TOP 10 Best Family friendly events in Oak Bluffs, Massachusetts

Ryan Family Amusements is a fun-filled entertainment center located at 19 Circuit Avenue in Oak Bluffs, Massachusetts. This family-friendly establishment offers a wide range of exciting activities for all ages, including arcade games, bowling lanes, and billiards. Whether you're looking to challenge your friends to a game of air hockey or enjoy some friendly competition on the bowling lanes, Ryan Family Amusements has something for everyone. Stop by and create unforgettable memories with your loved ones at this beloved local attraction in the heart of Oak Bluffs.

Vineyard Family Tennis is a premier tennis institution located at 618 Barnes Road in Oak Bluffs, Massachusetts. Our facility offers top-notch tennis instruction for players of all ages and skill levels. Whether you're a beginner looking to learn the basics or an experienced player striving to improve your game, our experienced coaches are here to help you reach your full potential. In addition to tennis lessons, we also offer fitness programs and health classes to promote overall wellness. Come join our vibrant tennis community and experience the thrill of the game in a welcoming and supportive environment.

Located in the heart of Oak Bluffs, Massachusetts, The Arcade is a must-visit destination for anyone looking for a fun-filled gaming experience. With 75 of the hottest games available, there's something for everyone to enjoy. From classic games like Mr. Claw to thrilling VR experiences, our arcade is sure to keep you entertained for hours. Conveniently located just steps away from the ferry and the famous Flying Horses Carousel, The Arcade is the perfect place to stop by during your Vineyard vacation. Grab a cone, do some shopping, and make sure to include some playtime in your day.

Plan Sea Adventure Charters, located at 53 Dock Street in Edgartown, Massachusetts, is the premier boat tour and rental company in Martha’s Vineyard and Cape Cod. Offering a variety of private cruise packages for groups of up to 18 passengers, our boat tours are perfect for family outings, bachelorette parties, team building events, and more. Our experienced Captains, with U.S. Coast Guard Masters Licenses, ensure a safe and enjoyable experience as you cruise along the beautiful shoreline of Woods Hole and Oak Bluffs. With indoor and outdoor heated seating, a bathroom, and a wet bar on board, our classic New England motor vessels provide a luxurious and comfortable ride for all guests.

Pirate Adventures Martha's Vineyard is a thrilling tourist attraction and travel agency located at 12 Circuit Avenue Extension in Oak Bluffs, Massachusetts, United States. Embark on a swashbuckling adventure as you set sail on a pirate ship and explore the beautiful waters surrounding Martha's Vineyard. With interactive storytelling, treasure hunts, and exciting activities, visitors of all ages will be captivated by the excitement of life on the high seas. Book your voyage today and create unforgettable memories with Pirate Adventures Martha's Vineyard. Arrr matey!

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

Vineyard Square Hotel & Suites is a charming lodging institution located at 38 North Water Street in Edgartown, Massachusetts, United States. Situated in the heart of downtown Edgartown, this boutique hotel offers warm hospitality and comfortable accommodations for a relaxing Martha's Vineyard getaway. Guests can enjoy easy access to gourmet restaurants, quaint shops, and a vibrant arts scene just steps away from the hotel. With luxury amenities, a variety of lodging options, and affordable prices, Vineyard Square Hotel & Suites is the perfect gateway to the island. Guests rave about the excellent service and convenient location of the hotel. The staff is friendly and accommodating, and the homemade breakfast is delicious. Guests can also enjoy access to complimentary bikes for exploring the area. Whether staying in a cozy room or a beautiful suite, visitors appreciate the attention to detail and the overall experience at Vineyard Square Hotel & Suites. With free parking nearby and a variety of nearby restaurants and shops, guests can easily explore all that Martha's Vineyard has to offer. Whether relaxing on the spacious porch or taking a bike ride to Oak Bluffs, guests can make the most of their stay at this highly recommended hotel.

The Dockside Inn is a charming and cozy lodging located at 9 Circuit Avenue Extension in Oak Bluffs, Massachusetts. Situated in the heart of this picturesque seaside town, the inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy easy access to the nearby shops, restaurants, and attractions, as well as stunning views of the harbor. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Dockside Inn is the perfect place to stay.

Ocean Park is a picturesque and popular tourist attraction located at 2 Seaview Avenue in Oak Bluffs, Massachusetts, United States. This charming park offers stunning views of the Atlantic Ocean and features lush greenery, walking paths, and a gazebo perfect for relaxing and enjoying the ocean breeze. Visitors can also enjoy picnics, sunbathing, and various events and performances held at the park throughout the year. Whether you're looking for a peaceful retreat or a fun day out with family and friends, Ocean Park is the perfect destination for nature lovers and outdoor enthusiasts alike.

The Pequot Hotel, located at 19 Pequot Avenue in Oak Bluffs, Massachusetts, is a charming lodging establishment nestled among the historic "Gingerbread" cottages of the area. With a prime location just one block from the beach, four blocks from the ferry, and a short walk to Circuit Avenue, the hotel offers convenience and comfort to its guests. Closed for the winter season, the Pequot Hotel will reopen in early May for the 2024 season, with reservations becoming available starting January 2, 2024. The 32-room hotel features classic cottage décor, decorative lattice porches, and modern amenities such as private baths, air conditioning, and free wifi.

Martha's Vineyard Resort is a charming lodging destination located at 117 New York Avenue in Oak Bluffs, Massachusetts, United States. Nestled in the heart of the picturesque Martha's Vineyard, this resort offers a tranquil and relaxing atmosphere for guests to unwind and enjoy a peaceful getaway. With comfortable accommodations, top-notch amenities, and impeccable service, Martha's Vineyard Resort is the perfect choice for travelers looking for a memorable stay on this beautiful island. Whether you're seeking a romantic retreat, a family vacation, or a weekend escape with friends, this resort has everything you need to make your stay unforgettable.

The Barn Bowl & Bistro is a charming restaurant located at 13 Uncas Avenue in Oak Bluffs, Massachusetts. This unique establishment offers a fun and relaxed atmosphere where guests can enjoy delicious food and drinks while bowling on their state-of-the-art lanes. Whether you're looking for a casual meal with friends or a night out with family, The Barn Bowl & Bistro has something for everyone. Come experience the perfect blend of dining and entertainment at this one-of-a-kind venue in the heart of Oak Bluffs.

Summercamp is a charming lodging institution located at 70 Lake Avenue in Oak Bluffs, Massachusetts, United States. This unique establishment offers a fun and relaxing atmosphere perfect for those looking to escape the hustle and bustle of everyday life. With comfortable accommodations and a range of exciting activities, Summercamp is the ideal destination for a memorable summer getaway. Whether you're looking to unwind by the lake, explore the local shops and restaurants, or participate in organized events and excursions, Summercamp has something for everyone. Come experience the magic of summer at this one-of-a-kind institution.

Martha's Vineyard Chowder Company is a popular food institution located at 9 Oak Bluffs Avenue in Oak Bluffs, Massachusetts. Specializing in delicious chowder and other seafood dishes, this restaurant is a favorite among locals and tourists alike. To make a reservation, please click on the provided links as hosts and staff are unable to take reservations over the phone. For parties larger than 6, please text 508-696-3000 for availability - text messages only, no calls please.

The Tivoli Inn, located at 125 Circuit Avenue in Oak Bluffs, Massachusetts, is a charming gingerbread house that offers clean and friendly lodging. Situated within walking distance to numerous restaurants, shops, nightlife, beaches, hiking trails, public transportation, and seasonal ferry terminals, the inn is in a prime location for visitors to explore the area. With reasonable rates, the Tivoli Inn provides a comfortable and convenient stay for guests looking to experience the beauty and attractions of Martha's Vineyard.

The Beachfront Inn on Martha's Vineyard is a charming lodging establishment located at 65 Seaview Avenue in Oak Bluffs, Massachusetts. Situated right on the beach, guests can enjoy stunning views of the ocean and easy access to the sandy shoreline. The inn offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to relax and unwind. With its prime location on Martha's Vineyard, guests can explore the island's attractions and enjoy a peaceful retreat by the sea. Whether you're looking for a romantic getaway or a family vacation, the Beachfront Inn is the perfect destination for your stay.

Flavorsmv is a vibrant and inviting restaurant located at 11 Circuit Avenue in Oak Bluffs, Massachusetts. Our establishment is known for its diverse menu offerings that cater to all tastes and preferences. From savory entrees to decadent desserts, Flavorsmv prides itself on using fresh, locally sourced ingredients to create delicious dishes that will satisfy your cravings. Whether you're in the mood for a hearty meal or a light snack, our friendly staff is dedicated to providing exceptional service in a warm and welcoming atmosphere. Come visit us at Flavorsmv and experience a culinary journey that will leave your taste buds tingling with delight.