Jennifer & Andrew
Things To Do
Cisco Brewers
Cisco's famous outdoor courtyard provides a place to relax and enjoy live music, fresh oysters and clams, food trucks, and Island favorite beers like Gripah, Shark Tracker, and Whale's Tale Pale Ale. Cisco has a courtesy shuttle van, traveling non-stop, back and forth, every afternoon between the Visitor’s Center downtown at 25 Federal St. and the brewery, for free.
Sanford Farm
A walking trail through conservation land with a halfway point that overlooks the ocean! There is a 3.1 mile loop or a 6 mile ocean walk that leads to the southern shore and back.
'Sconset Bluff Walk
A scenic public walking path with the most beautiful properties on the island to your left and an incredible view of the ocean to your right!
Whaling Museum
At the turn of the 19th century, Nantucket was the whaling capital of of the world. For the history buffs (and/or Moby Dick fans), the Whaling Museum offers a wonderful insight into the rich whaling history of Nantucket and an opportunity to learn how this little island rose to become a global industrial capital.
BIKE
Nantucket is very bike friendly, with paths stretching from Madaket (west) to 'Sconset (east). Bikes are easy to rent from Cooks, Young's, or the Nantucket Bike Shop, all located right in town. Stop along the way to see landmarks like the Old Windmill, the Jared Coffin House, or the island's famous lighthouses. The "Loop" of the 7 Mile Road and Polpis Road is a great way to see the entire island.
Downyflake Restaurant
Hop into the take-out line for a box (or three) of their famous donuts and breakfast sandwiches to go or sit down for a full breakfast menu. Cash only.
Island Kitchen
A mid-island restaurant with a beautiful outdoor terrace that serves a yummy indulgent breakfast!
Provisions
Home of the Turkey Terrific (Thanksgiving dinner on fresh Portuguese bread) and a number of other delicious sandwiches perfect for picking up on your way to the beach or a bike ride.
Bartlett's Farm
The one-stop-shop for all of your beach or picnic needs. The most convenient place to pick up sandwiches on the way to Cisco Beach. Also offers an amazing selection of fresh farm-grown fruit and vegetables.
Something Natural
Known for their sandwiches on homemade bread and chocolate-chip cookies. Try the curry chicken salad sandwich (one of our favorites ). Great place to pick up lunch on the way to Steps Beach.
Claudette's Sandwich Shop
Sandwich shop for breakfast sandwiches and lunch adjacent to the 'Sconset Market with outdoor seating.
Millie's Restaurant
If you’re looking for casual Baja fare like fish tacos and lobster or scallop quesadillas, Millie’s is the place. The perfect Madaket (outside of town) spot to take in a sunset, end a relaxing bike ride, or sip on a margarita or an infamous Madaket Mystery after a long day at the beach. Great for groups. Does not accept reservations.
Brotherhood of Thieves
A casual, family-friendly spot for burgers and lobster rolls. The downstairs interior has the feel of an old whaling bar and is a cozy spot to sit by the fire on a rainy night, but if it’s warm out, ask to sit in the outdoor patio to the left of the main entrance. Does not take reservations.
The Chicken Box
Referred to as simply "The Box", this is one of the best dive bars in America. While there is no chicken, come here for great live music.
The Gaslight
Want to hear live music but don't want to leave downtown? You're in luck! The building that used to be the Starlight movie theater was reimagined a few years ago to become the Gaslight, a bar, restaurant and live-music venue. The music kicks in at ten o'clock.
The Club Car
The Club Car is a fine-dining restaurant that incorporates one of the train cars from the old Nantucket Railroad as its bar (hence the name). Come here for drinks and the sing-along piano bar! The whole bar is singing along by the end of the night.
The Rose and Crown
Fun bar for drinks and music! Food is great too if looking for good burgers and pub food