50 days in East Coast of USA Itinerary

50 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA itinerary builder

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Route & dates

50 days in East Coast of USA Itinerary

Start: Valletta, Island of Malta
Fly:  14​h 45​min
1
Boston
— 4 nights
Fly:  3​h 45​min
2
Myrtle Beach
— 3 nights
Drive:  2​h 15​min
3
Charleston
— 4 nights
Drive:  2​h 15​min
4
Hilton Head
— 4 nights
Drive:  1​h
5
Savannah
— 3 nights
Drive:  3​h 15​min
6
St. Augustine, Florida
— 4 nights
Drive:  2​h
7
Orlando, Florida
— 4 nights
Drive:  2​h 15​min
8
Sarasota, Florida
— 5 nights
+2
Bus + Foot + Fly:  6​h 45​min
9
Key West
— 5 nights
Fly + Drive:  6​h 30​min
10
Asheville
— 5 nights
Fly:  6​h 30​min
11
Williamsburg
— 2 nights
+2
Bus + Taxi + Fly:  5​h 45​min
12
New York City
— 5 nights
Fly:  15​h 15​min
End: Valletta, Island of Malta

4
nights
Boston

Boston ©
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.
Eschew the tourist crowds and head to The Breakers and Marginal Way Walkway. Popular historic sites such as Cliff Walk and The Paul Revere House are in your itinerary. Change things up with these side-trips from Boston: Ogunquit Beach (in Ogunquit), Dolphin & Whale Watching (in Gloucester) and Newport (Ocean Drive Historic District & The Elms). Next up on the itinerary: wander the streets of North End, get to know the fascinating history of Louisburg Square, explore the different monuments and memorials at Granary Burying Ground, and buy something for everyone on your list at Faneuil Hall Marketplace.

Plan trip to Boston with our itinerary maker to find out where to go and what to do.

Valletta, Malta to Boston is an approximately 15-hour flight. You can also do a combination of flight and bus. The time zone difference when traveling from Valletta to Boston is minus 6 hours. Traveling from Valletta in August, things will get little chillier in Boston: highs are around 32°C and lows about 21°C. Cap off your sightseeing on the 20th (Thu) early enough to travel to Myrtle Beach.

Things to do in Boston

Outdoors Historic Sites Parks

Side Trips

Newport, Ogunquit, Dolphin & Whale Watching
Find places to stay Aug 16 — 20:
Highlights from your plan
The Breakers ©
The Breakers
Marginal Way Walkway ©
Marginal Way Walkway
Dolphin & Whale Watching

3
nights
Myrtle Beach

Myrtle Beach ©
Myrtle Beach is a coastal city on the east coast of the United States in Horry County, South Carolina. Your cultural itinerary includes sights like Broadway at the Beach and Brookgreen Gardens. Eschew the tourist crowds and head to Myrtle Beach and Alligator Adventure. Change things up with a short trip to Huntington Beach State Park in Murrells Inlet (about 32 minutes away). Next up on the itinerary: get a dose of the wild on a nature and wildlife tour, don't miss a visit to Barefoot Landing, and enjoy breathtaking views from Myrtle Beach SkyWheel.

Planning Myrtle Beach trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Boston to Myrtle Beach by flight takes about 4 hours. Other options: do a combination of bus and flight; or drive. In August, Myrtle Beach is somewhat warmer than Boston - with highs of 36°C and lows of 26°C. Wrap up your sightseeing on the 23rd (Sun) to allow time to drive to Charleston.

Things to do in Myrtle Beach

Parks Outdoors Wildlife

Side Trips

North Myrtle Beach, Murrells Inlet
Find places to stay Aug 20 — 23:
Highlights from your plan
Myrtle Beach ©
Myrtle Beach
Nature & Wildlife Tours
Alligator Adventure ©
Alligator Adventure

4
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Satisfy your inner culture vulture at Fort Sumter National Monument and Magnolia Plantation & Gardens. Get in touch with nature at Dolphin & Whale Watching and Angel Oak Tree. There's much more to do: learn about all things military at Patriots Point, steep yourself in history at Boone Hall Plantation, stroll around Joe Riley Waterfront Park, and take in the views from Arthur Ravenel Jr. Bridge.

Plan a Charleston trip in moments using our itinerary builder.

You can drive from Myrtle Beach to Charleston in 2.5 hours. Alternatively, you can take a bus. In August in Charleston, expect temperatures between 36°C during the day and 28°C at night. Cap off your sightseeing on the 27th (Thu) early enough to go by car to Hilton Head.

Things to do in Charleston

Historic Sites Parks Museums

Side Trips

Mount Pleasant, Angel Oak Tree
Find places to stay Aug 23 — 27:
Highlights from your plan
Patriots Point ©
Patriots Point
Dolphin & Whale Watching
Angel Oak Tree ©
Angel Oak Tree

4
nights
Hilton Head

Hilton Head ©
A Hilton Head vacation may be heaven for a golfer, but the area also offers all kinds of other options for sports fans.
Eschew the tourist crowds and head to Dolphin & Whale Watching and Parasailing & Paragliding. Take a break from the city and head to Coligny Beach and Speed Boats Tours. There's lots more to do: identify plant and animal life at Sea Pines Forest Preserve, see what you can catch with a fishing tour, take a memorable tour with Tours, and try for a hole-in-one at Pirate's Island Adventure Golf.

Make your Hilton Head itinerary with Inspirock to find out what to see and where to go.

You can drive from Charleston to Hilton Head in 2.5 hours. Another option is to take a bus. In August, daily temperatures in Hilton Head can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing on the 31st (Mon) early enough to drive to Savannah.

Things to do in Hilton Head

Outdoors Wildlife Tours
Find places to stay Aug 27 — 31:
Highlights from your plan
Hilton Head Island Bike Trails ©
Hilton Head Island Bike Trails
Fishing Charters & Tours
Dolphin & Whale Watching

3
nights
Savannah

Savannah
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Bonaventure Cemetery and Olde Pink House are good opportunities to explore the local culture. Get in touch with nature at Hunting Island State Park and Dolphin & Whale Watching. Go for a jaunt from Savannah to Tybee Island to see Tybee Island Lighthouse Museum about 30 minutes away. And it doesn't end there: appreciate the extensive heritage of Fort Pulaski National Monument, explore the different monuments and memorials at Colonial Park Cemetery, steep yourself in history at Owens-Thomas House & Slave Quarters, and make a trip to City Market.

To see traveler tips, reviews, more things to do, and other tourist information, read Savannah route planning app .

Drive from Hilton Head to Savannah in an hour. Alternatively, you can take a bus. In August in Savannah, expect temperatures between 37°C during the day and 27°C at night. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to St. Augustine.

Things to do in Savannah

Historic Sites Parks Nature

Side Trips

Tybee Island, Hunting Island State Park
Find places to stay Aug 31 — Sep 3:
Highlights from your plan
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum
Dolphin & Whale Watching
Bonaventure Cemetery ©
Bonaventure Cemetery

4
nights
St. Augustine, Florida

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Deepen your sense of the past at sights like St. Augustine Lighthouse & Maritime Museum, Inc. and Fort Matanzas National Monument. You'll explore the less-touristy side of things at St. Augustine Distillery and St. Augustine Beach. Change things up with these side-trips from St. Augustine: The Cummer Museum of Art and Gardens (in Jacksonville), Ormond Beach (in Ormond Beach) and Fort Clinch State Park (in Fernandina Beach). There's much more to do: contemplate in the serene atmosphere at Cathedral Basilica of St. Augustine, look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park, see majestic marine mammals with a dolphin and whale watching tour, and see the interesting displays at St. Augustine Pirate & Treasure Museum.

To find other places to visit, reviews, photos, and other tourist information, read St. Augustine road trip planning site .

Getting from Savannah to St. Augustine by car takes about 3.5 hours. Other options: take a bus; or take a train. In September, daytime highs in St. Augustine are 34°C, while nighttime lows are 26°C. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Orlando.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trips

The Cummer Museum of Art and Gardens, Ormond Beach, Fort Clinch State Park
Find places to stay Sep 3 — 7:
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Clinch State Park ©
Fort Clinch State Park

4
nights
Orlando, Florida

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.
Step out of the city life by going to Stand-Up Paddleboarding and Fishing Charters & Tours. You'll discover tucked-away gems like Disney's Typhoon Lagoon Water Park and Ponce de Leon Inlet Lighthouse & Museum. There's still lots to do: test your problem-solving skills at popular escape rooms, make an unforgettable trip to Happily Ever After Fireworks, get in on the family fun at Walt Disney World Resort, and laugh and play at World of Disney.

To find ratings, photos, more things to do, and more tourist information, you can read our Orlando trip itinerary planner.

You can drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. In September in Orlando, expect temperatures between 37°C during the day and 27°C at night. Cap off your sightseeing on the 11th (Fri) early enough to go by car to Sarasota.

Things to do in Orlando

Theme Parks Tours Outdoors

Side Trips

Fishing Charters & Tours, Stand-Up Paddleboarding, Ponce de Leon Inlet Lighthouse & Museum
Find places to stay Sep 7 — 11:
Highlights from your plan
Ponce de Leon Inlet Lighthouse & Museum ©
Fishing Charters & Tours
Disney's Typhoon Lagoon Water Park ©
Disney's Typhoon Lagoon Water Park

5
nights
Sarasota, Florida

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Step off the beaten path and head to Siesta Beach and J.N. "Ding" Darling National Wildlife Refuge. Pass-a-Grille and The Bailey-Matthews National Shell Museum are good opportunities to explore the local culture. Change things up with these side-trips from Sarasota: Treasure Island Beach (in Treasure Island), Sunshine Skyway Bridge (in Tampa) and Bowman's Beach (in Sanibel Island). There's much more to do: enjoy the sand and surf at Saint Pete Beach, see majestic marine mammals with a dolphin and whale watching tour, and tour the pleasant surroundings at Venice Beach.

Start your trip to Sarasota by creating a personalized itinerary on Inspirock.

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. September in Sarasota sees daily highs of 37°C and lows of 27°C at night. Wrap up your sightseeing on the 16th (Wed) to allow time to travel to Key West.

Things to do in Sarasota

Parks Outdoors Beaches

Side Trips

Sanibel Island, St. Pete Beach, Treasure Island Beach, Sunshine Skyway Bridge, Venice Beach
Find places to stay Sep 11 — 16:
Highlights from your plan
Siesta Beach ©
Siesta Beach
Dolphin & Whale Watching
Saint Pete Beach ©
Saint Pete Beach

5
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.
Get in touch with nature at Fort Zachary Taylor and The Overseas Highway. You'll discover tucked-away gems like Bahia Honda State Park and Dolphin Research Center. Explore Key West's surroundings by going to Marathon (Fishing Charters & Tours, The Turtle Hospital, & more). Next up on the itinerary: get up close to creatures of the deep with a dolphin and whale watching tour, discover the deep blue sea with a scuba or snorkeling tour, contemplate the long history of Truman Little White House, and take an in-depth tour of Fort East Martello Museum.

For reviews, maps, where to stay, and more tourist information, go to the Key West trip planning app .

Traveling by combination of bus and flight from Sarasota to Key West takes 7 hours. Alternatively, you can drive; or do a combination of bus and ferry. Traveling from Sarasota in September, Key West is somewhat warmer at night with lows of 31°C. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Asheville.

Things to do in Key West

Outdoors Wildlife Parks

Side Trips

Marathon, Bahia Honda State Park
Find places to stay Sep 16 — 21:
Highlights from your plan
The Overseas Highway ©
The Overseas Highway
Scuba & Snorkeling
Dolphin Research Center ©
Dolphin Research Center

5
nights
Asheville

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Wheels Through Time Transportation Museum and Basilica of Saint Lawrence are good opportunities to explore the local culture. Step off the beaten path and head to Blue Ridge Pkwy and The North Carolina Arboretum. Get out of town with these interesting Asheville side-trips: Museum of the Cherokee Indian (in Cherokee), Grandfather Mountain (in Linville) and River Rafting & Tubing (in Bryson City). There's lots more to do: walk around Falls Park on the Reedy, take in the dramatic scenery at Dry Falls, indulge in some personalized pampering at some of the best spas, and deepen your understanding at Southern Highland Craft Guild Folk Art Center.

For ratings, photos, more things to do, and more tourist information, you can read our Asheville driving holiday planner.

You can do a combination of flight and car from Key West to Asheville in 6.5 hours. Other options are to fly; or drive. Traveling from Key West in September, you will find days in Asheville are slightly colder (30°C), and nights are much colder (17°C). Cap off your sightseeing on the 26th (Sat) early enough to travel to Williamsburg.

Things to do in Asheville

Parks Nature Outdoors

Side Trips

Dry Falls, Blue Ridge Pkwy, Sierra Nevada Brewing Co. Tours & Tastings, Wheels Through Time Transportation Museum, Grandfather Mountain
Find places to stay Sep 21 — 26:
Highlights from your plan
The North Carolina Arboretum ©
The North Carolina Arboretum
Dry Falls ©
Dry Falls
River Rafting & Tubing

2
nights
Williamsburg

Williamsburg ©
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.
Start off your visit on the 27th (Sun): steep yourself in history at Governor's Palace, pause for some serene contemplation at Bruton Parish Episcopal Church, and then cool off at Busch Gardens Williamsburg. Get ready for a full day of sightseeing on the next day: contemplate the long history of Historic Jamestowne and then take a tour of Jamestown Settlement.

For more things to do, maps, ratings, and other tourist information, go to the Williamsburg trip itinerary maker website .

Getting from Asheville to Williamsburg by flight takes about 6.5 hours. Other options: drive; or do a combination of flight and bus. Expect somewhat warmer evenings in Williamsburg when traveling from Asheville in September, with lows around 22°C. Cap off your sightseeing on the 28th (Mon) early enough to travel to New York City.

Things to do in Williamsburg

Historic Sites Theme Parks Museums
Find places to stay Sep 26 — 28:
Highlights from your plan
Governor's Palace ©
Governor's Palace
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement

5
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.
Do some cultural sightseeing at The Metropolitan Museum of Art and Home of Franklin D. Roosevelt. Your inner history buff will appreciate Franklin D. Roosevelt Presidential Library and Museum and Ellis Island. Next up on the itinerary: take in the pleasant sights at Central Park, make a trip to Statue of Liberty National Monument, take a stroll through Times Square, and learn more about the world around you at American Museum of Natural History.

For other places to visit, maps, traveler tips, and more tourist information, use the New York City itinerary planner .

You can do a combination of bus and flight from Williamsburg to New York City in 6 hours. Other options are to do a combination of bus and flight; or drive. In September, plan for daily highs up to 31°C, and evening lows to 22°C. Wrap up your sightseeing on the 3rd (Sat) to allow time to travel back home.

Things to do in New York City

Museums Historic Sites Parks

Side Trip

Hyde Park
Find places to stay Sep 28 — Oct 3:
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

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