- Take a picture at the Tashmoo Overlook
- Visit the West Chop Light
- Play a round of mini-golf at The Cove
- Watch the stalls ships set sail from the Black Dog dock
- Peek into Gannon & Benjamin’s marine railway
- Browse the shops of Main Street
- Rent a paddleboard at Lagoon Pond
- Try authentic Brazilian food
- Listen to the town band play at the Owen Park gazebo
- Catch a flick at the Capawock, or a play at the Vineyard Playhouse
- See the Cultural District come to life on “First Friday”