Beach weekend with brewery tours and tax-free outlets
The understated Mid-Atlantic move — Dogfish Head's brewpub on Rehoboth Avenue for the opener, oysters at Henlopen City Oyster House, steaks at Eden when the group wants to dress up. Rent a house in North Shores, bike the loop through Cape Henlopen State Park, finish at Dewey Beach for the Rusty Rudder deck. No sales tax on the beer run.
beach • 5 hr
Funland rides + Thrasher's fries (yes, here too)
kayaking • 3 hr
Bay-side paddle + osprey nests
brewery tour • 2 hr
30-min drive to Milton — the original
fishing • 5 hr
Flounder + sea bass off the Indian River
lounge • balanced • $$$
Pool + DJ + outdoor bar — gay-friendly anchor
club • unhinged • $$
Late dancing + drag shows weekly
Seafood • $$$ • Best for: group-dinner
30 oysters at all times
Brunch • $$ • Best for: brunch
All-day breakfast + boardwalk-adjacent
hotel • Max 4 guests
Boardwalk-adjacent + pool
house • Max 12 guests
Quiet north-end + private deck
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