Easy-Going Shorts (Light Brown Plaid)

Brown short-sleeve cabana shirt with embroidered cocktail motifs, including a crescent moon and a coupe glass with garnish. The shirt has cream piping on the sleeves and “Tombolo” embroidery at the collar.

Exclusive deal available

Tombolo Company

'Bean Me Up' ~ Relaxed Fit

(25)

White shirt with blue trim and 'Tombolo' branding on a white background

Exclusive deal available

Tombolo Company

'Evil Eye' ~ Relaxed Crop Cut

(2)

KIAURA Eyewear

4.5

(5.1K)

A pair of dark brown linen shorts with a relaxed fit. They feature an elastic waistband with a matching drawstring that includes wooden bead tips. The shorts have two side pockets and subtle stitching details throughout, offering a breezy, casual look.

Exclusive deal available

Tombolo Company

Easy-Going Shorts (Brown Linen)

(1)

Dark green short-sleeve terry cloth shirt with white piping, a full front zipper, and embroidered gambling-themed details. Features include a pair of dice above the chest pocket and two playing cards—7 of hearts and 2 of clubs—peeking out of the lower left pocket.

Exclusive deal available

Tombolo Company

'Vicey Dicey' Cabana

(82)

Front view of orange terry cloth shorts with white button fly and coiled white embroidery along the pocket openings.

Exclusive deal available

Tombolo Company

'Shellphone Booty Call' Mini Shorts

(8)

$128.00

Exclusive deal available

Tombolo Company

‘Sunset Beach’ Shady Visor

(2)

$48.00

The Black Tux

4.6

(5.3K)

Pair of black dress socks with white pindot pattern, grey background.

Pair of black ribbed dress socks with charcoal toe, folded flat on light grey background

Pair of charcoal ribbed dress socks with black toe, folded flat on light grey background

Man buttoning a black suit jacket, wearing a black tie and white dress shirt.

Red and white striped knit beanie with a folded brim. Features a 'Whaler The Unsinkable Legend' patch on the front.

Exclusive deal available

Tombolo Company

'Boston Whaler' Striped Beanie

(7)

Exclusive deal available

Aila

Thom BrowneMen's Casual Plaid Shorts - 100% Cotton Made in Japan

$89.00$159.00

Exclusive deal available

Tombolo Company

'Boston Whaler' 5-Panel Souvenir Cap

(30)

Exclusive deal available

Tombolo Company

‘Backgammon’ Cabana

(6)

$218.00

Exclusive deal available

Tombolo Company

'Do You Like Piña Cabanas?' ~ Relaxed Fit

(6)

Bearbottom Clothing

4.7

(42.4K)

Stretch Short Sand Dune 5.5" front on model

Stretch Chino Short 5" Flint front on model

Yellow checkered shorts on a white background

Exclusive deal available

Tombolo Company

Easy-Going Shorts (Yellow Plaid)

(1)

Haus

4.6

(20.6K)

Exclusive deal available

Tombolo Company

'Boston Whaler' Raglan Terry Polo

(14)

Dark green terry cloth shorts with an elastic waistband and drawstrings. A white side stripe features red and black playing card suits: hearts, diamonds, spades, and clubs.

Exclusive deal available

Tombolo Company

'Vicey Dicey' Cabana Shorts

(20)

$128.00

Exclusive deal available

Tombolo Company

Raglan Terry Polo (Navy)

(1)

Exclusive deal available

Tombolo Company

‘Sunset Beach’ Branzino Boatneck (Terrycloth)

(2)

White hawaiian style button up featuring an embroidered monkey catching a falling coconut button with an embroidered palm tree arching into the placket which has buttons standing in for coconuts, also has lower patch pockets and is setailed with dark brown piping and a tan contrast collar

Exclusive deal available

Tombolo Company

Monkey Business (Vanilla)

(97)

Highland

4.8

(10.2K)

Exclusive deal available

Tombolo Company

'Le Sirenuse' 75th Anniversary Terry Tee

(1)

$98.00

Off-white shirt with digitally printed artwork of purple crocodiles and flowers in repeat.

Exclusive deal available

Tombolo Company

Reptile Dysfunction

(391)

Brown Plaid Pocket-Front Shorts — front view.

Exclusive deal available

Moda Boutique

Brown Plaid Pocket-Front Shorts

$58.00

A black short-sleeve terry cloth shirt with light tan embroidery. On the left chest is a stylized figure with exaggerated features, standing beneath lightning bolts and raindrops. On the right pocket is an embroidered agave plant. The shirt has wooden buttons, front patch pockets, and contrast whipstitch detailing along the collar, cuffs, and hems. ('Agua Magica' Cabana)

Exclusive deal available

Tombolo Company

'Agua Mágica' Cabana

(138)

perfectwhitetee

4.6

(6.3K)

shopcalibali

PLAID SHORTS | POCKETS

$20.00

Exclusive deal available

I WANT IT ALL

Unisex Plaid Shorts

$50.00

AYR

4.5

(29.1K)

A navy blue short-sleeve button-down shirt with playful detailing: embroidered olive skewers act as buttons down the front, and a white martini glass with an olive garnish is embroidered on the chest.

Exclusive deal available

Tombolo Company

'Extra Dirty' ~ Relaxed Fit

(142)

White terry cloth polo shirt with a forest green collar, placket, and stitching. Features an embroidered golfer on the left chest swinging a club, with a dotted line tracing the ball’s path. The left sleeve has green script embroidery reading 'Golf'.

Exclusive deal available

Tombolo Company

Raglan Terry Polo (Golf)

(7)

$118.00

Exclusive deal available

Tombolo Company

'Just a Pinch' Mini Shorts

(40)

$128.00

Navy blue shirt with gold mermaid and octopus designs on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' Don't Worry ~ Relaxed Fit

(7)

Buck Mason

4.7

(12.3K)

Model wearing a white pima boxy crew tee with rolled sleeves and a brown leather belt

Model wears white boyfriend crop tee tucked into dark fitted jeans with a leather belt

Smiling woman wearing a white slub crew neck tee tucked lightly into blue jeans against cream backdrop

Exclusive deal available

Tombolo Company

Raglan Terry Polo (Green)

(5)

The Pink Tulip Clothing

Check Your Plans Plaid Shorts

$40.00

Red t-shirt with white 'Le Sirenuse' text on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' 75th Anniversary Terry Tee ~ Crop Cut

(10)

$98.00

Red and white striped t-shirt with 'LE SIRENUSE' text on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' Souvenir Terry Tee (Red)

(6)

Kenny Flowers

4.6

(31K)

Kenny Flowers The Nanshucket mens short sleeve button down blue oysters hawaiian shirt, outfits for Nantucket

Stadium Goods

Classic Clog "South Park - Towelie" 211501 90H

$101.00

Woman wearing an ivory long sleeve, brown fur vest, and plaid shorts with beige knee high boots, holding a cream purse against a white wall.

Shop With Bliss

FALL FLING PLAID SHORTS

$38.00

Exclusive deal available

Tombolo Company

'Boston Whaler' No Nibbles Cabana

(24)

Exclusive deal available

Cleo&Hooman

Plaid Shorts

$50.00

Sand-colored linen shorts with an elastic waistband and wooden-tipped drawstrings.

Exclusive deal available

Tombolo Company

Easy-Going Shorts (Sand Linen)

(6)

Front-facing product image of the 'Voyager Shirt' in Aqua Seersucker made of 100% organic cotton that features front pockets with signature Tombolo 'v'-slit pocket openings, matching self-covered buttons with loop closures, vintage artwork depicting a sailor's voyage, shot on a white background.

Exclusive deal available

Tombolo Company

Voyager Shirt (Aqua Seersucker)

(6)

White shirt with red lobster design and 'Tombolo' embroidery.

Exclusive deal available

Tombolo Company

Bisque Averse (Terrycloth)

(5)

Exclusive deal available

Tombolo Company

'SNL' Cabana ~ Relaxed Fit

(11)

$108.00$168.00

Red and white cabana shirt with mermaid design on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' Late Checkout Cabana (Red)

(8)

Exclusive deal available

Tombolo Company

‘With a Twist’ Cabana ~ Relaxed Fit

(14)

The fall sweater edit

Cardigans, V-necks, and crew sweaters.

Exclusive deal available

Easy Clothes North America

Terracotta Romeo Shorts

(4)

$25.60$32.00

True Me Inspire

Plaid Shorts

$53.00

Off-white knit pullover sweater with a ribbed mock neck and red interior lining. The chest features bold red embroidered text reading “Whaler.” Below the text is a beige zippered patch pocket with a smooth texture that contrasts with the knit fabric. The sweater has ribbed cuffs and hem for a structured finish.

Exclusive deal available

Tombolo Company

'Boston Whaler' Sweater

(37)

White five-panel cap with red embroidered text reading 'Whaler' and black text below reading 'The Unsinkable Legend.' Shown from the front.

Exclusive deal available

Tombolo Company

'Boston Whaler: Unsinkable Legend' 5-Panel Souvenir Cap (White)

(10)

Shop Cadets

4.9

(762)

Tombolo DSNY terry cloth shorts in green

Exclusive deal available

Tombolo Company

'DSNY x Tombolo' Cabana Shorts

(41)

Front-facing product image of the 'Standard Issue' Cabana (Midnight Blue) made of 100% Organic Terry Cloth with a two-way, antique-brass ring pull zipper, twin curved patch pockets, chain-stitched Tombolo interior label, and 1/8" edge binding along collar, zipper, and pockets, all shot on a white background.

Exclusive deal available

Tombolo Company

'Standard Issue' Cabana (Midnight Blue)

(22)

CK Squared Boutique

Joan Brown Plaid Shorts

(3)

$36.00

Brand Spotlight: Sandy Liang

Where nostalgic girlhood meets technical utility.

Cream terry cabana shirt with embroidered blue and red Mediterranean motifs, including flowers, a window, café table, chair, and cobblestone hem.

Exclusive deal available

Tombolo Company

‘The Idle Afternoon’ Cabana

(6)

Fall trend: low-profile sneakers

Slim silhouettes, retro runners, and court styles.

Exclusive deal available

Tombolo Company

Raglan Terry Polo (Red)

(3)

Blue and white zip-up shirt with mermaid design on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' Late Checkout Cabana (Blue)

(19)

Casual black short-sleeve button-up shirt with white piping and embroidered beige seahorses holding barware, including a martini glass, cocktail shaker, and bottle. White buttons run diagonally down the front, resembling rising bubbles.

Exclusive deal available

Tombolo Company

'Tip Your Bartenders!' Cabana

(29)

Exclusive deal available

Tombolo Company

'Le Sirenuse' Limoncello Cabana (Color Block)

(122)

Chic everyday loafers

Suede, leather, and neutral styles.

Tombolo white button down collared shirt with spotted shell buttons and darker beige fringe trim

Exclusive deal available

Tombolo Company

Featherweight Resort Shirt

(6)

A colorful short-sleeve Hawaiian shirt with a print depicting a chaotic party scene, featuring characters such as jesters, fireworks, and cyclists.

Exclusive deal available

Tombolo Company

Looooooooong Night - Relaxed Fit

(13)

Exclusive deal available

Tombolo Company

Thaw-La-La-La-La

(7)

Exclusive deal available

Tombolo Company

'Le Sirenuse' Bucket Hat

(3)

218

Plaid Pleated Short

$56.00

Todd Snyder

4.6

(27K)

Tombolo silk shirt in collaboration with Lucio Liguori, depicting an artistic representation of a bustling Positano street scene

Exclusive deal available

Tombolo Company

‘Le Sirenuse’ by Lucio Liguori (Silk & Cotton Twill)

(44)

$238.00

Exclusive deal available

Tombolo Company

Stowaway Short Shorts (Khaki)

(9)

Navy knit zip-up cardigan with vertical 'WHALER' text in white on the left side. Features two front patch pockets, white stripes down the sleeves, and contrast ribbing at the cuffs and hem.

Exclusive deal available

Tombolo Company

'Boston Whaler' Cardigan

(7)

$198.00

Exclusive deal available

Tombolo Company

'Boston Whaler' Double-Pleated Shorts

(1)

Front-facing image of navy shorts with beige vertical stripes, an elastic waistband, side pockets, and a striped drawstring with wooden bead accents.

Exclusive deal available

Tombolo Company

Easy-Going Shorts (Navy Jacquard Stripe)

(4)

How to style: fall layers

Blazers, button-ups, and ponte bottoms.

White t-shirt with a blue fish design on a white background

Exclusive deal available

Tombolo Company

‘Sunset Beach’ Branzino Souvenir Tee

$98.00

Blue and white striped t-shirt with red text 'LE SIRENEUSE' on a white background

Exclusive deal available

Tombolo Company

'Le Sirenuse' Souvenir Terry Tee (Blue)

(7)

Exclusive deal available

Thomas & Co Wholesale

Brown Plaid Elastic Shorties

$18.00

Exclusive deal available

Tombolo Company

‘Sunset Beach’ Bucket Hat

$78.00

Fall crossbody bags

Crescent bags, flap crossbodies, and phone pouches.

Exclusive deal available

Tombolo Company

'Boston Whaler: Unsinkable Legend' 5-Panel Souvenir Cap (Blue)

(8)

Casual, cabana style baby blue button-up Tombolo linen shirt with lemon flat ruffle trim, cocktail shaker pocket on bottom right and martini glass on left breast pocket

Exclusive deal available

Tombolo Company

'Alexis Zambrano x Tombolo' Martini Cabana

(103)