A First-Timer's Guide to Nantucket
With more direct flights than ever to this charming tiny island off Cape Cod, there's never been a better time to visit Nantucket.
Nestled off the coast of Massachusetts, Nantucket is a picturesque island that effortlessly blends historic charm with natural beauty. Once the whaling capital of the world, today, Nantucket is a beloved destination for travelers seeking a serene escape. With its cobblestone streets, pristine beaches, and iconic lighthouses, the island offers a perfect mix of relaxation and adventure. Whether you're wandering through the historic downtown, savoring fresh seafood, or exploring the island's many cultural and natural attractions, Nantucket promises a unique and unforgettable experience.
Where to Stay
You can’t go wrong by staying at one of The White Elephant’s exquisite properties. This summer, after a multi-million-dollar renovation expertly overseen by local designer Audrey Sterk, The Cottages at the Boat Basin are finally open for bookings. These charming cottages are situated on the historic whaling wharves at the town's base, offering a unique experience described as "the closest thing to being on a boat without actually being on one." Wake up to the waves lapping right underneath you, and the murmurs of local fishermen taking their boats out for the day.
The Cottages' renovation draws heavily on Nantucket's rich maritime history and Quaker heritage. The interiors feature nautical touches like caged lighting, woven fixtures, and brass barometer instruments. Each of the 29 cottages is uniquely designed, takes inspiration from the names of famous whaling ships from the 1700s, and features a mural depicting a "First Nantucket Settlers" scene, celebrating the island's storied past. This mural tradition, originating in the 1800s when whaling ship owners commissioned murals for their homes, remains a cherished part of Nantucket's cultural heritage. All accommodations are equipped with full kitchens ideal for summer gatherings, and many cottages also boast private outdoor decks with stunning water views.
The Cottages are especially wonderful for young families or girls trips as they offer a bit more space than your typical hotel room. But for those who crave the warmth and welcome of an inn, the White Elephant is the place to stay. The rooms are charming, with elegant nautical touches. Both the inn’s library room and some individual suites boast fireplaces, making the hotel an ideal choice for shoulder season as well as prime summer. The grounds are perfectly manicured with hydrangeas, and the lawn and pool are stunning.
The White Elephant also boasts a group of beautiful English-style cottages nearby, perfect for families needing a bit more space. Another newer offering from White Elephant Resorts is The Loft, located a stone’s throw from The Cottages at the Boat Basin. A sleek, minimal apartment reminiscent of what one might find in New York City’s Tribeca, this space is also an excellent choice for groups of friends or growing families who want to enjoy Nantucket.
The Wauwinet, on the northeastern side of the island, is another great hotel choice for couples. An elegant and serene retreat, The Wauwinet offers guests a quintessential blend of luxury and natural beauty. This historic property is renowned for its romantic waterfront location, which provides panoramic views of both the serene bay and the picturesque dunes.
What to Do in Nantucket
A visit to Nantucket offers a delightful blend of historic charm, natural beauty, and local flavor. Begin your day with a leisurely stroll to Brant Point Lighthouse, conveniently located a short walk from downtown. This iconic lighthouse not only provides a glimpse into the island's maritime heritage but also offers fantastic photo opportunities against the backdrop of the harbor.
Young and old will enjoy a tour of Nantucket’s Whaling Museum, a fascinating and well-curated museum that offers visitors an in-depth look at the island's rich maritime history, particularly its whaling heritage. There’s also a gallery dedicated to the story of the Essex, the Nantucket whaleship that inspired Herman Melville’s Moby-Dick. Book a guided Nantucket walking tour through the museum’s website. In one hour, your knowledgeable tour guide will give you the official history of Nantucket, as well as the local lore that’s been passed down through generations.
For a quintessential island experience, spend a day lounging on its pristine beaches, like Jetties Beach, perfect for family outings and picturesque sunsets. The adventurous should take a scenic bike ride to Siasconset (Sconset). The journey is rewarded with the Sconset Bluff Walk, a scenic coastal path offering breathtaking ocean views and glimpses of quaint cottages. For lunch, pick up casual fare or picnic supplies from Sconset Market and savor a meal at Sconset Beach. In the afternoon, head to Surfside Beach, a popular destination for swimming and surfing with convenient amenities such as snack bars and restrooms.
Venture to Cisco Brewers in the late afternoon or early evening for a taste of Nantucket’s lively craft beer scene, live music, and food trucks in a relaxed, outdoor setting.
Nantucket is also known for its festivals throughout the summer months. The island has an affinity for daffodils, and in April, one can tour the annual Nantucket Daffodil Festival. Experience the island's creative legacy at the Nantucket By Design fundraiser, a celebration of American culture and design running from July 15-18. Next up, immerse yourself in nature at the Nantucket Garden Festival from July 23-25. Don't miss Nantucket Race Week from August 14-18, featuring thrilling sailing regattas, awards, and lively community gatherings.
Where to Eat in Nantucket
New & Noteworthy
This summer, culinary enthusiasts will be delighted by an array of new dining establishments curated by esteemed local chefs. Adjacent to the Hyline Ferry, Snackle emerges as a premier quick-service destination, offering an array of salads, sandwiches, and gourmet hot dogs—ideal for maritime adventures or al fresco picnics. In Madaket, the renowned Millie’s expands its presence with a new fast-casual venture at the Milestone Rotary, continuing to delight with its classic fare and the celebrated Madaket Mystery rum punch.
On South Water Street, The Beet has transformed into Misogi Noodle Bar, presenting a sophisticated reimagining with interiors inspired by Japanese izakayas and a menu of pan-Asian delights. Additionally, the highly anticipated 11:11 Market & Bistro by Chef Sean Durnin, formerly known for his popular Sushi Sean 11:11 food truck, introduces a refined selection of poke bowls, ramen, sushi, and shareable plates such as steamed dumplings and house rolls.
For Brunch
Lemon Press has a plethora of coffees, juices, and organic offerings for those of all food persuasions. And it’s adorable, to boot. Eat in or pack your goodies to go as you head out to the beach or on a bike ride. Black-Eyed Susan’s is known for a hearty breakfast and if you’re after a long, languid brunch, the Brant Point Grill at the White Elephant offers harborside dining and a lobster eggs benedict that is not to be missed.
For Cocktails
Cozy up at Ethos, a subterranean gem of a wine bar, that opened in Nantucket last year. With exposed beams and a friendly face behind the bar, it’s hard not to let time fly by while snacking on oysters, local littlenecks, and grilled cheese.
For those wanting to catch an exquisite sunset, Topper’s at The Wauwinet is a must-visit. One can dine alfresco on North American lobster or halibut as the sunsets over the sound, but if you’re pressed for time or did not make a reservation, grab a spritz at the bar and claim an Adirondack chair for the view.
For Dinner
For a taste of sophisticated New England cuisine, look no further than The Nautilus, where creative small plates and a vibrant atmosphere set the stage for a memorable meal. At CRU, diners are treated to stunning waterfront views and impeccable seafood, with their oysters and lobster rolls being particularly noteworthy.
For a more casual yet equally delicious option, head to Millie's, known for its laid-back vibe and mouthwatering tacos and seafood platters. The Brotherhood of Thieves is a local favorite known for its cozy ambiance and classic American fare. Dune stands out for its elegant fusion of local ingredients and global flavors, making every dish a delightful surprise. Finally, for a romantic dinner, Galley Beach offers fine dining right on the sand, where you can savor exquisite dishes while watching the sunset over the ocean.
Nantucket: Tips for Visiting Nantucket for the First Time
Think ahead. While last-minute trips are certainly doable, you’ll pay a premium. Be sure to book your flights and ferries in advance. JetBlue offers daily service to and from Laguardia making it easy for New Yorkers to access the island. Cape Air flies daily from Boston, and you can take advantage of ferries from Hyannis, Harwich Port, and New Bedford. This year, there are also direct flights from Charlotte, Washington D.C., and Chicago.
The best restaurants on the island will book out quickly in the high season also, so be sure to make reservations in advance.
Pack for all occasions and all weather conditions. Okay, you won’t need a gown, but Nantucket is chic—while laid-back layers are great for a stop at Cisco Brewery, you’ll want something nicer for dinner or sunset cocktails at Topper’s. Also, it gets cold. In early July, temperatures were only in the low ‘70s midday and dipped further at dusk. Bring a blazer or light jacket for the evening, and it never hurts to pack a raincoat.
Get around. Navigating the island will be easier than ever this summer thanks to the Nantucket Regional Transit Authority's new "fare-free" pilot program for the "Wave" buses, running until September. This initiative aims to encourage more visitors to use the Wave bus service to discover Nantucket's stunning beaches and picturesque downtown, all without the inconvenience of driving and finding parking.
Indulge in Elin Hilderbrand. Though she recently announced her retirement from writing about Nantucket, the author and Nantucket resident is renowned for her quintessential beach reads that take place on the island. One of her novels, The Perfect Couple, has been adapted by Netflix and is debuting on the streaming service come September, with Nicole Kidman and Leiv Schriber co-starring. If you miss the summer season, The Perfect Couple will provide just the inspo to book a visit this fall!
