sites · Outdoors · Tours

Side Trips

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Take a break from the city and head to Ocean Drive Historic District and Cliff Walk. The Elms and Mystic Seaport Museum are good opportunities to explore the local culture. There's still lots to do: tour the pleasant surroundings at Fort Adams State Park, see the interesting displays at The Breakers, and admire the striking features of Marble House.

To find more things to do, maps, and other tourist information, use the Newport vacation website.

Traveling by car from Boston to Newport takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 13°C in November, and nighttime lows around 3°C. Finish your sightseeing early on the 19th (Thu) so you can fly to Williamsburg.

Things to do in Newport

Historic Sites · Outdoors · Museums · Parks

Side Trip

Williamsburg

— 3 nights

Colonial Capital

Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Satisfy your inner culture vulture at American Revolution Museum at Yorktown and Historic Jamestowne. Popular historic sites such as Bruton Parish Episcopal Church and Jamestown Settlement are in your itinerary. The adventure continues: steep yourself in history at Governor's Palace and make a splash at Busch Gardens Williamsburg.

To see other places to visit, more things to do, reviews, and other tourist information, read our Williamsburg trip maker tool.

Traveling by flight from Newport to Williamsburg takes 3.5 hours. Alternatively, you can drive; or take a bus. While traveling from Newport, expect somewhat warmer days and about the same nights in Williamsburg, ranging from highs of 20°C to lows of 6°C. Finish up your sightseeing early on the 22nd (Sun) so you can catch the flight to Asheville.

Things to do in Williamsburg

Historic Sites · Theme Parks · Museums

Side Trip

Asheville

— 6 nights

Land of the Sky

Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Get outdoors at Dry Falls and Grandfather Mountain. Wheels Through Time Transportation Museum and Museum of the Cherokee Indian are good opportunities to explore the local culture. Venture out of the city with trips to River Rafting & Tubing (in Bryson City), Love Lane Flower Farm (in Waynesville) and Falls Park on the Reedy (in Greenville). And it doesn't end there: get your bearings at The Folk Art Center (Southern Highland Craft Guild), take in the architecture and atmosphere at Basilica of Saint Lawrence, take some stellar pictures from Chimney Rock at Chimney Rock State Park, and indulge in some culinary diversions at a local gastronomic tour.

Quickly create a custom-made itinerary for Asheville using our trip planner.

Traveling by flight from Williamsburg to Asheville takes 5.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Plan for a bit cooler nights when traveling from Williamsburg in November since evenings lows in Asheville dip to 2°C. Wrap up your sightseeing on the 28th (Sat) early enough to fly to Panama City Beach.

Things to do in Asheville

Parks · Outdoors · Nature · Tours

Side Trips

Panama City Beach

— 4 nights

World's Most Beautiful Beaches

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Kids will appreciate attractions like Navarre Beach and Race City PCB. Take a break from the city and head to Okaloosa Island and Scuba & Snorkeling. The adventure continues: enjoy the sand and surf at St. Andrews State Park, take advantage of the amenities at Panama City Beach, admire the majestic nature at Henderson Beach State Park, and indulge in some personalized pampering at some of the best spas.

Discover how to plan a Panama City Beach trip in just a few steps with Inspirock's itinerary builder.

You can fly from Asheville to Panama City Beach in 5 hours. Alternatively, you can drive. In November, Panama City Beach is somewhat warmer than Asheville - with highs of 27°C and lows of 11°C. Wrap up your sightseeing on the 2nd (Wed) early enough to fly back home.

Things to do in Panama City Beach

Outdoors · Beaches · Parks · Nature

Side Trips