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Best Things to Do in Nantucket, Massachusetts (What Not To Miss) – Hand Luggage Only


Nantucket is one of those special places to visit that’s actually within easy reach of the mainland United States. You see, it’s around 30 miles, as the crow flies, from the shoreline of Massachusetts and, of course, Cape Cod. This makes it totally easy to visit by plane or boat, depending on your favourite mode of arrival. Plus, once you arrive, you’ll quickly see what all the fuss is about! There are heaps of places to see and the best things to do in Nantucket dotted all across the island.

Now, on the surface of it, you might think that you’ll be struggling for things to do on such a small island. Well, let me put your mind at ease: there are heaps to do all across the island, and within the main town of Nantucket itself. So, to help you get the most out of your time visiting Nantucket, whether that’s on a day trip or a longer vacation, I wanted to share all the tips and places you should check out once you set foot on this gem of a place.

You’re going to have an amazing time visiting Nantucket! Have fun!

1.) Nantucket Town

So, let’s start with the biggie! Nantucket Town, or colloquially known as “Town” when on the island, is likely the first place you’ll visit if you’re arriving by ferry or boat. It’s where the majority of the action is in Nantucket, with heaps of bars, cafes, restaurants, and historical sites to explore. 

Now, one of the most charming things about Nantucket is its gorgeous cobbled streets and quaint, chocolate-box-style historic houses. It’s beautiful, and the town is the kind of place where you really don’t need to hop in a car or cab to get around. It’s small enough to explore on foot, and the best way to find all the nuggets of fun that are dotted around town. After arriving by boat, you’ll be able hop straight onto Broad Street that’s a mere minute from the shoreline. This is your gateway into the wider Broad Street, Main Street and Federal Street. However, there are so many more.

Nantucket Shops and stores: If it’s shops you’re looking for, then make sure to head over to Murray’s Toggery Shop, which has been going since 1945 and is still family-owned. Here, you can buy one of the famous Nantucket Reds Collection sweaters, which are so cute. For books, head on over to Nantucket Bookworks. Another indie gem of a store, and they have the most beautiful range of East Coast books for the family. Plus, they have the cutest kids section, with reading nooks.

Best Thing To Do In Nantucket shops and galleries Murray's Toggery Shop Red Jumper

For vintage finds, head over to the ever-popular Hospital Thrift Shop. This has become something of a phenomenon for picking up some vintage gems from the island. Expect queues in the peak season, and the wait can be a little tiring. Though you are supporting a great, charitable cause. 

Nantucket Restaurants: Now, one of the main draws for staying in Nantucket town is the food options. Trust me, there’s something for everyone and every budget. Yes, you can find higher-end spots where the check will be a little heavier, but you can also find casual eateries that serve up some tasty island treats that I just know you’ll love. 

For a yummy lobster roll, head on over to CRU Oyster Bar, that’s right on the Nantucket Harbour front. This place is something of an institution on the island, and you will need to book well in advance if you want to eat dinner at peak times of the year. That being said, we strolled up for lunch without a reservation, and they found space. It’s all about timing, I suppose. 

Not too far away from CRU is another gem of a spot called Straight Wharf Restaurant. Great for seafood (like lots of places in Nantucket), and there’s a two-course minimum for dinner, which means it’s an easy choice when deciding if you should get pudding! It’s a totally charming spot, and the food is lovely. Make sure to have their dayboat scallops! 

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