For one long weekend each May, Nantucket becomes a mecca for thousands of wine aficionados thirsty for knowledge. They come from all over the world because the Nantucket Wine Festival combines solid wine information, access to the world’s greatest wines (and winemakers), and food to match. Even if you can’t make the festival, come for a weekend or a week and enjoy the island.
How to Get There
High-speed passenger ferries and larger car ferries leave regularly from Hyannis, on Cape Cod. Flight service is available from Boston or Hyannis.
The Steamship Authority
508-495-3278 (passenger ferry)
508-477-8600 (car ferry)
Where to Stay
Brant Point Inn
6 North Beach St.
Harbor House Village
South Beach St.
Jared Coffin House
29 Broad St.
120 Wauwinet Rd.
50 Easton St.
Where to Eat
Note: Most restaurants are closed from January to May. Call during the off-season.
10 India St.
Dinners are divine, but it’s the breakfasts that soar.
The Boarding House and The Pearl
12 Federal St.
All roads lead here, and at some point, everyone ends up on the patio. The Boarding House serves a Mediterranean menu and serious cocktails upstairs.
Next door, its sister restaurant is a sexy and sophisticated experience that looks to Asia for inspiration.
Brotherhood of Thieves
23 Broad St.
An excellent reminder of just how good a well-made burger and beer can be (more serious cuisine is also offered).
Company of the Cauldron
5 India St.
The seasonally focused dishes are always inspired.
130 Pleasant St.
The handcrafted pastas are extraordinary, but the bread alone is worth the ferry ride.
Where to Shop
“Thirty pounds… and two Beaver hats, one for myself and one for my wife” is the price Nantucket settlers paid for the island in 1659. While beaver hats may be hard to track down this summer, there’s plenty of great shopping in which to partake.
Eye of the Needle
14 Federal St.
Just the place to snag a one-of-a-kind accessory or the summer outfit that becomes your “uniform.”
Murray’s Toggery Shop
62 Main St.
One-stop shopping for traditional dressers and the place to snag your Nantucket Reds.
17 Center St.
Understated (and expensive) elegance for your home.
34 Main St.
From shoes to jewelry to the hottest jeans, there’s always something here you didn’t know you needed.