Nantucket

Thirty miles south of Cape Cod is the tiny island of Nantucket, “The Little Grey Lady of the Sea.” Originally populated by the Wampanoag people and settled by the British in the seventeenth century, Nantucket developed into the whaling capital of the world. Today it is an upscale vacation destination, especially popular in the summer, where cute cobblestoned streets, rose-covered cottages, and four centuries of maritime history are set alongside unspoiled beaches, significant conservation efforts, and superb seafood and cocktail joints.

Nantucket, Massachusetts/USA - August 9 2019: a row of eclectic stores can be found next to the harbor in Nantucket.

Photo By Mystic Stock Photography/Shutterstock

Overview

When’s the best time to go to Nantucket?

As a beach destination, Nantucket is busiest in July and August. You can avoid the crowds and highest prices by visiting outside of peak times. The season officially opens in May with the Daffodil Festival and extends through to the Christmas Stroll in December. Combined with the beautiful scenery, festivals such as these make Nantucket a great shoulder season option.

How to get around Nantucket

Ferry access to Nantucket via the Hy-Line, Steamship Authority, or Seastreak is from either Hyannis or Fall River. The ride can take anywhere from one to three hours, depending on the departure point and which vessel you choose. Cape Air has several small planes arriving daily from Hyannis, and their partner airlines Jet Blue flies direct from Boston and New York. Once on the island, The Wave is a shuttle bus with routes to the different beaches and taxis are readily available.

Can’t miss things to do in Nantucket

If you are only on the island for the weekend, your time will be taken up with the beaches, perhaps a picnic or lobster bake, and maybe a bike ride. A weekly rental allows time to head to one of the historical museums and get a dose of maritime culture. No matter how long you have, make sure to catch the sunset and enjoy the fresh seafood.

Food and drink to try in Nantucket

Local, fresh, sustainable—these are the watchwords of the Nantucket dining scene. Scallops, clams, and fish are caught in the surrounding waters. Chocolate covered cranberries are from the island’s bog and don’t miss the Bartlett tomatoes that appear on many menus. Locally made Triple 8 Vodka and Cisco Beers nicely compliment dishes like smoked bluefish paté. Much of the island closes shop for a few winter months, and like everyone else, chefs and mixologists use the time to travel. That worldly influence can be seen on menus and helps contribute to the unique flavors of the island.

Culture in Nantucket

Four hundred years of maritime history are carefully preserved in Nantucket’s museums and architecture. Regular festivals attract international attention: Nantucket Wine & Food Festival takes place each May and events include dinners in island mansions, wine tastings, and demonstrations by celebrity chefs; June’s film festival has a focus on screenwriting and independent films. Nantucket has been a haven for artists for years and galleries feature many local and international artists. Pick up the arts Nantucket guide and drop into one of the many galleries for wine and cheese on Friday nights.

For Families

Nantucket is a popular spot for family reunions. Every year generations gather on the beach for picnics or to have their holiday card taken by a professional photographer. It’s easy to understand why: The beaches appeal to all ages and the restaurants are mostly very kid-friendly. There are plenty of active options, too, including swimming, surfing, sailing, hiking, biking, and sports camps, and rainy day activities like the Whaling Museum and the Maria Mitchell Aquarium.

Local travel tips for Nantucket

Nantucket is called the Grey Lady for a reason. Fog on the island can disrupt travel plans, especially flights on small planes. One area can be smothered in gray while the other end of the island is bathed in bright sunshine. The beaches are all numbered—good to know just in case of emergency—and note that many do not have lifeguards. Beaches often require off-road permits to drive on; keep the tides in mind so you don’t get stranded. Finally, all the cobbled streets can wreak havoc on your ankles (especially if wearing heels), so bring some footwear that has a little support.

Guide Editor

READ BEFORE YOU GO
Travel has become less convivial during COVID, but the boutique hotel line has created a safe space for strangers to rediscover the lost art of socializing.
RESOURCES TO HELP PLAN YOUR TRIP
A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.
The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.
White Elephant has been a Nantucket landmark for nearly a century, with more rooms than a typical inn but without sacrificing the intimacy and personal service of a small property. Located on the waterfront a short walk from Brant Point Light, the inn has a sprawling lawn with chaises for relaxing, as well as shuttle service to the area’s beaches. Accommodations range from king-bedded guest rooms (each with a private balcony or patio) in the main inn building to spacious garden cottages (some with kitchens and fireplaces) and penthouse-like lofts in downtown Nantucket. A small spa offers therapeutic massages, facials, and body treatments. A luxury resort that is truly family-friendly, kids and babies can get fully kitted out for bath time, mealtime, or beach time with a wealth of amenities and toys. The Brant Point Grill is a local favorite for an al fresco lunch, lobster dinner, or Sunday brunch (complete with Bloody Mary bar). The White Elephant also provides regular transfers on the 21-passenger boat, Lady Wauwinet, to the Wauwinet Inn’s restaurant TOPPER’S, which cultivates its own oysters.
If you’d like the space and privacy of a vacation apartment but still want the service and amenities of a hotel, the Cottages & Lofts at the Nantucket Boat Basin are ideal. You’ll be whisked away from the Hy-Line ferry and taken to the wharves of Nantucket’s harbor, about as close you can get to the water without staying on a boat. Cottages and loft rooms range from studio-size to three bedrooms, all with full kitchens and private patios. A complimentary shuttle bus can take you to the beach, and bicycles can take you wherever you can’t walk from the cottages. There’s no restaurant on-site, but plenty of options are at the marina, and guests get a discount at the White Elephant’s Brant Point Grill. Children and pets are VIP guests as well: Kids get fishing and beach gear to use during their Nantucket stay, and a pet concierge will assist with stays at the “Woof Cottages.”
Make the three-and-a-half-hour trip from Boston for seafood and salt air. Opened last year, this hotel in the heart of town has a whimsical preppy aesthetic. From $219.
This former whaling capital loves a party and many Nantucket restaurants put as much thought into their cocktail and wine menus as they do into their food. There are also plenty of places to kick back with just a casual drink or two. The local brewery and distillery adds to the island vibe and flavors.
Nantucket is a perennial favorite summer destination, with Atlantic Ocean beaches, picturesque harbors, and iconic lighthouses. Accommodations on the island range from cozy bed-and-breakfast rooms to marina-side cottages to penthouse loft apartments. Water views and beach shuttles are in-demand amenities, and most hotels can arrange boat rides and lobster bakes for a quintessential New England vacation.
The water is usually calm and a bit warmer on the Nantucket Sound side of the island. Steps Beach is off Cliff Road about four miles from town, sandwiched between Dionis and Jetties, and is not on most people’s radar. Before you take on the massive set of stairs leading down, enjoy the view of Great Point Light off to the right. Steps Beach offers protected shores with gentle waves washing onto the sandy beach, and gray-shingled mansions dotting the surrounding sand dunes. Come prepared, as there are no lifeguards or facilities, and make sure to save some energy to make the climb back up the steps.
Award-winning Nautilus offers seasonal cocktails, over 20 wines sold by the glass, and an extensive list of mezcal, beer, and sake. Warm and friendly, this is the kind of place where you’ll no doubt meet the folks sitting next to you at the bar. Owned by a threesome who know their way around the industry, the lively, hip scene almost feels like you’re at a cool friend’s cocktail party.
It’s easy to stay health-focused, even on vacation, if you stop by the Lemon Press. This adorable space in the middle of town has fresh cold-pressed juices and super smoothies. Liquid Sunshine is a winning combination of mango, peach, and organic apple juice. And if you are looking for damage control from the previous evening, try the Scenic Root or Georgia Green. Both will help you get back on track. Also on the menu are delicious sandwiches and photo-worthy toasts.