19 days in New Jersey, Delaware & Maryland Itinerary

19 days in New Jersey, Delaware & Maryland Itinerary

Created using Inspirock United States trip planner
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Make it your trip
Fly to Philadelphia International Airport, Drive to Cape May Court House
1
Cape May Court House
— 2 nights
Drive
2
Wildwood
— 2 nights
Drive
3
Cape May
— 3 nights
Ferry
4
Lewes
— 3 nights
Drive
5
Rehoboth Beach
— 3 nights
Drive
6
Ocean City
— 2 nights
Drive
7
Berlin
— 1 night
Drive
8
Annapolis
— 2 nights
Fly

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Cape May Court House — 2 nights

Cape May Court House is an unincorporated community and census-designated place (CDP) located within Middle Township in Cape May County, New Jersey, United States. Start off your visit on the 1st (Fri): learn about winemaking at Natali Vineyards, learn about winemaking at Jessie Creek Winery, and then soothe aching muscles at some of the top local wellness centers. Get ready for a full day of sightseeing on the next day: get to know the resident critters at Cape May County Park & Zoo, then gain insight at The Wetlands Institute, and then head off the coast to Seven Mile Beach.

To find reviews, ratings, more things to do, and tourist information, you can read our Cape May Court House route planning tool.

Orlando to Cape May Court House is an approximately 6-hour combination of flight and car. You can also drive. In July, Cape May Court House is a bit cooler than Orlando - with highs of 83°F and lows of 69°F. Finish your sightseeing early on the 3rd (Sun) so you can drive to Wildwood.
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Parks · Wineries · Spas · Zoos & Aquariums
Side Trips

Wildwood — 2 nights

Wildwood is a city in Cape May County, New Jersey, United States. Kick off your visit on the 3rd (Sun): take a tour by water with Boat Tours & Water Sports, then cool off at Ocean Oasis Waterpark, then kick back and relax at Wildwood Beach, and finally make a splash at Morey's Piers and Beachfront Water Parks. Keep things going the next day: get outside with EcoVentures, kick back and relax at North Wildwood Beach, then make a splash at Splash Zone Waterpark, and finally take a leisurely stroll along Wildwood Boardwalk.

For where to stay, more things to do, reviews, and other tourist information, go to the Wildwood trip app.

Wildwood is very close to Cape May Court House. July in Wildwood sees daily highs of 83°F and lows of 69°F at night. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Cape May.
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Outdoors · Theme Parks · Parks · Beaches
Side Trip

Cape May — 3 nights

Cape May represents the other Jersey Shore--the one you don't see on TV--the one with a rich history and a refined, relaxed atmosphere.
Relax by the water at Cape May City Beaches and Cape May Point State Park. Next up on the itinerary: get a new perspective on things with Boat Tours & Water Sports, learn about winemaking at Hawk Haven Vineyard and Winery, stroll through Higbee Beach, and sample the tasty concoctions at Cape May Brewing Company.

To see other places to visit, where to stay, ratings, and other tourist information, read Cape May online tour itinerary builder.

Cape May is just a stone's throw from Wildwood. July in Cape May sees daily highs of 83°F and lows of 69°F at night. Cap off your sightseeing on the 8th (Fri) early enough to catch the ferry to Lewes.
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Outdoors · Parks · Beaches · Museums
Side Trips

Lewes — 3 nights

Lewes is an incorporated city on the Delaware Bay in eastern Sussex County, Delaware. Relax by the water at Cape Henlopen State Park and Lewes Beach. Explore the numerous day-trip ideas around Lewes: Dover (Dover Downs Casino, Air Mobility Command Museum, &more). There's still lots to do: experience rural life at Hopkins Farm Creamery, admire the natural beauty at Zwaanendael Park & Herb Garden, indulge your thirst for a good beer at Dogfish Head Craft Brewery, and see what you can catch with a fishing tour.

To see photos, where to stay, traveler tips, and other tourist information, you can read our Lewes trip itinerary planner.

Getting from Cape May to Lewes by ferry takes about 2 hours. In July, daytime highs in Lewes are 87°F, while nighttime lows are 70°F. Finish your sightseeing early on the 11th (Mon) so you can drive to Rehoboth Beach.
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Parks · Outdoors · Beaches · Breweries & Distilleries
Side Trips

Rehoboth Beach — 3 nights

The population of the city of Rehoboth Beach expands by 25,000 every summer.
We've included these beaches for you: Rehoboth Beach Public Beach and Dewey Beach. There's lots more to do: enjoy the sand and surf at Bethany Beach, explore the activities along Gordons Pond, take in the waterfront at Rehoboth Beach Boardwalk, and stop by Rehoboth Toy & Kite.

To find reviews, other places to visit, ratings, and other tourist information, you can read our Rehoboth Beach travel planner.

Rehoboth Beach is very close to Lewes. In July, daytime highs in Rehoboth Beach are 87°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Ocean City.
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Parks · Outdoors · Beaches · Nature
Side Trips

Ocean City — 2 nights

One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
On the 14th (Thu), head outdoors with Outdoor Activities, then kick back and relax at Ocean City Beach, then walk around Northside Park, and finally get in on the family fun at Jolly Roger Amusement Park. On the 15th (Fri), you'll have a packed day of sightseeing: cool off at Frontier Town, then get in on the family fun at Trimper's Rides and Amusement Park, and then take in the waterfront at Ocean City Boardwalk.

To see where to stay, other places to visit, photos, and tourist information, go to the Ocean City trip planner.

Traveling by car from Rehoboth Beach to Ocean City takes an hour. Expect a daytime high around 84°F in July, and nighttime lows around 70°F. Finish up your sightseeing early on the 16th (Sat) so you can go by car to Berlin.
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Theme Parks · Parks · Outdoors · Beaches

Berlin — 1 night

Berlin is a town in Worcester County, Maryland, United States which includes its own historical Berlin Commercial District. Start off your visit on the 16th (Sat): get a dose of the wild on Ayers Creek Adventures, then admire the majestic nature at Assateague State Park, and then don't miss a visit to Main Street Berlin.

For photos, maps, traveler tips, and other tourist information, use the Berlin day trip planning site.

Berlin is very close to Ocean City. In July, daytime highs in Berlin are 84°F, while nighttime lows are 70°F. Finish your sightseeing early on the 17th (Sun) so you can drive to Annapolis.
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Outdoors · Tours · Wildlife · Parks

Annapolis — 2 nights

Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
We've included these beaches for you: Betterton Beach and North Beach. You'll find plenty of places to visit near Annapolis: St. Michaels (Chesapeake Bay Maritime Museum & Boat Tours & Water Sports) and Breezy Point Beach (in Chesapeake Beach). There's much more to do: deepen your knowledge of military history at U.S. Naval Academy, ponder the world of politics at Maryland State House, tour the pleasant surroundings at Quiet Waters Park, and indulge your senses at Fishpaws Marketplace.

To find photos, where to stay, traveler tips, and tourist information, read our Annapolis trip builder site.

You can drive from Berlin to Annapolis in 2.5 hours. Alternatively, you can drive. In July, daily temperatures in Annapolis can reach 85°F, while at night they dip to 72°F. Wrap up your sightseeing on the 19th (Tue) early enough to fly back home.
more
Outdoors · Parks · Beaches · Museums
Side Trips

New Jersey travel guide

4.1
Casinos · Shopping Malls · Beaches
The Garden State
Often overshadowed by its legendary neighbor, New York, New Jersey holds its own as a land of thriving industrial cities, sprawling farmland, and lively coastal towns. Called the Garden State, New Jersey is a hub of entertainment and cultural attractions for the east coast, from the famous sandy beaches and carnival-like atmosphere of the Jersey Shore to alluring Atlantic City, the Las Vegas of the east. New Jersey also boasts a wealth of historical places to visit, including battle sites and memorials, such as George Washington's Revolutionary War headquarters.
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Delaware travel guide

4.2
Beaches · Theme Parks · History Museums
The First State
Nicknamed the "First State" for its role in ratifying the U.S. Constitution, Delaware is only 160 km (100 mi) long and about 80 km (49 mi) wide at its widest point. Despite its small size, the state is a patchwork of complex and diverse communities, with an industrialized north and rural south. More than just a tax-free shopping haven, the state features great sightseeing in its picturesque countryside interspersed with sleepy colonial villages and long sandy beaches. It also offers several organized trail systems that focus on things to do in the outdoors, including history, geocaching, culinary activities, and wine and spirits. Largely because of its size, Delaware remains one of the country's least-explored states.
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Maryland travel guide

4.1
Casinos · Specialty Museums · Aquariums
The Old Line State
Perhaps best known as the birthplace of religious and political freedom in the United States, Maryland retains the spirit of colonial America, with stately 18th-century villages and historical landmarks. Although it's one of the nation's smallest states, there is no shortage of things to do here and you may find your itinerary fills up quickly. Make time in your vacation to tour Maryland's diverse landscape, which includes mountain peaks, picturesque Atlantic coastline, and the bustling city of Baltimore. Military buffs will enjoy touring the state's four Civil War Trails, where you can follow the footsteps of U.S. soldiers, or visiting the port city of Annapolis, home to the United States Naval Academy.
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