- Come in August to catch the annual fireworks and Illumination Night
- Take a stroll up Circuit Ave for shopping, galleries, snacks, and more
- Do a bar hop along the Harbor
- Cast a line from the fishing pier while watching the ferries come and go
- Rent a bike and cruise along the path to Edgartown
- Ride the historic Flying Horses carousel
- Toss some frisbees at the Riverhead Disc Golf Course
- Take a paddle around Sengekontacket Pond
- Hurl yourself off the famous Big Bridge
Top Things to Do in Oak Bluffs
The Flying Horses Carousel in Oak Bluffs (oldest continuously operating carousel in the country) is a lively place to be on a rainy day. (photo by Alison Shaw).