24 days in New Jersey, Delaware & Maryland Itinerary

24 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
— 1 night
Drive
2
Wildwood
— 3 nights
Drive
3
Cape May
— 3 nights
Ferry
4
Lewes
— 3 nights
Drive
5
Rehoboth Beach
— 3 nights
Drive
6
Ocean City
— 3 nights
Drive
7
Berlin
— 4 nights
Drive
8
Annapolis
— 3 nights
Fly

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Cape May Court House — 1 night

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): meet the residents at Cape May County Park & Zoo, then step off the mainland to explore Seven Mile Beach, and then stop by The Well Dressed Olive.

To see maps and more tourist information, refer to the Cape May Court House road trip planner.

Orlando to Cape May Court House is an approximately 6-hour combination of flight and car. You can also drive. Traveling from Orlando in July, expect Cape May Court House to be a bit cooler, temps between 83°F and 69°F. Finish your sightseeing early on the 2nd (Sat) to allow enough time to drive to Wildwood.
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Parks · Zoos & Aquariums · Nature · Shopping
Side Trip

Wildwood — 3 nights

Wildwood is a city in Cape May County, New Jersey, United States. Wildwood is known for beaches, theme parks, and sightseeing. Your trip includes some of its best attractions: find something for the whole family at Morey's Piers and Beachfront Water Parks, make a splash at Ocean Oasis Waterpark, take in the waterfront at Wildwood Boardwalk, and get engrossed in the history at Wildwood Historical Society - George F. Boyer Museum.

To find more things to do, photos, ratings, and other tourist information, refer to the Wildwood itinerary planning tool.

Wildwood is very close to Cape May Court House. In July, plan for daily highs up to 83°F, and evening lows to 69°F. Finish your sightseeing early on the 5th (Tue) to allow enough time to drive to Cape May.
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Theme Parks · Outdoors · 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.
Cape May is known for beaches, historic sites, and museums. Your trip includes some of its best attractions: head outdoors with Outdoor Activities, visit a coastal fixture at Cape May Lighthouse, buy something for everyone on your list at Washington Street Mall, and enjoy the sand and surf at Cape May City Beaches.

For other places to visit, photos, ratings, and more tourist information, you can read our Cape May online tour itinerary planner.

Cape May is just a stone's throw from Wildwood. In July, daytime highs in Cape May are 83°F, while nighttime lows are 69°F. Wrap up your sightseeing on the 8th (Fri) to allow time to ride a ferry to Lewes.
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Outdoors · Museums · Tours · Beaches
Side Trips

Lewes — 3 nights

Lewes is an incorporated city on the Delaware Bay in eastern Sussex County, Delaware. Venture out of the city with trips to Killens Pond State Park (in Felton) and Dover (Air Mobility Command Museum & John Dickinson Plantation). And it doesn't end there: immerse yourself in nature at Cape Henlopen State Park, see what you can catch with a fishing tour, examine the collection at Lightship Overfalls, and stop by Edie Bees Confection Shop.

To see ratings, traveler tips, maps, and tourist information, go to the Lewes trip itinerary maker site.

You can ride a ferry from Cape May to Lewes in 2 hours. July in Lewes sees daily highs of 87°F and lows of 70°F at night. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Rehoboth Beach.
more
Parks · Outdoors · Museums · Beaches
Side Trips

Rehoboth Beach — 3 nights

The population of the city of Rehoboth Beach expands by 25,000 every summer.
Rehoboth Beach is known for theme parks, beaches, and sightseeing. Your trip includes some of its best attractions: kick back and relax at Rehoboth Beach Public Beach, immerse yourself in nature at Holts Landing State Park, tour the pleasant surroundings at Dewey Beach, and indulge in some personalized pampering at some of the best spas.

For maps, traveler tips, and more tourist information, use the Rehoboth Beach road trip app.

Rehoboth Beach is just a stone's throw from Lewes. In July, daily temperatures in Rehoboth Beach can reach 87°F, while at night they dip to 70°F. Cap off your sightseeing on the 14th (Thu) early enough to go by car to Ocean City.
more
Parks · Outdoors · Beaches · Nature
Side Trips

Ocean City — 3 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.
Take a break from Ocean City with a short trip to Chincoteague National Wildlife Refuge in Chincoteague Island, about 1h 5 min away. The adventure continues: stroll through Ocean City Beach, find something for the whole family at Frontier Town, walk around Northside Park, and get outside with Outdoor Activities.

To find where to stay, reviews, traveler tips, and other tourist information, you can read our Ocean City travel itinerary planner.

Getting from Rehoboth Beach to Ocean City by car takes about an hour. In July, plan for daily highs up to 84°F, and evening lows to 70°F. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Berlin.
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Parks · Wildlife · Theme Parks · Nature
Side Trip

Berlin — 4 nights

Berlin is a town in Worcester County, Maryland, United States which includes its own historical Berlin Commercial District. Get out of town with these interesting Berlin side-trips: Delmarva Discovery Museum (in Pocomoke City), Snow Hill (Pocomoke River State Park & Furnace Town Living Heritage Village) and Historic Christ Church (in Irvington). There's lots more to do: look for all kinds of wild species at Ayers Creek Adventures, steep yourself in history at Main Street Berlin, tee off at GlenRiddle Golf Club, and immerse yourself in nature at Assateague State Park.

To find traveler tips, other places to visit, more things to do, and other tourist information, go to the Berlin tour itinerary planner.

Berlin is just a stone's throw from Ocean City. Expect a daytime high around 84°F in July, and nighttime lows around 70°F. Cap off your sightseeing on the 21st (Thu) early enough to travel to Annapolis.
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Outdoors · Nature · Golf · Parks
Side Trips

Annapolis — 3 nights

Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
Get out of town with these interesting Annapolis side-trips: Flag Ponds Nature Park (in Lusby), Jefferson Patterson Park & Museum (in Saint Leonard) and St. Michaels (Olivins, Chesapeake Bay Maritime Museum, &more). Next up on the itinerary: learn about all things military at U.S. Naval Academy, admire the majestic nature at Sandy Point State Park, take in the spiritual surroundings of St. Anne's Church, and take a stroll through Annapolis Historic District.

To find traveler tips, photos, other places to visit, and more tourist information, refer to the Annapolis online travel planner.

Traveling by car from Berlin to Annapolis takes 2.5 hours. Expect a daytime high around 85°F in July, and nighttime lows around 72°F. Finish up your sightseeing early on the 24th (Sun) so you can catch the flight back home.
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Parks · Museums · Nature · Outdoors
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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