Martha’s Vineyard Travel Guide

Martha's Vineyard: The Quintessential Island Getaway


Are you looking for the perfect summer escape that offers breathtaking landscapes, picturesque beaches, and a rich cultural heritage? Look no further than Martha's Vineyard, a charming island off the coast of Massachusetts. With its idyllic charm and diverse offerings, Martha's Vineyard is a paradise for travelers seeking relaxation, outdoor adventures, and cultural immersion. In this travel guide, I share my family’s experience visiting Martha’s Vineyard, and what we think should not be missed!

A Brief History

Martha's Vineyard, named after the daughter of explorer Bartholomew Gosnold, has a fascinating past that dates back centuries. Originally inhabited by the Wampanoag people, the island witnessed the arrival of European settlers, who went on to establish thriving whaling and fishing industries. These industries, combined with the island's favorable climate and natural beauty, attracted wealthy families who built magnificent summer homes along its shores. Today, Martha's Vineyard continues to attract visitors seeking a slow-paced and enchanting retreat. From the idyllic cottages of Edgartown to the vibrant artistic community of Oak Bluffs, exploring the island is like stepping back in time while also indulging in contemporary comforts.

Must-Visit Destinations

Edgartown

Edgartown Lighthouse
Edgartown, with its stately white Greek Revival homes and meticulously manicured lawns, exudes old-world charm. The town's historic district is a National Historic Landmark and is a testament to the island's rich maritime heritage. Visitors can wander through the cobblestone streets, shop at upscale boutiques, and indulge in delicious seafood (be sure to try a lobster roll!) at one of the many renowned restaurants. Don't miss the Edgartown Lighthouse, an iconic symbol of the town, offering stunning panoramic views of the Atlantic Ocean.

Oak Bluffs

Gingerbread Cottages in Oak Bluffs
Known for its vibrant and colorful Gingerbread Cottages, Oak Bluffs is a must-visit destination for anyone seeking a whimsical experience. These Victorian-style homes feature intricate detailing and vibrant paint colors, making it a photographer's paradise. Stroll along the picturesque streets, explore the bustling arts scene, and enjoy homemade ice cream or freshly baked pies from one of the charming local shops. Oak Bluffs is where we stayed, and the gingerbread houses are what inspired us to purchase our new home!

We stayed in the BEST AirBNB in Oak Bluffs! Click on the photo above for the link.

Aquinnah Cliffs

Dad and I at the Aquinnah Cliffs!

Just a short drive from the Martha's Vineyard ferry terminal lies the stunning Aquinnah Cliffs, also known as Gay Head Cliffs. These majestic clay cliffs are not only a geological wonder but also hold cultural significance for the Wampanoag Tribe. Take a leisurely hike to the top of the cliffs and soak in the panoramic views of the Atlantic Ocean. Don't forget your camera, as this is one of the most breathtaking vistas the island has to offer.

Vineyard Haven

Main Street in Vineyard Haven
As the primary port of the island, Vineyard Haven is often the first place visitors arrive on Martha's Vineyard. The town boasts a lively atmosphere with an array of shops, art galleries, and restaurants. Enjoy a leisurely stroll along Main Street, lined with quaint storefronts and charming cafes. Don't miss the opportunity to visit the historic Martha's Vineyard Playhouse, showcasing exceptional theatrical performances year-round.

Outdoor Activities

Beaches and Water Sports

South Beach Martha's Vineyard
With its pristine beaches and crystal-clear waters, Martha's Vineyard is a beach lover's paradise. From the tranquil and family-friendly Katama Bay to the surfer's haven of South Beach, the island offers options for all preferences. Rent a kayak or paddleboard and explore the island's numerous ponds and coves, or join a fishing charter to try your luck at catching striped bass or bluefish.

Cycling and Hiking

Martha's Vineyard is a cyclist's dream, with its flat terrain, scenic roads, and well-marked bike paths. Rent a bicycle and embark on an exploration of the island's charming villages, rolling farmlands, and picturesque coastal vistas. For a more challenging adventure, head to Manuel F. Correllus State Forest, where you can hike amongst towering trees and discover unique wildlife.

Farm Tours and Wine Tasting

Farm Tour Vineyard
Embrace the island's agricultural heritage by embarking on a farm tour. Engage with local farmers, learn about sustainable practices, and sample fresh produce. We even visited the famous Martha’s Vineyard alpaca farm!

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