23 days in New Jersey, Maryland & Delaware Itinerary

23 days in New Jersey, Maryland & Delaware Itinerary

Created using Inspirock United States holiday planner

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Make it your trip
Fly to Philadelphia, Bus to Wildwood
1
Wildwood
— 1 night
Drive
2
Cape May
— 3 nights
Drive
3
Cape May Court House
— 2 nights
Drive
4
Atlantic City
— 2 nights
Drive
5
Princeton
— 3 nights
Fly
6
Ocean City
— 3 nights
Drive
7
Rehoboth Beach
— 5 nights
Drive
8
Cumberland
— 1 night
Drive
9
Sharpsburg
— 1 night
Drive to Washington Dulles International Airport, Fly to Jacksonville

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Wildwood

— 1 night
Wildwood is a city in Cape May County, New Jersey, United States. Start off your visit on the 1st (Wed): get outside with EcoVentures and then tour the pleasant surroundings at North Wildwood Beach. Get ready for a full day of sightseeing on the next day: get a new perspective on things with Boat Tours & Water Sports, take a leisurely stroll along Wildwood Boardwalk, then enjoy the sand and surf at Wildwood Beach, and finally find something for the whole family at Morey's Piers and Beachfront Water Parks.

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

Jacksonville to Wildwood is an approximately 7.5-hour combination of flight and bus. You can also drive; or do a combination of train and bus. Traveling from Jacksonville in September, expect Wildwood to be slightly colder, temps between 77°F and 62°F. Finish your sightseeing early on the 2nd (Thu) to allow enough time to drive to Cape May.

Things to do in Wildwood

Outdoors · Parks · Theme Parks · Beaches

Side Trip

Cape May

— 3 nights

The Nation's Oldest Seashore Resort

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.
Attractions like Boat Tours & Water Sports and Naval Air Station Wildwood Aviation Museum make great kid-friendly stops. There's lots more to do: enjoy the sand and surf at Cape May City Beaches, stroll through Cape May Bird Observatory, relax in the rural setting at Jersey Shore Alpacas, and sample the tasty concoctions at Cape May Brewing Company.

To see photos, more things to do, ratings, and tourist information, read Cape May trip itinerary builder site.

Cape May is just a short distance from Wildwood. In September, daily temperatures in Cape May can reach 77°F, while at night they dip to 62°F. Finish your sightseeing early on the 5th (Sun) so you can drive to Cape May Court House.

Things to do in Cape May

Outdoors · Parks · Historic Sites · Museums

Side Trips

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. On the 6th (Mon), admire nature's wide array of creatures at Cape May County Park & Zoo, stroll through The Wetlands Institute, and then look for gifts at Blue Eden. Get ready for a full day of sightseeing on the 7th (Tue): head off the coast to Seven Mile Beach, then view the masterpieces at Ocean Galleries, and then cast your line with Miss Avalon Fishing.

To see where to stay, more things to do, other places to visit, and more tourist information, you can read our Cape May Court House day trip planning app.

Cape May Court House is just a short distance from Cape May. In September, daytime highs in Cape May Court House are 77°F, while nighttime lows are 62°F. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Atlantic City.

Things to do in Cape May Court House

Parks · Wildlife · Outdoors · Tours

Side Trips

Atlantic City

— 2 nights

America's Favorite Playground

The gambling capital of the east coast, Atlantic City is best known for its numerous casinos, colorful boardwalk, and beach.
Kick off your visit on the 8th (Wed): stop by Ocean City Beach, then take in the waterfront at Ocean City Boardwalk, then take a tour by water with Boat Tours & Water Sports, and finally wander the streets of Atlantic City Boardwalk. Get ready for a full day of sightseeing on the next day: admire the majestic nature at Barnegat Lighthouse State Park, then stroll through Edwin B. Forsythe National Wildlife Refuge, and then browse the different shops at The Quarter at Tropicana.

For more things to do, where to stay, traveler tips, and tourist information, refer to the Atlantic City online travel route planner.

Getting from Cape May Court House to Atlantic City by car takes about an hour. In September in Atlantic City, expect temperatures between 79°F during the day and 59°F at night. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Princeton.

Things to do in Atlantic City

Parks · Neighborhoods · Shopping · Wildlife

Side Trips

Princeton

— 3 nights

College Town

Best known as the home of Princeton University, the town of Princeton centers around the Ivy League school and its stone, vine-covered buildings.
You'll find plenty of places to visit near Princeton: Sesame Place (in Langhorne) and Duke Farms (in Hillsborough). The adventure continues: walk around Grounds For Sculpture, admire the masterpieces at Princeton University Art Museum, examine the collection at Morven Museum and Garden, and stroll the grounds of Princeton Cemetery.

For ratings, where to stay, more things to do, and tourist information, refer to the Princeton online journey maker.

Traveling by car from Atlantic City to Princeton takes 2 hours. Alternatively, you can do a combination of train and tram; or take a train. Expect a daytime high around 79°F in September, and nighttime lows around 58°F. Cap off your sightseeing on the 13th (Mon) early enough to travel to Ocean City.

Things to do in Princeton

Historic Sites · Parks · Museums · Wildlife

Side Trips

Ocean City

— 3 nights

The White Marlin Capital of the World

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.
Family-friendly places like Ocean City Beach and Chincoteague National Wildlife Refuge will thrill your kids. Explore the numerous day-trip ideas around Ocean City: Salisbury Zoo (in Salisbury) and Captain Dan's Around the Island Tours (in Chincoteague Island). The adventure continues: take in the waterfront at Ocean City Boardwalk, immerse yourself in nature at Assateague State Park, stroll around Northside Park, and make a splash at Oceancity Watersports.

For more things to do, traveler tips, ratings, and other tourist information, use the Ocean City trip maker site.

You can fly from Princeton to Ocean City in 2.5 hours. Other options are to do a combination of flight and shuttle; or drive; or do a combination of train and bus. Traveling from Princeton in September, plan for somewhat warmer nights in Ocean City, with lows around 64°F. Finish your sightseeing early on the 16th (Thu) so you can drive to Rehoboth Beach.

Things to do in Ocean City

Parks · Wildlife · Nature · Outdoors

Side Trips

Rehoboth Beach

— 5 nights

Nation's Summer Capital

The population of the city of Rehoboth Beach expands by 25,000 every summer.
You'll visit kid-friendly attractions like Rehoboth Beach Public Beach and Gordons Pond. Venture out of the city with trips to Killens Pond State Park (in Felton) and Air Mobility Command Museum (in Dover). The adventure continues: take a leisurely stroll along Rehoboth Beach Boardwalk, relax and rejuvenate at some of the best spas, see the interesting displays at Lightship Overfalls, and experience rural life at Hopkins Farm Creamery.

To see photos, maps, and more tourist information, use the Rehoboth Beach trip app.

Traveling by car from Ocean City to Rehoboth Beach takes an hour. In September, daily temperatures in Rehoboth Beach can reach 80°F, while at night they dip to 61°F. Cap off your sightseeing on the 21st (Tue) early enough to travel to Cumberland.

Things to do in Rehoboth Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Cumberland

— 1 night
Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. On the 21st (Tue), steep yourself in history at Spruce Forest Artisan Village, then admire the majestic nature at Rocky Gap State Park, and then grab your bike and head to Great Allegheny Passage.

To see reviews, more things to do, other places to visit, and more tourist information, read Cumberland tour itinerary planner.

Traveling by car from Rehoboth Beach to Cumberland takes 4.5 hours. Alternatively, you can do a combination of car and flight. Plan for little chillier nights when traveling from Rehoboth Beach in September since evenings lows in Cumberland dip to 56°F. Finish up your sightseeing early on the 22nd (Wed) so you can go by car to Sharpsburg.

Things to do in Cumberland

Parks · Outdoors · Historic Sites · Trails

Side Trip

Sharpsburg

— 1 night
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Kick off your visit on the 22nd (Wed): explore the different monuments and memorials at Antietam National Cemetery, then witness the site of a historic battle at Antietam National Battlefield, and then snap pictures at Burnside's Bridge. Keep things going the next day: admire the majestic nature at Greenbrier State Park and then explore the fascinating underground world of Crystal Grottoes Caverns.

For photos, where to stay, other places to visit, and other tourist information, go to the Sharpsburg tour itinerary planning app.

You can drive from Cumberland to Sharpsburg in 1.5 hours. In September, plan for daily highs up to 79°F, and evening lows to 56°F. On the 23rd (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Sharpsburg

Parks · Nature · Historic Sites

Side Trip

New Jersey travel guide

3.9
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.

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.

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.