Martha’s Vineyard

Explore the history, quaint villages and timeless charm of Vineyard life

Martha’s Vineyard is an island where history, art, and coastal beauty meet. Each of its six towns offers something distinct — from Oak Bluffs’ colorful cottages and Vineyard Haven’s working harbor to Edgartown’s classic New England charm and Aquinnah’s dramatic cliffs. Visitors can enjoy beaches, bike paths, farm stands, and ferry rides that capture the island’s relaxed spirit. Whether you’re here for a day or a week, discover the Vineyard’s highlights and hidden corners with insights and self-guided tours designed for curious travelers.

Self-Guided Tours in Martha’s Vineyard

Oak Bluffs Seaside Stroll Audio Tour

Explore Oak Bluffs, a vibrant corner of Martha’s Vineyard known for its seaside charm and layered history. From the whimsical cottages of Wesleyan Grove to Ocean Park and the historic Inkwell Beach, every turn tells part of the island’s story. Learn how this once-spiritual haven grew into a center of culture and summer life through architecture, heritage, and coastal beauty.

Walking Tour

Top Sights & Attractions

The Ultimate Guide to Martha’s Vineyard: Top 6 Must-See Attractions

To help you plan the perfect island getaway, we have curated a list of the top six must-see attractions in Martha’s Vineyard. These are the iconic sights that define the island, waiting to be discovered on your own time.

Favorite Food & Restaurants

The Independent Traveler’s Guide to Eating and Drinking in Oak Bluffs

Drives & Detours have skipped the obvious, overcrowded tourist traps by the ferry docks and curated a list of standout, highly rated local favorites. These are the unique, culturally relevant, and downright delicious spots where the locals actually eat. Here are the five best places to eat and drink in Oak Bluffs, Martha's Vineyard.

Tips & Travel Information

How to Do Martha’s Vineyard Like a Local (And Avoid the First-Timer Traps)

Beneath the picture-perfect New England postcards of Martha’s Vineyard lies a complex, sprawling island with its own set of rules, microclimates, and hidden gems. We’ve put together the ultimate insider’s guide for first-time visitors to the island.