1. Nantucket, MA
Located off the coast of Massachusetts, Nantucket Island offers a charming glimpse into New England’s rich maritime history. Stroll through the cobblestone streets of downtown or spend the day relaxing on one of the pristine beaches. The Nantucket Resort Collection offers a variety of accommodations all within walking distance of the shops and restaurants in town. For dinner, check out Sister Ship, where you can find seafood-forward Mediterranean dishes, or head to Ethos Wine Bar for a curated collection of boutique wines and a farm-to-table bistro menu. If you’re looking to have an adventure on the island, book a harbor sail with Endeavor, Nantucket’s oldest sailing charter! Access the island by ferry or by plane, and you can even bring your car over on the slow ferry if you’re planning to stay awhile.