Begin at the Harbor Lounge where you’ll sip a Blueberry Vodka Lemonade surrounded by beautiful views of Ptown Harbor. Stroll past the Lobster Pot, Glide by the Old Colony Tap, a gritty 1937 dive where fishermen still swap tales over Pabst Blue Ribbon. Stop at Spiritus Pizza to savor a slice while learning about the 1990 Spiritus Riiot.
Pause at Lopes Square, where a 10½-foot anchor from 1801 marks the path of the 1873 Old Colony Railroad, which brought artists like Eugene O’Neill to Ptown. Admire Cannery Wharf Park, with stunning Provincetown Harbor views. Catch the UU Meeting House’s 1847 Greek Revival steeple, a beacon of inclusion since 1829.
Pass the Ptown Library, a former 1860 church housing a half-scale schooner. Wave at the Atlantic House a 1798 tavern where Tennessee Williams penned plays, Billie Holiday sang in 1955, and the LGBTQ+ community found refuge since the 1920s, making it one of America’s oldest gay bars. Sip an Espresso Martini at an iconic landmark. Conclude at the Boatslip Resort (est. 1965) where you can join the legendary Tea Dance, a disco-fueled LGBTQ+ tradition pulsing since the 1970s, born in the resort’s heyday.