Darling Charters Featured in G&G Weddings

Maryland

The Love Boat

Here’s how it goes down: Once Alexandra Clary, a licensed captain and co-owner of Darling Charters in Annapolis, has positioned her boat at a predetermined spot, cued the playlist, and confirmed that the photographer is in place, she casually delivers a code word. That’s when her client knows it’s showtime. “I use a phrase that would seem natural to the unsuspecting soon-to-be fiancée,” Clary says. She works out the details for her private proposal sailings in advance, selecting a spot near Annapolis Harbor, perhaps a secluded cove or near Thomas Point Shoal Lighthouse.

(If lighthouse views float your boat, also consider trekking south to Cove Point in Lusby, where you can rent the keeper’s home overnight, or north to Concord Point in Havre de Grace, the state’s oldest public lighthouse.) “Being on the water is magical and romantic,” Clary says. And, no pressure or anything, but she adds: “We’ve had a one hundred percent success rate. They’ve all said yes.”

Excerpt from “The Southern Agenda: Proposal Spot Edition,” G&G Weddings, Winter 2026, pp. 97–101 (Maryland, pp. 98–99). Visit Garden & Gun.