1. For a pre-dinner sip and nibble*, visit Table No. 1 for a cheese and wine tasting and play on their famous oversized backgammon board on Straight Wharf.
2. For an “all over the ocean” sunset*, board the bus to Madaket for the afternoon. While there, see the real neighborhood of Mister Rodgers at his summer cottage “The Crooked House.”
3. For a lazy afternoon sipping, visit Cisco, Nantucket’s renowned brewery, distillery and vineyard, home to Whale’s Tale Pale Ale and Triple Eight Vodka. Pull up a stool, sample the brew and vino, and chat with the personable employees.
4. For the most laid-back Nantucket dining*, Black-Eyed Susan’s is an island institution that’s intimate and unpretentious with food that’s truly inspired and gloriously fresh. BYOB.
5. For a high octane water sports adventure*, check out Next Level Watersports. Learn how to fly with a kiteboarding lesson, take your first ever ride on a wakeboard, or experience the remote corners of Nantucket on a paddle board.
6. When you’re feeling cultured*, nothing is more emotionally rousing than the Shipwreck and Lifesaving Museum. Exhibits chronicle the heroism of stalwart islanders who routinely braved all odds to rescue shipwrecked sailors.
7. For the perfect stroll, pick up a bag of to go mussels, steamers or little necks from Sayle’s Seafood. Then, mosey over to the beach beside Brant Point Lighthouse and nosh as you watch the ferries glide into the harbor.
8. For the best beach, visit 40th Pole beach, one of the only beaches you can drive on. Remember to stop and let some of the air out of your tires and put your car in four-wheel drive.
9. For a walk on the wild side, head out to one of Nantucket’s pristine wildlife areas and amble through miles of untouched beaches, rolling grasslands and moors, ponds, bogs, shrublands and forests. Over 13,000 acres of land, nearly 45% of the island, is protected.
10. For a peaceful Nantucket experience, plan a visit during one of these quiet season events:
*Activities marked with an asterisk are best enjoyed spring-early fall
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