Delicious bakery right in Osterville!
Public beach about a mile in length, Craigville Beach adjoins Long Beach, making it ideal for an extended shoreline stroll (roughly 3 miles round-trip).
Best place for a greasy egg sammy.
Main Street Hyannis is an interesting and eclectic all-American Main Street that is a wonderful place to visit to shop, dine and be entertained. There are tons of specialty shops, restaurants/bars and fun attractions. Some of our favorites stores and restaurants: Red Fish Blue Fish, Mrs. Mitchell’s Gifts, Silver Seahorse, Puritan, Boarding House Surf Shop, Islands Clothing, Sea Bags, Mass Bay; The Daily Paper, Pizza Barbone, The Naked Oyster, Anejo, Torino.
A classic Cape Cod breakfast spot, diner like experience.
Delicious french restaurant; great spot for breakfast pastries, brunch and a fancier dinner.
See all that the Cape has to offer from the water by renting a Boston Whaler for the day. Make your way out to Lewis Bay, drop anchor, and take a swim off Egg Island, a sandbar that appears for three hours on each side during low tide. Venture out to Hyannis Port Harbor, waterski, tube or even fish near the breakwall.
Breakfast and lunch cafe. Order online if you're in a hurry!
Bike, walk or run through 6 Cape Cod towns as you follow the Cape Cod Rail Trail. There’s plenty to see along the 25-mile trail with state and national parks to visit as you please.
JB's favorite juice bar in Hyannis serving Cold-Pressed Juices, Smoothies, Coffee, Vegan + GF Salads, Soups + Baked Goods plus specialty local food products.
Fun place for mini golf and ice cream! We also think they have the best lobster roll in town :)
Watch the ferries go in and out at one of our favorite casual lunch/ dinner spots. Treat yourself to one of their famous mudslides :)
You can’t leave without getting Cape Cod’s BEST ice cream! Another local spot for a great lobster roll!
Great place for live music and frosé! Casual lunch/dinner dining
For the best massage, schedule ahead with Laura Johnson!
Casual waterfront dining for lunch
Fun atmosphere and good food for casual waterfront dining; heated deck seating & marina views.
Rent a paddle board and learn how to "SUP"! Cape Cod is a perfect place because there are a variety of bodies of water to be explored. Stand Up and Paddle Cape Cod is done on flat water. SUP Cape Cod will take you to rivers, to lakes, ponds, to Nantucket Sound and Cape Cod Bay. (The location is determined by the weather conditions.) Many of our trips are in Hyannis, Centerville and Osterville, but they do go to many other locations as well. Stand Up and Paddle Cape Cod will come to you! Or inquire for a private lesson, fishing paddle board excursion, shellfish excursion or try SUP while doing pilates!
One of our favorite Mexican restaurants on busy Main Street. Try to get a table outside under the big Beech Tree.
Go early or join their waitlist online for seafood dishes & drinks in a casual boat yard setting.
Cute market in Osterville that also makes delicious sandwiches. The "California" sandwich is our favorite.
Our favorite pizza spot in town! They don't take reservations, but go earlier to enjoy a drink outside by the fire pit. Our go to order is the classic margherita pizza, simple but delicious.
Located in the heart of Osterville, Five Bays Bistro offers modern yet classic food with a “fancier” atmosphere.
Our go to spot to pick up sandwiches.