If you are planning a luxury vacation, Nantucket is one of the best places to choose. It has all the natural features and premier services to ensure an unforgettable classy stay like in the other leading 5-star coastal resorts.

The properties on this island have reached rocket-high prices, and it has even started overshadowing its more famous neighbor, Martha’s Vineyard. In fact, Nantucket has been called “billionaire’s isle” for a very good reason.

It has a unique historic charm and unmatched natural resources. In addition, the people of the island are all working together to preserve all this and ensure that the tourists have the best time ever when they visit Nantucket.

Here are some ideas for planning your perfect luxurious vacation on this New England island.

1. Book a unique vacation house

There are some excellent 5-star boutique hotels in Nantucket that you can choose from. But in order to get a true feeling of inhabiting this dreamy island, it is even better to book one of the various available short-term rental properties for your upscale vacation.

There are fabulous mansions and waterfront houses with perfectly manicured lawns and backyards available for rent.
Some have 5-star amenities like swimming pools, saunas, spas, and everything you will need to sit back and enjoy every second of your well-deserved holiday.

You can reserve a magnificent home on the very coast, with a stunning view of the ocean and the green fields and beaches. Many of the rental houses are centuries old but meticulously preserved. At the same time, they are equipped with all the state-of-art appliances and things you will need for your island vacation.

There are smaller charming cottages with weathered gray cedar shakes and beautiful gardens on the beach. And also large mansions and family houses with seven or more bedrooms and 4 full bathrooms, and huge yards with garden furniture. Some are right by the pier, where you can enjoy some sailing or kayak paddling.

These stunning estates are perfect if you are planning a wedding or another special event in Nantucket and want you, your family, and other guests to feel as comfortable as possible.’

There are houses and cottages available in town and in all other neighborhoods on the island.

2. Know the Fine Dining Places

Nantucket has become a fashionable culinary center. It has some of the most sophisticated fine-dining restaurants in Massachusetts.
It is a good idea to book a table at your preferred restaurant ahead of time because there are often waiting lists for the best ones at the peak of the summer season.

Some of the best places for an upscale brunch, lunch, or dinner include Topper’s Restaurant, Brant Point Grill, Oran Mor Bistro, Dune, Cru Premier Oyster Bar, and Via Mare – Greydon House.

In most of the restaurants, you can enjoy eating unique creations by some of the leading chefs, prepared with the best and freshest seafood and seasonal local vegetables, herbs, and fruits.

Don’t miss the opportunity to have some chilled fresh oysters, the famous lobster rolls, or other elevated takes on traditional New England coastal cuisine.

The best restaurants have award-winning curated wine and beverage lists. So you can have some of the best wines from the area and from around the world while enjoying your meal and the stunning views.

3. Explore the island from the sea on a luxury yacht

You don’t have to own a super yacht to enjoy an upscale experience and spend the day on a luxury yacht around Nantucket.

There are various yacht charter services you can choose from for your sailing experience.

From smaller yachts to exclusive superyachts, there is one for any taste, budget, and need.

The yacht comes with a crew, chefs, and stewards. They will ensure a safe and pleasurable sailing experience and 5-star and 6-star luxury service during your cruise around the island.

4. Enjoy some luxury shopping

Given that Nantucket is a preferred spot for vacationing or for owning a vacation home by the most affluent and famous people in the country, it is no surprise that there are many exclusive boutiques and shops there.
You can find boutiques offering apparel, jewelry, accessories, fragrances, home décor items, and other luxurious goods by leading designers and brands.

You can enjoy some high-end shopping at Nantucket’s Main Street and throughout the historic downtown.

You can see the latest fashion lines by leading local and world designers.

Nantucket Looms is a place to buy luxurious hand-woven fabrics, décor items, and others. Its handmade products have been the favorite of celebrities like Jackie O, Princess Grace, and more.

Of course, don’t miss out on the opportunity to buy a pair of the iconic Nantucket Reds pants at Murray’s Toggery Shop for your stay too.

There are art galleries, vintage and antique stores, and local artisanal workshops where you can purchase unique artwork and furniture to bring home a piece of Nantucket with you when you leave.

Nantucket is also known for its excellent jewelers and artists who create beautiful nautical and coastal-inspired handcrafted jewelry. Some of the jewelry shops where you can find exquisite, handmade pieces include Susan Lister Locke, Diana Kim England, Goldsmiths, Victoria Greenhood Designs, and Katherine Grover Fine Jewelry. Another boutique for fine estate jewelry, including vintage and antique pieces from Cartier, Tiffany, Roberto Coin, and more, to visit is the Nantucket Estate Jewelry and Fine Arts at 1 Orange Street.