News Category: Guides

Whether you’re going for a special occasion or just any breezy summer weekend, Nantucket always has that romantic feeling. With no shortage of amazing restaurants and beaches ideal for strolling, our island has everything you’ll need to feel that spark. Of all the available options for a beautiful date night on Nantucket, we’ve narrowed it down to the perfect night.

The Nantucket Wine and Food Festival is one of the island’s biggest events of the year. Downtown streets fill with the best culinary creations in the country, paired with wines from around the world. Tickets sell out quickly, so be sure to get yours today! Here’s everything you need to know about attending the annual Nantucket Wine and Food Festival 2022.

From swanky downtown bars serving up hand-crafted cocktails to beachy brewpubs offering island-inspired beers, Nantucket has something for everyone looking for a cold, refreshing drink.  But if you’d much rather ditch downtown for a chiller atmosphere and see more of our beautiful island, set course for our very own Nantucket Brewery, Cisco Brewers. 

Pretty much all of Nantucket can be seen on foot, making our island perfect for all sorts of scenic hikes. Whether you’re looking for a beachside stroll or a wooded trail-blazing path, the Grey Lady is sure to satisfy even the most avid outdoor explorers. Blaze a new path with a few of our favorite Nantucket hiking trails the next time you’re on island.

Nantucket gets its nickname “The Grey Lady” from the frequent cloud cover and occasional showers it experiences, but don’t fret if a little rain comes your way. Whether you’re looking for a culturally enriching experience or a day of sipping and snacking, there’s plenty to do no matter what the weather looks like. Read on for four of our favorite rainy-day Nantucket itineraries. 

From the nostalgic cobblestone streets to the breathtaking views of the vast sea, Nantucket makes the perfect backdrop for the ultimate couple’s escape. Grab your beau, snag a ticket on the Steamship Authority, and prepare for your best trip yet. Culinary experiences, nature outings, and romantic nights all await on a Nantucket couple’s getaway. 

Nantucket may be known for its secluded beaches and summertime vibe, but there is something to be said for the quiet, snow-covered streets during the winter months. The quaint town runs a little slower this time of year, and the ferry is a little less crowded. Discover the best of Nantucket in January this winter.

Winter isn’t typically what comes to mind when picturing the perfect Nantucket getaway, but we think it’s a wonderful time of year to visit. The off-season peace is slow and serene, the snow-dusted scenery is gorgeous, and the whole island is up for grabs. There’s plenty of ways to have a memorable island escape — read on for the best things to do in Nantucket this winter. 

Hang the stockings and walk the snow-covered cobblestone. Just in time for Christmas Stroll, it is truly the most wonderful time of the year on our tiny Atlantic island. Every year in December, Downtown Nantucket kicks off the Yuletide season with the Nantucket Festival of Trees. Snag your ticket to this neighborly event and shake off your Scrooge this year!

Fall is one of the best times to plan a visit to Nantucket. The crowds have gone, the beaches are flawless, and the weather is perfectly crisp. Locals love it because you can walk right into some of the best restaurants on the island and enjoy a side of The Grey Lady that only a few get to see. We have everything you need to know about exploring Nantucket in October this year!