Cape Cod's biggest town, Hyannis is most famous for being the summertime fortress of the Kennedy clan. With spacious beaches, a vibrant night life, and easy accessibility from Boston, it's a coastal getaway for the times you don't want to make the arduous trek to the Cape's outer reaches but still want that old-time nautical New England feel. While you're here, take advantage of Cape Cod's busiest port, and hop a ferry to Nantucket or the Vineyard for a spontaneous day trip, but make it back in time to test out Hyannis' burgeoning farm to table food scene for dinner. 



You're on Cape Cod to enjoy two things: seafood and picturesque beaches. Start here. This horseshoe shaped beach wraps around habitat-protected dunes starting at the inner harbor and, if you feel like making the mile and a half trek, stretches all the way past the Kennedy Compound. 

Beach  |  Kalmus Beach
670 Ocean St

If time and transportation allow, make your way to their character-filled hole-in-the-wall location in Mashpee, otherwise the Hyannis Harbor perch will do. You're coming here for the lobster roll; for my money, the best (and biggest) in New England. 

Restaurant  |  The Raw Bar
230 Ocean St

You're in Kennedyland, and you might as well embrace it. Whether you're in the mood for a serene view of the bay at the JFK Memorial, a history lesson at the JFK Museum, or a white picket-fenced mystery at the Kennedy Compound, there's something here for everyone. 

Historical Site  |  John F. Kennedy Memorial
480 Ocean St



Take in the scenes of the inner harbor where colorful shanties line the walk with handmade paintings, prints and jewelry, while weathered fishing vessels dock next to island ferries in Cape Cod's most active port. 

Walk  |  Hyannis Inner Harbor
180 Ocean St



Balancing big-city style and local taste, Naked Oyster captures the essence of Cape Cod's fisherman spirit by maintaining its very own oyster farm, and incorporating fish from all coasts of the island on the menu, while it's lavishly rustic decor reminds the Cape's ever-burgeoning crowd of urban passersby that you don't need to be in the concrete jungle to find a cool dining atmosphere. 

Restaurant  |  Naked Oyster
410 Main St



Intersected by narrow, bustling Main Street, which is ensconced by many of Hyannis' best restaurants, shops and museums, Pearl St. is Hyannis' Cultural District, home to galleries and small shops displaying paintings, sculptures and crafts of local artists.

Shop  |  Pearl St.  



Across the street from the beach, this inn comes with comfortable rooms, each with its own balcony, and a huge back deck looking out on a row of salt ponds. It's also one of the most budget-friendly places in the area, and the owner, Martin, is a model in hospitality and one of the nicest people you'll meet.

Bed & Breakfast  |  Cape Cod Ocean Manor
543 Ocean St



A dark, hopping scene boasting robust whiskey and beer lists, the live music and nautical vibes might make you think you're at a concert in the belly of the Pequod, but that depends to what depths you explore those lists. 

Bar  |  British Beer Company
412 Main St