Nantucket Style for Women

Women's Apparel

Sara Khatib The Watch Hill Dress — Hydrangea Garden

A strapless scalloped-trim maxi in crisp cotton poplin printed with painterly blue hydrangeas on ivory — Sara Khatib's debut bestseller, cut for cocktail hour on the lawn at Ocean House and every Nantucket garden party that followed. Smocked back for ease, invisible pockets, and an eight-foot optional bow sash when you want a little more glamour.

Women's Apparel

Sara Khatib The Madaket Dress — Cobalt

The color of a Nantucket sky an hour before sunset — a tiered cotton midi with flutter straps, a shaped bodice, and a full sweep of skirt that catches every breeze off the harbor. The dress I'd pack for a long weekend on the island and end up wearing three nights in a row.

Women's Apparel

Sara Khatib The Easy Breezy Mini Dress — Blue Rose

A cornflower-blue strapless mini scattered with hand-painted pink roses and trailing greenery — smocked bodice, ruffle waist, and hidden pockets. The one you throw on with a wide straw hat for lunch at Topper's and never want to take off.

Women's Apparel

Poupette St Barth Pink Floral V-Neck Mini Dress

A romantic V-neck mini dress in a swirl of pink-and-white florals with delicate lace trim and a fluttery hem — the resort-perfect piece I'd wear for cocktails on the terrace at the White Elephant with gold sandals and a stack of shell bangles.

Women's Apparel

Lilly Pulitzer Women's Amra Resort White Jacquard Mini Dress

Textured ivory jacquard with a wrapped waist and a soft peplum drape — the little white dress for a rehearsal dinner on the harbor or a Sunday lunch at the yacht club.

Women's Apparel

For Love & Lemons August Blue Polka Dot Sweetheart Mini Dress

A dreamy sky-blue polka-dot mini with a sweetheart bodice, ruffled cap sleeves, and a pleated pin-tuck skirt — the vintage-inspired sundress for a garden luncheon at the Chanticleer with a gold locket and slim mules.

Women's Apparel

Vineyard Vines Women's Kentucky Derby Strapless Column Midi (Blue Floral)

Blue-and-white watercolor floral on a strapless column midi — chinoiserie energy, Derby-day-ready, and exactly the dress for a Nantucket rehearsal dinner.

Women's Apparel

Red Terry Cloth V-Neck Mini Sundress

A cherry-red terry-cloth sundress with a deep V-neckline and a soft skater flare — the July-afternoon dress I'd throw over a swimsuit for a walk down Straight Wharf, a lobster roll at the Sea Grille, and a golden-hour cocktail at the Boarding House.

Women's Apparel

English Factory Pink Bouclé Tweed Mini Dress with Gold Buttons

A ladylike pastel-pink bouclé tweed mini with square neckline, flap pockets, and polished gold buttons — the very Chanel-at-the-club moment I'd pair with cream slingbacks for a bridal luncheon at the Wauwinet.

Women's Apparel

Lilly Pulitzer Coconut Socialite Pink Floral Shift Dress

Pure Main-Street-in-August Lilly — pair with white sandals and you'll get stopped for a compliment on every cobblestone.

Women's Apparel

Lilly Pulitzer Flounce Starlight Blue Gingham Tennis Dress

The dress that takes you from morning tennis at the yacht club to lunch on the porch without changing a thing.

Women's Apparel

Lacoste Sport Zip-Front Pleated Tennis Dress — White

The whites-only Lacoste Sport tennis dress with a half-zip mock neck, dropped waist, and finely pleated skirt — the timeless court piece I'd wear for a morning match at the Casino and never take off.

Women's Apparel

Lacoste Sport Zip-Front Tennis Dress — Navy with White Piping

The Lacoste Sport tennis dress in deep navy with crisp white piping down the front and along the flippy skirt — the sharpest little sporty piece I'd wear for evening tennis or a casual dinner at the Yacht Club afterward.

Women's Apparel

Red & White Coral Block-Print Halter Tiered Maxi Dress

A gorgeous cherry-red-and-white block-print halter maxi with a smocked bodice, cross-back straps, and a tiered flowing skirt that catches every breeze — the dress I'd pack for a Fourth of July clam bake down at the harbor and end up wearing every night of the trip.

Women's Apparel

Lacoste Women's Ultra Dry Sport Tennis Dress with Shorts (Aphylla Blue)

Soft hydrangea-blue tank dress with built-in bike shorts — the full court-ready set that looks every bit as right after the match on the porch.

Women's Apparel

Lilly Pulitzer Supporting Pink Floral Tennis Dress

The 'I'm playing tennis and then having rosé' uniform — built for both, looks better than it has any right to.

Women's Apparel

Sara Khatib Antibes Pareo — Blue & White Block Print

Hand block-printed French-blue vines and cabana stripes on soft cotton — the beach cover-up that doubles as a sarong at Steps, a scarf on the ferry home, and a throw over a wicker chair on the porch.

Women's Apparel

Vineyard Vines Women's Sophie Harbor Dress (Pink Bahama Print)

Pink Bahama-print flutter-sleeve mini with a tiered skirt — the dress that turns a porch lunch into a proper occasion.

Women's Apparel

Eberjey Gisele Lace-Trim Cami & Wide-Leg Pant Loungewear Set — Ivory

A dreamy modal cami with delicate ivory lace and matching wide-leg pants — the heirloom-feeling loungewear I'd pour a second cup of coffee in on the porch while the hydrangeas are still wet with dew.

Baskets

Nantucket Style Rattan Picnic Basket with Two Swing Handles

Handwoven rattan with a dark wood rim, a lift-off lid and two swinging handles — the sewing-basket shape that lives on a bench by the door holding gloves, dog leashes and whatever came in from the garden.

Women's Apparel

Free People Movement Women's Advantage Set (Grapefruit)

Pointelle-knit halter crop and matching flounce skort in bright grapefruit pink with white stripes — the matching tennis set that's every bit as good for iced coffee on Main Street.

Women's Apparel

Vineyard Vines Women's Audrey High-Rise Crop Flare Ankle Jeans (White)

Crisp white high-rise crop flare in a clean ankle length — the summer jean that goes with a striped tee in the morning and a silk blouse for dinner.

Women's Apparel

Green & White Stripe Tie-Neck Sleeveless Top & White Midi Skirt Set

A pistachio-green-and-white stripe sleeveless top with a sweet self-tie at the neckline, worn with a crisp white cotton pintuck-hem midi skirt — the ladylike garden-party pairing I'd wear to a summer luncheon with cognac leather sandals and a wicker handbag.

Women's Apparel

For Love & Lemons Bradford Blue Gingham Seersucker Shorts

Powder-blue-and-white gingham seersucker tailored shorts with a flat front and clean waistband — the preppiest little short for a morning coffee at Handlebar or a ferry ride home, paired with a matching camp top and white slingbacks.

Women's Apparel

Lacoste Pleated Tennis Skirt — White

A crisp pleated Lacoste tennis skirt in bright white with the classic embroidered croc — the club-ready piece I'd pair with a white polo and Veja sneakers for a full whites lunch after tennis.

Women's Apparel

Vineyard Vines Pink Seersucker Stripe Button-Down Shirt Dress

A relaxed pink-and-white seersucker-stripe button-down shirt dress with a soft point collar, roll-tab sleeves, and a signature little embroidered whale at the pocket — the effortless throw-on-and-go dress I'd wear to a summer clam bake with cognac leather sandals and a raffia tote.

Women's Apparel

White Eyelet Ruffle-Strap Square-Neck Tiered Maxi Dress

A crisp white eyelet maxi with a shaped bodice, delicate ribbon tie at the neckline, ruffle straps, and tiered scalloped skirt — pure honeymoon-in-Positano energy. The dress I'd wear with a straw basket bag, tortoise sunnies, and a sunset walk to dinner on the harbor.

Women's Apparel

Vineyard Vines Women's Birdie Gauze Button-Down (White)

Crisp white cotton gauze, slightly oversized — the breezy button-down that goes from beach cover-up to dinner with white jeans.

Women's Apparel

Princess Polly France Pale Yellow Jacquard Cami Maxi Dress

A buttercream-yellow floral jacquard maxi with delicate spaghetti straps and a softly flared skirt — the garden-party dress for a Bartlett's-Farm dinner under string lights, paired with strappy sandals and a stack of gold bangles.

Women's Apparel

Vineyard Vines Women's Dreamcloth Relaxed Shep Shirt (White)

The white Dreamcloth Shep — soft as a beach-house sweatshirt, signature whale tag on the chest. The one I throw on over a bathing suit on the walk back from the beach.

Women's Apparel

Lacoste Sport Ultra Dry Stretch Piqué Tennis Skirt (Flamingo Pink)

Soft flamingo pink with the signature croc on the hem and a logo waistband — the pleated piqué skirt for clay-court mornings and iced-tea afternoons.

Women's Apparel

Ivory Floral Puff-Sleeve Ribbon Corset-Tie Midi Dress

The most romantic little cottagecore dress — ivory cotton scattered with tiny pink-and-green florals, a smocked bodice laced with rose satin corset ribbons, and puff sleeves that catch the sunlight. The dress I'd wear barefoot on the porch with a hydrangea bouquet or with strappy sandals to a garden lunch.

Women's Apparel

Princess Polly Dasha Navy Eyelet Square-Neck Mini Dress

A midnight-navy textured eyelet mini with a sweet square neckline trimmed in scalloped lace and a nipped bodice — the effortless dinner-on-the-porch dress I'd throw on with white sandals and a swipe of pink lipstick.

Women's Apparel

Princess Polly Serenitia Light Wash Low-Rise Wide-Leg Jeans

That perfectly worn-in light-wash denim in a slouchy wide leg that puddles just right over kitten heels — the easy jean I'd tuck a white ribbed tank into for a fall ferry ride to town.

Women's Apparel

Pink Seersucker Stripe Flutter-Sleeve Tiered V-Neck Mini Dress

A cotton-candy-pink-and-white seersucker-stripe mini with a soft v-neck, breezy flutter sleeves, and a tiered ruffle hem — the sweetest summer dress for a bridal shower on the porch, a Sunday brunch at the Chanticleer, or a garden party at Bartlett's Farm.

Apparel

Pink Gingham Seersucker Drop-Waist Mini Dress

A dreamy pink patchwork-gingham seersucker mini with a square neckline, sweetly shirred bodice, and a drop-waist gathered skirt — pure LoveShackFancy-goes-to-Nantucket. The dress I'd wear with a shell necklace, white sneakers, and a pink bike basket of hydrangeas.

Women's Apparel

Princess Polly Strapless Ivory Jacquard Mini Dress

A structured strapless mini in ivory floral jacquard with a straight neckline and a softly flared skirt — the little-white-dress moment for a rehearsal dinner on the harbor with gold hoops and a black crossbody.

Women's Apparel

Princess Polly Karena Red Rose Print Tie-Front Mini Dress

A romantic ivory mini scattered with tiny cherry-red roses, cinched with a sweet tie-front bodice and delicate cami straps — the summer-fling dress I'd wear for a picnic on the bluff at Sconset with a red wicker basket and a straw hat.

Women's Apparel

Cattleya Sleeveless Blue & White Block-Print Tunic Dress

A sleeveless mandarin-collar tunic dress in a crisp cornflower-blue block print with clean white piping at the placket and hem — the effortless throw-on-and-go dress I'd wear from a morning walk to Bartlett's straight through to sunset drinks on the porch.

Women's Apparel

Free People Women's In Your Dreams Lace Top (White)

Airy white textured lace with flutter sleeves and a button front — the romantic little top that layers over a bikini or pairs with light jeans for a porch dinner.

Women's Apparel

Vineyard Vines Women's 3.5" Herringbone Every Day Shorts (Pink Stripe)

Pink-and-white herringbone stripe — the every-day short that lives with a white button-down on repeat all summer.

Women's Apparel

Free People Movement Women's Hot Shot Mini Tennis Dress (White)

Crisp white scoop-neck mini with side pockets and a built-in liner — the throw-it-on-with-sneakers dress for tennis, errands, and the walk back from the beach.

Women's Apparel

Vineyard Vines White Chino Shorts with Blue Scarf Belt

Classic crisp white cotton chino shorts finished with a breezy blue-and-white printed silk scarf belt — the polished preppy short I'd pair with a navy silk tee and leather sandals for lunch at the yacht club.

Bags

Black Quilted Weekender Duffle with Matching Toiletry Set (3-Piece)

A soft-quilted black weekender with gold hardware, a matching cosmetic case, and a slim card wallet — the three-piece travel set I'd toss on the ferry for a long weekend on the island. Roomy enough for a linen dress, a swimsuit, and a stack of hardcover novels.

Women's Apparel

Princess Polly Yumiko Blue & White Stripe Sleeveless Romper

A crisp cornflower-and-white cabana-stripe sleeveless romper with a fitted bodice and playful flippy skirt — the yacht-club-lunch-into-Main-Street-shopping outfit that packs like a dream.

Women's Apparel

Blue & White Printed Smocked-Waist Mini Dress

A cobalt-and-ivory printed sundress with a smocked waist, delicate straps, and a swingy skirt — the effortless little dress I'd toss on with raffia slides and a straw tote for a lunch on the porch at Straight Wharf.

Women's Apparel

White & Navy Stripe Halter Tennis Crop & Pleated Skort Set

A crisp seamless white halter crop and pleated skort trimmed in navy racer stripes — the Slim Aarons-meets-Sconset Casino set I'd wear for morning tennis clinics and stay in straight through iced coffee on Main Street.

Women's Apparel

White Cotton Scalloped-Hem Mini Skirt

A crisp ivory cotton mini skirt finished with a sweet hand-scalloped hem and a single polished gold button at the waist — the pretty preppy skirt I'd pair with a soft butter-yellow cardigan and cream slingback thong sandals for a ladies' luncheon in town.

Women's Apparel

Lavender Floral Flutter-Sleeve V-Neck Mini Dress

A pretty lavender-and-cornflower-blue block-print mini with delicate flutter sleeves, a soft v-neck trimmed in embroidered lace, and a full pleated skirt — the throw-on-and-go dress I'd pair with woven flats and a raffia basket for a morning at the farmers' market.

Women's Apparel

Turquoise Stripe Linen Long-Sleeve Button-Down Shirt

An airy turquoise-and-white striped linen button-down with roomy chest pockets and a relaxed drop-shoulder cut — the beach-house shirt I'd throw over a white swimsuit for the walk home from the sand, or tuck into white jeans with gold hoops for cocktails on the deck.

Apparel

Sailboat Embroidered Navy Canvas & Leather Nantucket Belt

A proper preppy heirloom — navy grosgrain embroidered with a fleet of vintage catboats and racing sails, backed in ivory canvas and finished with saddle-tan leather tabs and a warm brass horseshoe buckle. The belt I'd loop through white linen shorts with a faded oxford and Sperrys for a lunch at the yacht club.

Women's Apparel

Princess Polly Baseline Light Blue Strapless Ribbed Mini Dress

A sky-blue ribbed strapless mini that hugs in all the right places — the throw-it-on-with-slides-and-oversized-sunglasses dress for cocktails at Cru or a sunset walk down Steamboat Wharf.

Women's Apparel

Butter Yellow Square-Neck Pleated Tennis Dress with Built-In Shorts

A soft butter-yellow square-neck tennis dress with a fitted bodice and a crisply pleated flare skirt over built-in shorts — the sunniest little court dress I'd wear for morning drills at the Casino and stay in for lemonades on the clubhouse porch.

Women's Apparel

Aqua Houndstooth Mock-Neck Sleeveless Ruffle Tennis Dress

A sporty seafoam-and-white houndstooth mock-neck tennis dress with a flirty ruffled asymmetric hem and built-in shorts — the flattering court dress I'd wear for a morning clinic, then pair with white sneakers and a straw visor for iced coffee on Main Street.

Apparel

Slate Blue Oversized Hoodie & Wide-Leg Lounge Pant Set

A dreamy fleece two-piece in soft slate blue — a slouchy pullover hoodie paired with high-rise wide-leg sweats that puddle just right at the ankle. The travel-day-into-Sunday-morning set I'd wear on the ferry with a canvas boat tote, a Stanley cup, and a cashmere headband.

Women's Apparel

Blue & White Striped Sleeveless Summer Romper

The easiest one-and-done summer piece — a breezy blue-and-white awning-stripe romper with a smocked waist and a soft sleeveless bodice. The throw-on-and-go outfit I'd pair with white sneakers for the farmers' market or wedge sandals for cocktails at Cru.

Apparel

Faded Black Denim Rolled-Cuff Cutoff Shorts

The perfect faded-black cutoff — a slouchy vintage-wash rigid denim with a raw rolled hem and a lived-in fit that goes with everything. The shorts I'd throw on with a white ribbed tank, gold hoops, and rope sandals for a beach-to-Cru evening.

Women's Apparel

Classic White Tennis Dress with Built-In Shorts

The whites-only tennis dress in a scoop-neck cami silhouette with a flippy skirt and built-in shorts — the timeless Nantucket-club piece I'd pair with white sneakers and a navy visor for a morning at the courts.

Apparel

Custom College Embroidered Teddy Bear Pennant Sweatshirt

A cozy cream crewneck sweatshirt with a hand-embroidered vintage teddy bear holding a custom-color college pennant — the sweetest personalized game-day-meets-move-in-day layer I'd toss over a pleated tennis skirt with pearl earrings and a monogrammed canvas tote for parents' weekend.

Women's Apparel

Navy Tennis Dress with Built-In Shorts & Bra

A crisp navy tennis dress with a fitted bodice, flouncy skirt, and built-in shorts and shelf bra — the sporty little dress I'd slip on for a morning clinic at the Casino and wear straight to lunch afterward.

Women's Apparel

White Eyelet Sleeveless V-Neck Tiered Sundress

A crisp cotton white-eyelet sleeveless sundress with a notched V-neck, smocked waist, and a sweet tiered ruffle hem — the effortless summer dress I'd throw on with a straw market tote and a bunch of daisies for a morning at Bartlett's Farm.

Apparel

Custom College Monogram Bow Cami & Shorts Lounge Set

A darling ivory cotton cami-and-shorts lounge set trimmed with satin bows at the straps and hem and finished with a custom collegiate monogram — the prettiest sorority-house-meets-coquette pajama moment I'd pair with a satin scrunchie, a monogrammed robe, and a mug of morning matcha.

Women's Apparel

Coastal Lobster Satin Short Pajama Set — Ivory & Red

A silky satin camp-collar pajama set in ivory printed with cheeky red lobsters sipping martinis and trimmed in cherry-red piping — the summer sleep set I'd throw on for morning coffee on the porch with a bowl of blueberries and the Sunday paper.

Women's Apparel

Lilly Pulitzer Pink Palm Toile Beach Pouch Gift Set

A signature Lilly Pulitzer wristlet pouch in a pink palm-toile print with a metallic-gold zip top, plus a matching koozie and a cane-lattice pouch — the little gift set I'd tuck into a raffia tote for a bachelorette weekend or a birthday brunch on the porch.

Women's Apparel

White Crinkle V-Neck Beach Shirt Dress with Roll-Tab Sleeves

An airy ivory crinkle-cotton camp-collar shirt dress with roll-tab sleeves, a slouchy chest pocket, and drawstring side ruching — the throw-over-a-swimsuit dress I'd pair with a straw hat and a woven tote for a lazy walk from the beach house into 'Sconset for iced coffee.

Apparel

Blue Floral Tiered Strapless Smocked Mini Dress

A dreamy smocked strapless mini in a soft blue-and-white cottage-garden print with tiered ruffles trimmed in tiny picot dots — the sweetest coastal-cocktail dress I'd wear with white espadrilles, gold huggies, and a straw clutch to a Sconset garden party.

Women's Apparel

Oversized Open-Weave Straw Sun Hat — Wide Floppy Brim

A gorgeously oversized open-weave straw sun hat with a soft floppy brim wide enough to shade your shoulders — the poolside-at-the-Beach-Club hat I'd wear with a white linen dress and gold hoops for a champagne lunch on the lawn.

Women's Apparel

Black Padded Cami & High-Waist Shorts Active Set

A sleek matte-black square-neck padded cami paired with high-waist compression bike shorts — the polished two-piece I'd throw on for a morning barre class at the club and then a smoothie run into town without a second thought.

Women's Apparel

White Smocked Bodice Flutter-Sleeve Tiered Ruffle Mini Dress

A sweet ivory smocked-bodice mini with delicate flutter cap sleeves and a double-tiered ruffle skirt — the pretty little sundress I'd wear with a raffia clutch and gold hoops for cocktails on the porch as the fog rolls in.

Women's Apparel

Black Square-Neck Slip Mini Dress with Side Slit

A liquid-soft black square-neck slip mini with a slim side slit and adjustable straps — the little black dress I'd throw on with gold hoops and raffia slides for cocktails at the Nautilus.

Women's Apparel

White Smocked High-Waist Wide-Leg Linen Pants

Airy ivory crinkle-linen wide-leg pants with a wide smocked high waist and deep side pockets — the barefoot-on-the-beach pant I'd pair with a fitted crop tank, a big straw sunhat, and a woven clutch for lunch at Galley Beach.

Women's Apparel

Teloon Recreational Adult Tennis Racket (27", Pink)

Soft blush-pink frame with white grip and a pre-strung sweet spot — the cheerful starter racket that looks every bit as good leaning against the clubhouse fence as it does on the court.

Women's Apparel

White Linen Foldover-Waist Wide-Leg Pants

Airy white linen wide-leg pants with a soft foldover waistband — the effortless summer piece I'd wear with a pale-pink tank and a straw tote for a farmer's market morning at Bartlett's Farm.

Women's Apparel

White Tie-Strap Babydoll Mini Dress

A crisp white babydoll mini with a sweetheart neckline and tie shoulder straps in the softest cotton — the go-anywhere sundress I'd wear over a swimsuit for a walk to the Chicken Box or layer with a cable-knit for evening.

Women's Apparel

Navy High-Waist Pleated Tennis Skort with Inner Shorts

A classic navy pleated tennis skort with a wide smoothing waistband and built-in shorts — the flattering court-to-club skort I'd wear for a doubles clinic at the Sconset Casino, then straight to lunch with a white polo and gold hoops.

Apparel

Blue & White Pinstripe Oversized Cotton Button-Down Shirt

A classic blue-and-white pinstripe oxford cut oversized with smocked cuffs and a soft dropped shoulder — the effortless coastal-preppy shirt I'd tuck loosely into white linen shorts with tortoise sunglasses and a canvas boat tote.

Bags

Smathers & Branson Black Lab Needlepoint Key Fob — Light Blue

A hand-stitched needlepoint key fob with a classic black Lab silhouette on a soft sky-blue ground with a leather tab — the preppy little piece I'd loop through my keys for a whisper of Nantucket every time I run into the house.

Women's Apparel

Pink Seersucker Stripe Pull-On Boxer Shorts

Crisp pink-and-white seersucker striped pull-on shorts with an elastic waist — the preppy little pair I'd wear with a matching pajama shirt for a lazy porch breakfast or slip on solo with a white tee and gold sandals.

Women's Apparel

Pink Seersucker Stripe Cotton Lounge Shorts

Soft pink-and-white seersucker-stripe pull-on lounge shorts with a smocked elastic waist — the sweet summer sleep short I'd throw on with a matching pajama shirt for coffee on the porch, or with a fitted white tank and slides for the walk to the beach.

Apparel

Light Blue Oversized Cropped Cotton Button-Down Shirt

A slouchy powder-blue cotton button-down cropped just above the waist with a chest pocket and rolled cuffs — the easy It-Girl layering piece I'd throw over a white tank with high-rise denim and Sambas for a coffee-run-to-brunch morning in town.

Women's Apparel

Soft Pink Racerback Tank & Shorts Lounge Set

A buttery-soft racerback tank and matching shorts in the prettiest pale hydrangea pink — the effortless summer set I'd throw on for iced coffee on the back deck and never want to take off.

Women's Apparel

White Pleated Flare Tennis Skort with Zip Pocket & Built-In Shorts

A crisp white flare-pleated tennis skort with a slim back zip pocket and built-in compression shorts — the everyday clubhouse skort I'd throw on with a fitted white tank and gold hoops for morning drills at the Casino.

Apparel

Navy High-Waisted Wide-Leg Flare Yoga Pants

Buttery-soft navy high-waisted wide-leg flare pants with a smoothing tummy-control waistband — the everyday coastal-athleisure staple I'd wear with a white ribbed tank, gold hoops, and Veja sneakers for the school-run-into-lunch look.

Women's Apparel

Straw Cowboy Hat with Shell Trim — Hand-Woven Beach Style

Open-weave natural straw shaped into a classic cowgirl silhouette and finished with a band of tiny cowrie shells — the summer-of-2026 hat I'd throw on for the concert on the lawn, the raw bar at the Chicken Box, or a low-key wedding weekend on the island.

Women's Apparel

Cornflower Blue Ruffle Cap-Sleeve Square-Neck Blouse

A soft crinkle-textured cornflower-blue blouse with a scoop square neckline and sweet double-ruffle flutter sleeves — the tuck-into-white-denim-shorts top I'd wear with a straw tote and gold hoops for a summer lunch on Straight Wharf.

Apparel

Blush Pink Ribbed Halter Top with Bow Bust Detail

A soft blush-pink ribbed halter top with a sweetheart neckline, a tiny wooden-bar bow at the bust, and a flattering peplum hem — the darling coquette top I'd pair with a denim mini and gold hoops for a summer-night dinner on Straight Wharf.

Women's Apparel

Polo Ralph Lauren Cushioned Quarter Socks — 6-Pack, White

The classic Polo Ralph Lauren white quarter socks with the little navy pony — the six-pack essential I keep on hand for tennis, boat shoes, and Vejas all summer long.

Women's Apparel

White Athletic Tennis Skort with Built-In Shorts & Side Pockets

A crisp white performance tennis skort with built-in compression shorts and deep side pockets big enough for a phone or a spare ball — the everyday club-to-clubhouse skort I'd wear for a morning at the Casino and lunch on the porch after.

Apparel

White Ballet Wrap Long-Sleeve Workout Top

A soft ivory long-sleeved ballet wrap top with a deep-V bodice and a delicate side-tie waist — the prettiest little pilates-to-pilates-café layer I'd wear over a blush racerback with matching leggings and a cream cashmere headband.

Apparel

Butter Yellow Ribbed Button-Front Tank

A soft butter-yellow ribbed sleeveless top with a row of pretty shell buttons down the front — the cheerful little summer tank I'd tuck into a white poplin midi skirt with woven sandals and a raffia clutch for a garden luncheon.

Women's Apparel

Wide-Brim Straw Sun Hat with Black Grosgrain Ribbon Bow

Classic natural-straw floppy sun hat with a wide floppy brim and a black grosgrain ribbon tied in a soft bow at the back — the pool-to-porch-to-farm-stand hat that photographs beautifully and packs flat in a tote.

Women's Apparel

Nantucket Lighthouse Embroidered Baseball Hat — Hunter Green

Hunter-green washed cotton twill embroidered in cream with a sweet sketched Nantucket lighthouse — the wear-with-everything ponytail hat I'd throw on for the morning ferry, a bike ride to Something Natural, or a rainy-day errand run into town.

Women's Apparel

East Coast Lobster Est. 1620 Embroidered Baseball Hat — White

Crisp white washed-cotton twill embroidered with a navy 'East Coast' arch, a red lobster, and 'Est. 1620' — the preppy little dad hat I'd pair with a striped tee, white shorts, and Sperrys for a Sunday morning at the raw bar.

Apparel

Ivory Button-Front Square-Neck Fitted Tee

A sweet cream fitted tee with a squared scoop neckline trimmed in tiny picot lace and a row of pearl-white shell buttons down the front — the darling little coquette top I'd tuck into a denim mini with gold hoops for a coffee-run into brunch in town.

Bags

Lilly Pulitzer Pink Caning ID Case Keychain

A zip-top ID case in Lilly Pulitzer's signature pink caning print with a gold-tone clip and chain — the sunny little essential I'd hook to a boat tote for market runs and beach passes all summer long.

Apparel

White & Black Polka Dot Ruched One-Shoulder Top

A crisp white polka-dot one-shoulder with side ruching and a cap-sleeve drape — the flirty little Parisian-café top I'd wear with high-rise vintage denim, red lips, and a straw basket bag for aperitivo hour.

Women's Apparel

SOJOS Oversized Square Metal Sunglasses — Gold with Amber Gradient

Wire-thin gold square frames with a warm amber gradient lens — the quietly glamorous pair I'd tuck into a rattan clutch for cocktails on the lawn at the Whaling Museum benefit.

Women's Apparel

SOJOS Chunky Square Sunglasses — Glossy Black with Gold Detail

Oversized glossy-black chunky square frames with tiny gold-bar accents at the temples and a smoky gradient lens — the it-girl sunglasses I'd throw on with a white linen shift and a straw bag for a ferry-in morning on Main Street.

Apparel

Black Fitted Short-Sleeve Crew-Neck Basic Tee

The everyday second-skin black tee — a buttery-soft double-lined crew that skims the body without clinging, cropped just right to tuck or leave out. The under-a-blazer, under-a-cardigan, under-everything staple I'd wear with high-rise denim, gold hoops, and a red lip.

Women's Apparel

Retro Rectangle Sunglasses (Set of 2) — Black & Tortoise

A classic '90s-revival rectangle silhouette in glossy black and warm tortoise — the two-pack I'd stash one in the beach bag and one on the boat, because a good pair of sunglasses always disappears by Labor Day.

Accessories

Tortoise Brown Oval Retro '90s Sunglasses

The narrow tortoise-brown oval sunnies of an It-Girl's dreams — thin acetate frames, a delicate keyhole bridge, and rich caramel-brown lenses that give every outfit that vintage-Sofia-Coppola-in-the-Hamptons moment. The pair I'd slip on with a linen shirt and a straw tote.

Women's Apparel

Pearlescent Acrylic Claw Hair Clips — Blush Pink & Ivory Set of 2

Two large tortoise-style claw clips in soft blush pink and pearl ivory acrylic with a subtle shimmer — the effortlessly pretty half-up clip I'd reach for after a day at the beach when my hair's still damp and I'm heading to dinner at the Boarding House.

Women's Apparel

Cherry Rhinestone Pearl Claw Hair Clip — Ivory Acrylic

A pearlescent ivory acrylic claw clip scattered with tiny red-and-green rhinestone cherries — the sweet, summery little detail I'd wear with a white eyelet sundress for iced coffee at The Corner Table and Sunday farmers market.