27 days in Delaware Itinerary

27 days in Delaware Itinerary

Created using Inspirock Delaware travel route maker

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Route & dates

27 days in Delaware Itinerary

Start: Brandon
Fly + Drive:  20​h
1
Dover
— 6 nights
Drive:  1​h 30​min
2
Fenwick Island
— 5 nights
Drive:  15​min
3
Bethany Beach
— 6 nights
Drive:  2​h 45​min
4
New Castle
— 7 nights
Drive + Fly:  19​h
End: Brandon

6
nights
Dover

Dover ©
Dover is the capital and second-largest city in the U.S. You'll explore the less-touristy side of things at Rehoboth Beach-Dewey Beach Chamber of Commerce and Painted Stave Distilling. Get some historical perspective at Delaware Agricultural Museum and Village and John Dickinson Plantation. You'll find plenty of places to visit near Dover: Lewes (St. Peter's Episcopal Church, Lightship Overfalls, & more), Prime Hook National Wildlife Refuge (in Milton) and Rehoboth Beach (Revelation Craft Brewing Company & Dune Nature Park). And it doesn't end there: examine the collection at Johnson Victrola Museum, sample the tasty concoctions at Fordham Brewing Co., immerse yourself in nature at Killens Pond State Park, and contemplate in the serene atmosphere at Christ Episcopal Church.

For traveler tips, reviews, other places to visit, and tourist information, refer to the Dover trip itinerary planning website .

Brandon, Canada to Dover is an approximately 20-hour flight. You can also drive. You'll lose 1 hour traveling from Brandon to Dover due to the time zone difference. In September, plan for daily highs up to 30°C, and evening lows to 19°C. Cap off your sightseeing on the 30th (Mon) early enough to go by car to Fenwick Island.

Things to do in Dover

Museums Historic Sites Parks

Side Trips

Lewes, Rehoboth Beach, Fifer Orchards - Farm, Country Store and CSA, Mispillion River Brewing, Killens Pond State Park
Highlights from your plan
Old State House ©
Old State House
Johnson Victrola Museum ©
Johnson Victrola Museum

5
nights
Fenwick Island

Fenwick Island ©
Fenwick Island is a coastal town in Sussex County, Delaware, USA. You'll discover tucked-away gems like DiscoverSea Shipwreck Museum and Viking Amusements and Thunder Lagoon Waterpark. Get some historical perspective at Fenwick Island Lighthouse and Transpeninsular Marker. The adventure continues: immerse yourself in nature at Fenwick Island State Park, don't miss a visit to Candy Kitchen, look for gifts at The Seaside Country Store, and have some family-friendly fun at Golf Down Under.

To see where to stay, traveler tips, reviews, and tourist information, read our Fenwick Island road trip planning app .

Drive from Dover to Fenwick Island in 1.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 20°C. You'll set off for Bethany Beach on the 5th (Sat).

Things to do in Fenwick Island

Parks Theme Parks Fun & Games
Highlights from your plan
Shark's Cove Marina ©
Shark's Cove Marina
Fenwick Island State Park ©
Fenwick Island State Park
DiscoverSea Shipwreck Museum ©
DiscoverSea Shipwreck Museum

6
nights
Bethany Beach

Bethany Beach ©
Bethany Beach is an incorporated town in Sussex County, Delaware, United States. The Seaford Museum and Marvel Carriage Museum will appeal to museum buffs. Visiting Baywood Greens Golf Course and James Farm Ecological Preserve will get you outdoors. Change things up with these side-trips from Bethany Beach: Old Christ Church, Laurel (in Laurel), 3rd Wave Brewing Co (in Delmar) and 16 Mile Brewing Company (in Georgetown). There's much more to do: admire all the interesting features of Hopkins Farm Creamery, immerse yourself in nature at Trap Pond State Park, take in the views from Indian River Inlet Bridge, and take in the exciting artwork at Gallery One.

Ask Inspirock to suggest an itinerary and make planning a trip to Bethany Beach fast, fun, and easy.

Bethany Beach is just a short distance from Fenwick Island. In October, daily temperatures in Bethany Beach can reach 24°C, while at night they dip to 13°C. Finish up your sightseeing early on the 11th (Fri) so you can travel to New Castle.

Things to do in Bethany Beach

Outdoors Golf Parks

Side Trips

Georgetown, Ocean View, Millsboro, Millville, Old Christ Church, Laurel
Highlights from your plan
South Coastal Library ©
South Coastal Library
Bethany Beach Nature Center ©
Bethany Beach Nature Center
James Farm Ecological Preserve ©
James Farm Ecological Preserve

7
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. Let the collections at Auburn Heights Preserve and Amstel House Museum and Gardens capture your imagination. You'll explore the less-touristy side of things at Fort Delaware State Park and Dutch House Museum and Gardens. Change things up with these side-trips from New Castle: Wilmington (Rockwood Museum, Brandywine Creek State Park, & more), Newark (White Clay Creek State Park, Newark Reservoir, & more) and Hockessin (Mt. Cuba Center & Ashland Nature Center). And it doesn't end there: contemplate the long history of Old Library Museum, meet the residents at Brandywine Zoo, have fun at Frawley Stadium, and ponder the world of politics at New Castle Court House.

To find traveler tips, photos, more things to do, and more tourist information, read our New Castle trip itinerary planner .

Traveling by car from Bethany Beach to New Castle takes 2 hours. In October, daytime highs in New Castle are 24°C, while nighttime lows are 11°C. On the 18th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in New Castle

Parks Nature Historic Sites

Side Trips

Wilmington, Newark, Hockessin, Delaware City, Auburn Heights Preserve
Highlights from your plan
New Castle Court House ©
New Castle Court House
Fort Delaware State Park ©
Fort Delaware State Park
Mt. Cuba Center
Mt. Cuba Center

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