Looking for a getaway that blends history, charm, beaches, and beauty—all in one easy-to-explore destination? This easy-to-use Delaware itinerary takes you through the very best of the First State, from du Pont mansions and lush gardens to quaint colonial towns and boardwalks buzzing with coastal energy.
Whether you’re after a peaceful beach escape, a walk through American history, or a weekend of tax-free shopping and local flavor, this guide helps you find the top things to do in Delaware for your next vacation in Delaware.
- Rehoboth Beach: Delaware’s favorite seaside escape—boardwalk treats, boutique shopping, and a lively, family-friendly vibe.
- Dewey Beach: Party by night, paddle by day—this coastal hotspot blends beach bars, watersports, and serious summer energy.
- Bethany Beach: Calm, clean, and perfect for families—think quiet boardwalk strolls and coastal charm without the crowds.
- Lewes: History meets harbor views in this quaint town—explore lighthouses, bike trails, and cute cafés by the bay.
- Wilmington: Delaware’s largest city delivers art, gardens, and riverfront dining with just enough urban buzz.
- Fenwick Island: Right on the Maryland border, this low-key beach town is perfect for laid-back days and peaceful shores.
- Newark: Home to the University of Delaware—expect lively college-town energy, Main Street eats, and green park trails.
- Milton: A rising star in Delaware’s brewery scene—Milton is small-town cool, thanks to Dogfish Head and charming streets.
- Dover: The state capital offers historic vibes, NASCAR thrills, and patriotic charm at First State Heritage Park.
📅 Delaware Calendar
- Rehoboth Beach Chocolate Festival (March): Local bakers compete in this sweet seaside competition
- Winterthur Point-to-Point Steeplechase (May, Wilmington): Equestrian races, tailgating, and high hats
- Dover Days Festival (May, Dover): Historical reenactments, colonial crafts, and parades on The Green
- Separation Day Festival (June, New Castle): Parade, colonial reenactments, and fireworks
- Firefly Music Festival (June, Dover): Multi-day music fest featuring major national acts
- Lewes Summer Craft Fair (July): Artisan market with pottery, jewelry, woodwork, and more
- Rehoboth Beach Sandcastle Contest (August, Rehoboth): Creative beach sculptures and prizes
- Bethany Beach Boardwalk Arts Festival (September, Bethany Beach): Dozens of artists and seaside charm
- Apple Scrapple Festival (October, Bridgeville): Celebrate Delaware’s apple and pork traditions
- Sea Witch Festival (October, Rehoboth Beach): Costume parade, magic shows, and trick-or-treating by the sea
- Holiday Magic at Nemours Estate (December, Wilmington): Gilded Age mansion dressed in lights and garlands
- Winter WonderFest (December, Lewes): Holiday light show and ice skating along the coast