Your Complete Guide to Shopping Summer’s Chicest Destinations


Whether you’re weekending in the Hamptons, summering in Newport, or spending an afternoon on the ferry to Martha’s Vineyard, there’s no returning home empty-handed. Thankfully, all of these tony destinations feature bustling retail outposts with signature shops that will lend a little vacation to your home and wardrobe, whenever you return.

The Hamptons

Ralph Lauren
33 Main Street / East Hampton

One of the most charming shops in East Hampton is Ralph Lauren’s boutique, which perfectly captures his cultured and sophisticated style. The patios are beautifully decorated with lush, budding greenery, accompanied by cozy furniture that is particularly inviting after your long day of shopping. Once you take a step inside, it only gets better. Immediately, you find yourself surrounded by an abundance of summer clothes suitable for almost every occasion. And, for all the dog lovers in the Hamptons: don’t forget to take a look at the cable-knit cashmere sweaters made for your furry friends—a canine version of a Ralph Lauren classic. 

The Monogram Shop
19 Newtown Lane / East Hampton

Looking for something authentic, affordable, and high-quality? Do you long for specialty-made items with a personal touch? Do you wish to add a unique addition to your home, or are you simply looking for an exceptional gift for friends and family? Since 1997, the Monogram Shop has never failed to provide all of the above. With endless choices, this family business accommodates everyone’s needs with the highest quality monograms, equivalent to your grandmother’s work of needlepoint. Whether you want it on your linens, bags, or glass wear, they’ll have you covered for any need or occasion. 

White’s Apothecary 
18 Hampton Road / Southampton

Ranging from name brand and generic healthcare products to over-the-counter and prescription drugs, this quality pharmacy and wellness shop, situated in the heart of East Hampton, will have you feeling your very best—from head to toe. Aside from the expansive collection of healthcare supplies, the shop offers the finest assortment of beauty products some of the most luxurious brands in the world, including La Mer, L’Occitane, Tom Ford, Living Proof, Molton Brown, Oribe, and LAFCO, whose beautiful diffusers and unique fragrances can be seen in the adjacent image.


Newport Mansions Store
1 Bannister’s Wharf

If you’re spending time in Newport,
chances are you’re dropping into a historic mansion or two. Located on Bannister’s Wharf, the Newport Mansions Store features memorabilia including mansion souvenirs to nautical accessories, gifts for children, entertaining pieces, and Rhode Island favorites like Del’s lemonade mix. Or, live like it’s the gilded age with reproduction china, trays, lamps, and artwork. The store is operated by the Preservation Society of Newport County, which aims to protect and present the best of the region’s architecture while offering the public a glimpse into each property’s architecture, interiors, landscapes, and social history.  

180 Bellevue Avenue

A testament to the staying power of American classics, J.McLaughlin has been serving up cheeky style since it opened its first boutique on Manhattan’s Upper East Side in 1977. Located on the beautiful Bellevue Avenue, the Newport shop pays homage to two great periods in the town’s history—the Victorian Era and the Colonial Period—fusing classic historical styles with contemporary sensibility. Shop summer dresses for women, cozy cashmere for brisk New England evenings, and classic polos for men. Kids find preppy basics in punchy colors, and you’re sure to find options for everyone with the brand’s famous sea turtle or flamingo. J.McLaughlin describes the line best as “innovatively nostalgic.”

16 Bannister’s Wharf

Originally established in St. Barths in 1995, the second Mandarine outpost boasts a beautiful seaside location on Bannister’s Wharf in downtown Newport. Off the beaten tourist’s path, fashionistas will never be disappointed at this hidden gem. The store’s local retail team offers hands-on styling and knowledge about current trends, which are always represented among the store’s designer lines (like Camilla, pictured), fine jewelry, and footwear ready for a sail or day at the beach. Bright patterns feel summer-ready without being overstated for Newport or wherever you call home. Be careful, you might just leave with a whole new summer wardrobe.

Martha’s Vineyard

Jack Wills
1 S. Water Street / Edgartown

Bringing British-inspired style Stateside for more than 18 years, Jack Wills lends carefree, heritage items to the Vineyard in the form of dresses and rompers for her and swim shorts and chinos for him, as well as its soft cotton T-shirts and polos loved by all. Step into the white seaside cottage for beach necessities as well, from colorful flip flops to sunglasses and oversized towels and find out what it means to be British, irreverent, and carefree.  Not to mention, you’ll always feel good about your purchase knowing Jack Wills is a member of the Ethical Trading Initiative, an alliance of companies that promotes workers’ rights around the globe.

Island Company
17 N. Water Street / Edgartown

Started as a part-time hobby making bikinis, Island Company has grown into a lifestyle brand of tropical travel apparel found in beachy outposts around the world. Upon walking into the palm tree–adorned store, you might mistake the Vineyard for the tropics, but the selection is fit for this island as well. Island Company carries a full collection of  kitschy beach accessories, men’s and women’s linen and cotton clothing, classic women’s swimwear, and men’s swim trunks and boardshorts along with original lines of suncare and vintage sunglasses. After a visit, you might be inspired to follow the store’s motto (found on T-shirts, beach towels, luggage tags, and more) and “Quit your job, buy a ticket, get a tan, fall in love, never return.”

Black Dog General Store
11 Main Street / Edgartown

Now with locations spanning up and down the East Coast, Martha’s Vineyard is where Black Dog began, originated by Captain Robert Douglas in the form of a tavern known for its perfect chowder and roaring fireplace in 1971, both of which can still be enjoyed there today. Additionally, the Black Dog is full-fledged lifestyle brand with clothing and accessories for men, women, and children. So after you’re all full of chowder, mosey down the road to the Black Dog General Store and shop gifts and other accessories like wine tumblers, beach bags, and home decor as well as (fittingly) collars, treats, and clothing for the canines in our lives.

Murdick’s Fudge
21 North Water Street / Edgartown

It doesn’t take long to overhear visitors raving about Murdick’s Fudge on the Vineyard. For more than 35 years, the confectionery has had people chasing its delicious scent across the island. Everyone from year-round residents to summer vacationers visit this small mom-and-pop shop when they are craving a sweet treat. The shop boasts unique flavors of fudge, including Butter Pecan, S’mores, and Chocolate Mint Chip. If you’re not a chocolate hound, Murdick’s also offers peanut brittle and the classic combination of Caramel Chip. Be sure to stock up for the ferry ride home.

Island Outfitters
29 Main Street / Edgartown

Put a little pep (and prep) in your step at Island outfitters, where you can find the newest lines of brands like Smathers & Branson, Maji Gold, Southern Tide, Vineyard Vines, Lilly Pulitzer, and johnnie-O. With bright dresses, flip flops, and graphic tanks aplenty, it’s easy to go overboard summer shopping for colorful apparel. For accessories, Island Outfitters offers a variety of sea-inspired jewelry—think starfish earrings and coral necklaces that really stand out against your hard-earned tan—as well as summery baseball caps, visors, and bucket hats that offer just enough shade. After shopping here, you will be sure you are always putting your best foot forward, with a color-coordinated sweater right behind it.

Vineyard Vines
56 Narragansett Avenue / Oak Bluffs

Now known as a preppy staple from Connecticut to Washington, D.C. and across the country, Vineyard Vines comes from humble beginnings right here on the Vineyard. It was founded as a small tie company, inspired by a few summers spent on the island. A few years after, that tie company expanded into a widely renowned clothing brand—its pink whale logo is now ubiquitous. When in Newport, a visit to the original Oak Bluffs store is a must, especially this summer as the brand celebrates its 20-year anniversary. Browse through its selection of  colorful basics, beach necessities, and of course, ties. Be sure to indulge a little and buy a pair of the salmon shorts, or maybe that needlepoint belt. Or hey, why not both? Treat yourself! 


9B South Beach Street

If you are looking for the perfect mix of city chic and beach boho style, you have found your heaven at Serenella. Here, the  bright clothes pop against the white minimalist store. At this unique boutique, it’s all high fashion, which can often be hard to find in New England. Along its many racks, you will discover the latest items from Bottega Veneta, Dolce & Gabana, Michael Kors, Stella McCartney, and Versace. This shopaholic’s paradise has been named one of the top 50 boutiques in America for a reason. Don’t let the summer pass by before visiting this fashion emporium. 

Murray’s Toggery Shop
62 Main Street 

Since the 1960s, Murray’s Toggery Shop has been the hub of the quintessential Nantucket red pants and shorts. The store has since expanded the fabric to be featured on bowties, sun hats, and an array of other accessories—they have become very creative, and it’s always fun to see what they do. Other brands have adopted the recognizable faded red color, but it all started at Murray’s Toggery. If you want authentic, it’s here. In addition to its vast selection of Nantucket red items, the store also carries shirts, ties, and pocket squares of every color. For those of you who know a lot of people with summer birthdays, needlepoint flasks or key fobs make the perfect gift! 

The Skinny Dip 
23 Old South Wharf 

The Skinny Dip shop was founded to showcase New York–based fashion brands Beau & Ro Bag Company and Ellsworth and Ivey, with a Nantucket spin. The summer capsule collection features a well–curated mix of men’s, women’s, and lifestyle brands, and Nantucket-inspired items such as the popular ‘ACK’ Aviate hats, beach permit bags, and Nantucket-themed jewelry. Best of all, the seasonal shop is ideally located in White Elephant Village, allowing you to enjoy Nantucket’s timeless surroundings after shopping with the option to stop at the nearby restaurants like the Brant Point Grill.