Pump House Surf Shop
Opened with the money earned from a dish-washing job by a guy who started surfing on the Cape when he was 5, the Pump House has surf attitude. All the salespeople surf, of course; most wear board shorts in the store, whose back wall is stacked with 100 boards ready to throw on top of the VW and take to the nearest beach, five minutes away. The Pump House also offers rentals, repairs, and lessons, and sells apparel, Frisbees, and the wetsuits that are standard gear for any true New England surfer. 9 Cranberry Highway (Rte. 6A), Orleans, MA pumphousesurf.com.
Sundae School
Cape Cod sometimes feels as though it's sinking under the weight of its many ice cream shops, but Sundae School rises above with handmade, creamy flavors in such addictive permutations as espresso crunch, Kahlúa chip, and Bass River mud (coffee ice cream with fudge, almonds, and chocolate chunks). Add such toppings as fresh, plump blueberries, bananas, buttery hot fudge, homemade cream, and a fresh Bing cherry, and you've got more than just an ice cream treat. You've got a religious experience. 606 Main St. (Rte. 28), Harwichport, MA sundaeschool.com.
Arnold's Lobster & Clam Bar
The long lines don't lie: Arnold's serves fried clams at their messy best alongside the fluffiest, tastiest onion rings we've ever eaten. The location doesn't hurt either: It's right on the Cape Cod Rail Trail, with picnic tables in the shade of tall pines where you can pitch your kickstand and enjoy surprisingly reasonably priced seafood on a cafeteria-style tray. As a gesture to gourmets, there's even a raw bar. But stick to the specialties: fried clams, steamers, lobster, and corn on the cob. Rte. 6, Eastham, MA arnoldsrestaurant.com.
Fishermen’s View
Come for the view, stay for the vibe, order the seafood. That’s all you need to know to enjoy an evening at Fishermen’s View, situated on the canal in Sandwich. Opened in 2016 by brothers and fishermen Bob and Denny Colbert, the menu emphasizes fresh, local catch, most of it unloaded at the docks below the restaurant. An inviting atmosphere awaits on the patio in the warmer months with live music and an outdoor bar, but sunsets over the canal (accompanied by stuffed Cape Cod cherrystones or a lobster "knuckle" sandwich) are sweet any month of the year. 20 Freezer Rd., Sandwich, MA 02563, fishermensview.com.
Ocean Edge Resort & Golf Club
After a long drive across the bridge, sometimes all you want is to sit back, relax, and not touch your car keys again for the weekend. That’s possible at Ocean Edge, where guests at the Mansion have access to the private Bay Pines beach and everyone can enjoy pickleball and tennis courts, multiple pools, a spa, and a private 18-hole golf course. Plus, if you do need a change of scenery, the resort is just minutes from Nickerson State Park and the Cape Cod Rail Trail. 2907 Main St., Brewster, MA 02631, oceanedge.com.
Pelham House Resort
Every beachside community needs a restaurant with a view, a meeting place of sorts where families and friends can gather for birthday celebrations or just to gaze and graze on a sunny afternoon. For the mid-Cape, that place is the Pelham House. After a recent major refresh, a heated roof deck offers unobstructed Nantucket Sound views all around, not to mention a killer menu featuring plenty of fresh seafood. As for the apré-dinner scene? Multiple fire pits surrounding the sea-level dining area are perfect for cocktails and moonlit ocean views. 14 Sea St., Dennis Port, MA 02639, pelhamhouseresort.com.
The Beacon Room
Vacationers can play it two ways as they settle into this welcoming, wood-filled space for a midday meal: fuel up for an afternoon of high-impact romping in the sand, or just plain fill up for several hours of indolence under the sun. For the former, there's leaner fare such as grilled chicken on Portuguese muffins and a salad with gorgonzola, walnut, and sun-dried cranberries. For the latter, choose from plus-size portions of clam chowder, crab cakes, fish and chips, and other Cape Cod classics—and enjoy the wistful glances from those sticking to moderation (poor things). 23 West Road, Orleans, MA 2653, beaconroom.com.
The Island Merchant
Two years after Joe and Beverly Dunn left Washington, DC, for the Cape to open the Island Merchant, they've already expanded to accommodate its loyal following. The restaurant's festive island vibe, nightly live music, and Caribbean-American far—corn chowder with coconut milk and ginger, fish tacos with homemade salsa—routinely entice both the family crowd and mojito-loving barflies. Clued-in patrons stick around for the Dunns' famous foil-wrapped burgers and Key lime pie, served only after 10 p.m. 302 Main St., Hyannis, MA 2601, theislandmerchant.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.
Ember
When this hypnotically arty restaurant-bar designed and owned by a local architect made its debut four years ago, it not only lent zing to the South Shore dining scene, but also beckoned Cape-bound cosmopolites with its expertly shaken martinis, mod leather furnishings, and moody firelight. The arrival of new executive chef George Willette last fall boosted the culinary substance—e.g., tuna tataki, lobster and goat cheese pizza—to match Ember's abundant style, making this nightspot a white-hot proposition, indeed. 459 Plain St. (Rte. 139), Marshfield, MA 2050, .
Elburne
With one location already flourishing on Cape Cod, sisters Lauren and Simone Pereira established their second home-décor shop in Hanover’s new Merchant’s Row shopping plaza late last year. It’s not easy to shut your doors so soon after opening them, but online ordering and Instagram teaser shots of Elburne’s ethically sourced furniture, rugs, and artwork kept shoppers engaged through the shutdown. The doors are open once again, but the siblings are still offering curbside pickup to make scoring the perfect pick-me-up even easier. 2053 Washington St., Hanover, MA 02339, elburne.com.
Land Ho
Want a side of local color with your Devil's Purse pint? Pay a visit to this neighborhood hang, where Cape Cod memorabilia—from family crests to vanity plates—fills every inch of wall and ceiling space. It's not all about the kitsch, though: Bartenders behind the lacquered wooden bar aim to please, and the late-night menu satisfies with grub for both landlubbers (burgers) and seafarers (fish and chips). 38 Main St., Orleans, 508-255-5165; 429 Main St., Harwich Port, 508-430-0404; land-ho.com. 38 Main St., Orleans, MA 2653, land-ho.com.
Harvest
If brunch is the most civilized way to dine, the Harvest is the most civilized place to have brunch. First there's the restaurant's lovely garden patio, which in warm weather offers a leafy retreat from the traffic of Harvard Square. Then there's the table presentation. No paper napkins and messy tabletops here—brunch at the Harvest is a white-linen, Sunday-best affair. But it's the menu that renders this restaurant a class above, with its three-course, prix-fixe ($33) menu of gourmet takes on classic dishes. The eggs Benedict, for instance, are served not one but two ways: crab and avocado on one orb, smoked ham and asparagus with roasted red pepper hollandaise on the other. Omelets come with such citified ingredients as wild mushrooms, spring onion, or pancetta. It's the final course—dessert—that makes this tradition a proper indulgence, from the milk chocolate panna cotta to the irresistible classic chocolate layer cake. 44 Brattle St., Cambridge, MA harvestcambridge.com.
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 Gables Inn
When you’re ready to escape to the Cape sans beach toys and boogie boards, book a stay at this 170-year-old former sea captain’s home. Overflowing with New England charm, the retreat is open only to guests 16 and over, and that’s just the way we like it. Tuck into a gratis breakfast, made fresh every morning with veggies grown right on the property, in the breezy sunroom; savor a meditative moment on the tree swing in the perennial garden; or just snuggle into the crisp Matouk sheets. If the goal is to break away from the daily grind, there’s no place better to do so. 364 Old Harbor Rd., Chatham, MA 02633, chathamgablesinn.com.