An easy to get to beach with views of the Ferries!
A fun walking street with shops, food, and more!
The best coffee in Oak Bluffs
Caddy's favorite restaurant... order the Island Fresca soup, sit back, and relax!
Bike and car rentals for your Vineyard adventures!
A great downtown area with good places for breakfast and lunch Waterside Market Black Dog Tavern and Coffee Shop
Go Jump off the Jaws Bridge and have a nice beach day on State Beach!
Great for an afternoon of shopping and walking around. Coffee shops to check out: Among the Flowers Rosewater Market
Paige's favorite beach on the island. If you are here a day early take the drive up island to this cute beach. You can even swim out to the rock and jump in!
As 'Up Island' as you can get!
The perfect place to stop for lunch before heading 'Up Island'
After 5 pm you can park at the beach entrance and catch a beautiful sunset... maybe even grab dinner from Scottish Bake House!