On The Rock
Get here fast, then take it slow! Nantucket is the ultimate island playground, where days are spent grabbing sandwiches at Provisions, biking to the beach, sipping a Cisco Brewers beer, and wandering the charming boutiques along cobblestone streets. As the sun sets, settle in for a memorable dinner at a local favorite before capping off the night with cocktails, live music, and a little island magic. However you spend your days, Nantucket has a way of making you feel right at home!
BREAKFAST & COFFEE
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ISLAND KITCHEN
Located mid-island, our go-to breakfast, or should we say brunch, spot on Nantucket!
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BLACK-EYED SUSAN'S
Think breakfast diner-style. And, they have grits! It is a very popular spot, so we recommend arriving early to beat the rush.
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HANDLEBAR CAFE
Great coffee house to start your morning before taking a walk through town.
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ROAST'D GENERAL STORE
Mid-island coffee house with unique coffees and teas… Some of the best we’ve had!
QUICK & CASUAL
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BORN & BREAD
A hot spot known for delicious bread, sandwiches and pastries for a grab-and-go in-town option.
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SOMETHING NATURAL
Seriously huge sandwiches served on fresh Portuguese bread! A short walk from town, picnic tables in a park-like setting.
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PROVISIONS
For when the ride home calls for a BLT — Great place to pick up breakfast or lunch sandwiches before the ferry.
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NANTUCKET MEAT & FISH MARKET
Sushi, sandwiches, pre-made offerings galore! This gourmet grocer has it all and is a must-stop on our way to beach day at Fisherman’s Beach.
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BARTLETT FARMS
Nantucket’s oldest farm market offering locally grown produce, sandwiches and more.
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FRESH
Small sandwich shop located inside a liquor store. Grab a sandwich and drinks before heading to the beach!
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PI PIZZERIA
DescIconic thin-crust wood-fired pizza. Classic old-school Italian vibes.
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MILLIES
For when we need our Mexican fix, dip-trio and margs.
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DOWNY FLAKE X FAIRGROUNDS
Day-to-night, two of our favorite spots combined; The best doughnuts by morning only to return to a homey local pub, patio and comfort food. Nachos are next level!
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STUBBY'S
Our go-to late night bite.
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JUICE BAR
One of a kind ice cream served in homemade waffle cones.
WINE & DINE
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SANDBAR
Our favorite spot on the island! Casual setting on Jetties Beach with great food and drinks. Buck-a-shuck oysters are served every day from 3-5pm.
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CRU
Located right on the harbor with amazing views of the water. Great coastal cuisine and our favorite lobster roll on the island!
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SLIP 14
Casual seafood restaurant on the wharf. Their specials are usually caught same day!
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BAR YOSHI & O BAR
Charming spot on Old South Wharf serving innovative Japanese fare, including sushi, raw bar, noodles and dumplings.
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LOLA 41
A chic evening hot spot with solid cocktails and a diverse menu featuring everything from sushi to their famous Lola Burger.
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PEARL
An upscale dining experience with incredible dishes. Must try the Wok Fried Lobster & Cilantro Beef.
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THE GALLEY
Beautiful setting on Galley Beach serving American cuisine. One of the best places on island to watch the sunset.
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NAUTILUS
Delicious Asian-inspired small plates & amazing cocktails.
Reservations can be made for parties of 8 or more 1-month in advance. Otherwise, reservations are taken day-of starting at 12pm in person or 1pm by phone. -
VENTUNO
A cozy and relaxed restaurant; local food meets authentic Italian.
BARS & COCKTAILS
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CISCO BREWERY
Food trucks, live music, craft beer and cocktails. The best day drinking on the island!
The earlier the better, lines can get quite long. -
SISTER SHIP
Relaxed cocktail lounge with a great outdoor patio for a pre-dinner drink
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NOTCH WHISKEY BAR
Cozy whiskey bar above the Brotherhood of Thieves restaurant. A great spot for a nightcap (or two!)
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ROSE & CROWN
An easy go-to. Restaurant and bar, TVs and live music. The occasional Tuesday night karaoke.
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GASLIGHT
Fun late night music scene right in town.
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CHICKEN BOX
Nantucket’s famous dive!
OUTDOOR ACTIVITIES
Sconset Bluff Walk
Take in one of Nantucket’s most beautiful coastal views with a stroll along the bluff overlooking the harbor. This scenic walk offers sweeping views of the water, charming island homes, and the quintessential Nantucket landscape. It’s the perfect way to slow down, enjoy the fresh ocean air, and experience the island’s natural beauty at your own pace. Stop by the Sconset Market for a bite to make a morning or afternoon of this quintessential Nantucket experience!
Miacomet Golf Course
Tee off at Nantucket’s only public 18-hole golf course! Just minutes from the beach, Miacomet Golf Course offers beautifully manicured fairways, rolling greens, and stunning island scenery. After your round, head to the clubhouse for a bite to eat and a refreshing cocktail. Be sure to book your tee time in advance!
Bike the Loop
One of the best ways to experience Nantucket is on two wheels! With miles of scenic bike paths winding past cranberry bogs, coastal views, charming neighborhoods, and stretches of open countryside, exploring the island by bike is a must do. Rent bikes in town and spend the day pedaling to Sconset, Surfside Beach, or Madaket, stopping along the way for a beach break, a lobster roll, or a photo op. It’s the perfect way to embrace island life at your own pace!
Altar Rock
For a little adventure off the beaten path, head to Altar Rock, one of Nantucket’s highest points and a hidden gem for panoramic island views. Tucked among the island’s conservation lands, this peaceful spot offers sweeping vistas of rolling heathlands, winding trails, and the surrounding coastline. It’s a wonderful place to take a scenic walk and enjoy a quiet moment in nature. Visit on a clear day for some of the island’s most breathtaking views, and don’t forget comfortable walking shoes!
Cisco
Head to Cisco Beach on the island’s south shore. Known for its rolling waves, beautiful sandy shoreline, and relaxed, local vibe, it’s a favorite spot for surfers, beachgoers, and anyone looking to soak up the sun. Take a surf lesson, watch the waves roll in, or simply spread out a towel and enjoy the ocean breeze. Afterward, make a stop at Cisco Brewers nearby for local beer, live music, and a lively outdoor atmosphere.
Jetties
Jetties Beach is known for its calm waters, soft sand, and beautiful views of Nantucket Harbor. Just a short walk or bike ride from downtown, it’s the perfect spot for families and beach lovers looking to relax, take a dip, or enjoy a leisurely afternoon by the water. Rent a paddleboard, grab a beach chair, or settle in for lunch at the on-site Sandbar restaurant overlooking the harbor.
Fishermans
For a quieter slice of Nantucket’s coastline, head to Fisherman’s Beach, a peaceful stretch of sand perfect for a relaxing beach day away from the crowds. Pack a beach bag, bring your favorite snacks, and spend an afternoon embracing the island’s easygoing pace
Steps
One of Nantucket’s most picturesque beaches, Steps Beach is a hidden gem known for its winding wooden staircase, rolling dunes, and breathtaking views of the Atlantic. Tucked away along the island’s north shore, this scenic spot feels like a Nantucket postcard. Make your way down the iconic steps to enjoy a peaceful afternoon by the water, take in the coastal scenery, or capture a few beautiful photos. With its serene atmosphere and stunning views, Steps Beach is well worth the climb back up!
BEACH DAYS
INDOOR ACTIVITES
Whaling Museum
Step back in time and discover the history that shaped Nantucket at the Whaling Museum, one of the island’s must-visit cultural attractions. Housed in a historic candle factory, the museum brings Nantucket’s whaling era to life through fascinating exhibits, maritime artifacts, and a massive sperm whale skeleton. Climb to the rooftop observation deck for beautiful views of Nantucket Harbor.
Nantucket Shipwreck & Life Saving Museum
Discover the dramatic maritime history of Nantucket, where stories of shipwrecks, daring rescues, and life along the island’s rugged coastline come to life. Through fascinating artifacts, historic photographs, and exhibits honoring the brave surfmen who risked their lives to save others, guests can learn why Nantucket’s surrounding waters became known as a graveyard of ships. Located near the island’s eastern shores, it’s a wonderful stop for history lovers and curious explorers alike, offering a glimpse into the resilient spirit that helped shape Nantucket.
Shop Along The Wharf
Spend an afternoon strolling along Nantucket’s picturesque waterfront, where charming boutiques, local shops, and waterfront views make shopping an experience all its own. Explore the shops along Straight Wharf and Old South Wharf for everything from coastal-inspired clothing and Nantucket keepsakes to unique gifts and locally made treasures. It’s the perfect way to spend a leisurely afternoon in town and bring home a little piece of Nantucket!
Visit Art Galleries in Town
Explore the vibrant art scene with a stroll through the island’s many galleries, showcasing everything from coastal landscapes and maritime paintings to contemporary works, photography, and locally inspired pieces. Wander the charming streets of downtown and pop into galleries featuring talented local and regional artists, many capturing the beauty and character of island life. Whether you’re looking to discover a new favorite artist or bring home a one-of-a-kind piece as a keepsake, gallery hopping is a lovely way to spend a leisurely afternoon soaking up Nantucket’s creative spirit.

