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12 Most Instagrammable Spots on Martha’s Vineyard

12 Most Instagrammable Spots on Martha’s Vineyard   The Tigress It’s 2026, and yes, we are still chasing that perfect shot, but now it’s less about the filter and more about the feeling. Martha’s Vineyard delivers both. Every season we are reminded how photogenic this Island truly is. The light hits differently here. The colors…

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Winter Activities on Martha’s Vineyard

Winter Activities on Martha’s Vineyard Barnes Road, Oak Bluffs Winter Activities on Martha’s Vineyard   If you’re considering a trip to Martha’s Vineyard this winter, you’re likely wondering what activities are available this time of year. While the events calendar isn’t as busy as the summer months, now is the perfect time to take advantage…

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Exploring Neighboring Lands: Day Trips from Martha’s Vineyard

Exploring Neighboring Lands: Day Trips from Martha’s Vineyard  Island Home Ferry, Steamship Authority Martha’s Vineyard is an idyllic Island escape located approximately seven miles from the southern tip of Cape Cod and about 30 miles from Nantucket. Once you’re here you’ll feel like you’re a world away, and it’s a refreshing change from the hustle and…

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Private Chefs on Martha’s Vineyard

Private Chefs on Martha’s Vineyard Paella, S&S Kitchenette For some travelers coming to the Island for more than a week, a common question is “where can I find a personal or private chef?” Whether it’s a couple arriving on the Island for the summer, looking for someone to create dinner parties with local produce, or…

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Planning a Winter Getaway to Martha’s Vineyard: Your Complete Off-Season Guide

Planning a Winter Getaway to Martha’s Vineyard: Your Complete Off-Season Guide Ocean Park, Oak Bluffs. Photo by Marnely Murray When most travelers imagine Martha’s Vineyard, scenes of warm summer days, sandy beaches, colorful gingerbread cottages, and lively harbors often come to mind. Winter reveals an entirely different side of the Island. The colder months bring…

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Discover the Quiet Charm of Winter: Travel Tips for Visiting Martha’s Vineyard

Discover the Quiet Charm of Winter: Travel Tips for Visiting Martha’s Vineyard Ocean Park, Oak Bluffs. Photo by Marnely Murray Many travelers wonder if Martha’s Vineyard is worth visiting in winter. The answer is always yes. The Island becomes a peaceful, charming destination during the colder months, offering scenic beauty, cozy accommodations, and a laid-back…

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What to Do on Martha’s Vineyard with Toddlers

What to Do on Martha’s Vineyard with Toddlers Flying Horses Visiting Martha’s Vineyard with toddlers can be a magical experience filled with adventure, imagination, and simple joys. The Island’s laid-back atmosphere, scenic beauty, and abundance of family-friendly attractions make it a perfect destination for little travelers. Whether you’re spending a day exploring nature, visiting animals,…

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How to Spend 24 Hours in Oak Bluffs, Martha’s Vineyard

How to Spend 24 Hours in Oak Bluffs, Martha’s Vineyard photo by Marnely Murray If you only have one day to explore Oak Bluffs, you’re in for a treat. This vibrant harbor town on Martha’s Vineyard blends seaside charm, colorful history, and an energetic, welcoming spirit that makes it one of the Island’s most beloved…

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