Things To Do
Main Street, Hyannis - Strolls, Eats & Drinks
No trip to the Cape is complete for us without a stroll down Main Street, Hyannis! A lively, walkable strip stretching from the JFK Museum through the heart of downtown Hyannis, filled with unique shops, cozy cafes, and delicious restaurants. Our favorite spots: Torino – A vibrant Italian-Brazilian restaurant and bar featuring live music on the weekends. Embargo – An upscale spot known for craft cocktails, yummy tapas, great desserts, and a dance floor. Añejo – Craving a margarita? Añejo serves them as big as your head! This lively spot is perfect for bold flavors, festive vibes, and a great time in downtown Hyannis. Colombo's – A cozy Italian spot with an on-site bakery and gelato bar, with covered outdoor dining.
Hyannis Marina
Enjoy beautiful views of the Hyannis Marina and take in the coastal charm. Our favorite spots: Tugboats – Staple seafood restaurant with waterfront dining. Trader Ed’s – Lively spot for drinks after dinner, more casual. Black Cat Tavern – Waterfront, harborside restaurant with a full bar, piano lounge and spacious patio. Right across the street from ferry access. Black Cat Harbor Shack – Next door to the Black Cat Tavern, easygoing spot with fried seafood platters, lobster rolls and chowder, with live music. The Shack Out Back – Tucked behind the Harbor Shack, a little outdoor oasis with live entertainment.
More Eats & Drinks
Captain Parker's – West Yarmouth, MA. Casual and delicious seafood restaurant. Joe loves their famous clam chowder! The Port – Harwich Port, MA. Enjoy classic New England seafood, a raw bar, outdoor seating, and live music. The Rooftop at Pelham House Resort – Dennis Port, Cape Cod. Sweeping views of Nantucket Sound. Visit for Appy Hour, Thursday, Friday, Sunday, 4–6PM, with half-priced appetizers at the bar. The Ocean House – Dennis Port, Cape Cod. Dine overlooking Nantucket Sound, known for impeccably crafted cuisine and cocktails, locally sourced seafood and organically farmed ingredients.
Local Wineries
Make time to explore a few of Cape Cod’s charming local wineries, perfect for a relaxing afternoon or a pre-wedding toast! First Crush Winery – Harwich, MA. Offers tastings! Cape Cod Winery – East Falmouth, MA. Wine tastings with 5 varieties of wine for about $10 pp. Truro Vineyards of Cape Cod - Truro, MA. Specializing in maritime grape growing.
Island Hop
You can catch a ferry from Hyannis Marina to Martha’s Vineyard or Nantucket! Perfect for a scenic day trip or a little coastal adventure before or after the wedding festivities!
Want some activity?
Cape Cod Rail Trail – Ride, walk or run through 6 scenic Cape Cod towns covering 25 miles. Paved path with beautiful views, charming stops, and access to nearby state and national parks. Open sunrise to sunset. Plenty of Mini Golfing every few miles down MA Route 28! Or play a 9 or 18 hole round at one of the local Golf Courses like Bayberry Hills, Bass River, or Blue Rock!
Shop 'til you drop
Visit a staple of Cape Cod: Cuffy's! Get yourself a sweatshirt, candy or anything else you can imagine! Main Street, Hyannis has a number of local shops for souvenirs and unique finds! Haili's favorite little thrift store is Wilma's Eclectic Finds, where the Father of the Bride and Haili often visit!