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.
Perfect forFamilies | Foodies | Romantics | Style Mavens
When to goJune-August | September-November
Ideal length of stay3-5 Nights
Designing Your Journey
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.
3 Days: Essential Nantucket
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.
Day 1: Time in Town
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.
Day 2: Boutiques and Beach Time
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.
Day 3: Siasconset
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.
Where To Stay
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.
- Read More
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.
- Read More
Residences at White Elephant Village
Privacy and design go hand-in-hand at these ultra-luxurious accommodations.