60 days in Delaware Itinerary

60 days in Delaware Itinerary

Created using Inspirock Delaware trip itinerary builder

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Route & dates

60 days in Delaware Itinerary

Start: Philadelphia
Fly + Drive:  3​h 45​min
1
Fenwick Island
— 20 nights
Drive:  5​h
2
Rehoboth Beach
— 20 nights
Drive:  1​h 45​min
3
New Castle
— 19 nights
Drive:  1​h
End: Philadelphia

20
nights
Fenwick Island

Fenwick Island ©
Fenwick Island is a coastal town in Sussex County, Delaware, USA. Your cultural itinerary includes sights like DiscoverSea Shipwreck Museum and Transpeninsular Marker. There's still lots to do: kick back and relax at Bethany Beach, look for gifts at The Seaside Country Store, make a trip to Candy Kitchen, and get your game on at Golf Down Under.

To see maps, where to stay, more things to do, and more tourist information, use the Fenwick Island road trip site .

Philadelphia to Fenwick Island is an approximately 4-hour flight. In March, plan for daily highs up to 50°F, and evening lows to 34°F. You'll set off for Rehoboth Beach on the 3rd (Wed).

Things to do in Fenwick Island

Parks Outdoors Fun & Games

Side Trip

Bethany Beach
Highlights from your plan
Bethany Beach ©
Bethany Beach
DiscoverSea Shipwreck Museum ©
DiscoverSea Shipwreck Museum
Fenwick Island Lighthouse ©
Fenwick Island Lighthouse

20
nights
Rehoboth Beach

Rehoboth Beach ©
The population of the city of Rehoboth Beach expands by 25,000 every summer.
Air Mobility Command Museum and Lightship Overfalls are good opportunities to explore the local culture. Venture out of the city with trips to Pizzadili Vineyard & Winery (in Felton), Milford (DuPont nature center, Mispillion River Brewing, & more) and Harrington Raceway & Casino (in Harrington). And it doesn't end there: tour the pleasant surroundings at Cape Henlopen State Park, relax and rejuvenate at some of the top local wellness centers, enjoy the sand and surf at Dewey Beach, and learn about winemaking at Salted Vines Vineyard & Winery.

To see maps, photos, traveler tips, and other tourist information, read our Rehoboth Beach trip itinerary maker website .

Explore your travel options from Fenwick Island to Rehoboth Beach with the Route module. In April, daily temperatures in Rehoboth Beach can reach 66°F, while at night they dip to 44°F. Finish up your sightseeing early on the 23rd (Tue) so you can travel to New Castle.

Things to do in Rehoboth Beach

Outdoors Parks Beaches

Side Trips

Lewes, Bethany Beach, Milton, Georgetown, Milford
Highlights from your plan
Cape Henlopen State Park ©
Cape Henlopen State Park
Rehoboth Beach Public Beach ©
Rehoboth Beach Public Beach
Air Mobility Command Museum ©
Air Mobility Command Museum

19
nights
New Castle

New Castle ©
New Castle is a city in New Castle County, Delaware, six miles (10 km) south of Wilmington, situated on the Delaware River. Get a sense of the local culture at Winterthur Museum, Garden & Library and Harvest Ridge Winery. Explore New Castle's surroundings by going to Historic Odessa Foundation (in Odessa), Dover (Johnson Victrola Museum, Delaware Governor's Mansion (Woodburn), & more) and Smyrna (Blue Earl Brewing Company & Painted Stave Distilling). Next up on the itinerary: get engrossed in the history at Hagley Museum and Library, explore the world behind art at Delaware Art Museum, wander the streets of Wilmington Riverwalk, and examine the collection at Auburn Heights Preserve.

To find photos, traveler tips, where to stay, and tourist information, read New Castle road trip planning website .

Traveling by car from Rehoboth Beach to New Castle takes 2 hours. In April in New Castle, expect temperatures between 64°F during the day and 43°F at night. Finish your sightseeing early on the 12th (Sun) to allow enough time to travel back home.

Things to do in New Castle

Museums Parks Historic Sites

Side Trips

Wilmington, Dover, Newark, Hockessin, Smyrna
Highlights from your plan
Winterthur Museum, Garden & Library ©
Hagley Museum and Library ©
Hagley Museum and Library
Harvest Ridge Winery ©
Harvest Ridge Winery

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