The Best Restaurants, Shopping, and Hidden Gems on Nantucket

The Club Car

A Local's Guide from Westbrook Real Estate

There’s a reason people return to Nantucket year after year. Beyond its breathtaking beaches, historic cobblestone streets, and iconic lighthouses lies an island filled with unforgettable restaurants, unique boutiques, and hidden treasures waiting to be discovered. Whether you're visiting for a long weekend, spending the summer, or considering purchasing a home, experiencing the local culture is one of the best ways to fall in love with Nantucket.

At Westbrook Real Estate, our family has proudly served the Nantucket community for more than 40 years. Having grown up on the island, we've watched favorite restaurants become traditions, local businesses flourish, and hidden gems become cherished memories for generations of families. Here are some of our favorite places to eat, shop, and explore.

Best Restaurants on Nantucket

Nantucket has earned a national reputation as one of New England's premier culinary destinations. Whether you're craving fresh seafood, casual beach fare, or an elegant waterfront dinner, the island offers something for every occasion.

Cru Oyster Bar

Located on Straight Wharf, Cru is one of Nantucket's most iconic waterfront restaurants. Known for fresh oysters, lobster rolls, sushi, and champagne, Cru offers spectacular harbor views and an energetic summer atmosphere. It's a favorite gathering place for locals and visitors alike.

Straight Wharf Restaurant

For decades, Straight Wharf Restaurant has been a staple of Nantucket dining. Featuring fresh local seafood, seasonal ingredients, and an intimate dining room, it's the perfect choice for a memorable evening.

The Nautilus

Frequently ranked among the best restaurants on Nantucket, The Nautilus blends Asian-inspired cuisine with creative cocktails in a lively setting. Their small plates encourage sharing and are perfect for groups.

Galley Beach

Dining directly on the sand makes Galley Beach one of the most unique restaurants in New England. Watching the sun set over the Atlantic while enjoying fresh seafood creates an unforgettable Nantucket experience.

Brotherhood of Thieves

A longtime island favorite, Brotherhood of Thieves combines historic charm with classic New England comfort food. It's an excellent place for lunch, dinner, or simply relaxing with friends after a day at the beach.

Millie's

Located near Madaket Beach, Millie's has become famous for fish tacos, margaritas, and its relaxed coastal vibe. It's the perfect stop after spending the afternoon watching surfers or enjoying one of Nantucket's famous sunsets.

Something Natural

Known for oversized sandwiches served on freshly baked Portuguese bread, Something Natural has become a Nantucket tradition. Many families grab lunch here before heading to the beach for a picnic.

The Chanticleer

Nestled in the heart of Siasconset, The Chanticleer offers elegant dining inside one of the island's most charming historic buildings. Its beautiful garden patio makes it especially popular during the summer months.

Boutique Shopping on Nantucket

Shopping downtown is one of the island's greatest pleasures. Instead of large chain retailers, Nantucket offers locally owned boutiques filled with carefully curated clothing, jewelry, home décor, artwork, and gifts.

Walking through Main Street, Centre Street, Federal Street, and Old South Wharf feels like stepping back in time while discovering some of the finest independent retailers in New England.

Popular shopping categories include:

• Coastal home furnishings

• Handmade jewelry

• Designer clothing

• Children's boutiques

• Local artwork

• Nantucket baskets

• Fine antiques

• Specialty food shops

• Gourmet chocolates

• Books and gifts

Many stores are family-owned and have been serving visitors for generations, giving downtown Nantucket a warm, welcoming atmosphere that's difficult to find elsewhere.

Hidden Gems Only Locals Know

While the restaurants and shops are wonderful, some of Nantucket's greatest treasures are tucked away from the busiest streets.

The Siasconset Bluff Walk

One of the island's most magical walks follows a narrow footpath behind historic cottages overlooking the Atlantic Ocean. Covered with climbing roses during the summer, the Bluff Walk provides breathtaking views and unforgettable photo opportunities.

Sanford Farm

Nature lovers will appreciate the peaceful trails winding through Sanford Farm. Whether you're walking, jogging, or biking, the conservation land offers beautiful scenery just minutes from town.

Altar Rock

One of the highest points on Nantucket, Altar Rock offers sweeping views across the island's moors. It's especially beautiful during sunrise and sunset.

Coskata-Coatue Wildlife Refuge

Accessible by four-wheel-drive vehicle or guided tour, Coskata-Coatue features untouched beaches, wildlife, seals, and Great Point Lighthouse. It's one of the island's most spectacular natural areas.

Steps Beach

Often overlooked by visitors, Steps Beach offers calm water, dramatic bluffs, and some of the island's most beautiful sunsets.

Cisco Bike Path

Rent a bicycle and ride the scenic path connecting downtown with Cisco Beach, Cisco Brewers, Bartlett's Farm, and local cranberry bogs. It's one of the best ways to experience Nantucket like a local.

Local Farms Worth Visiting

Nantucket's farming history remains an important part of island life.

Bartlett's Farm

As the oldest and largest family-owned farm on Nantucket, Bartlett's Farm offers:

• Fresh produce

• Homemade pies

• Local flowers

• Prepared foods

• Live music during summer evenings

• Garden center

It's one of the island's favorite gathering places.

Sustainable Agriculture

Many local farms emphasize sustainable growing practices, allowing residents and visitors to enjoy incredibly fresh produce throughout the summer season.

Art, Culture, and History

Nantucket's cultural scene is equally impressive.

Visitors enjoy:

• Art galleries

• Historic museums

• Whaling Museum

• Theatre performances

• Summer concerts

• Local artist studios

• Walking history tours

The island's remarkable history as the whaling capital of the world continues to shape its unique character today.

Why These Local Favorites Matter

One of the biggest reasons buyers choose Nantucket is the lifestyle.

Owning a home here isn't simply about purchasing real estate—it's about becoming part of a close-knit community filled with traditions that span generations.

Imagine beginning your morning with coffee downtown, spending the afternoon at Cisco Beach, enjoying dinner overlooking the harbor, and finishing the evening watching the sunset at Madaket.

These everyday moments are what make Nantucket so extraordinary.

Discover Nantucket with Westbrook Real Estate

At Westbrook Real Estate, we don't just sell homes—we introduce clients to the island lifestyle we've loved for decades. Our family's deep roots on Nantucket allow us to share local knowledge that goes beyond market statistics. Whether you're looking for a historic home in Town, a waterfront estate in Brant Point, a cottage in Siasconset, or a quiet retreat near Cisco, we can help you find the perfect property.

As lifelong members of the Nantucket community, we enjoy helping buyers discover not only the right home, but also the restaurants, beaches, shops, and hidden places that make island living unforgettable.

If you're thinking about buying or selling on Nantucket, we'd love to share our experience and help you find your place on this incredible island.

Frequently Asked Questions

What are the best restaurants on Nantucket?

Some of the island's most popular restaurants include Cru, Straight Wharf Restaurant, Galley Beach, The Nautilus, Brotherhood of Thieves, Millie's, Something Natural, and The Chanticleer.

Where is the best shopping?

Downtown Nantucket features exceptional boutiques along Main Street, Centre Street, Federal Street, and Old South Wharf.

What are Nantucket's hidden gems?

Local favorites include the Siasconset Bluff Walk, Coskata-Coatue Wildlife Refuge, Sanford Farm, Altar Rock, Steps Beach, and the Cisco Bike Path.

Why do so many people buy homes on Nantucket?

Buyers are drawn to Nantucket's historic charm, beautiful beaches, vibrant community, exceptional dining, and enduring real estate value.

Experience Nantucket Like a Local

The best way to understand Nantucket is to experience it through the eyes of those who know it best. At Westbrook Real Estate, we're proud to help families discover the island's timeless charm while finding a home they'll enjoy for generations.