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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.
 
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.
Male mode is pictured wearing the 'Extra Dirty' ~ Relaxed Fit while standing behind the bar of a restaurant. He paired the shirt with a pair of our Easy-Going Jacquard Stripe Pants.
'Extra Dirty' ~ Relaxed Fit
A detailed look at the mesh martini pocket appliqué on the 'Extra Dirty' shirt. The model’s fingertip subtly reveals the sheer quality of the mesh
Male model smiling wide wearing the 'Extra Dirty' ~ Relaxed Fit Shirt, featuring a mesh white martini glass over the wearer's left chest.

'Extra Dirty' ~ Relaxed Fit

$158.00
Light yellow short-sleeve button-up shirt with a white collar and pocket. The pocket has embroidered lime and chili pepper details. White beaded trim on the sleeves. Small sticker that reads "Crop Cut"
 
Light yellow short-sleeve button-up shirt with a white collar and pocket. The pocket has embroidered lime and chili pepper details. White beaded trim on the sleeves. Small sticker that reads "Crop Cut"
Woman dancing in the dark while wearing an open light yellow short-sleeve shirt with a white collar and pocket, over orange bikini bottoms.
Woman standing on a dark beach while wearing an open light yellow short-sleeve shirt with a white collar and pocket, over orange bikini bottoms.
Woman sitting on dark beach while wearing an open light yellow short-sleeve shirt with a white collar and pocket, over orange bikini bottoms.
Smiling man and woman standing on the beach at dusk. The woman wears an open light yellow shirt over orange bikini bottoms, and the man wears a navy shirt featuring a martini glass and navy swim trunks.

'Extra Spicy' ~ Relaxed Crop Cut (Seersucker)

$158.00
Black short-sleeve terry cloth shirt with cream embroidered trim and an embroidered graphic of red lips holding a lit cigarette on the left chest.
 
Black short-sleeve terry cloth shirt with cream embroidered trim and an embroidered graphic of red lips holding a lit cigarette on the left chest.
Black short-sleeve shirt displayed on a mannequin, featuring cream embroidered trim and a red lips and cigarette graphic on the left chest. Styled with off-white pants and a matching embroidered cap.
Close-up of a black short-sleeve shirt on a mannequin, featuring cream embroidered trim and a bold red lips and cigarette graphic on the chest. Brown buttons and detailed pocket embroidery complete the design.
Close-up of the collar on a black terry cloth shirt with cream embroidered trim and a red woven label that reads 'Wesselmann Tombolo'.
Black short-sleeve shirt displayed on a mannequin, featuring cream embroidered trim and a red lips and cigarette graphic on the left chest. Styled with off-white pants and a matching embroidered cap.

'Tom Wesselmann - Smoker #1' Cabana (Black)

$178.00
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'Tom Wesselmann - Smoker #3' Swim Trunks
Man wearing matching set with smoking lips
Man in woman pose on the beach wearing matching sets
Man puts one hand on hip in matching set
Close up of red and white drawstring

'Tom Wesselmann - Smoker #3' Swim Trunks

$148.00
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.
 
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.
Model looking left, wearing a green terrycloth shirt with playing card and dice embroidery by Tombolo
Male model standing and smiling, wearing dark green gambling themed terry cloth cabana, with matching shorts and no shoes.
Close up detail of Green Terry Cloth Cabana Shirt's zipper.
Close up of Wearer's Right Pocket, with 2 embroidered playing cards sticking out of the pocket. The cards are a 7 of diamonds and a 2 of clubs.

'Vicey Dicey' Cabana

$158.00
Front-facing product image of the 'Better Half' Hand Towel Top made of 100% Organic Terry Cloth that features a large lobster halved by the chain-stitched front opening, red picot trim frames, a loop button closure at the sternum, Two additional concealed hook-and-eye closures that can be fastened shut to prevent the front panels from fluttering open, and an interior label that is chain-stitched with a hand motif
 
Front-facing product image of the 'Better Half' Hand Towel Top made of 100% Organic Terry Cloth that features a large lobster halved by the chain-stitched front opening, red picot trim frames, a loop button closure at the sternum, Two additional concealed hook-and-eye closures that can be fastened shut to prevent the front panels from fluttering open, and an interior label that is chain-stitched with a hand motif
'Better Half' Hand Towel Top
Female model with long blonde hair winking at the camera while wearing the 'Better Half' Hand Towel Top with the top button buttoned and a red white striped bikini bottom, shot against a bacgkround of palm trees, blue skies, and a beach.
Close-up image of the 'Better Half' Hand Towel Top's chain-stitched interior label with a hand motif, and top button.
'Better Half' Hand Towel Top

'Better Half' Hand Towel Top

$128.00
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.
 
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.
Female model with black hair wearing the 'Boston Whaler' Sweater, shot on a leafy green background.
Close-up product image of the 'Boston Whaler' Sweater that showcases the front pocket and Whaler logo text on the front.
Male model with shoulder length brown hair wearing the 'Boston Whaler' sweater, shot on a background of a boat, water, and blue skies.
Female model facing away from the camera with a 'Boston Whaler' sweater tied around her waist so that the front faces toward the camera, wearing a red swimsuit while standing on the beach.

'Boston Whaler' Sweater

$188.00
Short-sleeve cream terry cloth shirt with green trim, a green and yellow banana leaf collar, and a banana applique on the front pocket. Small sticker that reads "Crop Cut".
 
Short-sleeve cream terry cloth shirt with green trim, a green and yellow banana leaf collar, and a banana applique on the front pocket. Small sticker that reads "Crop Cut".
Close-up of the banana appliqué on the front pocket.
Close-up of the interior label, in the shape of a banana, reading 'Tombolo Crop Cut'.
A woman wearing a cream-colored short-sleeve shirt with green trim and a large banana applique on the front, green pants, and a light scarf tied around her neck. She holds a bunch of bananas in one hand.
A woman wearing a cream-colored short-sleeve shirt with green trim and a large banana applique on the front, green pants, and a light scarf tied around her neck. She has a bunch of bananas sitting on top of her head.

'Banana Split' Cabana ~ Crop Cut

$158.00
Navy corduroy double-breasted suit jacket with peak lapels and front pockets, unlined and made by Tombolo.
 
Navy corduroy double-breasted suit jacket with peak lapels and front pockets, unlined and made by Tombolo.
Man, standing outside, wearing the full Navy Corduroy Easy Going Set paired with brown shoes and a striped shirt.
Woman, leaning against a pillar, wearing the full Navy Corduroy Easy Going Suit, with black loafers.
A man and woman are seen, both wearing the full Navy Corduroy Easy Going Suits. The man is carrying a few books, and the two of them are looking off camera.
Image of the interior label on the Navy Corduroy Jacket.

Easy-Going Jacket (Navy Corduroy)

$298.00
Navy corduroy pants with an elastic waistband and drawstrings, featuring a zippered side pocket.
 
Navy corduroy pants with an elastic waistband and drawstrings, featuring a zippered side pocket.
Close-up of a person wearing navy blue corduroy drawstring pants with a matching jacket, paired with a white and navy striped shirt and brown loafers.
Close-up of a person wearing navy blue corduroy drawstring pants and a matching jacket, paired with a white cropped tank, white socks, black loafers, and a gold chain necklace.
Flat lay of navy blue corduroy pants featuring an elastic waistband with drawstring ties, side pockets, and a back patch pocket.
Back view of navy blue corduroy pants with an elastic waistband and a single back patch pocket on the right side.

Easy-Going Pants (Navy Corduroy)

$158.00
A brown corduroy unstructured suit jacket with peak lapels and a double-breasted closure. It features coconut shell buttons and signature 'V-slit' Tombolo front pockets.
 
A brown corduroy unstructured suit jacket with peak lapels and a double-breasted closure. It features coconut shell buttons and signature 'V-slit' Tombolo front pockets.
Man wearing a brown corduroy jacket and matching pants, paired with a white shirt and brown loafers.
Woman wearing a brown corduroy jacket and matching drawstring pants, paired with a white ringer T-shirt and black loafers.
Close-up of the inside label on a brown corduroy jacket, showing embroidered branding that reads 'Tombolo' and 'Easy Going Jacket' with care instructions and two spare brown buttons attached.
Man walking in a brown corduroy jacket and matching pants, paired with brown loafers and carrying a white canvas tote bag.

Easy-Going Jacket (Brown Corduroy)

$298.00
A pair of brown corduroy pants with an elastic waistband and drawstrings, featuring a sewn pleat and zippered side pocket.
 
A pair of brown corduroy pants with an elastic waistband and drawstrings, featuring a sewn pleat and zippered side pocket.
Close-up of a person wearing brown corduroy drawstring pants with a matching jacket, paired with a white shirt and brown loafers.
Close-up of a person wearing brown corduroy drawstring pants with a white sleeveless top and black loafers.
Back view of brown corduroy pants with an elastic waistband and a single back patch pocket on the right side.
Flat lay of brown corduroy pants featuring an elastic waistband with drawstring ties, side pockets, and a back patch pocket.

Easy-Going Pants (Brown Corduroy)

$158.00
A vibrant yellow corduroy jacket with a relaxed, double-breasted fit. It features two front buttons, wide notch lapels, and two large front patch pockets with flaps. The inside collar has “Tombolo” embroidered in cursive.
 
A vibrant yellow corduroy jacket with a relaxed, double-breasted fit. It features two front buttons, wide notch lapels, and two large front patch pockets with flaps. The inside collar has “Tombolo” embroidered in cursive.
A man standing on stone steps, wearing a yellow corduroy suit with a relaxed double-breasted jacket and matching trousers. He pairs it with a white crewneck top and brown leather loafers. He is tossing a red apple in the air and leaning casually against a textured wall.
A woman stands against a wall, wearing a matching yellow corduroy set with a relaxed blazer and drawstring trousers. They pair the look with a fitted brown tank top and black loafers.
Two people standing on steps, both dressed in matching yellow corduroy suits. One wears the suit with a brown tank top and black loafers, while the other pairs it with a white crewneck and brown shoes.
Zoomed-in shot of man holding open the yellow corduroy jacket, to get a glimpse of the interior care label.

Easy-Going Jacket (Saffron Corduroy)

$298.00
A pair of saffron yellow corduroy pants with an elasticized waist and drawstrings.
 
A pair of saffron yellow corduroy pants with an elasticized waist and drawstrings.
Close-up of a person wearing a bright yellow corduroy jacket and drawstring pants, paired with brown loafers and a light gray shirt.
A woman stands against a wall, wearing a matching yellow corduroy set with a relaxed blazer and drawstring trousers. They pair the look with a fitted brown tank top and black loafers.
Flat lay of bright yellow corduroy pants featuring an elastic waistband with drawstring ties, side pockets, and a back patch pocket.
Back view of yellow corduroy pants with an elastic waistband and a single back patch pocket on the right side.

Easy-Going Pants (Saffron Corduroy)

$158.00
Navy blue knit sweater with neon yellow and red embroidered fish and lettering. Features labeled fish including “Striped Bass,” “Atlantic Cod,” “Sardines,” and a large “Great White Shark” with the word “Human” inside. Neon yellow accents line the collar, cuffs, and hem.
 
Navy blue knit sweater with neon yellow and red embroidered fish and lettering. Features labeled fish including “Striped Bass,” “Atlantic Cod,” “Sardines,” and a large “Great White Shark” with the word “Human” inside. Neon yellow accents line the collar, cuffs, and hem.
Person sitting in a white chair wearing a navy sweater with yellow and red fish designs and text. The sweater has yellow trim on the collar and cuffs. Green plants are in the background.
A man wearing a navy knit sweater with yellow trim at the collar, cuffs, and hem. The sweater features playful, embroidered fish outlines with red lettering, including “Sardine” scattered across the chest, “Atlantic Cod” near the hem, and “Great White Shark (Human!)” on the lower torso.
Detailed shot of the 'Great White Shark" embroidery, witha "human" on the inside.
Detail shot of the "sardine" embroidery.

'Fishes of the North Atlantic' Sweater

$178.00
A brown baseball cap with a navy blue brim. The front features white embroidered text that reads “TOMBOLO” with a seashell illustration forming the letter “T,” and below it, “732 MONTAUK HIGHWAY.”
 
A brown baseball cap with a navy blue brim. The front features white embroidered text that reads “TOMBOLO” with a seashell illustration forming the letter “T,” and below it, “732 MONTAUK HIGHWAY.”
Man wearing Tombolo brown cap with a navy blue brim. The front features white embroidered text that reads “TOMBOLO” with a seashell illustration forming the letter “T,” and below it, “732 MONTAUK HIGHWAY.”
Close-up of the hat's interior label.
Man wearing Tombolo brown cap with a navy blue brim. The front features white embroidered text that reads “TOMBOLO” with a seashell illustration forming the letter “T,” and below it, “732 MONTAUK HIGHWAY.”
Image of the inside of the brown and blue hat.
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'732' 5-Panel Souvenir Cap

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Short-sleeved zip-up terry cloth shirt in white with blue trim and piping. Features two front pockets, a ring zipper pull, and a chest patch with “The Explorers Club NYC,” the letters “E” and “C,” and a small shark illustration. An orange whistle on a coiled wristband is shown beside the shirt.
 
Short-sleeved zip-up terry cloth shirt in white with blue trim and piping. Features two front pockets, a ring zipper pull, and a chest patch with “The Explorers Club NYC,” the letters “E” and “C,” and a small shark illustration. An orange whistle on a coiled wristband is shown beside the shirt.
Close-up of a terry cloth shirt collar in blue with a bright orange underside. The shirt features a metal zipper with a round pull ring and a small embroidered flag patch with the letters “E” and “C” on the collar.
Older gentleman standing in the Explorer's Club entrance, wearing our 'Explorer's Club' Chum Cabana and our 'Explorers Club' 5-Panel Souvenir Cap.
Close-up of older gentleman wearing the 'Explorer's Club' Chum Cabana mostly zipped. His hand is in his pocket.
Back view of a short-sleeved terry cloth shirt in white with blue trim. The words “EXPLORERS CLUB” are appliquéd in bold blue letters across the upper back.

'The Explorers Club' Chum Cabana

$168.00
Short-sleeved cream button-up shirt with light blue trim on the collar, sleeves, and pockets. A red, white, and blue patch on the left chest features the letters “E” and “C” with a ship wheel in the center
 
Short-sleeved cream button-up shirt with light blue trim on the collar, sleeves, and pockets. A red, white, and blue patch on the left chest features the letters “E” and “C” with a ship wheel in the center
Explorer's Club Member, Brian Gaisford, is seen standing in front of a wooden staircase, wearing the Short-sleeved cream button-up shirt with the Explorer's Club Flag over the heart.
Close-up of the underside of the blue collar, which is a vibrant red.
Older gentleman wearing the 'Explorer's Club' Field Uniform and our 'Explorers Club' 5-Panel Souvenir Cap. His arms are crossed.
Older gentleman wearing the 'Explorer's Club' Field Uniform and our 'Explorers Club' 5-Panel Souvenir Cap. He is facing the side and carrying two books.

'The Explorers Club' Field Uniform

$158.00
Cream-colored short-sleeve terry tee with red contrast stitching on the collar, sleeves, and hem. A chest pocket features a red and blue flag design with the letters “E” and “C” and a ship wheel emblem in the center.
 
Cream-colored short-sleeve terry tee with red contrast stitching on the collar, sleeves, and hem. A chest pocket features a red and blue flag design with the letters “E” and “C” and a ship wheel emblem in the center.
Older man seated in a wooden chair, wearing a cream terry cloth T-shirt with red stitching and a red and blue flag patch on the chest, paired with brown shorts and a red beanie featuring a small flag patch. He is posed in front of wood-paneled walls with two large flags featuring the same red and blue design and the letters “E” and “C.”
Close-up of a cream terry cloth pocket with an embroidered design featuring a red triangle, a blue triangle, and a central ship wheel surrounded by the letters “E,” and “C” in red.
Older man seated in a chair with arms stretched wide, wearing a cream terry cloth T-shirt with red trim and a red and blue flag patch, brown shorts, a red beanie, white socks, and brown shoes. He is posed in front of a wood-paneled wall with four framed red, white, and blue flags featuring the letters “E” and “C” and a ship wheel symbol.
Older man seated in a wooden chair, wearing a cream terry cloth T-shirt with red stitching and a red and blue flag patch on the chest, paired with brown shorts and a red beanie featuring a small flag patch. He is posed in front of wood-paneled walls with two large flags featuring the same red and blue design and the letters “E” and “C.”
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'The Explorers Club' Souvenir Terry Tee

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Blue hat with a circular embroidered patch on the front showing a red and blue flag over a globe. The patch reads “EST. 1904” at the top and “TERN-MARE-CAELOQUE” at the bottom, with the letters “E” and “C” on either side of a ship wheel. White embroidered wings decorate the brim.
 
Blue hat with a circular embroidered patch on the front showing a red and blue flag over a globe. The patch reads “EST. 1904” at the top and “TERN-MARE-CAELOQUE” at the bottom, with the letters “E” and “C” on either side of a ship wheel. White embroidered wings decorate the brim.
Older gentleman standing in the Explorer's Club entrance, wearing our 'Explorer's Club' Chum Cabana and our 'Explorers Club' 5-Panel Souvenir Cap.
Detail image of the interior label of the Souvenir Cap.
Inside view of a blue mesh hat showing white mesh panels, reinforced stitching, and a fabric sweatband. A red woven label with an American flag is sewn into the seam.
Older gentleman standing in the Explorer's Club entrance, wearing our 'Explorer's Club' Field Uniform and our 'Explorers Club' 5-Panel Souvenir Cap.
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'The Explorers Club' 5-Panel Souvenir Cap

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'Tom Wesselmann - Wildflower Bouquet' 5-Panel Souvenir Cap
Made in USA Wesselman Tombolo cap label
'Tom Wesselmann - Wildflower Bouquet' 5-Panel Souvenir Cap
'Tom Wesselmann - Wildflower Bouquet' 5-Panel Souvenir Cap
Original artwork showing flower motif
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'Tom Wesselmann - Wildflower Bouquet' 5-Panel Souvenir Cap

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Full-zip long sleeve cabana shirt in beige with a contrast navy collar and cuffs featuring an embroidered whale on the front.
 
Full-zip long sleeve cabana shirt in beige with a contrast navy collar and cuffs featuring an embroidered whale on the front.
Man standing in front of water, wearing Long Sleeve 'Blubber' Cabana, and staring out to the side.
Close-up of the zipper feature, dark blue collar, and interior label reading 'Tombolo.'
Man with long blonde hair looking down in front of water, wearing the long sleeve 'Blubber' Cabana.
Image of man with long blonde hair, midway through zipping up the 'Blubber' Cabana.
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'Blubber' Cabana (Long-Sleeve)

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Front-facing product image of the 'Boston Whaler' Cabana (Navy) that features a chainstitched harpoon hull stripe on cuffs and bottom sweep, embroidered 'Boston Whaler' surfing a following sea of chainstitched repeating waves, drawstrings with barrel stopper knots, two-way, nickel zipper with ring pull, custom 'Tombolo & Boston Whaler' woven interior label secured with zig-zag sail stitch, and front patch pockets with nickel snaps embossed with 'Boston Whaler.'
 
Front-facing product image of the 'Boston Whaler' Cabana (Navy) that features a chainstitched harpoon hull stripe on cuffs and bottom sweep, embroidered 'Boston Whaler' surfing a following sea of chainstitched repeating waves, drawstrings with barrel stopper knots, two-way, nickel zipper with ring pull, custom 'Tombolo & Boston Whaler' woven interior label secured with zig-zag sail stitch, and front patch pockets with nickel snaps embossed with 'Boston Whaler.'
Close-up product image of the 'Boston Whaler' Cabana's (Navy) interior tag and circular zipper.
Male model wearing the 'boston whaler' cabana (navy) with a matching 'boston whaler' souvenir cap, and khaki shorts, sitting with his legs of the side of the boat, shot on a background of the water, a thin strip of land, and blue skies.
Close-up product image of the 'Boston Whaler' Cabana (navy) and its drawstrings with barrel stopper knots.
Female model with white sunglasses wearing the 'Boston Whaler' Cabana (Navy) half-zipped, standing on a boat, shot on a background of the water, a thin strip of land, and blue skies.
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'Boston Whaler' Cabana (Navy)

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A white short-sleeved 'Boston Whaler' branded shirt with red chainstitched harpoon hull stripe on cuffs and bottom sweep, featuring a two-way nickel zipper with ring pull and front patch pockets with nickel snaps.
 
A white short-sleeved 'Boston Whaler' branded shirt with red chainstitched harpoon hull stripe on cuffs and bottom sweep, featuring a two-way nickel zipper with ring pull and front patch pockets with nickel snaps.
Female model seated wearing the 'Boston Whaler' Cabana (white) with white shorts and both arms holding onto sunglasses perched on the top of her head, shot on a background of greenery.
Close-up of the collar and zipper of an off-white terry cloth shirt. A silver zipper with a circular pull is partially unzipped, revealing a woven label that reads: “Tombolo x Boston Whaler – The Unsinkable Legend.” The label is red and white with a stitched border, and the fabric has a soft, textured appearance.
Male model with shoulder length brown hair wearing the 'Boston Whaler' Cabana (white) unzipped with a white tank top underneath, and a navy boston whaler souvenir cap, shot on a background of the water, a strip of land, and blue skies.
Close-up of the lower front portion of the white terry cloth shirt. Visible details include two patch pockets with snap buttons, a silver zipper down the center, and a drawstring hem with metal grommets. The hem is accented with two parallel red stripes.

'Boston Whaler' Cabana (White)

$168.00