Things To Do
Main Street, Hyannis - Strolls, Eats & Drinks
No trip to the Cape is complete without a stroll down Main Street in Hyannis! This lively, walkable strip stretches from the JFK Museum at 397 Main Street through the heart of downtown, filled with unique shops, cozy cafés, and delicious restaurants. It’s the commercial center of Cape Cod and a perfect spot to soak in the local flavor. Our favorite spots: Torino – A vibrant Italian-Brazilian restaurant and bar featuring live music on the weekends. Embargo – An upscale spot known for its craft cocktails, yummy tapas, decadent desserts, and a dance floor that keeps the party going. 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 space offering Italian Fare, an on-site bakery and a gelato bar, with covered outdoor dining.
Hyannis Marina
Enjoy stunning views of the Hyannis Marina, a perfect spot to unwind and take in the coastal charm. Our favorite spots: Tugboats – A staple seafood restaurant with waterfront dining and fresh local flavors. Trader Ed’s – A lively spot for drinks and great vibes, ideal for a casual hangout. Black Cat Tavern – A waterfront, harborside restaurant with a full bar, piano lounge, spacious patio, and causal dining. Right across the street from ferry access. Black Cat Harbor Shack – Next door to the Black Cat Tavern, enjoy fried seafood platters, lobster rolls and chowder at this easygoing seafood spot, with a full bar and live music. The Shack Out Back – Tucked behind the Harbor Shack, enjoy this outdoor oasis with live entertainment all season long.
More Eats & Drinks
The Port – Harwich Port, MA. Experience contemporary bistro dining in the heart of Harwich Port on Cape Cod. Enjoy classic New England seafood, a raw bar, outdoor seating, and live music. Pelham House Resort – Dennis Port, Cape Cod Boasting a variety of ocean front dining options. Our favorite here is The Rooftop, with sweeping views of Nantucket Sound. Visit for Appy Hour, Thursday, Friday, and Sunday, 4–6PM, with half-priced appetizers at the bar! The Ocean House – Dennis Port, Cape Cod A contemporary restaurant where you can 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 – Located in Harwich, MA, this winery offers tastings and a cozy atmosphere. Cape Cod Winery – Situated in East Falmouth, MA, this spot offers wine tastings for about $10 per person, which includes five varieties of wine. Truro Vineyards of Cape Cod - Located in Truro, Massachusetts, specializing in maritime grape growing.
Island Hop
You can catch a ferry from Hyannis Marina to either Martha’s Vineyard or Nantucket! Perfect for a scenic day trip or a 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 as you follow the 25-mile Cape Cod Rail Trail. This paved path offers beautiful views, charming stops, and access to nearby state and national parks. Whether you're up for a leisurely stroll or a full-day adventure, the trail is open from sunrise to sunset and has something for everyone to enjoy. Plenty of Mini Golfing every few miles down 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 boasts 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!