So far we’ve talked about Martha’s Vineyard, but it’s now time to discuss the other Massachusetts island, Nantucket. Similar to the Vineyard, high season is the summer. You can visit other times, but be prepared for off-season closures.
Nantucket is famous first and foremost for its whaling history. So much so that Captain Ahab and Starbuck from Moby Dick are both from Nantucket! Nowadays, it’s much more famous for its historic homes, cobblestone streets, and stunning beaches.
The first place I always stop into is the Whaling Museum. I loved it as a kid, but I have to admit that despite all the hate about Gilmore Girls: A Year in the Life, I love it even more after watching the scene with Emily Gilmore as a docent. And yes, they do have a sperm whale skeleton. And yes, it’s pretty epic.

If you can stomach some food after that museum, head to Walter’s Deli which is basically across the street. My recommendation is the lobster roll. Not only is it the epitome of New England…they are just amazing and delicious.
From there, go see some lighthouses. Nantucket is famous for them. There are three total, the most photographed is probably Brant Point, but my personal favorite is Sankaty Head. It’s just past Baxter Road in Siasconset.



Dinner? I recommend The Nautilus. They have a Boston seaport location, but the one on Nantucket is the original. Be sure to try the Blue Crab Fried Rice. And also get a Blueberry and “Soda.”
As you head back to the ferry, wander around the cobblestone streets and see some of the hydrangeas. The whole island is historic. Don’t forget to stop for a beer at Cisco Brewers, Whale’s Tale Pale Ale is delicious. They usually host live music during summer evenings.
Happy travels!

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