Sailing on The Endeavor
We love this sailboat charter so much we took some of our engagement pictures on it! Book a spot on one of the four daily departures or rent out the boat for a 90-minute private charter with family and friends. Bring your own food and beverages and say hi to Captain Jim for us!
Sankaty Lighthouse
At the end of Baxter Road where my family’s original home was sits our favorite lighthouse on the island. We took our engagement and wedding pictures here and had my parents recreate theirs from 31 years prior!
‘Sconset Bluff Walk
An only-on-Nantucket experience, the ‘Sconset Bluff Walk is a public walking path that takes you from the village of Siasconset almost all the way out to Sankaty Lighthouse through the backyards of some of the island’s most exquisite homes. To get to the start of the walk, turn right after 21 Front Street and make a quick left.
SHEARWATER EXCURSIONS ICE CREAM HARBOR CRUISE
A kid-friendly one-hour cruise around Nantucket Harbor complete with ice cream sandwiches for the ride. There are five cruises daily so it’s easy to fit in before or after naptime!
Fishing on the Just Do It Too
Take a 2 1/2 hour sport fishing excursion aboard the Just Do It Too with Captain Marc to cruise out of Nantucket Hharbor in search of bass and bluefish. A fun afternoon whether you love to fish or simply want to enjoy the ocean views!
Stand Up Paddleboard Yoga
If you want a challenging workout combined with an insanely relaxing experience on the water, book a stand up paddleboard yoga class through Paddle Nantucket. An instructor will guide you through paddling out onto the water, doing a series of yoga poses on the floating boards, and ending the class in the most peaceful shavasana with your fingertips in the water.
Whaling Museum
If you get stuck with a rainy day during your visit, spend an afternoon at the Whaling Museum in town to learn about the history of Nantucket. Bonus: you’ll be just across the street from an ice cream cone at Juice Bar!
167 Raw
A food truck and fish market on Hummock Pond Road near Cisco Brewery. If you’ve been to 167 Raw in Charleston, you know they make one of the best lobster rolls around! We love picking up their fish tacos and heading to Ladies Beach for a picnic lunch, but they also have an outdoor seating area where you can eat right after picking up your order.
Bartlett’s Farm
A family-run farm off the beaten path near Cisco Brewers with a market filled with beach picnic fare. Their legendary tomatoes pop up on menus all over the island. They have a small playground for kids and it’s a great place to enjoy the island’s natural beauty or partake in strawberry picking if you’re there in late June. They also have a darling flower and produce truck on Main Street!
Fresh
Salads, sandwiches, and smoothies across from the grocery store downtown. I love their caprese baguette and you can’t miss their brown butter chocolate chip cookies! They also sell beer, wine, and spirits.
Provisions
A beloved sandwich shop on Straight Wharf in town, famous for its Thanksgiving-inspired Turkey Terrific.
Something Natural
A Nantucket staple for over 50 years, this sandwich shop on Cliff Road has grab-and-go food for the beach or outdoor picnic tables for a casual outdoor lunch. Don’t miss their homemade chocolate chip cookies!