Breakfast / Coffee

Black Eyed Susans
- Best diner in town. A beloved India Street institution known for its cash-only, casual counter service offering legendary hearty breakfasts. Named after the founder, and current owner of The Chanticleer!
Born & Bread
- A cozy downtown bakery on Centre Street famous for latte’s, artisanal sourdough, flaky pastries, and gourmet breakfast sandwiches w. fluffy bread, that are well worth the morning line.
Lemon Press
- Easy. A vibrant Main Street café and cocktail bar serving health-conscious organic dishes, cold-pressed juices, and Mediterranean-inspired plates in a bright, modern setting.
Brant Point Grill
- Located at The White Elephant, this elegant harbor-side bar offers upscale sweeping water views in a refined setting.

Favorite Lunch Spots

Cru
- Long boozy lunch with iconic harbor view. An ultra-chic, high-end waterfront raw bar on Straight Wharf known for its glamorous yacht-watching, crisp rosé, and lively afternoon-into-evening scene. The Crucomber martini is a rite of passage here.
Galley Beach
- Glam long boozy lunch at the restaurant or rent and umbrella/ lounge chair on the said for some beach side cocktails. Great wine selection and beach front views. Very short uber from town. Call the restaurant ahead to make a reservation.
Fresh
- Grab-n-Go. A popular downtown one-stop shop combining high-end deli sandwiches, smoothies, and charcuterie with a fully stocked beer and wine shop—making it the ultimate pit stop for beach provisions.

ACK-tivities

Cisco Brewers
- An open-air island favorite brewery where guests can kick back with local craft beers, wine, (good) food trucks, and live music.
Lighthouse
- Walk or bike to to Brand Point lighthouse for a quintessential Nantucket’s little lighthouse photo. (A few blocks past White Elephant).
Jetties Beach
- A lively beach with gentle surf, chair/umbrella rentals, and a full-service beachfront restaurant. A very short uber or taxi from town.
Biking
- Lots of paved bike paths on the island connecting almost every corner of the island.
- You can rent bikes from Young’s Bicycle Shop, Nantucket Bike Shop, or Cook’s Cycle Shop in town and ride the bike paths out.
- For a half day adventure. We recommend a bike trip out to Madaket Beach + Lunch at Millie’s before biking back!
- For a shorter bike trip, renting bike in town to bike out to Jettie’s beach, exploring the streets along the way and back.
Shopping for Womenswear & Jewelry
- Marisa Collections
- Erica Wilson
- Sailors Valentine by Tuckernuck
- Vault Nantucket
- Gypsy
- Serenella
Daytime Boat Cruise
- https://endeavorsailing.com/
- https://www.nantucketbywater.com/the-fleet
- https://nantucketmermaids.com/ (Private Charters 3hr to full day private charters) - would call in advance to book).
Sconset Golf
- A welcoming public 9-hole course in Siasconset offering a relaxed, scenic round among rolling coastal terrain without requiring membership fees or pricey equipment rentals.

Bars

Club Car - A historic retrofitted railway car on Main Street featuring a piano bar, creative cocktails, and lively sing-alongs late into the night.
Gazebo - An iconic, open-air octagonal harbor gazebo bar, just steps from the ferry, that is famous for its lively day-drinking atmosphere, famous for its cold mudslides, and prime people-watching.
Tree Bar - A unique and tiny outdoor gathering spot nestled right under the historic elm tree on Town Pool's patio, perfect for sipping craft cocktails under string lights. Perfect for one last night cap on the way home.
Rose and Crown - Welcoming divey bar with an evening karaoke stage.
Gaslight - A vibrant downtown spot featuring live music, global small plates, and a sprawling bar scene that stays lively long after dinner.
Slip 14 - A very casual waterfront classic right on Old South Wharf serving up strong cocktails, beers, and breezy harbor views from its popular outdoor deck.

Dinner/Drinks

Straight Wharf Restaurant - A FANTASTIC Nantucket restaurant that’s been on the harbor for over 40 years. Menu is elevated seafood (but there are a few non seafood options), and tables both inside and on the small patio offer waterfront views. There is also a small, casual bar attached if you just want to get a drink. (Note - not to be confused with Straight Wharf Fish which is a different, more casual, restaurant around the corner).
Ethos - A cozy bar below street level offering crafted cocktails, elevated bar bites, and a chic, intimate vibe perfect for a pre-dinner drink or late-night cocktail. The wagyu pigs-in-a-blanket + caviar is tough to beat. Think wine bar vibes.
The Nautilus - The duck special is insanely delicious. (So is the rest of the menu).
Lola 41 - A vibe. Decadent and flashy sushi & cocktails. Fun to sit at the bar and have your rolls and martini’s there.
Proprietors - A downtown hangout known for inventive, internationally inspired cocktails and exceptional food in a historic sea captain’s house.
O Bar - O bar, across from bar Yoshi, is a classy, New England seaside retreat offering an all-day menu including an Oyster and Seafood Bar, coupled with seasonal and classic cocktails.

Getting Around the Island

Walking will get you everywhere in town!
Uber.
Wave Bus
- Nantucket’s public shuttle system offers free, island-wide bus routes originating from the Greenhound station downtown, plus a "Wave On-Demand" app for flexible, rideshare-style pickup zones across the island.
- Need app to navigate.
- The station is in the center of town.