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Day Trip to Martha's Vineyard

Jennie Sparrow | Updated 6/28/2025

How to Spend a Perfect Day on Martha’s Vineyard (From Cape Cod)

Dreaming of a quick island escape during your Cape Cod vacation? Martha’s Vineyard is just a ferry ride away—and it’s perfect for a day trip. With charming towns, iconic sights, beaches, and fresh seafood, the Vineyard packs a punch in just 24 hours. Here's how to make the most of your visit, from how to get there to what to see, eat, and explore.

⛴️ Getting There from Cape Cod

Most travelers take the ferry from Woods Hole (Steamship Authority) to Oak Bluffs or Vineyard Haven. Ferries run frequently in summer, and the ride is scenic and relaxing—about 45 minutes long.

Once on the island, you can:

  • Rent bikes or a Jeep
  • Hop on the MV Transit Authority bus (just $8 for a day pass!)
  • Walk around towns like Oak Bluffs and Edgartown, which are very pedestrian-friendly
Colorful Gingerbread Cottages in Oak Bluffs on Martha’s Vineyard
The iconic Gingerbread Cottages

🏘️ First Stop: Oak Bluffs

Colorful, quirky, and packed with personality, Oak Bluffs is a favorite first stop for many.

Highlights include:

  • 🏡 Gingerbread Cottages – Wander through the whimsical “Campground” neighborhood of over 300 pastel-painted homes.
  • 🎠 Flying Horses Carousel – The oldest operating platform carousel in the country.
  • 🎇 Ocean Park – A large green space facing the water, perfect for a relaxing stroll or summer fireworks viewing.
  • 🍴 Lunch Ideas – Grab a bite at Sharky’s Cantina or enjoy local brews at Offshore Ale Company.
Flying Horses Carousel in Oak Bluffs, Martha’s Vineyard
Take a spin on the Flying Horses Carousel

🏖️ Beaches & the Jaws Bridge

From Oak Bluffs, hop on a quick bus or rent a bike to reach Joseph Sylvia State Beach, stretching between Oak Bluffs and Edgartown. This spot is not only beautiful—it’s famous! Jump off the “Jaws Bridge” (a rite of passage for many visitors) or just soak up the sun.

Jumping off the Jaws Bridge on Martha’s Vineyard
The famous "Jaws" bridge

🛍️ Explore Edgartown

Elegant and walkable, Edgartown is filled with history and style. Think: white picket fences, boutiques, and classic New England charm.

  • Admire the stately Greek Revival captain’s houses
  • Walk the harbor or hop on the Chappy Ferry for a quick jaunt to Chappaquiddick
  • Shop or stop for a cool treat at Scoop Shack

🌿 Optional Excursions (if time allows)

If you're feeling adventurous, consider adding:

🚍 Up-Island Loop

  • Chilmark – Rolling hills, stone walls, and bucolic farmland.
  • West Tisbury – Stop at Alley’s General Store or Polly Hill Arboretum.
  • Aquinnah Cliffs – The dramatic clay cliffs and Gay Head Lighthouse are a must-see. (Sunsets here are unforgettable.)

🚲 Vineyard Bike Paths

Cycle-friendly routes connect major towns. Bring your own bike or rent near the ferry landing.

📝 Pro Tips for the Perfect Day Trip

  • Book ferry tickets early in summer!
  • Use the Vineyard Transit bus pass to maximize your time (or get a real island feel by biking).
  • Want a guided experience? Look into walking tours of Oak Bluffs.
  • Plan your return ferry time so you’re not rushed.

🎉 Bonus: Visiting During an Event?

Check the Vineyard’s summer calendar for live music, food festivals, fireworks, and more. Events in Oak Bluffs or Edgartown often coincide with peak ferry service.

🚪 Back to Cape Cod

As your day winds down, head back to Oak Bluffs or Vineyard Haven and board the ferry with salt in your hair and sand in your shoes. You'll return to Cape Cod with great memories—and maybe even plans to come back and stay a while longer next time.

About Jennie Sparrow

About Jennie Sparrow: A true Cape Codder, born and raised, I am thrilled to call Cape Cod my home. I have been with WeNeedaVacation since 2017 and am grateful that my position at WeNeedaVacation has offered me the opportunity to combine my love for the area with my passion for marketing. My favorite pastime is driving onto Nauset's outer beach with my family where I'm happiest feeling the sun on my face and the sand between my toes!