Nantucket’s rugged beaches are best experienced on four wheels: Allow Hotel Pippa’s front desk to arrange a 4×4 adventure along the island’s most breathtaking dunes, vistas and moors. Travel off-road and prepare for an unforgettable experience.

Nantucket is surrounded by 82 miles of coastline—that’s more beach than one traveler could experience in a lifetime, much less a weekend on the island. Knowledgeable concierge will help match guests with their perfect corner of ocean waves, whether they seek lively crowds or romantic seclusion off the beaten path.

After dark, hotspots around Nantucket come to life with vibrant cocktail lounges, live music venues and places to mix, mingle and dance the night away. Brave the Chicken Box for dancing or relax on a French salon-style sofa at the Greydon House.

Some travelers seek an adrenaline fix on vacation—or a new challenge like stand-up paddleboarding. Others like the calm glide of a kayak or the satisfaction of a yoga class. There’s a wide range of fit activities to experience on Nantucket, each with its own magnificent backdrop.

Nantucket’s boutique scene features brands you recognize (Polo Ralph Lauren, Vineyard Vines and Lily Pulitzer) as well as local independents with unique points-of-view on Nantucket style. Discover objects, garments and accessories on Nantucket that you simply won’t find anywhere else.

Nantucket has whispered to artists and artisans for ages and today’s gallerists reflect a wide array of styles, mediums and inspirations on the island. Hotel Pippa’s downtown location situates guests near the heart of Nantucket’s thriving creative community—bid on work at an auction or browse storefronts in search of a piece you love.

Travel out Bartlett Farm Road for a triple dose of beer, wine and spirits: Cisco Brewery, Nantucket Vineyard and Triple Eight Distillery purvey the island’s best craft beverages. Experiences onsite range from the Epicurean (tastings) to the educational (tours) and combinations thereof. Come for the live music and food trucks—stay for charming bartenders.