EAT

Estia | Falmouth or Mashpee, MA 

Description: Authentic Greek food in a trendy environment. A Cotto family favorite!
What to Try: Spanikopita.

The Pilot House | Sandwich, MA 

Description: Fresh seafood served right on the Cape Cod canal. Alana’s favorite!
What to Try: Mudslide and a fried seafood platter.

Anejo Mexican Bistro | Hyannis or Falmouth, MA 

Description: Trendy Mexican and tasty margaritas.
What to Try: Toasted Coconut Margarita.

The Ocean House | Dennis, MA  

Description: Very high-end dining on the water.
What to Try: Maine Lobster dip.

Tomatoes Italian Grille | Sandwich, MA 

Description: Authentic Italian served in massive portions!
What to Try: A stuffie (stuffed quahog).

Villaggio | Cotuit, MA 

Description: Upscale Italian cuisine in an antique Cape Cod home.
What to Try: Whatever special meat is on the menu!

Amari's | Sandwich, MA 

Description: Family friendly Italian located near Sandy Neck beach.
What to Try: Chicken abruzze (if it’s still on the menu)!

Crisp | Osterville, MA 

Description: Trendy flatbreads and cocktails in boujie Osterville.
What to Try: Farm egg pizza.

La Cucina Sul Mare | Falmouth, MA

Description: Upscale Italian located in Falmouth center.
What to Try: Pollo Saltimbocca.

DRINK

Bad Martha's Brewery | Falmouth and Martha's Vineyard, MA

Description: Fun brewery with yard games and small bites.

Cisco Brewery | Nantucket, MA 

Description: Worth a day trip to Nantucket. Located on a farm surrounded by wildflowers, Cisco offers great beers, craft cocktails, and has rotating food trucks.

 Naukabout Brewery | Mashpee, MA 

Description: Laidback brewery often boasting live music.

Treehouse Brewing Co | Sandwich, MA

Description: On the water in Sandwich; can’t beat the sunset from the deck!

The Lanes Bowl & Bistro | Mashpee, MA 

Description: Modern bowling alley with drinks, outdoor patio, and fire pit.

The Landfall Restaurant | Falmouth, MA 

Description: A Falmouth favorite! Nautical-themed and located right in the heart of Woods Hole.

Anejo | Hyannis, MA 

Description: Popular spot for margaritas and “nightlife” on Hyannis’s Main Street.

The Chatham Squire | Chatham, MA

Description: A Cape Cod tradition! Check out this old-time nautical bar in downtown Chatham.

Trader Ed's | Hyannis, MA 

Description: Club-like bar, complete with pool and DJ. Though fun, the crowd can be a bit seedy; not family friendly.

The 19th Hole | Hyannis, MA 

Description: Main Street’s dive bar. Popular amongst locals but can draw a seedy crowd.

PLAY

The Welfleet Beachcomber | Welfleet, MA

Drive up to Welfleet and spend the day at Cahoon Hollow Beach, home of the famed Beachcomber. This beach bar/restaurant boasts great cocktails, fresh seafood, and limitless fun. Be sure to get there early!

Beach Day | Anywhere!

Pack a cooler, some snacks, and make your way to one of Cape Cod’s world-renowned beaches. Sandy Neck, Mayflower, Town Neck, Dowses … you can’t go wrong!

Paddle Boards & Kayak Rentals | Popponessett, MA

Rent a paddle board or kayak right in Popponessett Marina and make your way around the Spit. You’ll get a tour of beautiful homes from the water and can finish the excursion with a drink at the Raw Bar.

Day Trip to Boston | Boston, MA

If you’re in town for a while, head up to Boston. Catch a Red Sox game at Fenway, explore the Seaport, walk the Freedom Trail, or explore the Italian North End!

Rollerblade the Canal | Sandwich, MA

Grab a pair of rollerblades or rent a bicycle and ride along the canal (starting at the Sandwich Marina).

Shining Sea Bike Trail | Mashpee/Falmouth, MA

Rent bicycles and ride the most beautiful bike trail on Cape Cod. You’ll pass through wooded areas, beaches, and end up in Wood’s Hole’s center, where you can enjoy a coffee or cocktail as a reward.

Pirate's Cove Adventure Golf | South Yarmouth, MA

A true “landmark” on Cape Cod for adventure golf. Play one of their two courses (or both?!); fun for children and adults alike.

Ferry to MV or Nantucket | Welfleet, MA

Depart from Hyannis or Falmouth to either of the islands. Research day trips to each for the best recommendations on how to spend one, jam-packed day - and still make the ferry home!