Start your day off on the spacious patio at Joe Coffee and Cafe (170 Commercial St.) enjoying a piping hot cup of coffee and a pastry.
Browse through Item, a men's lifestyle store whose beachy décor is perfectly reflected by its summer-ready wears, like drawstring shorts, canvas beach bags, and checked t-shirts.
If you're in the mood for greenery—or at least products inspired by nature, browse the wares at Botanica (374 Commercial St.), where watercolors and prints live alongside terrariums and garden ornaments.
The adorable corner grocery and sandwich store Pop + Dutch (147 Commercial St.), named for the nicknames of a co-owner's grandparents, serves up everything you need for a jaunt to the beach, from delicious quirky sandwiches to fizzy drinks to a wiffle ball and bat set.
Walking, even through the heart of bustling Provincetown, can get boring. Grab a pair of wheels from Arnold's Bike Shop (329 Commercial St.), where you can regular and tandem bicycles to cruise around town on.
Perk up with an espresso from KoHi Coffee (199 Commercial St.), or quench your thirst with a cold brew. Their fair-trade, organic brews are best enjoyed with their views out over the Provincetown Harbor.
Stop by the Schoolhouse Gallery (494 Commercial St.) to check out modern and contemporary painters and photographers like Eileen Myles and Mark Adams in a carefully restored schoolhouse dating back to 1844.
Sip an artisan cocktail and snack on small plates at the nautical and refined Strangers & Saints (404 Commercial St.), a Mediterranean-style taverna in a former sea captain's home.
Or, head over to Spindler's (386 Commercial St.) at the Waterford Inn, where James Beard-winning chef Barbara Lynch takes local New England ingredients and gives them a French-Italian treatment.
Head to the Monkey Bar (149 Commercial St.) to cap off your evening. The lively local joint has been serving up punnily named cocktails for over 20 years, and if you're feeling peckish, Johnny Thai next door has sushi rolls on hand.