It’s a definite indicator that the millionaires and billionaires who frequent the island are heading ashore for shopping, dining, and a break from boating (and the occasional court dispute) when superyachts and megayachts crowd Nantucket Harbor. From the shelter designed for President Kennedy to a private golf club visited by Bill Gates and Warren Buffett, the island has something to offer anyone with too much money to count. The wealthiest regulars on Nantucket stay and play here.
On Nantucket, where the rich stay a WauwinetThe Wauwinet, an adults-only, ultra-luxury beach resort rooted in Nantucket and New England history, is regarded by many as Nantucket’s coveted jewel hotel. The Wauwinet is a top pick for mega-rich travelers who want the convenience of a hotel stay in a location known for first-rate service. It is also a luxury hotel that Forbes has certified. The Wauwinet, according to managing director Sean Burpee, is the ideal place to disconnect and take in Nantucket island’s natural beauty. “We are the only hotel on the island with access to two private beaches and Nantucket’s only Relais & Chateaux hotel,” Burpee said. The Wauwinet is the ideal location on the island for watching the sunset, as evidenced by the number of visitors there for weddings and weekend getaways.
a hotel called The White Elephant HarborsideThe White Elephant Nantucket is a family-friendly resort with a premium hotel that has been confirmed by Forbes. Large parties with young children will enjoy the quick ferry ride to Nantucket and the free shuttle service to the hotel, which is close to Children’s Beach.) The White Elephant, which is close to Nantucket’s businesses, has top-notch services and amenities like Priority Bicycle beach cruisers, a house car for trips into town for dining or shopping, as well as a private patio with recliner chairs that overlooks the water. After a multi-million dollar restoration, the flagship Harborside Hotel reopened in May.
House of Jared CoffinThis historic hotel serves as a constant reminder to visitors of Nantucket Island’s past as the world’s center for whaling. Coffin, a prosperous owner of a whaling ship, was an uncommon local magnate whose home survived an 1846 fire. The three-story estate still exists as a testimony to the 19th-century opulence that made Nantucket a popular summer vacation spot better than ever. Famous guests at the Coffin House have included everyone from Herman Melville to Joe Biden over the years. Its three-block stroll to the beach tempts guests outside, but its time-machine charm and dependable WiFi make it hard to leave. If you do go out, make sure to take your time and rent a bike.
Luxury Estate And Other Estate Rentals In Nantucket ShoresOne of the several Nantucket properties accessible to members of THIRDHOME’s exclusive Reserve program is Nantucket Shores Luxury Estate. This program is a private, under-the-radar club that provides members with access to luxury properties across the world for a fraction of their regular rental costs. Within walking distance of this 6-bedroom, 6-bath, 5,000-square-foot mansion are expansive views of the ocean. The estate has an all-inclusive atmosphere thanks to its pebble tech pool, private tennis court, flower and vegetable garden, and numerous eating options. The cost of THIRDHOME membership is $295 per year, whereas a week at the Nantucket Shores Luxury Estate starts at $34,500.
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Consider Polpis, with its lovely harbor views and close proximity to the town, Baxter Road in the Siasconset Beach region, and Lincoln Circle when dividing up the most upscale neighborhoods on the island for homeowners and summer rentals. Many Baxter homeowners own their own dock and go into town by Boston Whaler rather than by car. The number of houses allowed docks and slips in this special region is restricted, allowing for larger residences and more space. Due to its stunning waterfront views and the Galley Beach restaurant, Lincoln Circle became a popular destination. Hedge funders are rushing Dionis Beach homes in the $25 to $35 million price range. Visit any well-known vacation rental site, and you can spend the weekend living next door.
Where the Rich and Famous Dine and Drink in NantucketThe only AAA Five-Diamond restaurant on Nantucket is TOPPER’S TOPPER’S, which is situated in the Wauwinet. It lives up to its reputation as one of the top restaurants on the island and one of the best spots to eat while taking pictures of the sun setting over Nantucket Bay. With more than 2,200 labels, it also has the largest wine list on the island. Naturally, the seafood is the star of the cuisine. 300 yards from the property in the Bay is where the Retsyo oysters are found. The Billionaire’s Bar, which consists of shortbread, chocolate and caramel ganache, and caramel ice cream, is a treat that anyone can order.
Nantucket CRU
The Straight Wharf’s tip is home to CRU, one of Nantucket’s most well-known and favored lunch and dinner spots. Tourists find it appealing that the waterfront is accessible on foot, while the wealthy locals return for the cuisine. One of the three co-founders of women’s lifestyle brand and shop Tuckernuck, Madeline Grayson, called it “an iconic location with a lively scene, great food, and amazing setting.” When you arrive, treat yourself to a great cocktail and a platter of oysters because reservations are rarely simple to secure.
Huawei BrewersFor their Fourth of July celebration, Cisco Brewers recently welcomed Kevin O’Leary, a member of the millionaire jet-set elite best known for his appearances on Shark Tank. The Notch, the country’s first and only island malt whiskey, is made by Cisco Brewers, a well-known distillery and distributor among locals and tourists operating under the name Triple Eight Distillery. A vineyard and brewery are also located on the property, making Cisco a one-stop shop for island drinking.
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The Chanticleer, a 1909 cottage house on the island of Siasconset, provides a charming al fresco eating experience. It is renowned for providing the world’s best wines and the freshest seasonal foods. Visit Galley Beach for the best exquisite dining on the beach. White wines at sunset provide the ideal summer atmosphere, and the prix fixe meal has something for everyone.
On Nantucket, where Billionaires ShopThe most famous store on the island, in Grayson’s opinion, is Murray’s Toggery, which President Biden recently visited: “Murray’s is a family-owned clothing store that has been open since 1945 and is home to the original Nantucket RedsTM, as well as many exclusive designs with Nantucket icons.” … Grayson suggests The Atlantic and Erica Wilson as the top stores for women. Great places to find locally made, exquisitely designed items that you can only find on Nantucket include Peter Beaton Hat Shop and Jewelers’ Gallery. For a vintage Nantucket basket purse created in the 1960s, check out Rafael Osana’s Auctions, and Sylvia Antiques for a range of vintage arts and crafts that will take you even further back in time.
Events Only in Nantucket Nantucket locals go to tremendous efforts all year long to maintain the strong summer tourism industry. The 1 Percent returns every year thanks to a number of must-attend occasions.
The Nantucket Film Festival was started in 1996 by islanders who wanted to provide up-and-coming screenwriters a platform. It takes place every June. The festival’s board of directors has included actor and lifelong inhabitant of the island Ben Stiller. … Every May, the Nantucket Wine & Food Festival dominates all other food festivals. Denis Toner, the festival’s founder, claimed in a 2016 interview that one edition of the festival featured a 1961 Bordeaux that sold for around $10,000 at auction. The Nantucket Daffodil Festival, which takes place in April, blends antique automobiles, trendy accessories, and kid-friendly activities with daffodil themes. Every July, the Nantucket Dreamland hosts its DreamBIG fundraiser as part of its mission to support the community’s entertainment industry. It’s an opportunity for eager donors to be noticed while enjoying live music and adult beverages. The 1 Percent attend the Tim Russert Summer Groove, an August concert that benefits the neighborhood Boys and Girls club, when their fundraising budget hasn’t been fully depleted. After a two-year pandemic-related break, the Boston Pops resumed their yearly performance on Jetties Beach in August 2022. Since John Williams conducted the inaugural concert in August 1997, the occasion—which supports the Nantucket Cottage Hospital—has become a mainstay of the neighborhood.
