Exploring the Island
Welcome to Nantucket!
We are looking forward to spending the weekend with you in one of our favorite places! We have created a personal guide to the island below that highlights our favorite bites, shopping and activities on the island. Please reach out if you’re looking for any recommendations!
Xoxo,
Where to Eat
Breakfast & Lunch
Bright, organic eatery, cafe and craft cocktail bar on Nantucket’s cobblestoned Main Street. Lemon Press serves up coffee, smoothies, cold pressed juices, and organic eats for breakfast and lunch.
41 Main St, Nantucket, MA 02554
Relaxed neighborhood coffee shop serving drinks & pastries in a cozy space with armchairs & a back patio.
15 Washington St, Nantucket, MA 02554
Provisions has served Nantucket with craft sandwiches for over 50 years. Cementing itself as a favorite of locals and tourists alike, their Turkey Terrific sandwich–complete with stuffing and cranberry sauce–is their claim to fame.
3 Harbor Square, Nantucket, MA 02554
Feast on hearty sandwiches made with Something Natural’s homemade Portuguese water bread (a Nantucket specialty) & chocolate chip cookies on the picnic tables of this local go-to lunch spot.
50 Cliff Rd, Nantucket, MA 02554
Bartlett's is Nantucket's oldest and largest family-owned farm offering fresh locally grown produce, groceries, flowers & gifts. The market offers prepared foods and made to order sandwiches - the Cisco Caprese is our favorite sandwich on the island!
33 Bartlett Farm Rd, Nantucket, MA 02554
45 Surfside is a bustling cafe and bakery with great breakfast and lunch options. A perfect spot for takeout if you are headed to Surfside Beach. Note that this option is further from town.
45 Surfside Rd, Nantucket, MA 02554
Dinner
Stylish hot spot on the water with beautiful views of the harbor. Offers expansive raw bar options & cooked seafood fare. Stop by for lunch after a day of shopping in town, or come back for a great nightlife scene. The hot lobster roll is a must — our favorite on the island!
1 Straight Wharf, Nantucket, MA 02554
Proprietor’s emphasizes a perfect blend of international flavors and locally sourced ingredients. This share-plates eatery is enjoyed for its rustic ambiance, unique menu and craft cocktails.
9 India St, Nantucket, MA 02554
Refined New American menus & craft cocktails in polished surroundings. Dine in a beautiful space overlooking the beach, or the option sit on the sand itself under the stars.
54 Jefferson Ave, Nantucket, MA 02554
Elevated seafood dishes paired with wine in rustic-chic environs or on the waterfront porch. We love coming here for classic coastal dishes with a water view.
6 Harbor Square, Nantucket, MA 02554
Head out to Madaket for a casual meal with a Baja-style menu at this staple on the Nantucket food scene. Dine in on the upstairs floor for beautiful sunset views of Madaket Beach, or grab takeout and make your own picnic on the beach. Our favorite dishes are the lobster quesadillas and mahi mahi tacos!
326 Madaket Rd, Nantucket, MA 02554
Situated in the heart of downtown Nantucket. Embracing a storied 30-year legacy, The Pearl is a splashy spot for creative cocktails & inventive Asian-inspired seafood, including wok-fried lobster.
12 Federal St, Nantucket, MA 02554
Rustic-modern hot spot featuring global, seafood-centric small plates served Izakaya-style & inventive craft cocktails.
12 Cambridge St, Nantucket, MA 02554
A chic restaurant with outposts in Palm Beach and Naples, Lola 41 is known for a global menu with ranging from sushi to gourmet burgers
15 S Beach St, Nantucket, MA 02554
Originally opened as a tea house at the turn of the century, the Chanticleer is the most romantic restaurant on Nantucket. Located in the charming town of ‘Sconset, this restaurant features both outdoor dining in a beautiful rose garden and quaint indoor dining.
9 New Street, Siasconset, MA 02564
A mandatory meal category when you’re on Nantucket
Ice Cream
If you are looking for a sweet treat after dinner, look no further than Nantucket’s two iconic ice cream shops, The Juice Bar and Jack & Charlie’s.
12 Broad Street, Nantucket, MA 02554
10 Straight Wharf, Nantucket, MA 02554
Where to Drink
Nantucket’s brewery has three bars serving Cisco craft beer, wine, and cocktails, and is an essential island hang. Cisco offers live music and food trucks from some of our favorite spots on the island including Millie’s, Lobster Trap and 167 Raw.
5 Bartlett Farm Rd, Nantucket, MA 02554
The infamous Chicken Box is an unpretentious roadhouse bar with regular live music (jazz, blues, rock), plus pool, ping pong & darts.
16 Dave St, Nantucket, MA 02554
The Club Car’s bar sits within a retrofitted railway car at the heart of town that turns into a piano bar Thursday – Sunday nights. A great spot to go for pre-dinner drinks or a fun late night excursion. Make sure you bring your cash for song requests!
1 Main St, Nantucket, MA 02554
Inspired by travels around the Mediterranean, Sister Ship has a lively bar, private dining rooms, and great seafood dishes. We recommend sitting outside for cocktails in the coastal-inspired courtyard.
29 Centre St, Nantucket, MA 02554
The Sandbar at Jetties Beach offers the quintessential beachfront experience – with a spacious, open-air restaurant and bar and plentiful seating in the surrounding sand. Enjoy a fresh raw bar, burgers, sandwiches and seafood.
4 Bathing Beach Rd, Nantucket, MA 02554
The Gazebo is a lively, open-side structure, hard to miss when downtown and perfect for enjoying drinks. Grab one of the Gazebo’s famous mudslides while you’re there.
1 Harbor Square, Nantucket, MA 02554
Where to Shop
Murray’s Toggery - A storied retail establishment located on Nantucket Island, Murray's is known for the famous Nantucket Reds.
Mitchell’s Book Corner - stop in to this quaint bookstore for signed copies of your favorite Elin Hilderbrand novel.
Aunt Leah’s Fudge - Leah is also known for her homemade fudge and Nantucket chocolate covered cranberries.
Nantucket Classics
The town of Nantucket has tons of well-curated clothing boutiques, including:
Clothing
Nantucket Looms - Since 1968, Nantucket Looms has offered handmade throws, handwoven gifts, local artisanal goods, home decor, and artwork.
Nomad - This curated collection of textiles and home goods was born out of a love of travel and is sourced from around the world.
Centre Point - Focused on coastal chic living, with a collection of home goods, jewelry, gifts, and artwork. This is the perfect destination to find a little piece of Nantucket to bring home.
Home Decor
Activities
One of our favorite Nantucket activities includes biking to Sconset and walking around the Sconset Bluff Walk. This scenic coastal path is surrounded by homes from the 1700’s offers breathtaking ocean views and charming historic homes along the way.
The beaches are endless on Nantucket. Our favorite on the island is Surfside. For a full list of beach options on the island, you can learn more here.
Discover Nantucket’s whaling history through the interactive Nantucket Whaling Museum. The museum is a great quick and easy way to spend a gray morning learning about the history of Nantucket.
Bonus: you’ll be just across the street from an ice cream cone at Juice Bar! The museum is conveniently located in the heart of downtown Nantucket.
Boating
Explore the water by boat with either Endeavor Sailing or Nantucket Mermaids.
The Endeavor, a United States Coast Guard certified vessel, is the longest operating sailing charter on Nantucket. Captain James Genthner, licensed by the United States Coast Guard, has over 35 years of experience sailing the pristine waters of Nantucket.
Nantucket Mermaids has the largest Yacht Charter Fleet of Nantucket, Martha’s Vineyard and the Islands. The Nantucket Mermaids team can help you plan a great boating experience.
There are three lighthouses on the island. Brant Point is right in town, Sankaty is in Sconset, and Great Point is only accessible by driving on the beach. To access Great Point, rent a Jeep with an oversand vehicle permit, deflate your tires by The Wauwinet and head out to the northernmost point of Nantucket.