Planning a quick escape to Martha’s Vineyard? This charming island off the coast of Cape Cod is the perfect day trip destination. Think lighthouses, beaches, gingerbread houses, fresh seafood, and classic New England vibes. If you only have one day, here’s how to make the most of it!
Arrive Early and Take the Ferry
Your adventure starts with a scenic ferry ride from Woods Hole, Hyannis, or New Bedford. Try to catch an early boat so you have a full day to explore!
Explore Oak Bluffs
Step off the ferry into Oak Bluffs, one of the island’s most colorful and lively towns. Walk along the harbor, grab a coffee, and soak in the island energy.
See the Gingerbread Cottages
Don’t miss the iconic Gingerbread Cottages in Oak Bluffs. These whimsical, candy-colored Victorian homes look straight out of a fairytale and are a photographer’s dream. There are almost 300+ such houses all over the town – walk around to find your favorites.
Ride the Flying Horses Carousel
Hop on America’s oldest operating carousel, the Flying Horses, in Oak Bluffs. The carousel was built in 1876 and is a registered National Historic Landmark. The hand carved horses are really pretty – and if you can grab the brass ring while riding the horses, you win a free ride! Trust me, its full of nostalgia and old-fashioned fun.
Walk Circuit Avenue
Oak Bluffs’ main street is full of quirky shops, boutiques, ice cream spots – including famous Mad Martha’s, and souvenir stands. Many of the businesses here are black-owned. The movie Jaws was filmed in and around here – you can see those spots. I love stopping at Back door Donuts. It’s the perfect place to wander and pick up a unique memento.
Relax at Inkwell Beach
Right near Oak Bluffs, Inkwell Beach is a great spot to dip your toes in the Atlantic or just chill on the sand for a while. The beach is an important landmark in African American history. Once a safe haven during segregation, it turned a once-derogatory nickname into a symbol of pride, community, and resilience.
Visit Edgartown
Hop on a bus or rent a bike and head to Edgartown, the island’s prettiest colonial village. It is famous for its classic charm and the New England coastal vibe. White clapboard houses, picket fences, harbor views, and sailboats galore! Stroll along the streets, shop and eat seafood, and relax in the island’s timeless beauty. Edgartown is also home to the famous Jaws bridge!
Also Read: 13 East Coast Beach Towns that will remind you of Edgartown!
Check Out the Edgartown Lighthouse
Take a short walk from downtown Edgartown to visit the historic Edgartown Lighthouse, originally built in 1828 to guide whaling ships safely into the harbor. The current cast-iron structure dates back to 1939 and replaced the original wooden tower. The lighthouse is open seasonally for visitors to climb. From the top, you’ll get sweeping views of Edgartown Harbor, Chappaquiddick Island, and the surrounding coastline.
Grab Lobster Rolls and Clam Chowder
You have to eat fresh seafood on the Vineyard. Find a dockside shack or waterfront restaurant and treat yourself to a classic lobster roll and a cup of chowder.
Admire the Aquinnah Cliffs
If you have time, take a scenic drive or bus ride to the dramatic Aquinnah Cliffs, located on the western tip of Martha’s Vineyard. The Aquinnah Cliffs, made of colorful layers of red and orange clay, are a National Natural Landmark and hold cultural significance for the Wampanoag Tribe of Gay Head, who have lived in the area for thousands of years. Visit the historic Gay Head Lighthouse, built in 1856, which helps guide ships past these rugged coastal bluffs.
Take the ferry to Chappaquiddick Island
To reach Chappaquiddick Island from Edgartown, take the Chappy Ferry, a small, historic barge that’s been operating since the 1800s. The ride takes just about a minute across the narrow Edgartown Harbor. The ferry runs year-round, transporting cars, bikes, and pedestrians. Once on Chappaquiddick, visitors can explore serene beaches, the Mytoi Japanese Garden, and Cape Poge Wildlife Refuge. The infamous Dyke bridge is also located here. Due to limited facilities, it’s best to bring essentials with you when visiting this quiet, natural gem.
Bike the Island
Rent a bike if you want to see more in less time. Martha’s Vineyard has miles of scenic bike paths connecting Oak Bluffs, Edgartown, and beautiful beaches.
Watch the Sunset
End your perfect day watching the sunset over the water. The west side near Menemsha is especially magical at dusk.
How to get around Martha’s Vineyard
Getting around Martha’s Vineyard is easy with public buses run by the Vineyard Transit Authority, which connect all major towns. Many visitors also rent bikes, scooters, or cars to explore at their own pace. Taxis and rideshares are available, but advance booking is recommended in peak season.
If you love charming cottages, scenic lighthouses, fresh local seafood, and relaxing beach time, Martha’s Vineyard makes for an unforgettable day trip you’ll want to repeat. Bring sunscreen, your camera, and a big appetite to enjoy every moment on this enchanting island!