27 days in New Jersey, Delaware & Maryland Itinerary

27 days in New Jersey, Delaware & Maryland Itinerary

Created using Inspirock United States travel route planner
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Make it your trip
Drive
1
Atlantic City
— 3 nights
Drive
2
Ocean City
— 2 nights
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3
Cape May Court House
— 2 nights
Drive
4
Wildwood
— 2 nights
Drive
5
Cape May
— 3 nights
Ferry to Lewes, DE, Taxi to Rehoboth Beach
6
Rehoboth Beach
— 5 nights
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7
Ocean City
— 7 nights
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8
Annapolis
— 2 nights
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Atlantic City — 3 nights

The gambling capital of the east coast, Atlantic City is best known for its numerous casinos, colorful boardwalk, and beach.
Venture out of the city with trips to Ship Bottom Beach (in Ship Bottom) and Beach Haven (Thundering Surf Waterpark & Black Pearl Pirate Excursion). And it doesn't end there: wander the streets of Atlantic City Boardwalk, try to win big at Bally's Atlantic City Casino, and buy something for everyone on your list at The Quarter at Tropicana.

To find other places to visit, reviews, where to stay, and tourist information, go to the Atlantic City online trip maker.

Philadelphia to Atlantic City is an approximately 1.5-hour car ride. You can also take a bus; or take a train. In July, plan for daily highs up to 86°F, and evening lows to 68°F. Cap off your sightseeing on the 4th (Mon) early enough to go by car to Ocean City.
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Casinos · Fun & Games · Shopping · Outdoors
Side Trips

Ocean City — 2 nights

Ocean City is a city in Cape May County, New Jersey, United States. Start off your visit on the 4th (Mon): stop by Shrivers Salt Water Taffy, admire the striking features of Lucy the Elephant, then head outdoors with Outdoor Activities, and finally get a new perspective on things with Pirate Adventures. Get ready for a full day of sightseeing on the 5th (Tue): take a stroll through Ocean City Beach, take a leisurely stroll along Ocean City Boardwalk, and then find something for the whole family at Gillian's Wonderland Pier.

To find where to stay, ratings, reviews, and more tourist information, read Ocean City travel route planner.

Ocean City is just a short distance from Atlantic City. In July, daily temperatures in Ocean City can reach 86°F, while at night they dip to 68°F. Cap off your sightseeing on the 6th (Wed) early enough to go by car to Cape May Court House.
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Outdoors · Tours · Shopping · Theme Parks
Side Trip

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. Kick off your visit on the 6th (Wed): get to know the resident critters at Cape May County Park & Zoo, then head off the coast to Seven Mile Beach, and then look for gifts at The Well Dressed Olive. Get ready for a full day of sightseeing on the next day: relax and rejuvenate at some of the top local wellness centers, do a tasting at Natali Vineyards, and then do a tasting at Jessie Creek Winery.

For more things to do, traveler tips, photos, and more tourist information, you can read our Cape May Court House online itinerary builder.

Cape May Court House is just a stone's throw from Ocean City. Expect a daytime high around 83°F in July, and nighttime lows around 69°F. Finish your sightseeing early on the 8th (Fri) so you can drive to Wildwood.
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Parks · Wineries · Zoos & Aquariums · Spas
Side Trips

Wildwood — 2 nights

Wildwood is a city in Cape May County, New Jersey, United States. Kick off your visit on the 8th (Fri): head outdoors with Outdoor Activities, then cool off at Splash Zone Waterpark, then make a splash at Morey's Piers and Beachfront Water Parks, and finally stop by Wildwood Boardwalk. Here are some ideas for day two: head outdoors with EcoVentures, then enjoy the sand and surf at North Wildwood Beach, then kick back and relax at Wildwood Beach, and finally find something for the whole family at Breakfast in The Sky.

To see where to stay, ratings, photos, and other tourist information, read Wildwood online road trip planner.

Wildwood is just a short distance from Cape May Court House. Expect a daytime high around 83°F in July, and nighttime lows around 69°F. Cap off your sightseeing on the 10th (Sun) early enough to go by car 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.
Cape May is known for historic sites, beaches, and wineries. Your trip includes some of its best attractions: head outdoors with Outdoor Activities, get engrossed in the history at Naval Air Station Wildwood Aviation Museum, kick back and relax at Cape May City Beaches, and let your taste buds guide you at a local gastronomic tour.

For reviews, other places to visit, ratings, and more tourist information, go to the Cape May journey tool.

Cape May is just a short distance from Wildwood. In July, daily temperatures in Cape May can reach 83°F, while at night they dip to 69°F. Finish your sightseeing early on the 13th (Wed) to allow enough time to travel to Rehoboth Beach.
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Museums · Tours · Outdoors · Historic Sites
Side Trips

Rehoboth Beach — 5 nights

The population of the city of Rehoboth Beach expands by 25,000 every summer.
Go for a jaunt from Rehoboth Beach to Dover to see Air Mobility Command Museum about 52 minutes away. And it doesn't end there: kick back and relax at Rehoboth Beach Public Beach, trek along Bethany Beach Boardwalk, indulge in some personalized pampering at some of the best spas, and find something for the whole family at Jungle Jim's.

To find traveler tips, photos, ratings, and tourist information, use the Rehoboth Beach trip itinerary planning website.

Do a combination of ferry and taxi from Cape May to Rehoboth Beach in 2.5 hours. Alternatively, you can do a combination of ferry and car. In July in Rehoboth Beach, expect temperatures between 87°F during the day and 70°F at night. Cap off your sightseeing on the 18th (Mon) early enough to go by car to Ocean City.
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Parks · Outdoors · Beaches · Nature
Side Trips

Ocean City — 7 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.
Venture out of the city with trips to Chincoteague Island (Donald J. Leonard Park, Chincoteague Cultural Alliance, &more). The adventure continues: kick back and relax at Ocean City Beach, admire the majestic nature at Assateague State Park, examine the collection at DiscoverSea Shipwreck Museum, and stroll around Northside Park.

To find maps, more things to do, traveler tips, and tourist information, read Ocean City attractions planner.

You can drive from Rehoboth Beach to Ocean City in an hour. In July, daily temperatures in Ocean City can reach 84°F, while at night they dip to 70°F. Finish up your sightseeing early on the 25th (Mon) so you can go by car to Annapolis.
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Parks · Theme Parks · Nature · Wildlife
Side Trips

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.
Explore the numerous day-trip ideas around Annapolis: Six Flags America (in Bowie) and St. Michaels (Chesapeake Bay Maritime Museum, Boat Tours & Water Sports, &more). The adventure continues: deepen your knowledge of military history at U.S. Naval Academy, savor the flavors at Fishpaws Marketplace, hike along Quiet Waters Park, and ponder the world of politics at Maryland State House.

Plan a trip to Annapolis easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by car from Ocean City to Annapolis takes 2.5 hours. Alternatively, you can do a combination of shuttle and bus; or take a bus. Expect a daytime high around 85°F in July, and nighttime lows around 72°F. Finish up your sightseeing early on the 27th (Wed) so you can go by car back home.
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Museums · Outdoors · Breweries & Distilleries · Historic Sites
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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