Winterthur Outside Shot with two ladies

Travel Itinerary

To inspire your vacation to Delaware, here’s a three-day itinerary, sampling a taste of fun places to visit and things to do, starting in Northern Delaware and traveling South.

Air Mobility Command Museum
Boardwalk on beach

Day 1: Start in Northern Delaware with a trip to the exquisite mansion and gardens of the Winterthur Museum, Garden, and Library. Stop for lunch at the Riverfront Market, an indoor public market set in a historic warehouse, offering a multitude of cuisines to sample. Reflect on the beauty of history in nature at Auburn Valley State Park. Enjoy dinner at Cantwell’s Tavern, an upscale farm-to-table restaurant set in an early 19th-century Odessa residence.

Day 2: Traveling into Central Delaware, start your day with a quiet moment on a visit to the Bombay Hook National Wildlife Refuge. Grab lunch from La Baguette Bakery and Catering and enjoy a picnic on The Green, or stop by the Governor’s Café for a delicious lunch in a historic home. Visit an incredible lineup of historic aircrafts at the Air Mobility Command Museum before making your dinner selections. For those who love Mexican cuisine: La Hacienda offers delicious fare with a vibrant dining experience.

Day 3: Entering Southern Delaware, be sure to stroll through Downtown Milford, a historic and culturally rich area of a hidden gem in Delaware. Making your way to the beaches, pick up handcrafted donuts at the Fractured Prune and fresh-made bagels at Surf Bagel. Wrap up your trip in the top resort town in Delaware, Rehoboth Beach. Stroll the Rehoboth Avenue and Boardwalk, explore tax-free shopping and enjoy dinner at one of Rehoboth’s award-winning restaurants (to name a few—Chesapeake & Maine, Fork & Flask, and Café Azafran).

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