There's a reason people fall in love with Nantucket. Just 30 miles off the coast of Cape Cod, this charming island offers a perfect blend of historic New England character, world-class beaches, exceptional dining, boutique shopping, and breathtaking coastal scenery. Whether you're planning your first visit or considering purchasing a home, Nantucket has something for everyone.

At Westbrook Real Estate, our family has proudly helped buyers and sellers on Nantucket for over 40 years. Having grown up on the island, we've experienced its unique lifestyle firsthand. Here are our picks for the 10 best things to do on Nantucket that every visitor—and future homeowner—should experience.

1. Relax on Nantucket's Spectacular Beaches

No trip to Nantucket is complete without spending time on its world-famous beaches.

Some local favorites include:

• Surfside Beach – Perfect for families and swimming.

• Cisco Beach – Popular with surfers and sunset lovers.

• Jetties Beach – Calm waters and close to downtown.

• Madaket Beach – Home to some of the most beautiful sunsets in New England.

• Siasconset Beach – Stunning Atlantic Ocean views.

With more than 80 miles of coastline, Nantucket offers a beach for every lifestyle.

2. Explore Historic Downtown Nantucket

Downtown Nantucket is designated as a National Historic Landmark District, where cobblestone streets, historic homes, and charming storefronts transport visitors back in time.

Spend the day exploring:

• Main Street

• Centre Street

• Federal Street

• Straight Wharf

• Old South Wharf

You'll discover art galleries, local boutiques, coffee shops, museums, and waterfront restaurants around every corner.

3. Bike the Island

One of the best ways to explore Nantucket is by bicycle.

The island features more than 35 miles of paved bike paths connecting many of its most popular destinations, including:

• Surfside Beach

• Cisco Beach

• Madaket

• Siasconset ('Sconset)

• Polpis

Biking allows you to enjoy Nantucket's natural beauty at your own pace.

4. Visit the Whaling Museum

To truly understand Nantucket's history, visit the Whaling Museum, operated by the Nantucket Historical Association.

Highlights include:

• A 46-foot sperm whale skeleton

• Historic artifacts

• Interactive exhibits

• Rooftop observation deck

• Maritime history

It's one of the island's most popular attractions for visitors of all ages.

5. Enjoy Fresh Seafood and Waterfront Dining

Nantucket has become one of New England's premier culinary destinations.

Local favorites include:

• Cru

• Galley Beach

• Straight Wharf Restaurant

• The Nautilus

• Millie's

• Brotherhood of Thieves

• Something Natural

Whether you're craving fresh oysters, lobster rolls, or fine dining by the water, Nantucket delivers unforgettable meals.

6. Shop Local Boutiques

Shopping on Nantucket is unlike anywhere else.

Downtown is filled with independently owned boutiques offering:

• Coastal fashion

• Handmade jewelry

• Fine art

• Home décor

• Nantucket baskets

• Specialty gifts

Many shops have been family-owned for generations, adding to the island's unique charm.

7. Walk the Bluff Walk in Siasconset

One of Nantucket's hidden gems is the famous Bluff Walk in Siasconset.

This scenic footpath winds behind historic cottages overlooking the Atlantic Ocean and offers spectacular views, beautiful gardens, and some of the island's most picturesque scenery.

It's a favorite among photographers, walkers, and nature lovers.

8. Experience Cisco Brewers

Cisco Brewers is one of Nantucket's most popular gathering places.

Visitors enjoy:

• Craft beer

• Local wine

• Distilled spirits

• Food trucks

• Live music

• Outdoor seating

It's the perfect place to relax after a day at the beach and experience Nantucket's laid-back summer atmosphere.

9. Attend Nantucket's Signature Events

Throughout the year, Nantucket hosts events that celebrate its culture and community.

Popular annual events include:

• Daffodil Weekend

• Nantucket Wine & Food Festival

• Nantucket Film Festival

• Nantucket Race Week

• Christmas Stroll

• Nantucket Noel

These events attract visitors from around the world and showcase the island's vibrant spirit.

10. Discover Why People Choose to Call Nantucket Home

Many visitors arrive planning a weekend getaway and leave dreaming of owning a home on the island.

Imagine:

• Morning walks along the beach

• Bike rides through historic neighborhoods

• Fresh seafood dinners by the harbor

• Family traditions that span generations

• Quiet evenings watching the sunset over Madaket

Nantucket offers a lifestyle that is difficult to find anywhere else. Whether you're looking for a vacation home, investment property, or year-round residence, the island continues to be one of the most desirable real estate markets in the country.

At Westbrook Real Estate, we're proud to help buyers and sellers navigate the Nantucket market with over four decades of local knowledge and personalized service.

Frequently Asked Questions (AEO)

What are the best things to do on Nantucket?

The top attractions include visiting Nantucket's beaches, exploring downtown, biking the island, touring the Whaling Museum, dining at waterfront restaurants, shopping local boutiques, walking the Bluff Walk, visiting Cisco Brewers, attending seasonal festivals, and experiencing the island's unique coastal lifestyle.

How many days should I spend on Nantucket?

A three- to four-day visit allows enough time to explore the beaches, historic downtown, restaurants, shopping, museums, and scenic neighborhoods. Many visitors return year after year because there's always something new to discover.

What is Nantucket best known for?

Nantucket is famous for its rich whaling history, cobblestone streets, cedar-shingled homes, pristine beaches, luxury real estate, scenic bike paths, and vibrant summer events.

Is Nantucket a good place to buy a home?

Yes. Nantucket is one of the most sought-after real estate markets in New England. Limited land, strong demand, and a timeless appeal have made it a desirable destination for primary residences, vacation homes, and investment properties.

When is the best time to visit Nantucket?

Summer is the most popular season, offering warm weather, beautiful beaches, and a full calendar of events. Spring and fall are also wonderful times to visit for fewer crowds and mild temperatures.

Why Trust Westbrook Real Estate?

For more than 40 years, Westbrook Real Estate has been helping families buy and sell homes on Nantucket. Our deep local roots, market expertise, and passion for the island allow us to provide clients with insights that go beyond real estate—we help them discover the Nantucket lifestyle.

Whether you're searching for a historic home in Town, a waterfront estate, or a peaceful cottage in Siasconset, we're here to help you every step of the way.

Contact Westbrook Real Estate today to learn more about available Nantucket homes and begin your journey to island living.