A Weekend Guide to Nantucket

Nantucket, a picturesque island off Cape Cod, Massachusetts, is a haven of charming cobblestone streets, pristine beaches, and a culinary scene to die for. Whether you’re planning a weekend escape or a longer stay, this quick guide has all the best recommendations where to stay, where to eat, and what to do in this beautiful island.

Where to Stay in Nantucket

Nantucket offers a range of chic coastal hotels and houses that cater to all types of travelers. You can choose from super beautiful luxe resorts, to cozy boutique charming historic inns and cute cottages. 

White Elephant

The White Elephant is the epitome of Nantucket charm!! This iconic Nantucket inn is located along the harbor and offers elegant rooms, waterfront cottages, and impeccable service. The Brant Point Grill is a must-visit for its mouthwatering seafood and stunning views. Don’t miss their afternoon tea on the lawn— the ideal way to unwind after a day of exploring.

The Wauwinet

Perched on the northeastern shores of Nantucket, The Wauwinet is an adults-only sanctuary that blends luxury with tranquility. Imagine waking up to panoramic ocean views, enjoying a serene private beach, and indulging in world-class dining at TOPPER’S. This resort is perfect for couples looking to unwind in a sophisticated yet relaxed atmosphere. Pro tip: Take advantage of their complimentary kayaks and paddleboards for an adventure on the water.

Where to Eat in Nantucket

No trip in Nantucket is ever complete without experiencing the FOOD!!! A trip to Nantucket is filled with everything from casual beachside bites to upscale dinners out. Here are my top Nantucket foodie recommendations you don’t want to miss!

Galley Beach

Galley Beach is where you go for a dining experience that’s as much about the view as it is about the food. You can dine with your toes in the sand while enjoying fresh seafood and gorg cocktails. The sunsets here are legendary—so be sure to arrive early to snag that prime spot!! 

The Juice Bar Homemade Ice Cream

 

 
 
 
 
 
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The Juice Bar serves up some of the best homemade ice cream you’ll ever taste! They have a crazy variety of unique flavors that you get in generous scoops. No wonder there’s always a line out the door. Pro tip: Try their ice creams in their waffle cone—it’s made fresh on the spot and adds an extra layer of deliciousness to your treat.

CRU

 

 
 
 
 
 
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Located right on Nantucket Harbor, CRU is the place to be for fresh oysters and seafood platters. The chic, nautical decor sets the perfect scene for a leisurely meal with friends. Don’t miss their ICONIC lobster rolls—they’re some of the best on the island best paired with a glass of crisp rosé for the ultimate East Coast summer dinner experience.

TOPPER’S

 

 
 
 
 
 
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Located at The Wauwinet, TOPPER’S offers a gourmet dining experience with a focus on local seafood. The oysters here are a standout, and the wine list is just as impressive. You can enjoy your meal on the terrace overlooking the bay for a truly memorable evening. The best choice for fine dining with impeccable service and a serene setting.

The Nautilus Nantucket

 

 
 
 
 
 
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This vibrant spot is known for its creative tapas-style dishes and lively atmosphere. The menu is designed for sharing, so bring a group and try a bit of everything! The Asian-inspired flavors and fresh, local ingredients make for an unforgettable meal. Plus, the bar is equally impressive complete with expertly crafted cocktails that perfectly complement the food.

Lemon Press

 

 
 
 
 
 
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A favorite for health-conscious foodies, Lemon Press offers delicious and nutritious breakfast and lunch options. From fresh juices and smoothies to avocado toast and grain bowls, everything is made with high-quality, local ingredients. (And looks so pretty, too!) It’s the perfect spot to refuel after a morning of exploring.

Fresh

 

 
 
 
 
 
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Whether you’re looking for a hearty breakfast or a beach-ready sandwich, Fresh has you covered. This casual eatery offers a variety of tasty and wholesome options that are perfect for a quick bite. The atmosphere is relaxed and welcoming, making it a great spot to start your day.

DowneyFlake

 

 
 
 
 
 
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For a quick breakfast treat, head to this family-owned diner. The DowneyFlake is famous for their homemade donuts. These fluffy, sugary delights are a local favorite and the perfect way to kickstart your morning. Pair them with a cup of coffee, and you’re good to go!

Company of the Cauldron

 

 
 
 
 
 
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This intimate restaurant offers a unique dining experience with a prix fixe menu that changes daily. The cozy atmosphere and exceptional cuisine make it a standout choice for dinner. Reservations are a must, so plan ahead to enjoy a special evening here.

Black-Eyed Susan’s

 

 
 
 
 
 
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Known for its hearty breakfasts and delightful dinners, Black-Eyed Susan’s is a cozy spot that never disappoints. The menu features a mix of classic and creative dishes, all prepared with fresh, local ingredients. It’s a great place to start your day or wind down in the evening.

Wauwinet Resort

Enjoy a romantic dinner with ocean views at this elegant resort’s restaurant. The menu features a range of delicious options, from fresh seafood to perfectly cooked steaks. It’s a dining experience that combines stunning scenery with top-notch cuisine.

The Tavern and Gazebo

 

 
 
 
 
 
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For a casual drink and bite, head to Tavern & Gazebo and try their famous mudslides and local oysters. This lively spot is perfect for a fun, laid-back evening with friends. The drinks are delicious, and the atmosphere is always buzzing.

Cisco Brewery

 

 
 
 
 
 
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Cisco Brewery is a must-visit for its fun atmosphere and great selection of local beer, wine, and spirits. A great place to go for some live music and  food trucks, and definitely a great spot to spend an afternoon. Bring a group and enjoy!

What to Do in Nantucket

Nantucket is an island rich in history and natural beauty, offering a ton of activities to choose from. If you’re visiting Nantucket anytime soon, here are some favorite things to do:

Visit Brant Point Lighthouse

Brant Point Lighthouse, one of the oldest lighthouses in America, is a must-see. Take a leisurely stroll along the harbor and enjoy the beautiful views. It’s a great way to start your Nantucket weekend!

Bike to Sconset Trail and Walk Bluff Rail

Rent a bike and head to the Sconset Bluff Walk, a scenic trail offering breathtaking ocean views and charming cottages. This bike trail is a serene escape from the busier parts of the island. The perfect activity for nature lovers and those looking to capture some beautiful photos!

Bike Rental at Cook’s Cycles Bike Shop

For those staying at hotels without bikes, Cook’s Cycle Shop is your go-to for bike rentals in Nantucket. They offer a variety of bikes to suit all needs, and their friendly staff will help you find the perfect one. Exploring the island by bike is THE way to see Nantucket – and one of the best ways to soak in the scenery and discover hidden gems.

Bike to Sankaty Lighthouse

Another beautiful bike ride is to Sankaty Lighthouse, one of Nantucket’s most iconic landmarks. 

Visit Steps Beach

Steps Beach is a hidden gem known for its beautiful views. Located between Dionis and Jetties beach, this spot is accessed by descending a loooot of steps (be warned!) adding to its secluded, almost-secret-beach charm. It’s a perfect spot for a relaxing day by the water, away from the crowds. 

Explore the Whaling Museum

Dive into Nantucket’s rich history at the Whaling Museum, with exhibits and artifacts from the island’s whaling past. The interactive displays and informative guides make it an engaging experience for all ages. This spot is great for history buffs and anyone interested in learning more about the island.

Chill at Madaket Beach

Renowned for its breathtaking sunsets, Madaket Beach is a must-visit. Pack a picnic and head out in the late afternoon to enjoy the stunning views as the sun sets over the ocean. It’s a peaceful and beautiful way to end your day on Nantucket.

 

Nantucket is an island that offers something for everyone, from luxurious accommodations and diverse dining options to rich history and natural beauty. Whether you’re visiting for a weekend or an extended stay, this weekend in Nantucket travel guide will help you make the most of your time on the island. Enjoy your Nantucket adventure!

What to Pack for Nantucket

Not sure what to pack for Nantucket? Here is some outfit inspo and what to wear in Nantucket!

 

Image 1 of Maygel Coronel Mila Bikini in Off White  

 

Just BEE Queen Helena Midi Dress in White

Simon Miller Lopsy Bag in MacadamiaImage 1 of Janessa Leone Harlow Packable Hat in Natural

Polo Ralph Lauren Drawstring Cotton Shirtdress 1  Relaxed-Fit Cotton Shirt 0

 Cotton Twill Chino Shorts 0  SOPHIE BILLE BRAHE Grande Fleur Jeanne 14-karat recycled gold pearl earrings

Image 1 of FWRD Renew Goyard Saint Louis PM Tote Bag in Blue A simple, tailored, clean summer-white outfit paired with the elusive Goyard tote signifies you’re well-off, and well-traveled, since it isn’t usually available online, but this one is on resale here. 

The Look for Less: Nantucket Summer

 

Female Model wearing Tularosa Flirty One Piece Swim. Showing image 1 of 3 Sunnylife Badminton Set in Blue Checkerboard

Solid white one piece

Larroude Chloe Sandal in Beige

Portofino Perfection White Lace-Up Backless Midi Dress

Karina Grimaldi Devi Eyelet Skirt in White Karina Grimaldi Devi Eyelet Skirt in White

Petites Tagliatelle Linen Dress, image 1 Caroline Constas Sarah Romper in Yellow White Mini Polka Dot

 

STAUD Cargo Sweater

Dupes: Nantucket Summer

Castana White Button-Up Dress $62, White summer shirt dress, Lulu’s

Sometimes I love to steal my husband’s shirts and wear them as bikini cover ups or looser-fitting linens tucked in with a belt to shorts or pants, it always looks so effortlessly chic. Here are his favorite men’s linen shirts

 

Paired with an effortlessly chic Polo hat, of course.

 

superdown Rosalie Stripe Ruffle Dress in Blue Stripe

Cute striped summer dress, $70

 

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Christina is a leading luxury lifestyle and travel blogger with over 2 million readers. Follow her on instagram @jetsetchristina.

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