Linen pants. Wide-brimmed hats. Flowy pinstripe shirts. Lobster rolls. Boutique shops. If this is the vibe you’re hoping for, book your ticket to the Gray Lady of Massachusetts, the island tucked away in the fog and brimming with beaches. We’ve got you set here for top things to do in Nantucket. Vacation mode ready.
Wondering how you can have some of the best ice cream on the island without waiting in line around the block? Head there before you have dinner.
If you didn’t plan way in advance, chances are you missed out on scoring a ferry reservation for your car. So, once you get to the island, you can order taxis ahead of time or, use the extensive bike paths to get around!
Pro Tip: Another option—ride The Wave!
The best time to visit the island is after summer. Head to Nantucket in September to get amazing weather and fewer crowds. Locals only ;) Plus you!
The best lunch on the island isn’t found in town. Our top recs:
We'll make an exception for Walter's Deli, which is in town, and definitely worth stopping by.
Psst, don’t forget to grab a cookie for dessert from Something Natural
While it may be too cold for a dip in the ocean or picnics on the beach, the first weekend of December is still an amazing time to visit Nantucket each year. Otherwise known as Christmas Stroll, this weekend kicks off the holiday season with dozens of Christmas trees lit up around the island, shopping with mulled cider and hot cocoa, and food, crafts, beverages, and live entertainment all set up on Main Street.
Sure, you might want to snag a pair of Nantucket red chinos or a new sweatshirt that says “ACK” across the front. Wait ‘til you get back home to sport your new gear so you don’t stick out while you’re walking around town.
Be sure to pick up a book at Mitchell’s Book Corner by famed local author Elin Hilderbrand! The perfect souvenir.
Drivers: Heads up. You’ll need an over-sand vehicle permit to drive on beaches like Eel Point, Nobadeer, and Madaket. Plus, you’ll need a separate permit to drive to Great Point. Don’t forget to deflate your wheels (on your four-wheel-drive vehicle) before driving on the sand.
Pro Tip: Have you ever seen a better spread than this? Inspo for Nantucket
Black Eyed Susans: Grab a seat on the counter and bring your favorite bottle of wine—this spot is BYOB! Iconic for the past 30 years, try local favorites like tuna tartare, clams, and linguini. It's the intricate vintage colored glassware for us.
BYOB to Black Eyed Susans for dinner!
After dinner, head to Gaslight or The Chicken Box for live music and possibly a sighting or performance of Jimmy Buffett. As Jimmy would sing, "Oh, I think she might be a Nantucket cutie. Or maybe she's from the Vineyard, I haven't got a clue." Margaritaville all night long here.
Take them to Children's Beach for swimming and a great playground. Featuring lifeguard on duty, restrooms, showers, food service, and picnic tables, all you need are your sand toys and sunscreen.
Pack your bags, sunhats, and get over to Nantucket. The island of whaling pride is waiting for you.
There's something timeless about a Slim Aarons photograph: the crisp linens, the cocktails held just-so, the oversized sunglasses hiding secrets behind every lens. It’s aspirational without trying too hard. And it’s this exact effortless elegance that makes the Slim Aarons aesthetic the ultimate inspiration for your next summer gathering.
Starting a run club is an excellent way to foster community, promote fitness, and create meaningful connections with fellow running enthusiasts. Whether you're an experienced marathoner or just beginning your running journey, hosting a run club can transform your solo activity into a social experience that motivates everyone involved.
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Let’s fix your mimosa bar—and make it a little less “Live Laugh Love” and a little more “How is this actually delicious?”
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