From the blog

The Importance of the Martha’s Vineyard Black History

Martha’s Vineyard is more than a picturesque coastal escape—it’s a cornerstone of African American history, culture, and legacy. For over a century, the island has served as a rare and powerful symbol of Black prosperity, community, and cultural preservation, making its history both unique and deeply significant. Oak Bluffs: One of America’s First Black Vacation […]

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Our Favorite Martha’s Vineyard Summer Events

If you’ve ever dreamed of the perfect New England summer—think salty air, small-town charm, and something magical happening around every corner—Martha’s Vineyard is where it all comes to life. Summer 2026 is shaping up to be one for the books, and we’ve rounded up our absolute favorite events you’ll want to pencil in. June 7-9: […]

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How To Enjoy Circuit Avenue Oak Bluffs MA

Circuit Avenue is really the heartbeat of Oak Bluffs. If you want to get a feel for the energy of Martha’s Vineyard, this is one of the first places I’d send you. It’s lively, walkable, full of local flavor, and always has something going on — whether you’re in the mood to browse a few […]

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The History of Martha’s Vineyard Famous Residents

Martha’s Vineyard isn’t just a picturesque island off the coast of Massachusetts — it’s a magnet for some of the most fascinating and influential people in American history. From U.S. presidents and iconic authors to A-list celebrities and cultural trailblazers, the story of Martha’s Vineyard famous residents is as captivating as the island itself. Early […]

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Our Favorite Things To Do at Felix Neck Wildlife Sanctuary

Tucked away on beautiful Martha’s Vineyard, Felix Neck Wildlife Sanctuary is a peaceful escape full of natural wonder. With every visit, there’s something new to explore — from quiet trails and wildlife sightings to hands-on activities that make the outdoors come alive. If you’re looking for a place to slow down, reconnect, and enjoy nature […]

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Unleashing The Best Dog-Friendly Activities on Martha’s Vineyard

Planning a little island escape with your furry best friend? Martha’s Vineyard is more than just a summer postcard—it’s packed with dog-friendly adventures that both you and your pup will love. From breezy beach mornings to trails made for sniffing and exploring, here’s how to soak up the best of the Vineyard—paw in hand. Beach […]

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The Best Martha’s Vineyard Fall Foliage for Leaf Peeping

When autumn arrives on Martha’s Vineyard, the island transforms into a painter’s palette of crimson reds, burnt oranges, and golden yellows. It’s a leaf peeper’s paradise, offering serene coastal landscapes fused with dazzling fall color. If you’re searching for the top places to soak in the foliage this season, these are the island’s must-see destinations. […]

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5 Reasons to Attend the Martha’s Vineyard Food and Wine Festival

Mark your calendars—October 16–19, 2025—because the biggest celebration of New England’s culinary bounty is back! The Martha’s Vineyard Food & Wine Festival is where world-class flavors meet the unmatched charm of this beloved island. Here’s why you absolutely can’t miss it. 1. The Best of Land and SeaThis is your chance to taste the freshest […]

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The Ultimate Guide to Shopping in Oak Bluffs

Oak Bluffs is more than just a beach town—it’s a vibrant, artistic, and endlessly charming community where every corner has a story to tell. Whether you’re strolling down colorful Circuit Avenue, sipping local coffee, or discovering handmade treasures, shopping in Oak Bluffs is an experience that invites you to slow down, connect, and explore. Start […]

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