Montauk, New York
Your summer get-away might be closer to home than you think. This summer, Gurney’s debuts its latest property, the Star Island Resort & Marina, located on the picturesque and tranquil Lake Montauk. Boasting over 100 water-front rooms and suites, an outdoor heated pool and an intimate lake-side beach, Gurney’s second resort on Long Island is the luxe place to unwind in Montauk. Planning to arrive to the resort via waterway? A white-washed vintage-style lighthouse complete with an oversized American Flag flapping in the breeze will greet you as you pull up to one of the resort’s 232 slips. The marina, in fact, is the largest in the Hamptons and one of the most important on the east coast. In addition to offering its guests a selection of morning yoga, water sports, and sailing adventures, those staying at Star Island can also take advantage of sister property Gurney’s Montauk’s pristine ocean-side beach and beach club. Be sure to take the gratis shuttle back to Star Island in time for drinks and dinner – sunset cocktails at The Pool Club, while listening to live music is a must (we recommend their frozen specialties), as is devouring the Montauk fluke crudo, spring veggie salad, and fresh tuna seared like a steak, at what is soon to be the Hamptons’ hottest restaurant, Showfish. For those who want the full summer-on-the-east-coast experience, the concierge team at Star Island can arrange for guests to take a quick 15 minute chopper ride to Gurney’s Newport, for an afternoon or an overnight. For those who wish to press pause and relax, or who wish to fill their days with activities, a long weekend at Gurney’s Star Island Resort and Marina should be high on your summer get-away wish list.
Book now: Gurney’s Star Island Resort and Marina, Montauk, from $350 per night, gurneysresorts.com.
San Juan, Puerto Rico
Two years after Hurricane Maria devastated Puerto Rico, the island’s tourism is bouncing back. Deep in San Juan’s up-and-coming neighborhood of Condado is O:LV Fifty Five, a 26-suite boutique hotel over looking the Condado Lagoon. While you might be compelled to spend your entire visit in the hotel’s rooftop pool, there is plenty to explore throughout the city and surrounding island.
Book now: O:LV Fifty Five, from $435 per night, tablethotels.com.
GreyBarns is a gorgeous country get-away not far from New Canaan, Connecticut. This former 18th-century textile factory (which has also done time as an artists’ gathering point, a stagecoach stop, and a prohibition-era speakeasy), was converted into a charming country inn and tavern in the 1960s. Hollywood types have frequented the inn, including Liz Taylor during her honeymoon with Eddie Fisher, and as those have who’ve visited before have done, guests today can enjoy cycling through the wooded property, visiting Philip Johnson’s Glass House, and discovering the adjacent 80-acre Grace Farms.
Book now: Gray Barns, Norwalk, Connecticut, $600 per night, graybarns.com.