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Best in Travel is here! Discover 2025’s destinations

Home to golden beaches, vast wetlands and grand cityscapes, the Eastern USA offers a trove of memorable travel experiences. 

The challenge is deciding where to go - no easy task in a region with thousands of attractions scattered across dozens of states. That’s where we come in. Start your planning with one of these six itineraries. Each showcases a different facet of the American experience, from the allure of the South to the island-studded coastlines of New England

We’ve kept our suggestions to trips of five to 10 days, though you could easily extend your journey or combine a few (or all!) of these itineraries into one epic road trip traveling the length of the Eastern Seaboard. 

A woman looks at a plaque while standing in front of three arched floor to ceiling windows variously paned with colored stained glass
Aerial view of a four lane highway bridge that is crossing a green ocean
A tent on a beach beside a picnic table with the ocean in the background
A man and a woman ride bikes in front of a white picket fence with a white house with green shutters behind
Clockwise from top left: Villa Vizcaya in Miami, Florida. Manamana/Shutterstock The Overseas Highway bridge that connects the Keys in Florida. pisaphotography/Shutterstock Key West, Florida. Erika Cristina Manno/Shutterstock Bahia Honda State Park, Monroe County, Florida. Philip Lange/Shutterstock

1. Drive across the sea in South Florida 

5-day itinerary
Distance: 175 miles (282km)

On this five-day trip, get a taste of Florida’s most dynamic city, soaking up Miami’s Art Deco architecture, lovely beaches and street art. Afterwards, rent a car and hit the road, traveling the full length of the Overseas Highway, which stretches for 113 miles over 42 bridges linking some 44 different islands. The journey ends in the colorful city of Key West. 

Miami: 1 day  

Head straight to the shore for an early-morning stroll (sunrise is magical) along the golden sands of South Beach. Afterwards, enjoy the eye-catching architecture on a wander through the Art Deco Historic District, and shop and snack along palm-lined . In the evening, head to Wynwood to check out cutting-edge street art at Wynwood Walls, and grab a bite at the nearby  - or at the speakeasy-style , a Michelin-starred Japanese restaurant concealed within.

Next stop: Get behind the wheel for the 70-mile drive down to Key Largo. 

Detour: Make a side trip to the Everglades for guided wildlife encounters and other adventures in the national park (add one additional day).

Key Largo: 1 day  

Take the slower, but more scenic Card Sound Bridge (stopping for a bite perhaps at ) to reach Key Largo, the best-known of the Upper Keys. Go for a snorkeling or diving excursion, followed by a mangrove stroll at John Pennekamp Coral Reef State Park, then enjoy sunset views from a well-placed restaurant-bar facing Florida Bay.  is a great choice.

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Next stop: It’s an easy 25-mile or so drive to Islamorada (though it can take an hour if the traffic gods aren’t on your side).

Islamorada: 1 day  

Islamorada is pronounced nothing like it’s spelled (eye-luh-murr-AH-da), nor is it merely one isla, but rather five different islands. Start off by feeding the massive tarpon at , then rent a kayak for a paddle out to Indian Key Historic State Park, an uninhabited island that was home to a thriving community back in the 19th century. Leave time for a nature walk at Windley Key Fossil Reef Geological State Park

Next stop: The views just keep getting better - especially as you cross aptly named - en route to Bahia Honda State Park (a one-hour drive). 

Bahia Honda State Park: 1 day 

The Keys aren’t known for their beaches, making the white sand shoreline of Bahia Honda all the more glorious. Enjoy some downtime by the water, or get active or walking an old section of the former . 

Detour: Tack on an extra half day with a visit to , which has a large reserve full of tiny Key deer, an endangered subspecies of white-tailed deer. Get info and pick up trail maps at the .

Next stop: You’ll cross more islands and enjoy plenty of water views in both directions before reaching Key West (another hour or so). 

Key West: 1 day 

Celebrate the Overseas Highway adventure at Key West. Though it’s the end of the road, the vibrant, bohemian-loving enclave is the starting point for loads of other activities and adventures. Walk in the steps of a literary giant at the Hemingway House, see treasures unearthed from the deep at Mel’s Maritime Museum and catch the sunset amid the buskers on always-lively Mallory Square.  

Detour: Add on another day with a visit by boat or seaplane to the Dry Tortugas National Park, a small island fringed by coral reefs.

On the road to Beaufort, South Carolina. Serge Skiba / Shutterstock
A massive live oak tree draped in Spanish moss. Serge Skiba/Shutterstock

2. Southern charm in Georgia and the Carolinas 

8-day itinerary
Distance: 540 miles (869km)

You’ll see plenty of dramatic scenery on this coastal road trip that takes in historic cities, barrier islands and wild beaches. The lovely backdrop is just one of the big draws. There’s also the mouthwatering seafood, the art scene and, perhaps most importantly, the friendly dose of southern hospitality you’ll experience throughout your journey.

Savannah: 2 days

Immerse yourself in the welcoming rhythms of the South in Savannah, one of its most captivating little cities. Check out artwork at the Jepson Center for the Arts, designed by the great Moshe Safdie. Take in the beauty of , and unwind under the Spanish moss-draped live oaks in Forsyth Park. Savannah has some excellent restaurants, try the upscale southern classics at the .  

Next stop: Beaufort is around 43 miles north; allow just over an hour to get there. 

Beaufort: 1 day 

Sitting pretty on Port Royal Island, Beaufort (pronounced "byoo-furt") is South Carolina’s second oldest city and a good place to learn about . The downtown riverfront is sprinkled with art galleries and cafes, and offers a dose of late 19th-century history at the . 

Next stop: It’s a 70-mile drive northeast to Charleston (about a 90-minute drive). 

Charleston: 2 days 

Delve into the downtown of Charleston, wandering the Historic District’s cobblestone and brick alleyways and touring over-the-top mansions like the Heyward-Washington House. Don’t miss the International African American Museum, which has thought-provoking galleries that take visitors on a journey from ancient Africa to the present day. 

Detour: Break up your drive to the Outer Banks with a stop in Wilmington, with its restaurant-lined riverfront and inviting beaches nearby.   

Next stop: Set out early for the 8½-hour journey to Ocracoke on the Outer Banks, which includes a from Cedar Island. 

Outer Banks: 3 days  

Stretching for more than 100 miles off the North Carolina shore, the Outer Banks are a series of narrow islands fringed by sandy beaches and dotted with attractive, centuries-old townships. You can explore by road, with vehicle ferries getting you between islands, along the . A good base is Ocracoke, with its beaches and  historic sites - including the and the . You can also explore a ghost town at , learn about the lost colony of Roanoke at Fort Raleigh National Historic Site, and hike the sandy hills of Jockey's Ridge State Park on . 

an orange sky over a green march and sparkling water.
Crab, hammer and knife on newspaper
Left: Chincoteague National Wildlife Refuge, Virginia. Paul Brady Photography/Shutterstock Right: Crab reast in Baltimore, Maryland. Patrick Holliday/Shutterstock

3. Circle the Chesapeake Bay: Maryland, Delaware and Virginia

6-day itinerary 
Distance: 550 miles (885km) 

It’s the nation’s largest estuary and the watery backyard for more than 18 million people. It’s also the source of seafood riches (namely blue crabs, oysters and rockfish) and a gorgeous backdrop to boating adventures. We’re talking of course about the Chesapeake Bay. Travel here takes you through bayside villages, captivating big cities and frozen-in-time settlements that predate the creation of the US. You’ll also see Atlantic beaches, wild horses and one very famous presidential home.   

Baltimore: 2 days

Delve into "Charm City" taking in the attractions of the starting with the impressive National Aquarium. See outsider art at the fabulous American Visionary Art Museum and have dinner in the cobblestone district of . 

Detour: Visit , Maryland’s historic state capital, and a prime spot for across the Bay.

Next stop: Take the soaring 4.3-mile Chesapeake Bay Bridge across to Maryland’s and continue to Rehoboth Beach (a 2½-hour drive). 

Rehoboth Beach: 1 day

Welcome to Delaware! Greet the sunrise with an early morning stroll along the sandy shore of , which is an attractive town dotted with Victorian houses and fringed by and . After some beach time, walk the wide planks of the boardwalk, stopping for carnival amusement at . 

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Next stop: Head south to Chincoteague Island, which is just less than a 2-hour drive. Along the way, you’ll pass back into Maryland and then into Virginia. 

Chincoteague: 1 day

Near the southern end of the peninsula sometimes dubbed Delmarva (DELaware-MARyland-VirginiA - since three states all claim a part of it),  is a peaceful little town overlooking the Chesapeake Bay. The big draw is the herd of wild horses that roams the island. You can also catch some fiery sunsets, best enjoyed with an ice cream cone from . 

Next stop: It’s about a 3-hour drive to Williamsburg, and you’ll cross the Chesapeake once again, this time driving under the waterway, via the 17.6-mile Chesapeake Bay Bridge-Tunnel. 

Williamsburg: 1 day

Feel the clock spin back a few centuries in Colonial Williamsburg, a living history museum that transports visitors to the 1700s. There’s much to explore in this 300-acre park, with costumed interpreters practicing trades as apothecaries, blacksmiths, printers, soldiers, bartenders and patriots. You can even dine on authentic recipes of yesteryear at places like the .  

Detour: Add another day (or more) in Richmond, Virginia’s capital, where museums like the  shed light on the Civil War. You can also tour Gilded Age mansions like .  

Next stop: It’s another two hours to Alexandria, just across the Potomac River from Washington, DC.  

Alexandria: 1 day

Red-brick colonial homes, gas lamps and cobblestone lanes set the scene for an atmospheric wander in the Old Town of Alexandria. Yet, this is no time capsule like Williamsburg but a vibrant town, with an impressive art scene (check out the Torpedo Factory Art Center), live music (catch a show at the ) and some memorable restaurants (book a table at the venerable Gadsby’s Tavern).

Detour: It’s a short hop down to Mount Vernon, the former estate of George Washington, and it’s worth taking a tour of the house and grounds.

Extension: Take the metro to travel between Alexandria and Washington, DC. And you could add on a few days to take in the Smithsonian museums and government buildings. Otherwise, it’s a little more than an hour’s drive from Alexandria back to your starting point in Baltimore.  

narrow cobbled street with tall brick buildings on either side
Harbor with a little red boat lined with homes with balconies on the water
Colorful fishing bouys hang on the side of a building
Green marsh land with large homes on one side, a line of geese swims through the sparkling pond
Clockwise from top left: Historic Acorn St in the Beacon Hill neighborhood, Boston. haveseen/Shutterstock Nantucket Harbor, Massachusetts. kliggs/Shutterstock Martha's Vineyard. Ann Douglas Lott for Lonely Planet Provincetown, Massachusetts. reed8516/Shutterstock

4. Islands, Capes and Seashores: exploring coastal Massachusetts

On this sea-going journey in Massachusetts, experience grand waterfront towns and picturesque beaches, not to mention two of New England’s most entrancing islands. Even when you’re not boating or frolicking in the waves, the sea plays a starring role here at venerable restaurants and museums.

9-day itinerary
Distance: 210 miles (338km)

Boston: 2 days

New England’s largest city is well-known for its arts scene, cuisine and historic sites. Spend day one walking the Freedom Trail, followed by an Italian feast in the North End ( is a great option). On day two take the boat out to Georges Island for a wander through an eerie 19th-century fort.

Detour: Catch the train to Salem for a half-day learning about the witch hysteria of the 17th century.

Next stop: Buy a ticket to the for the 90-minute ride to Provincetown.   

Provincetown: 1 day

Enjoy one of the most exciting destinations on Cape Cod. Take a , visit the curious along the Cape Cod National Seashore and partake in LGBTIQ+-fueled nightlife in vibrant Provincetown. After a day of outdoor adventures, treat yourself to a meal of fresh-off-the-boat seafood at the . 

Next stop: It’s a two-hour bus trip (or one-hour drive if you have a car) to Chatham.

Chatham: 1 day 

Spend a day soaking up the life aquatic in charming . Look for seals at the Chatham Fish Pier and have a bite at the . After lunch enjoy some time in the surf on Lighthouse Beach. Later in the day, join birdwatchers at the Monomoy National Wildlife Refuge and keep an eye out for dolphins, whales and other marine life.

Next stop: Allow about 80 minutes for the bus ride (35 minutes by car) to reach Hyannis. 

Hyannis: 1 day

On the south side of Cape Cod, was once a favorite destination of President JFK. Get your fill of presidential lore at the John F Kennedy Hyannis Museum, then have a peach ice cream (Jackie’s favorite flavor) at . In the afternoon, go sailing – make it the if you have kids in tow.

Next stop: It’s a one-hour from Hyannis to Martha’s Vineyard. 

Martha’s Vineyard: 2 days

It’s easy to fall for the enchanting island of Martha’s Vineyard. After the ferry from Hyannis, head to the Aquinnah Cliffs, dramatically set above the crashing waves. Continue to Gay Head Lighthouse for more Instagram-worthy pics, followed by some downtime on secluded Moshup Beach. On day two, visit Oak Bluffs to see the colorful Gingerbread Cottages, go for a sailing trip aboard , then cap the day with dinner and cocktails at .

Next stop: You’ll hop across to Nantucket, a 75-minute from Martha’s Vineyard.

Nantucket: 2 days

Start off by exploring the cobblestone streets of pretty Nantucket Town, and learn about this island’s seafaring roots at the Whaling Museum. Grab a bite and then head to the coastal village of . Leave time for a seaside saunter on the , meandering between grand homes and the roaring Atlantic. End the evening over local craft beers at .

Rural Vermont.
Fall foliage in rural Vermont. AndTheyTravel/Shutterstock

5. Cities & Woodlands: riding Amtrak’s Vermonter from DC to Burlington 

10-day itinerary
Distance: 611 miles (983km)

Forget about the hassles of driving on this 10-day from Washington, DC, to northern Vermont. You’ll see vibrant city neighborhoods and idyllic countryside – not to mention riversides, hallowed art museums and one massive lake (the largest in New England, in fact). Come in spring for wildflowers, or in fall, when fiery colors blanket the hills and mountains northeast of New York City. 

Washington, DC: 2 days

Hit the ground running in the nation’s capital. Check out the monuments and memorials on the National Mall. Visit stellar museums like the National Museum of African American History and Culture, and enjoy neighborhood exploring in Georgetown and Dupont Circle

Next stop: It’s just under two hours for the morning train ride to Philadelphia.  

Philadelphia: 2 days

Take a deep breath and pound up the 72 steps, , of the Philadelphia Museum of Art (then check out the outstanding collection inside). Or skip the theatrics and delve instead into America’s revolutionary past at the Independence National Historical Park

Next stop: It’s about a 90-minute to New York City. 

New York City: 3 days 

Lace up your walking shoes and hit the pavement in New York City. Work your way up Manhattan, stopping for dim sum in Chinatown, shopping in SoHo and a meander along the High Line in West Chelsea. Leave time for a leisurely stroll across the Brooklyn Bridge (preferably around dawn when the views are magical and the crowds are thin). And enjoy some nature time in Central Park

Next stop: Have a leisurely breakfast (bagels and lox at ?) then catch the train to Northampton, a 4½-hour ride from NYC.   

Northampton: 1 day

Welcome to New England! Northampton in central Massachusetts, is a vibrant college town with an intriguing past (once home to transcendentalists and abolitionists). Have a wander through the leafy campus of , then hit the town’s galleries, bookstores and record shops. It’s also worthwhile for a spin through fields and forests on the .   

Next stop: You’ll leave Massachusetts behind and cross into Vermont on the one-hour train ride to Brattleboro.

Brattleboro: 1 day

The southern Vermont town of has a bohemian, art-loving soul. See the latest exhibitions at the Brattleboro Museum and Art Center, then take a hike into the wilderness just out of town. A few favorites are the trail to or the ascent up , just across the Connecticut River in New Hampshire

Next stop: The views grow more bucolic on the 3½-hour ride north through Vermont to Essex Junction-Burlington Station. 

Burlington: 1 day 

Overlooking , Burlington is one of Vermont’s most captivating little cities. Take a boat ride onto the lake aboard the or admire the view across the water while walking, running or cycling along the . Don’t leave town without a stroll along Church St, home to the firehouse-turned-art gallery of Burlington City Arts, sweets shops like and arts and crafts galore at .

Detour: Keep riding the Vermonter another half hour to the end of the line in , a sleepy town with wondrous nature nearby, best accessed on the 26-mile .

A red roofed light house with green trim looks out over the ocean
A lobster roll meal with the Portland Lobster Co. logo in the background
Left: Cape Elizabeth, Maine. Chase Schuehle/Shutterstock Right: Portland Lobster Company in Portland, Maine. Jaclyn Vernace/Shutterstock

6. Lobsters and Lighthouses in Maine 

7-day itinerary
Distance: 298 miles (480km)

Maine is synonymous with maritime beauty: picture rocky undulating coastline battered by frothy seas, with a lone lighthouse glimmering off in the distance. This journey from Portland to the edge of New Brunswick, Canada, follows Hwy 1, which hugs the coast for much of the time. You’ll wind past seaside villages and scenic headlands, with mesmerizing views over the water. Plus, there will be plenty of opportunities to get your fill of lobster at wharf-side shacks along the way. 

Portland: 2 days  

Hear the cry of gulls overhead as you wander the atmospheric brick lanes of the Old Port district in picturesque Portland. Browse for made-in-Maine crafts at , pick up an eye-catching tote made from a former sail at  and enjoy a seafood feast at . 

Detour: Head to for fine views from Fort Williams Park, which is also home to the much photographed Portland Head Light.

Next stop: It’s a 75-minute drive to Boothbay Harbor, though the trip could take a lot longer if you stop along the way at the outlets and shops (including Maine icon ) in .  

Boothbay Harbor: 1 day

Set at the end of a narrow peninsula, makes a fine base for aquatic adventures. Head out on a kayaking excursion with . Later, head to the area’s woodlands, enjoying a walk in the lovely .

Detour: Catch the ferry to remote , which feels like a vestige from the 19th century. While there, be sure to walk the and drink an IPA from (Maine’s tiniest craft brewer).

Next stop: It’s another one-hour drive up the coast to Rockland.  

Rockland: 1 day 

The vibrant town of dates to 1769 and is best known for the excellent Farnsworth Art Museum. Stretch your legs and get an eyeful of more lighthouse allure at Rockland Breakwater Lighthouse. If you’re here in early August, be sure to visit the . Otherwise, stop in for an anytime lobster feast.  

Next stop: You’ll get some fine panoramas over Penobscot Bay as you make the 2-hour drive to Bar Harbor. 

Bar Harbor: 2 days 

The picturesque village of Bar Harbor is a delight to explore with its walkable center full of galleries and views over the water. Learn about indigenous culture at the Abbe Museum. At low tide, you can make the 0.4-mile walk over a gravel bed to . Bar Harbor is also a great base for exploring Acadia National Park in its backyard. Hike (or drive) to the top of Cadillac Mountain, walk through the surf at Sand Beach and go for a scenic drive along . 

Detour: It’s about a 30-minute drive across Mt Desert Island to , a fabulous but casual spot for munching on lobsters.  

Next stop: Allow about 2½ hours for the drive to Lubec.  

Lubec: 1 day

East of Bar Harbor, the population thins considerably. You'll have the road mostly to yourself as you make your way to tiny , the last stop before Canada. Spend the day in Quoddy Head State Park, with its rugged shoreline trails and a candy striped lighthouse, then toast the week’s adventures at . 

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