8 days in Delaware Itinerary

8 days in Delaware Itinerary

Created using Inspirock Delaware trip itinerary planner

Make it your trip
Fly to Reagan Washington, Subway to Washington, DC, Bus to Rehoboth Beach
Rehoboth Beach
— 3 nights
Fenwick Island
— 2 nights
— 2 nights


Rehoboth Beach

— 3 nights

Nation's Summer Capital

The population of the city of Rehoboth Beach expands by 25,000 every summer.
When in Rehoboth Beach, make a side trip to see Air Mobility Command Museum in Dover, approximately Dover away. There's much more to do: take a leisurely stroll along Rehoboth Beach Boardwalk, kick back and relax at Cape Henlopen State Park, stroll through Rehoboth Beach Public Beach, and stop by Kid's Ketch.

For reviews, other places to visit, traveler tips, and other tourist information, you can read our Rehoboth Beach itinerary builder tool.

Billings to Rehoboth Beach is an approximately 10.5-hour combination of flight, subway, and bus. You can also do a combination of flight and bus; or drive. The time zone difference moving from Mountain Standard Time (MST) to Eastern Standard Time (EST) is 2 hours. Plan for a bit warmer nights when traveling from Billings in June since evenings lows in Rehoboth Beach dip to 64°F. Finish your sightseeing early on the 17th (Thu) to allow enough time to drive to Fenwick Island.

Things to do in Rehoboth Beach

Beaches · Outdoors · Parks · Breweries & Distilleries

Side Trips

Fenwick Island

— 2 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. On the 18th (Fri), identify plant and animal life at Bethany Beach Nature Center, then hike along Bethany Beach Boardwalk, then enjoy the sand and surf at Bethany Beach, and finally look for gifts at Bethany Beach Books. Get ready for a full day of sightseeing on the 19th (Sat): examine the collection at DiscoverSea Shipwreck Museum, then get in on the family fun at Viking Amusements and Thunder Lagoon Waterpark, then don't miss a visit to Candy Kitchen, and finally admire the majestic nature at Fenwick Island State Park.

To see reviews, ratings, more things to do, and more tourist information, read our Fenwick Island vacation planner.

Fenwick Island is just a stone's throw from Rehoboth Beach. In June, plan for daily highs up to 79°F, and evening lows to 65°F. Finish your sightseeing early on the 19th (Sat) to allow enough time to travel to Wilmington.

Things to do in Fenwick Island

Parks · Outdoors · Museums · Trails

Side Trip


— 2 nights
On the 20th (Sun), take in nature's colorful creations at Nemours Estate, take an in-depth tour of Hagley Museum And Library, then get engrossed in the history at Winterthur Museum, Garden & Library, and finally take in the views from Wooddale Covered Bridge. Get ready for a full day of sightseeing on the 21st (Mon): admire the majestic nature at Lums Pond State Park, then try to win big at Dover Downs Casino, and then sample the tasty concoctions at Blue Earl Brewing Company.

For other places to visit, more things to do, reviews, and tourist information, go to the Wilmington trip itinerary planning tool.

You can drive from Fenwick Island to Wilmington in 2 hours. In June, plan for daily highs up to 82°F, and evening lows to 63°F. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel back home.

Things to do in Wilmington

Museums · Parks · Historic Sites · Casinos

Side Trips

Delaware travel guide

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.