Nantucket is to New England what the Hamptons are to New York; an elite, elegant and chic escape from the city. But with nary a traffic light in sight, Nantucket entrances visitors with its old whaling town charm, and surprisingly low-key glamour.
Work with Indagare to design the perfect itinerary for an immersive journey. Our travel experts know the destination inside and out, and they can make recommendations based on your travel needs and preferences.
Indagare can craft a customized itinerary on Nantucket with private boat charters, clambake beach dinners, surfing lessons, fishing excursions and guided touring of the island’s historic sites.
Spend the day leisurely at your hotel or ambling around the quaint town and harbor. Don’t miss the Whaling Museum for insight into the island’s rich history. Come sunset, head to the wharf for oysters and cocktails and after dinner, stop by the island’s favorite ice cream shop, known for its fragrant homemade waffle cones, before strolling back to your hotel.
Wake up early to put your name on the list at a classic establishment that serves the island’s best breakfast. Later, shop around town at longtime favorite boutiques as well as chic newcomers. In the afternoon, bring picnic supplies to one of the island’s many beautiful beaches and afterwards stop off at a popular brewery for drinks, oysters and live music.
After breakfast at your hotel, bike to Brant Point for beautiful views of the harbor. For a longer ride, head toward the quaint village of Siasconset. Here, enjoy lunch before exploring the town and its charming rose-covered cottages. Later, head out to Jetties Beach for a cocktail or dinner at the beach as the sun sets.
We only feature hotels that we can vouch for first-hand. At many of them, Indagare members receive special amenities, including upgrades, early check-in, breakfast, spa credits and more. Look for the Indagare Plus logo in the reviews.
Located in the heart of Nantucket’s charming downtown, this boutique retreat stylishly pays homage to the island’s rich whaling and maritime trade heritage.
Privacy and design go hand-in-hand at these ultra-luxurious accommodations.
Nantucket’s can’t-miss attraction tells the story of the island’s whaling industry through paintings, photographs, ship logs, journal entries, letters and life-size displays of hunting gear, weapons and boats. The pièce-de-résistance is the awe-inspiring skeleton of a forty-six-foot sperm whale, which...
Unlike Martha’s Vineyard, where many of the most beautiful beaches are private, Nantucket has miles of sandy public beaches. Families love Jetties and Children’s beaches, near town, which have playgrounds, changing facilities and a gentle surf. My favorites are Dionis...
Located next to Bartlett Farm, Cisco Brewery offers a selection of locally produced microbrews, spirits and wines. Open seven days a week, the brewery offers tours, tastings and live music, as well as lots of outdoor space where kids can...
Family-owned and operated since the early 1800’s, Bartlett’s Farm is Nantucket’s largest farm and has grown to include a garden center, greenhouse, kitchen and market. The market is a great place to pick up lunch before heading to the beach,...
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Some thirty miles out to sea, on what Herman Melville dubbed “an elbow of sand,” the flat, windswept island of Nantucket has weathered a rich and legendary history. Originally home to Wampanoag Indian tribes, the island was settled in 1659...
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A trip here can easily be combined with these amazing destinations and more. Contact our team to craft the perfect itinerary.
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