20 days in East Coast of USA Itinerary

20 days in East Coast of USA Itinerary

Created using Inspirock East Coast of USA itinerary builder

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Route & dates

20 days in East Coast of USA Itinerary

Start: Sao Paulo
Fly:  14​h 30​min
1
Key West
— 1 night
Fly + Drive:  5​h 45​min
2
St. Augustine
— 1 night
Drive:  3​h 15​min
3
Savannah
— 2 nights
Drive:  2​h 15​min
4
Charleston
— 2 nights
Drive:  2​h 15​min
5
Myrtle Beach
— 1 night
Fly:  3​h
6
Washington DC
— 2 nights
train:  2​h 30​min
7
Charlottesville
— 2 nights
Fly:  3​h 30​min
8
New York City
— 2 nights
Drive:  3​h 45​min
9
Newport
— 2 nights
Drive:  3​h 30​min
10
Portland
— 1 night
+2
bus + foot + Fly:  16​h
End: Sao Paulo

1
night
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.
On the 9th (Sat), explore and take pictures at The Overseas Highway, see the interesting displays at Mel Fisher Maritime Heritage Museum, look for gifts at Isle Cook Key West, then steep yourself in history at Truman Little White House, and finally immerse yourself in nature at Fort Zachary Taylor. On the 10th (Sun), you'll have a packed day of sightseeing: see the interesting displays at The Ernest Hemingway Home and Museum, then browse the exhibits of Key West Lighthouse and Keeper's Quarters Museum, and then get a new perspective on things with Boat Tours & Water Sports.

To see where to stay, more things to do, and other tourist information, use the Key West online route planner .

Sao Paulo, Brazil to Key West is an approximately 14.5-hour flight. You can also do a combination of flight and shuttle; or do a combination of bus and flight. The time zone difference moving from Brasilia Time (BRT) to Eastern Standard Time (EST) is minus 2 hours. In May, Key West is a bit warmer than Sao Paulo - with highs of 34°C and lows of 29°C. Finish your sightseeing early on the 10th (Sun) to allow enough time to travel to St. Augustine.

Things to do in Key West

Outdoors Museums Historic Sites
Find places to stay May 9 — 10:
Highlights from your plan
Truman Little White House ©
Truman Little White House
Fort Zachary Taylor ©
Fort Zachary Taylor

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Start off your visit on the 11th (Mon): explore and take pictures at Flagler College, see the interesting displays at The Lightner Museum, browse the exhibits of St. Augustine Lighthouse & Maritime Museum, Inc., then kick back and relax at St. Augustine Beach, and finally brush up on your knowledge of spirits at St. Augustine Distillery. Get ready for a full day of sightseeing on the 12th (Tue): don't miss a visit to St. George Street, examine the collection at St. Augustine Pirate & Treasure Museum, take in the architecture and atmosphere at Cathedral Basilica of St. Augustine, examine the collection at The Ximenez-Fatio House, then view the masterpieces at High Tide Gallery, and finally stroll the grounds of Tolomato Cemetery.

To see where to stay, reviews, photos, and other tourist information, read our St. Augustine online trip itinerary builder .

Traveling by combination of flight and car from Key West to St. Augustine takes 6 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from Key West in May, St. Augustine is little chillier at night with lows of 22°C. Wrap up your sightseeing on the 12th (Tue) to allow time to drive to Savannah.

Things to do in St. Augustine

Museums Historic Sites Beaches
Find places to stay May 10 — 12:
Highlights from your plan
Cathedral Basilica of St. Augustine ©
St. Augustine Beach ©
St. Augustine Beach

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 13th (Wed): appreciate the extensive heritage of Fort Pulaski National Monument, visit a coastal fixture at Tybee Island Lighthouse Museum, stroll the grounds of Bonaventure Cemetery, then steep yourself in history at Owens-Thomas House & Slave Quarters, and finally take an unorthodox tour of Olde Pink House. Keep things going the next day: see majestic marine mammals with a dolphin and whale watching tour, then relax and rejuvenate at some of the top local wellness centers, then stroll through Coligny Beach, and finally don't miss a visit to City Market.

To see maps, ratings, traveler tips, and tourist information, refer to the Savannah online route planner .

Traveling by car from St. Augustine to Savannah takes 3.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 33°C, and evening lows to 20°C. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Charleston.

Things to do in Savannah

Historic Sites Museums Outdoors

Side Trips

Hilton Head, Tybee Island
Find places to stay May 12 — 14:
Highlights from your plan
Fort Pulaski National Monument ©
Fort Pulaski National Monument
Bonaventure Cemetery ©
Bonaventure Cemetery
Tybee Island Lighthouse Museum
Tybee Island Lighthouse Museum

2
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
On the 15th (Fri), explore the galleries of Fort Sumter National Monument, then learn about all things military at Patriots Point, and then get the lay of the land with Walking tours. Get ready for a full day of sightseeing on the next day: make a trip to Riley Waterfront Park, then take an in-depth tour of The Charleston Museum, and then explore and take pictures at Magnolia Plantation & Gardens.

To see ratings, reviews, traveler tips, and more tourist information, read our Charleston trip itinerary builder tool .

Getting from Savannah to Charleston by car takes about 2.5 hours. Other options: take a bus. Expect a daytime high around 32°C in May, and nighttime lows around 20°C. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Myrtle Beach.

Things to do in Charleston

Historic Sites Museums Parks

Side Trip

Patriots Point
Find places to stay May 14 — 16:
Highlights from your plan
Fort Sumter National Monument ©
Fort Sumter National Monument
Patriots Point ©
Patriots Point
The Charleston Museum ©
The Charleston Museum

1
night
Myrtle Beach

Myrtle Beach ©
Myrtle Beach is a coastal city on the east coast of the United States in Horry County, South Carolina. Start off your visit on the 17th (Sun): see the interesting displays at Hollywood Wax Museum, wander the streets of Broadway at the Beach, then enjoy the sand and surf at Myrtle Beach, and finally catch some excitement at Myrtle Beach SkyWheel.

For other places to visit, maps, traveler tips, and other tourist information, you can read our Myrtle Beach trip maker site .

You can drive from Charleston to Myrtle Beach in 2.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Myrtle Beach can reach 30°C, while at night they dip to 20°C. Cap off your sightseeing on the 17th (Sun) early enough to travel to Washington DC.

Things to do in Myrtle Beach

Beaches Outdoors Parks
Find places to stay May 16 — 17:
Highlights from your plan
Broadway at the Beach ©
Broadway at the Beach
Hollywood Wax Museum ©
Hollywood Wax Museum
Myrtle Beach SkyWheel ©
Myrtle Beach SkyWheel

2
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.
Start off your visit on the 18th (Mon): examine the collection at United States Holocaust Memorial Museum, then see the interesting displays at The National Archives Museum, then examine the collection at National Air and Space Museum, and finally stroll the grounds of Arlington National Cemetery. On your second day here, see the interesting displays at Newseum, explore the world behind art at National Gallery of Art, then learn more about the world around you at Smithsonian National Museum of Natural History, and finally admire the masterpieces at National Portrait Gallery.

For photos, maps, and more tourist information, refer to the Washington DC trip itinerary planner.

You can fly from Myrtle Beach to Washington DC in 3 hours. Other options are to do a combination of flight and train; or drive. Expect slightly colder evenings in Washington DC when traveling from Myrtle Beach in May, with lows around 17°C. Finish up your sightseeing early on the 19th (Tue) so you can catch the train to Charlottesville.

Things to do in Washington DC

Museums Historic Sites

Side Trip

Arlington National Cemetery
Find places to stay May 17 — 19:
Highlights from your plan
United States Holocaust Memorial Museum ©
Arlington National Cemetery ©
Arlington National Cemetery
National Gallery of Art ©
National Gallery of Art

2
nights
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Start off your visit on the 20th (Wed): do a tasting at King Family Vineyards, then admire all the interesting features of Thomas Jefferson's Monticello, then contemplate the long history of Mulberry Row, and finally contemplate the long history of The Glass Palette - Interactive Glass Art Studio. On the 21st (Thu), you'll have a packed day of sightseeing: contemplate the long history of James Madison's Montpelier, learn about all things military at Vietnam War Foundation Museum, then do a tasting at Glass House Winery, and finally gain insight at University of Virginia.

To find where to stay, traveler tips, ratings, and other tourist information, read our Charlottesville day trip website .

You can take a train from Washington DC to Charlottesville in 2.5 hours. Alternatively, you can drive; or do a combination of subway, bus, and flight. In May, daily temperatures in Charlottesville can reach 28°C, while at night they dip to 15°C. Finish up your sightseeing early on the 21st (Thu) so you can travel to New York City.

Things to do in Charlottesville

Historic Sites Wineries Shopping

Side Trips

Glass House Winery, Vietnam War Foundation Museum, James Madison's Montpelier, King Family Vineyards
Find places to stay May 19 — 21:
Highlights from your plan
Monticello ©
Monticello
James Madison's Montpelier ©
James Madison's Montpelier
University of Virginia ©
University of Virginia

2
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.
Kick off your visit on the 22nd (Fri): enjoy breathtaking views from Empire State Building, take in the pleasant sights at Times Square, then learn more about the world around you at American Museum of Natural History, and finally pause for some photo ops at 9/11 Memorial. Get ready for a full day of sightseeing on the next day: explore the world behind art at The Metropolitan Museum of Art and then don't miss a visit to Central Park.

To find where to stay, other places to visit, more things to do, and other tourist information, use the New York City tour planner .

You can fly from Charlottesville to New York City in 3.5 hours. Other options are to do a combination of flight and train; or drive. When traveling from Charlottesville in May, plan for little chillier days in New York City, with highs around 24°C, while nights are about the same with lows around 15°C. Finish your sightseeing early on the 23rd (Sat) so you can drive to Newport.

Things to do in New York City

Museums Parks Neighborhoods
Find places to stay May 21 — 23:
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©

2
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Kick off your visit on the 24th (Sun): contemplate the long history of Touro Synagogue, get to know the fascinating history of Cliff Walk, admire the striking features of Marble House, then cruise along Ocean Drive Historic District, and finally contemplate the long history of Fort Adams State Park. Get ready for a full day of sightseeing on the 25th (Mon): examine the collection at Newport Car Museum, examine the collection at The Breakers, then steep yourself in history at The Elms, then take in the architecture and atmosphere at St. Mary's Catholic Church, and finally explore and take pictures at Beavertail Lighthouse and Park.

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

Traveling by car from New York City to Newport takes 4 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from New York City in May, Newport is slightly colder at night with lows of 11°C. Cap off your sightseeing on the 25th (Mon) early enough to go by car to Portland.

Things to do in Newport

Historic Sites Parks Outdoors

Side Trips

Newport Car Museum, Beavertail Lighthouse and Park
Find places to stay May 23 — 25:
Highlights from your plan
Ocean Drive Historic District ©
Ocean Drive Historic District
The Breakers ©
The Breakers
The Elms ©
The Elms

1
night
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kick off your visit on the 26th (Tue): wander the streets of Old Port, explore the world behind art at Portland Museum of Art, learn about all things military at Maine Military Museum, then see the interesting displays at Portland Head Light, and finally take a stroll through Diamond Cove.

For reviews, more things to do, and tourist information, read our Portland travel itinerary planner.

Traveling by car from Newport to Portland takes 3.5 hours. Alternatively, you can take a bus; or take a bus. In May, plan for daily highs up to 20°C, and evening lows to 8°C. Finish up your sightseeing early on the 26th (Tue) so you can travel back home.

Things to do in Portland

Neighborhoods Museums

Side Trips

Maine Military Museum, Portland Head Light
Find places to stay May 25 — 26:
Highlights from your plan
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art
Old Port ©
Old Port

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