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Where to Go with Your Tax Refund: The Pretty and Preppy Islands Off Cape Cod

April 29, 2014 at 4:36 PM | by | ()

Tax day is here, and you're probably excited...but not because you love sifting through receipts and credit card statements. You're excited because you're getting a fat refund. Probably. The economy may be on its way back up, but you should try to stretch that tax refund as far as you can...like with a little "you did a great job last year" trip—a Tax Refund Vacation.

Not gonna lie, one of the greatest ideas we've had in the last couple years was to take early summer trips to the preppy parts of the East Coast. For one, flying out to the islands of Nantucket and Martha's Vineyard are an ideal reason to air out your summer wardrobe, but still throw on a sweater when you're not quite ready for short-shorts. For another, the islands are so steeped in history and historical preservation that it's like spending a few days in a wonderland of many decades ago. The reasons to visit are truly endless, but we throw Nantucket and Martha's Vineyard into the ring as a "tax refund vacation" mostly because of affordability, accessibility, and their excellence at delighting every type of traveler (solo, couple, family, retired, whatever!).

The season lasts from June through early October, although prime time hits when the days are hottest and longest, thus making the beaches on Atlantic waters most swimmable.

These are islands where week-long house rentals book a year or more in advance, but small inns do a brisk business in weekend visitors and family getaways. Martha's Vineyard is an easier go with hotels, and we recommend both the historic Harbor View Hotel in Edgartown and Mansion House in Vineyard Haven. We're fans of Airbnb and the Nantucket Resorts group on Nantucket; The Wauwinet tops the list with their evening port/sherry hours.

Flights from New York to Martha's Vineyard or Nantucket average $190 roundtrip if you're quick to book before the summer begins, but do keep your ears open to specials; JetBlue is fond of flash sales that could see these east coast airfares drop. It's these sort of deals that triggered our spontaneity and caused us to travel to both islands on a whim.

Even if you don't live in the Boston or NYC area, you can naturally just connect to the JetBlue flights at JFK. For all the details, see our posts on how to travel to Nantucket and how to travel to Martha's Vineyard.

If islands aren't your thing, there's always Cape Cod itself, especially now that JetBlue is beginning nonstop service from New York-JFK to Hyannis. However you go, just go. It's no wonder that vacationing on these islands easily becomes a tradition that lasts generations.

[Photos: Jaunted]

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