Top Ten Tips for Entertaining Teenagers on Martha’s Vineyard

Teenagers are a unique age range, constantly balancing between independence and the need for entertainment. If you're planning a family getaway to Martha's Vineyard and want to ensure your teens have a memorable and fun experience, you’re in the right place. From outdoor adventures to unique local experiences, Martha’s Vineyard offers an abundance of activities that will keep your teens engaged and, hopefully, off their phones. Here’s our ultimate guide to keeping teenagers entertained on the Island.

Go for a Scenic Bike Ride Around the Island

Martha’s Vineyard boasts miles of bike paths, making it the perfect place for teens to explore on two wheels. Whether they prefer a leisurely ride along the coastline or a more rugged adventure through the State Forest, biking is one of the most accessible and fun activities on the Island. Teens can bike through picturesque towns, along stunning shorelines, and even through nature reserves, offering endless scenic views. For those interested in a family activity, biking can be a great way to bond while getting some fresh air.

Renting bikes is easy, and there are plenty of shops on the Island to help you get started. Some popular rental spots include All Star Martha's Vineyard Bike Rentals, Martha's Bikes, Martha’s Vineyard Bike Rentals, and Edgartown Bicycles. Don’t forget to check out a map of the bike trails to find the perfect route for your family.

Try a New Water Sport

Martha’s Vineyard offers a wide range of water sports perfect for teens looking for adventure. From kayaking and paddleboarding to jet skiing and water skiing, the Island’s waters provide the perfect setting for fun and excitement. Teens can explore the coastline on a kayak or paddleboard, enjoying the peaceful scenery while getting some exercise. Local shops like Island Spirit Kayak and Wind's Up offer rentals and guided tours for beginners and experienced paddlers alike.

For those seeking more thrills, jet skiing and water skiing are exciting options. Martha’s Vineyard Oceansports offers rentals and lessons, making it easy for teens to jump right in and enjoy these high-speed activities. Whether they’re gliding across the water on a stand-up paddleboard or racing through waves on a jet ski, water sports on the Island are a must-try for teens looking to create unforgettable memories.

Spend the Day at the Beach

Teens and beaches go hand in hand, and Martha’s Vineyard is home to some of the best beaches in New England. South Beach in Edgartown is particularly popular with teens, offering not only beautiful scenery but also excellent waves for body surfing. It’s a great place to relax, soak up the sun, and enjoy the ocean.

If your teens prefer a quieter, more secluded spot, check out Lobsterville Beach in Aquinnah, Great Rock Bight Preserve in Chilmark, or State Beach near Oak Bluffs. Whether they want to swim, sunbathe, or just hang out with friends, the beaches on Martha’s Vineyard provide the perfect backdrop for a day of fun.

Play a Round of Golf or Mini Golf

If your teen is a golf enthusiast, Martha’s Vineyard has several courses where they can practice their swing. Farm Neck Golf Club in Oak Bluffs and Mink Meadows Golf Club in Vineyard Haven are both renowned for their beautiful landscapes and challenging holes. For a more casual experience, head to The Cove Golf and Grille for some friendly competition at the Island’s only mini-golf course.

And for something a little different, try Riverhead Disc Golf Course in the State Forest – it’s a fun and laid-back activity, making it a perfect option for teens looking to try something new.

Experience Martha’s Vineyard from Above

For teens with a sense of adventure, a biplane ride over Martha’s Vineyard should be at the top of their bucket list. Classic Aviators, based in Edgartown, offers thrilling flights that provide a bird’s-eye view of the Island, including the stunning coastline and nearby Chappaquiddick Island.

If your teen craves a more adrenaline-pumping experience, book the full Island loop to Aquinnah and back for an unforgettable ride. Don’t forget to ask about the special thrill ride option for an extra rush of excitement!

Hop Aboard a Fishing Charter

Fishing is a classic family activity, and it’s one that your teen is sure to enjoy, especially if they love the idea of catching their dinner. Martha’s Vineyard is home to many experienced fishing charter captains who can take your family out for a day of fishing on the open water.

For a great fishing adventure, check out Party Boat Skipper of Oak Bluffs, a well-known charter offering fun-filled trips perfect for families and first-time anglers. Another excellent option is Fishsticks Charters, known for its personalized approach teaching light tackle and fly fishing techniques to catch an array of fish like striped bass, bluefish, and bonita. Whether your teen is a fishing pro or a total beginner, these charters provide a fun and rewarding way to experience Martha’s Vineyard’s rich marine life.

Shop ‘Til They Drop

While Martha’s Vineyard may not have a traditional shopping mall, it offers plenty of local boutiques that cater to teenagers. Fashion-forward teens will love visiting stores like Vineyard Vines, Black Dog, and the Green Room, which offer stylish and iconic Vineyard-inspired clothing.

Some other great stores to check out include Island Outfitters, Lani Beach Club, Conrado, Soft as a Grape, Basics Clothing Company, Menemsha Blues, Summer Shades, and Citrine. Whether your teen is looking for trendy apparel, beachwear, or accessories, these shops offer something for every style.

Go Bowling at Barn Bowl & Bistro

When the weather isn’t ideal for outdoor activities, a trip to the Barn Bowl and Bistro is a great way to spend a few hours indoors. This popular spot in Oak Bluffs offers modern bowling lanes, a full restaurant, and ongoing events that appeal to all ages. Your teen can enjoy a game of bowling while grabbing a bite to eat, and the venue’s lively atmosphere makes it a fun option for both teens and adults.

Indulge in Martha’s Vineyard’s Best Ice Cream Shops

No trip to Martha’s Vineyard is complete without stopping for ice cream, and the Island has plenty of great spots to satisfy your teen’s sweet tooth. Ben & Bill’s Chocolate Emporium in Oak Bluffs is a must-visit, famous for its homemade ice cream and unique flavors like lobster ice cream. Another Island favorite is Mad Martha's, with locations in Edgartown, Oak Bluffs, and Vineyard Haven, serving up creamy, locally made ice cream in a variety of flavors. If your teen prefers soft-serve, Dairy Queen in Edgartown is a classic go-to.

For something a little different, The Scoop Shack in Edgartown offers a rotating menu of creative flavors, while Tisberry Frozen Yogurt & Gelato in Vineyard Haven serves delicious gelato and frozen yogurt. Whether you’re exploring the Island or just looking for a sweet treat after a day at the beach, these ice cream spots are sure to be a hit.

Satisfy Their Appetite at Family-Friendly Restaurants

One thing is certain—teenagers love to eat! After a long day of biking, beach time, or water sports, they’ll be ready to refuel with a hearty meal. Fortunately, Martha’s Vineyard is home to plenty of family-friendly restaurants that serve everything from burgers and pizza to fresh seafood and sandwiches, ensuring there’s something for even the pickiest eater.

For a top-notch burger, Fat Ronnie's Burger Bar in Oak Bluffs is a must-visit. Their customizable burgers and fries are a favorite among locals and visitors alike. If your teen is in the mood for a casual outdoor dining experience, Nomans in Oak Bluffs offers a fun atmosphere with live music, lawn games, and a delicious menu of tacos, sandwiches, and shareable bites. Lookout Tavern, also in Oak Bluffs, is a great spot for seafood lovers, serving up lobster rolls, sushi, and fish tacos with a fantastic ocean view.

For a meal with a waterfront setting, Seafood Shanty in Edgartown is a great choice, offering fresh seafood, sushi, and burgers with a beautiful view of Edgartown Harbor. If your teen needs a quick breakfast or a midday snack, Espresso Love in Edgartown is the go-to spot for smoothies, sandwiches, and fresh-baked pastries. For pizza lovers, Giordano's Restaurant in Oak Bluffs is a Vineyard classic, serving up delicious, cheesy slices that hit the spot after a busy day. And of course, no trip to the Island is complete without visiting the Black Dog Tavern in Vineyard Haven, famous for its hearty comfort food and iconic New England charm.

With so many delicious options to choose from, your teenager will never go hungry on Martha’s Vineyard!

Martha’s Vineyard offers an abundance of activities and experiences that are perfect for keeping teenagers entertained. From thrilling water sports and scenic bike rides to exploring the Island’s beaches, unique shopping spots, and delicious dining options, there’s no shortage of things to do. Whether your teens are adrenaline junkies, food lovers, or nature enthusiasts, Martha’s Vineyard ensures a fun and memorable family vacation. With these top tips, your teen will have an unforgettable experience and, most importantly, you’ll all enjoy your time together on this beautiful Island.