Some would think that vacationing to the same small island year after year would get stale, but it couldn’t be further from the truth. Doug, the girls and I have been traveling to Nantucket with my sister, Laura, her husband, Chris and their three sons for almost 16 summers.
Traditionally, we have stayed on Orange Street and loved being “steps from town” but this year, we opted for a house with a large yard and pool located between town and Cisco beach. This change of scenery resulted in the best setting and tempo for a household filled with teenage cousins.
As the kids have grown, we’ve been introduced to new activities which makes the island feel new to us with each visit. One of our new favorite traditions was going to buck-a-shuck at the White Elephant with the oldest cousins. Who doesn’t love $1 oysters and super cold sauvignon blanc accompanied by live music?
A new experience we throughly enjoyed was seeing a play at the White Heron Theater Company. It reminded me of the Writer’s Theater in Glencoe with equity actors in an intimate setting.
While parts of ACK feel fresh, we have many tried and true favorites that have become traditions. Here are some of our favorite Nantucket haunts - we can’t wait to go bACK!
Tried & True Favorites
Cisco Brewers – Home to Cisco Brewers, Triple Eight Distillery and Nantucket Vineyards. We love to enjoy cocktails, craft beers, food truck fare and live music. Our favorite time to go is in the late afternoon after a day at the beach.
Madaket Millie’s – We look forward to dinner here every summer. From New England style lobster rolls to California Baja-style fish tacos the menu brings the vibes of Nantucket dockside straight to your table.
Downyflake Doughnuts - Who doesn’t love a dozen old fashioned cinnamon sugar doughnuts still piping hot? Downyflake is conveniently located across from the Stop and Shop (Nantucket’s version of Mariano’s) so we tend to be there more often than our waistlines would like.
Cru on Straight Wharf – The best spot for drinks and apps with a priceless view, stylish crowd and the opportunity to roam the pier and check out the docked boats and yachts.
Artists Association of Nantucket – Each year we stop by this special place. A vibrant artist community committed to helping promote and support the work of local Nantucket artists. See below for the special piece we brought home with us this year.
Nantucket Summer Antiques Show – A summertime first - the antiques show consists of approximately 32 fine antique dealers from the US and abroad offering beautiful antiques in a wide range of categories. It was especially fun to see Chicago based Finnegan Gallery as we walked in, which made us feel right at home and we found a treasure for Laura’s new kitchen!
Beaches – It’s remarkable how each of the beaches on the island have their own distinct personalities. This year, we went to the beach for a sunset happy hour. Overall, our favorite beaches are – Cisco and Miacomet, which sits near a pond for fishing too.