31 days in Delaware Itinerary

31 days in Delaware Itinerary

Created using Inspirock Delaware travel route maker

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Make it your trip
Fly to Philadelphia International Airport, Drive to New Castle
1
New Castle
— 10 nights
Drive
2
Rehoboth Beach
— 8 nights
Drive
3
Fenwick Island
— 6 nights
Drive
4
Smyrna
— 6 nights
Drive to Philadelphia International Airport, Fly to Orlando International Airport

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1

New Castle

— 10 nights
New Castle is a city in New Castle County, Delaware, six miles (10 km) south of Wilmington, situated on the Delaware River. You'll visit kid-friendly attractions like Battery Park and Read House and Gardens. Discover out-of-the-way places like Delaware Museum of Natural History and Delaware Art Museum. Explore New Castle's surroundings by going to Dover (Old State House, Johnson Victrola Museum, &more) and Harvest Ridge Winery (in Marydel). There's lots more to do: have fun and explore at Delaware Children's Museum, get a sense of history and politics at New Castle Court House, immerse yourself in nature at Alapocas Run State Park, and take an in-depth tour of Winterthur Museum, Garden & Library.

To find other places to visit, more things to do, where to stay, and more tourist information, you can read our New Castle trip itinerary builder.

Orlando to New Castle is an approximately 5.5-hour combination of flight and car. You can also drive. Traveling from Orlando in July, expect slightly colder with lows of 69°F in New Castle. Cap off your sightseeing on the 11th (Sat) early enough to travel to Rehoboth Beach.

Things to do in New Castle

Parks · Museums · Historic Sites · Nature

Side Trips

Rehoboth Beach

— 8 nights

Nation's Summer Capital

The population of the city of Rehoboth Beach expands by 25,000 every summer.
Attractions like Rehoboth Beach Boardwalk and Jungle Jim's make great kid-friendly stops. Eschew the tourist crowds and head to Midway Speedway Park and Rehoboth Beach Museum. Venture out of the city with trips to Dover (Air Mobility Command Museum & John Dickinson Plantation), Bowers Beach (in Frederica) and Georgetown (Marvel Carriage Museum & 16 Mile Brewing Company). The adventure continues: examine the collection at Indian River Life-Saving Station Museum at Delaware Seashore State Park, enjoy the sand and surf at Rehoboth Beach Public Beach, contemplate the waterfront views at Silver Lake, and tour the pleasant surroundings at Rehoboth Beach.

To see reviews, photos, more things to do, and other tourist information, read our Rehoboth Beach trip itinerary planner.

Drive from New Castle to Rehoboth Beach in 2 hours. In July, plan for daily highs up to 87°F, and evening lows to 70°F. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Fenwick Island.

Things to do in Rehoboth Beach

Parks · Outdoors · Beaches · Museums

Side Trips

Fenwick Island

— 6 nights
Fenwick Island is a coastal town in Sussex County, Delaware, USA. According to 2010 census figures, the population of the town is 379, a 10.8% increase over the last decade. Family-friendly places like Fenwick Island State Park and Seaside Country Store will thrill your kids. Eschew the tourist crowds and head to DiscoverSea Shipwreck Museum and Viking Amusements and Thunder Lagoon Waterpark. Explore Fenwick Island's surroundings by going to Delmar (3rd Wave Brewing Co & Middle Point - Mason Dixon Marker) and Old Christ Church, Laurel (in Laurel). The adventure continues: identify plant and animal life at Bethany Beach Nature Center, tee off at Captain Jack's Pirate Golf, take in the waterfront at Fenwick Boardwalk, and enjoy the sea views from Fenwick Island Lighthouse.

For other places to visit, ratings, where to stay, and other tourist information, you can read our Fenwick Island day trip website.

Fenwick Island is just a short distance from Rehoboth Beach. In July, daily temperatures in Fenwick Island can reach 84°F, while at night they dip to 70°F. Finish your sightseeing early on the 25th (Sat) so you can drive to Smyrna.

Things to do in Fenwick Island

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Smyrna

— 6 nights
Smyrna is a town in Kent and New Castle counties in the U.S. state of Delaware. You'll discover tucked-away gems like Filasky's Produce and Levels Road Dog Park. Family-friendly places like Smyrna Rest Area and 3 Palms Zoo will thrill your kids. The adventure continues: identify plant and animal life at Bombay Hook National Wildlife Refuge, walk around Charles E. Price Memorial Park, hunt for treasures at Dutch Country Farmers Market, and sample the fine beverages at Painted Stave Distilling.

For photos, traveler tips, other places to visit, and tourist information, read Smyrna trip planner.

Traveling by car from Fenwick Island to Smyrna takes 1.5 hours. In July, daily temperatures in Smyrna can reach 85°F, while at night they dip to 70°F. Wrap up your sightseeing on the 31st (Fri) to allow time to travel back home.

Things to do in Smyrna

Parks · Wildlife · Beaches · Outdoors

Side Trips

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.