Nantucket is the wealth stealth bomber that outclasses the Hamptons with discretion and history.

Going there in May, you get the early sunshine and avoid the crush of the summer crowds not to mention the high season prices.

Regular flights direct to the island are readily available from the city, a short hop and you’re suddenly on the set of Something’s Gotta Give.

For a two night stay, the White Elephant is perfectly positioned right on Nantucket Harbor.

If you can go Sunday and Monday nights, you might just nab the new Lilly Pulitzer Cottage.

The upside of this location is the easy stroll into town, which is a picture postcard cobble delight lined with boutiques loaded with gorgeous seaside inspired Americana treasures, cafés and restaurants.

Equally fabulous is the sheer romance of the Wauwinet on the northeast shore of the island and neighbouring the Coskata-Coatue Wildlife Refuge with its pristine coastline on standby for your idyllic sunset kiss moment.

Buy your own wine and head for dinner to Black-Eyed Susan’s, a local institution. Oran Mor is also a culinary sensation and the perfect date night spot, but bookings are essential.

It’s worth the effort even for a couple of nights as there’s something about Nantucket that makes your shoulders drop immediately by at least 4 inches and ignites romance as soon as the sea air hits your nostrils.