What to do and see in Oak Bluffs, Massachusetts (MA): The Best Outdoor Activities

Tour the Cottage City Oyster Farm! Cottage city oysters come from the cold, clean, crisp flowing waters of the vineyard sound, oak bluffs Martha's Vineyard.

WE ARE NO LONGER IN BUSINESS ON MARTHA'S VINEYARD - THANK YOU to all of our clients and friends that made our years on island so memorable and enjoyable. Come see us on The Eastern Shore of Virginia!

The only Ocean sports company on Martha's Vineyard! We provide Parasailing, jet ski rentals, waterskiing, wakeboarding, tubing, kneeboarding, flyboard lessons, banana boating, tubing, and boat rentals. Come have a day on the water with us!

Private fishing charters for Family or groups of 6 people or less. Great for kids of all ages. We are hands on ensuring that all aboard will catch fish!

Ahoy mateys! Join us as we set sail on a pirate's treasure hunt along the shores of beautiful and historic Oak Bluffs on the legendary island of Martha's Vineyard. On our custom pirate ship your kids will dress and talk like a pirate, assemble a treasure map, battle rival pirates with water cannons and hoist sunken treasure from the ocean floor! Once aboard the Sea Gypsy, we must work together to build a treasure map and determine our course. Along the way, we find a message in a bottle and discover that Stinky Pete, the Island’s smelliest pirate, has stolen the keys! We must raise the battle flag, fight off our enemy with water cannons, and steal back the keys to claim our treasure! The voyage culminates as we discover where "X" marks the spot...we must work as a team (heave-ho!) to raise the treasure chest from the ocean as it's heavy with sea water and sparkling booty. Every one of the crew will be rewarded for their efforts and take home their fair share of the loot. There’s singin’, dancin’, and drinkin’ of pirate grog as we sail back to port victorious in our spoils. You’ll be amazed how quickly the Pirate Adventures crew taps into the wonder of your child’s imagination. This wholesome, family-oriented cruise is perfect thing to do on a day trip, vacation, weekend or really just about anytime your are seeking a child-friendly and action-packed bunch of fun while on MV. There is a reason why Pirate Adventures is ranked high on a family’s vacation highlights. This isn’t a performance by actors - this is a highly interactive pirate experience where each of our trained crew makes sure your child is involved and engaged throughout the whole journey. It's a fun, unique, memory-making adventure cruise designed for families by a family (a pirate family of course).

This Oak Bluffs beach and surrounding area of colorful gingerbread Victorian houses have strong links to African-American heritage on Martha's Vineyard, dating back to the Revolutionary War. The beach was the setting for a teenage romance movie called "The Inkwell."

Small waves, low dunes and lots of seashells make this narrow, two-mile stretch of public beach popular with families. The beach runs between Oak Bluffs and Edgartown, and is called "Bend-in-the-Road Beach" on the Edgartown side.

Semi-private golf course where President Bill Clinton has played.