10 Things to do Good for Kids in Oak Bluffs That You Shouldn't Miss

August 4, 2021 Moriah Teneyck

Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. The population was 4,527 at the 2010 United States Census. It is one of the island's principal points of arrival for summer tourists, and is noted for its "gingerbread cottages" and other well-preserved mid- to late-nineteenth-century buildings.
Restaurants in Oak Bluffs

1. Martha's Vineyard Oceansports

Excellent
88%
Good
6%
Satisfactory
6%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 17 reviews

Martha's Vineyard Oceansports

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!

2. Oak Bluffs Public Library

56R School St., Oak Bluffs, Martha's Vineyard, MA 02557 +1 508-693-9433 http://www.oakbluffslibrary.org
Excellent
86%
Good
11%
Satisfactory
3%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 37 reviews

Oak Bluffs Public Library

3. Esperanza Riding Company - Martha's Vineyard

Edgartown/Vineyard Haven Road, Oak Bluffs, Martha's Vineyard, MA 02557 +1 508-939-1001 [email protected] http://www.esperanzaridingcompany.com
Excellent
89%
Good
9%
Satisfactory
3%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 35 reviews

Esperanza Riding Company - 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!

4. Sun 'n' Fun Rentals

26 Lake Ave, Oak Bluffs, Martha's Vineyard, MA 02557 +1 508-693-5457 http://www.sunnfunrentals.com
Excellent
88%
Good
11%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 123 reviews

Sun 'n' Fun Rentals

Reviewed By 493carmenb - Wakefield, United States

The guys working there were so helpful. We rented a jeep and they helped us the next day to put the top down. Gave us a map of the island and told us all the places to see! We will definitely rent from them again!! Super friendly staff!

5. Pirate Adventures: Martha's Vineyard

Excellent
96%
Good
3%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 822 reviews

Pirate Adventures: Martha's Vineyard

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).

6. Greetings from Martha's Vineyard Tours

Excellent
90%
Good
6%
Satisfactory
1%
Poor
0%
Terrible
3%
Overall Ratings

5.0 based on 70 reviews

Greetings from Martha's Vineyard Tours

Discover the hot-spots & hidden treasures of Martha's Vineyard on our tour through the island’s six towns—each with a unique history and character. We offer personalized, all island tours, which are designed to be informative and fun for new visitors. Have photographs & videos taken along the way for a keepsake you can have for a lifetime. Relax in our luxurious, air conditioned vans. See where celebrities stay. Stand on various sets of Jaws. Discover a village of gingerbread cottages. Shop the island’s first general store and finest galleries of local art. Climb to the top of lighthouses. View the infamous 200 ft. cliffs of Aquinnah. Learn more about the expansive African American History of the island. Request customized tours for your children. Enjoy a picnic in Menemsha to delight in the freshest seafood on the docks overlooking the harbor- top it off with a complimentary bottle of wine...and more! You're guaranteed to develop a deeper understanding of this magical destination.

7. Inkwell Beach

Seaview Ave, Oak Bluffs, Martha's Vineyard, MA
Excellent
54%
Good
31%
Satisfactory
12%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 121 reviews

Inkwell Beach

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."

Reviewed By Hgtravl - Marlton, United States

I had no clue just how beautiful the beaches where at Marthas Vineyard until I arrived. As soon as we left the ferry, we noticed the aqua crystal clear beaches! I cannot get over how "tropical" colored the water was- felt like we where in Flordia! The beach was spotless clean. Not a single piece of trash- even for peak tourist times. Beautiful beach with crystal clear waters... Loved the beautiful tumbled rocks by the jettys- found a few keepers!

8. Joseph Sylvia State Beach

btwn Oak Bluffs and Edgartown off Beach Rd, Oak Bluffs, Martha's Vineyard, MA 02539 http://www.dukescounty.org/pages/dukescountyma_naturalresources/sylvia
Excellent
61%
Good
33%
Satisfactory
5%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 109 reviews

Joseph Sylvia State Beach

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.

Reviewed By ebrraiin - Jersey City, United States

Great beach, east to get to via bike or car. The water is clear and warm. The waves were quiet. Looking forward to going back.

9. Ocean Park

Seaview Ave., Oak Bluffs, Martha's Vineyard, MA 02557 +1 508-693-2303
Excellent
71%
Good
24%
Satisfactory
4%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 231 reviews

Ocean Park

Victorian mansions surround this charming Oak Bluffs park.

Reviewed By HollsinSavannah - Fryeburg, United States

Wonderful park to listen to bands in summer. Also great place to walk to with a coffee and a back door donuts donut and sit

10. Circuit Avenue

Circuit Avenue, Oak Bluffs, Martha's Vineyard, MA +1 508-693-6181
Excellent
50%
Good
35%
Satisfactory
12%
Poor
3%
Terrible
0%
Overall Ratings

4.5 based on 308 reviews

Circuit Avenue

Off-beat and quirky shopping enclave in Oak Bluffs.

Reviewed By py236 - Albany, United States

Circuit Avenue is in the heart of Oak Bluffs once upon a time where African Americans went on vacation because they weren't allowed to be anywhere else. Restaurants, tourist shops and ice cream stores line the street. Every night, people walk up and down the block, gather to talk or sit outside. It's just down the block from the pier, which has a wide range of food and activity offerings. Truly the heart of the town and walking distanxe to the beach and town square.

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