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Easily the toughest reservation on the island this season. Amazing food. Outstanding cocktails.
Fantastic sushi right on the docks—one of our favorites.
Excellent Italian fare, and the back bar at night makes for a perfect pre- or post-dinner hangout.
Craving pub food and a great beer? This is the place.
A cozy, intimate bar and restaurant—perfect for a relaxed night out.
We’ll be gathering here on Sunday for a post-wedding celebration, but feel free to visit another day. Amazing beer, cocktails, and great vibes await—plus food trucks and live music.
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Excellent Japanese/Asian fusion cuisine with a reliably open bar. Conveniently located in the heart of town, it’s a solid downtown option if you’re not planning to head to the Chicken Box or the Muse for late-night drinks.
Hot take: The Muse edges out the Chicken Box—late-night bites and open until 1 AM? Hard to beat.
Open every day of the year and serving until 1 AM—definitely grab an Uber, but a night at the Chicken Box is unforgettable.
Out late downtown and craving some grub? This is the spot.
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Check out the link below for some of the island’s best hikes! Some are an easy walk from town, while others are worth a quick Uber ride.
Our favorite beach on the island (full disclosure: biased). Perfect for catching big fall waves or braving a chilly dip. Plus, it makes for a great running route—about a 7-mile round trip from town.
A charming lighthouse right in town. It’s a nice walk, and a perfect spot to sit and watch people fish.
If you’ve rented a car and are feeling adventurous, this wildlife sanctuary is a must-visit. In November, you can watch people scalloping and spot tons of wildlife. Just note—you’ll need a permit and to deflate your tires, so it’s an experience you’ll want to commit to fully.