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Martha's Vineyard Travel Guide: 3-Night Itinerary in September | Plus Nantucket vs. Martha's Vineyard

Recently, Josh and I spent a week exploring Nantucket and Martha's Vineyard, and you can read about our 4-night stay on Nantucket here.

After four pretty perfect days on Nantucket, we hopped on a ferry to Martha's Vineyard. It had been about three years since we last visited, and we've previously done a day trip and another 3-night stay, and have loved it each time. So, needless to say, we were excited to get back.


Travel Guide: 4-Night Nantucket Itinerary in Late September

Well, friends, we planned on spending our anniversary this year having a romantic dinner overlooking the cliffs of Positano, drinking wine in a small cottage outside of Pienza with views of the rolling hills and vineyards, and gazing at the canals of Venice, but that obviously didn't happen. When we learned in early July that the EU wasn't going to be allowing U.S. tourists to cross the borders, we sadly canceled our Italy trip, and began to come up with a new plan. Because our anniversary and Josh's birthday are so close together, this time of year is our favorite for traveling. But with the uncertainty of the world, we decided it was easiest, safest and most worry-free to stick with something more local, and something we were familiar with. And honestly, it turned into such a memorable trip.

Photo by Georgie Morley Photography.
Photo by Georgie Morley Photography.