My friends and I are still raving about our summer trip on Nantucket Island – we might have to make it an annual trip 😉 Even though the island itself is only about fourteen miles long and 3.5 miles wide, this tiny oasis is filled with so many things to see and do.
Tips: pack cash (many spots are cash only), bring a sweatshirt (it gets chilly at night – even during the summer with the wind off the water) and try to go during May/June or September – August is when most New Yorkers visit and prices/Uber surges rise and wait times go way up – the same for holidays.
Is it bad that I’m already scouting flights for a quick getaway post-Labor Day?
Where To Stay
Personally, I’m a huge fan of AirBnb – especially because it allow my group and me to host our own BBQs and Clam Bakes while getting to know the locals. I’m hoping to check out the bed and breakfast/hotels more, but I also wouldn’t mind finding a rose-covered bungalow down by the beach or in ‘Sconset.
What To Do/See
Enjoy the many beaches (Madaket, Cisco and Surf Side are my favorite, but if you’re traveling with kids, Jetties is better with it’s calmer waters) | Go sailing! (You can join an excursion or book a private trip – either way, it’s BYOB | Explore historic downtown | Catch a movie at Dreamland
Rent bikes (here) and ride along Milestone Road to ‘Sconset for the Bluff Walk | Shop (In The Pink, Stephanie’s, CJ Lang, J. McLaughlin and the famous Murray’s Toggery Shop to stop up on Nantucket red/preppy classics) | Pack a picnic and visit Explore Brant Lighthouse or Sankaty Lighthouse
Spend an afternoon listening to live music with beer or wine at Cisco Brewery – note dogs are allowed and 9 out of 10 times they’re impossible not to pet… | Grab a rental jeep for the day and explore the island | Explore The Whaling Museum | Have a night out with live music, drinks and dancing at The Chicken Box
Where To Eat/Drink
Millie’s (delicious Mexican/seafood – make sure to get dessert next down at Millie’s Market) | CRU (best lobster roll and happy hour spot by the harbor | Met On Main | Black Eyed Susan’s (get there early! | Juice Bar (best homemade ice cream on the island) | Lemon Press | Galley Beach (for a celebration/the perfect sunset view over dinner) | Beachside Bistro | Island Kitchen | Boarding House Host your own Clam Bake/BBQ! I would recommend getting your seafood locally then stop by Stop & Shop for anything extra
How To Get Around
Any other suggestions or questions? Send them my way!