Things To Do

Siasconset Casino Association

See you there on September, 28th!

Cisco Brewers

On Ben and Caroline's "must do" list (if you have a little time). Their outdoor courtyard provides a place to relax and enjoy live music, fresh oysters and clams, food trucks, and island favorite beers. Also home to Triple 8 Distillery and Nantucket Vineyard.

'Sconset Bluff Walk

The 'Sconset Bluff Walk is a scenic walking path in 'Sconset ending close to Sankaty Head Lighthouse. This public walkway takes you through the ocean view backyards of some of the most beautiful properties on the island.

Sankaty Head Lighthouse

Built in 1850, this historic landmark is still operational today.

Miacomet Golf Course

Well groomed public links course. Tee times can be found on their website.

Murray's Toggery Shop

Get your Nantucket reds at this Main Sreet staple.

Whaling Museum

For those of you who want to learn a bit more about the Island's history, this museum showcases Nantucket's historic whaling roots.

Young's Bicycle Shop

Bike riding is very popular on the island, and Young's is one of several bike rental services right in town!

Go Figure

Supta Yoga Nantucket

Captain Tom's Charters

If you have your sea legs, a day out on the water with Captain Tom's crew is an annual tradition for Ben and his friends. Call or book online to reserve your charter.

The Chicken Box

If you have an extra night, your first experience at "the Box" will not disappoint. Live music, pool tables, and always a lively crowd. Expect a line on weekends and don't wear your nicest shoes....

The Gazebo at Harbor Square

Located on Straight Wharf, this outdoor bar is a favorite of ours when we want to let loose. Some members of Ben's wedding party are not allowed back.

Pi Pizzeria

Caroline's favorite spot on the island! She gives it a 9.8 - rookie score. Portnoy gives it an 8.6.

Something Natural

Known for their for sandwiches on their even more famous homemade breads (Portuguese is our favorite!), we never fail to find our way to Something Natural when we are on the island. Pro-tip: The half sandwich option is usually big enough!

The Green

This is our favorite breakfast spot on the island. Stop in for breakfast wraps, bagels and smoothies.

The Juice Bar

Tough for Yankee fans to swallow (pun intended), but their 'Green Monster' can't be beat.

Lemon Press

Great for a light bite or smoothie when you need a break from shopping in town.

Millie's Restaurant

Enjoy the freshest of tacos while wearing sandals and a tee. "Catch" their food truck at Cisco Brewery as well.

Provisions

Known for their 'Turkey Terrific' (think Thanksgiving), but Ben says 'The Other Turkey' takes the cake. Cash only!

Sconset Market

Stop in for fresh blueberry muffins in the morning or ice cream in the afternoon.

The Club Car

Caroline and Ben's favorite dinner spot. Shared plates galore!

Lola 41

A fun menu. The Feldman's favorite restaurant for dinner.

167Raw

A fresh fish market located just a stones throw from town. If you are staying for more than just the weekend and want to grill up some fish, 167 has what you need. Bonus tip: Grab a kale pesto!

The Nantucket Lobster Trap

Great for a causal place to grab some chowder or lobster roll! Located just off Main Street.

Downyflake Restaurant

Diner style breakfast joint with a famous take-out window for fresh, homemade donuts.