33 days in Delaware Itinerary

33 days in Delaware Itinerary

Created using Inspirock Delaware tour planner

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Route & dates

33 days in Delaware Itinerary

Start: Philadelphia
train:  30​min
1
Wilmington
— 1 night
Drive:  30​min
2
Delaware City
— 1 night
Drive:  30​min
3
Smyrna
— 7 nights
Drive:  30​min
4
Dover
— 2 nights
Drive:  1​h
5
Lewes
— 2 nights
Drive:  30​min
6
Rehoboth Beach
— 11 nights
Drive:  15​min
7
Dewey Beach
— 2 nights
Drive:  15​min
8
Bethany Beach
— 2 nights
Drive:  15​min
9
Fenwick Island
— 4 nights
Drive:  30​min
End: Ocean City

1
night
Wilmington

Wilmington ©
Wilmington is the largest city in the state of Delaware, United States, built on the site of Fort Christina, the first Swedish settlement in North America. Your day-by-day itinerary now includes Delaware Children's Museum. On the 21st (Sun), have fun and explore at Delaware Children's Museum, look for all kinds of wild species at Russell W. Peterson Wildlife Refuge, and then trek along Wilmington Riverwalk. On the 22nd (Mon), you'll have a packed day of sightseeing: learn about wildlife with up-close encounters at Brandywine Zoo, get engrossed in the history at Rockwood Museum, then get a new perspective on nature at Delaware Museum of Natural History, and finally steep yourself in history at Wooddale Covered Bridge.

To see photos, traveler tips, more things to do, and other tourist information, use the Wilmington trip site .

Philadelphia to Wilmington is an approximately half hour train ride. You can also drive; or take a bus. In June, daily temperatures in Wilmington can reach 82°F, while at night they dip to 63°F. Wrap up your sightseeing on the 22nd (Mon) to allow time to drive to Delaware City.

Things to do in Wilmington

Museums Parks Historic Sites

Side Trip

Delaware Museum of Natural History
Highlights from your plan
Delaware Children's Museum ©
Delaware Children's Museum
Delaware Museum of Natural History ©
Rockwood Museum ©
Rockwood Museum

1
night
Delaware City

Delaware City ©
Delaware City is a city in New Castle County, Delaware, United States. Fort Delaware State Park has been added to your itinerary. On the 23rd (Tue), contemplate the long history of Fort Delaware State Park, then contemplate the waterfront views at Chesapeake & Delaware Canal, then contemplate the waterfront views at Chespeake & Delaware Branch Canal, and finally explore by horseback at Cozy Quarters Farm.

For traveler tips, ratings, photos, and more tourist information, you can read our Delaware City trip planning app .

Delaware City is very close to Wilmington. Expect a daytime high around 82°F in June, and nighttime lows around 63°F. Wrap up your sightseeing on the 23rd (Tue) early enough to travel to Smyrna.

Things to do in Delaware City

Parks Nature Trails

Side Trip

Chesapeake & Delaware Canal
Highlights from your plan
Fort Delaware State Park ©
Fort Delaware State Park
Cozy Quarters Farm ©
Cozy Quarters Farm
Chesapeake & Delaware Canal ©
Chesapeake & Delaware Canal

7
nights
Smyrna

Smyrna ©
Smyrna is a town in Kent and New Castle counties in the U.S. Bring the kids along to Woodland Beach and Ferry Park. Museum-lovers will appreciate Annapolis Maritime Museum & Park and Historical Society of Kent County. Get out of town with these interesting Smyrna side-trips: Chestertown (Book Plate & MassoniArt Gallery), Painted Sky Alpaca Farm & Fiber Mill (in Earleville) and Breezin' Thru Charters (in Stevensville). The adventure continues: look for all kinds of wild species at Eastern Neck National Wildlife Refuge, stroll around Charles E. Price Memorial Park, hunt for treasures at Crumpton Auction, and learn about wildlife with up-close encounters at 3 Palms Zoo.

To find ratings, photos, traveler tips, and tourist information, read Smyrna trip planner .

Traveling by car from Delaware City to Smyrna takes an hour. In June in Smyrna, expect temperatures between 81°F during the day and 64°F at night. Wrap up your sightseeing on the 30th (Tue) to allow time to travel to Dover.

Things to do in Smyrna

Parks Outdoors Wildlife

Side Trips

Chestertown, Rock Hall, Annapolis, Breezin' Thru Charters, Betterton Beach
Highlights from your plan
Eastern Neck National Wildlife Refuge ©
Annapolis Maritime Museum & Park ©
Annapolis Maritime Museum & Park
Betterton Beach ©
Betterton Beach

2
nights
Dover

Dover ©
Dover is the capital and second-largest city in the U.S. On the 1st (Wed), contemplate in the serene atmosphere at Christ Episcopal Church, then take an in-depth tour of Biggs Museum of American Art, and then look for gifts at Byler's. Keep things going the next day: see the interesting displays at Air Mobility Command Museum and then play a few rounds at Dover Par 3 & Driving Range.

To see traveler tips, where to stay, maps, and more tourist information, go to the Dover route planner.

Dover is very close to Smyrna. In June, daytime highs in Dover are 81°F, while nighttime lows are 64°F. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Lewes.

Things to do in Dover

Museums Historic Sites Golf
Highlights from your plan
Biggs Museum of American Art ©
Biggs Museum of American Art
Air Mobility Command Museum ©
Air Mobility Command Museum
Byler's ©
Byler's

2
nights
Lewes

Lewes ©
Lewes is an incorporated city on the Delaware Bay in eastern Sussex County, Delaware. Start off your visit on the 3rd (Fri): see the interesting displays at The Seaford Museum and then enjoy the sand and surf at Lewes Beach. On the 4th (Sat), you'll have a packed day of sightseeing: see the interesting displays at Bayshore Center at Bivalve, then visit a coastal fixture at East Point Lighthouse, and then stop by Kid's Ketch.

To find ratings, traveler tips, maps, and more tourist information, read our Lewes online trip itinerary planner .

Drive from Dover to Lewes in an hour. Alternatively, you can take a bus. In July, daytime highs in Lewes are 87°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 4th (Sat) early enough to drive to Rehoboth Beach.

Things to do in Lewes

Museums Historic Sites Parks

Side Trips

East Point Lighthouse, Bayshore Center at Bivalve, The Seaford Museum
Highlights from your plan
Bayshore Center at Bivalve ©
Bayshore Center at Bivalve
East Point Lighthouse ©
East Point Lighthouse
The Seaford Museum ©
The Seaford Museum

11
nights
Rehoboth Beach

Rehoboth Beach ©
The population of the city of Rehoboth Beach expands by 25,000 every summer.
Your day-by-day itinerary now includes Indian River Life-Saving Station Museum at Delaware Seashore State Park as well as Funland. Eschew the tourist crowds and head to Tanger Outlets Rehoboth Beach and Deauville Beach. Get a sense of the local culture at Layton's Chance Vineyard and Winery and Rehoboth Art League. Change things up with a short trip to Harriet Tubman Birthplace Marker in Cambridge (about 1h 30 min away). There's much more to do: enjoy the sand and surf at Rehoboth Beach Public Beach, stroll through Delaware Seashore State Park, find something for the whole family at Jungle Jim's, and look for all kinds of wild species at Dune Nature Park.

Plan my day in Rehoboth Beach using traveler tips and tourist information provided by Inspirock.

Rehoboth Beach is just a short distance from Lewes. In July, plan for daily highs up to 87°F, and evening lows to 70°F. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Dewey Beach.

Things to do in Rehoboth Beach

Parks Beaches Outdoors

Side Trips

Layton's Chance Vineyard and Winery, Harriet Tubman Birthplace Marker
Highlights from your plan

2
nights
Dewey Beach

Dewey Beach ©
Dewey Beach is an incorporated coastal town in eastern Sussex County, Delaware, United States. Kick off your visit on the 16th (Thu): see the interesting displays at Nanticoke Indian Museum, take in the architecture and atmosphere at Mary Mother of Peace, and then stop by Harris teeter. Here are some ideas for day two: let little ones run wild at John Waples Memorial Playground and then tour the pleasant surroundings at Dewey Beach.

For traveler tips, maps, ratings, and more tourist information, refer to the Dewey Beach day trip planner .

Dewey Beach is just a short distance from Rehoboth Beach. In July, daytime highs in Dewey Beach are 87°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Bethany Beach.

Things to do in Dewey Beach

Parks Shopping Museums

Side Trip

Millsboro
Highlights from your plan
Dewey Beach ©
Dewey Beach
Harris teeter ©
Harris teeter
Nanticoke Indian Museum ©
Nanticoke Indian Museum

2
nights
Bethany Beach

Bethany Beach ©
Bethany Beach is an incorporated town in Sussex County, Delaware, United States. Kick off your visit on the 18th (Sat): trek along Bethany Beach Boardwalk, tour the pleasant surroundings at Bethany Beach, and then identify plant and animal life at James Farm Ecological Preserve. Get ready for a full day of sightseeing on the next day: view the masterpieces at Gallery One, contemplate the waterfront views at Assawoman Canal, then immerse yourself in nature at Holts Landing State Park, and finally see the interesting displays at Eastern Shore Baseball Hall of Fame Museum.

To see ratings, reviews, photos, and other tourist information, go to the Bethany Beach trip itinerary planning tool .

Bethany Beach is very close to Dewey Beach. In July in Bethany Beach, expect temperatures between 84°F during the day and 70°F at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Fenwick Island.

Things to do in Bethany Beach

Parks Outdoors Museums

Side Trips

Ocean View, Millville, Eastern Shore Baseball Hall of Fame Museum
Highlights from your plan
James Farm Ecological Preserve ©
James Farm Ecological Preserve
Bethany Beach ©
Bethany Beach
Bethany Beach Boardwalk ©
Bethany Beach Boardwalk

4
nights
Fenwick Island

Fenwick Island ©
Fenwick Island is a coastal town in Sussex County, Delaware, USA. Viking Amusements and Thunder Lagoon Waterpark has been added to your itinerary. Visit Fenwick Island Lighthouse and Transpeninsular Marker for their historical value. Discover out-of-the-way places like DiscoverSea Shipwreck Museum and Candy Kitchen. Venture out of the city with trips to Middle Point - Mason Dixon Marker (in Delmar) and The Centre at Salisbury (in Salisbury). There's more to do: tee off at The Links at Lighthouse Sound and take in the waterfront at Fenwick Boardwalk.

To see other places to visit, where to stay, and more tourist information, use the Fenwick Island trip planner .

Fenwick Island is just a short distance from Bethany Beach. In July, daily temperatures in Fenwick Island can reach 84°F, while at night they dip to 70°F. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive back home.

Things to do in Fenwick Island

Historic Sites Golf Outdoors

Side Trips

Middle Point - Mason Dixon Marker, River Run Golf Club, The Centre at Salisbury, The Links at Lighthouse Sound
Highlights from your plan
DiscoverSea Shipwreck Museum ©
DiscoverSea Shipwreck Museum
Fenwick Island Lighthouse ©
Fenwick Island Lighthouse

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