Dennis Pines Golf Course
Seven thousand yards of championship golfing, nestled in 170 acres of sweet-smelling pine forest: The 72-par Dennis Pines is a course to be reckoned with. With water at four of the holes, enough trees to test anyone's accuracy, and the notorious par-5 twelfth, the course is arguably the toughest—and certainly one of the most beautiful—on Cape Cod. Amenities are plentiful, including an expansive driving range and practice green, a nice little lounge, and a well-stocked pro shop. Rte. 134, East Dennis, MA dennisgolf.com.
Sundae School
Sundae School started as a mom-and-pop operation—and a reason for founders Paul and Andrea Endres, then living in Milton, to spend their summers on the Cape. Three decades and three stores later, it's a full-time family affair (at some point, each of the Endreses' five kids has worked behind the counter). The shop's celebrated ice cream is made fresh, and in limited amounts; among the most heavenly flavors are sweet cream, ginger, créme de menthe chip, and any of the berry blends. 606 Main St., Route 28, Harwich Port, MA 2646, sundaeschoolicecream.com.
Chatham Bars Inn
Even overcast days at Chatham Bars Inn feel sunny. First, there's the setting: a graceful, 1914 building overlooking the Atlantic, surrounded by quiet, individually decorated (and kitsch-free) cottages. Second, there are the activities: croquet, tennis, biking, rides in the property's antique cars, or, for kids, shoreline critter hunts, pirate visits, and karaoke. The nightly candelit dinners of local seafood at the water's edge are almost absurdly romantic. Few properties on Cape Cod manage to balance kid-friendliness with that kind of genuine excellence. This one does—even when it rains. 297 Shore Rd., Chatham, MA chathambarsinn.com.
Audubon Circle
In a neighborhood that's more about hot dogs than haute cuisine, it can be hard to get a decent meal. That's where Audubon Circle comes in. This darkly lit, sleekly cool restaurant with the long slate bar has a small but satisfying menu of dressed-up pub grub, from the downright delicious burger with spicy home fries to the rare seared tuna with garlic mashed potatoes. The legendary pot stickers (dumplings and steamed vegetables served in a paper takeout container) can provoke food fights—over who gets the last bite. And thanks to the expertly mixed drinks and ample supply of local and national beers on tap, there's plenty to please diners and drinkers who long for more than the watered-down suds at Fenway. 838 Beacon St., Boston, MA auduboncircle.us.
Flyer's Boat Rental
There are plenty of great day trips available on Cape Cod, from whale watches to dune tours, but no other excursion company offers them as comprehensively as Flyer's, master of everything on or in the water. The company has built a sturdy reputation for its well-kept vessels (from Sunfish to pontoons), reasonable prices, and professional instructors and staff who will bend over backwards to get you what you need—whether it's a seasoned captain for a 13-person cruise to Long Point, a simple kayak to rent, a mid-range power boat, a temporary mooring for the weekend, or a season's worth of sailing lessons. 131A Commercial St., Provincetown, MA flyersboats.com.
Chatham Bars Inn
Thought the king of Cape resorts couldn’t possibly get any better? Think again. To get ready for the post-COVID travel boom, CBI bolstered its private beach with additional sand — about 7,000 cubic yards, to be precise — along with new beach cabanas, lounge chairs, and umbrellas. You’ll also find fresh treatments at the sprawling spa complex (don’t miss the Moroccanoil hydration ritual), the return of live music on Bayview Terrace, and plenty of fun, interactive children’s programs for when the kids tire from leaping in and out of the water — and you tire of watching them. 297 Shore Rd., Chatham, MA 02633, chathambarsinn.com.