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Front view of a navy blue baseball cap with white embroidered text and logo reading “Boston Whaler,” styled to resemble the outline of a boat. The brim features subtle distressed detailing, and there is a thin blue rope accent above the brim. White embroidered stripes appear on the sides of the cap.
 
Front view of a navy blue baseball cap with white embroidered text and logo reading “Boston Whaler,” styled to resemble the outline of a boat. The brim features subtle distressed detailing, and there is a thin blue rope accent above the brim. White embroidered stripes appear on the sides of the cap.
Close-up product image of the 'Boston-Whaler' 5-Panel Souvenir Cap's interior tag with Tombolo & Boston Whaler logos and 'the unsinkable legend' text below that with a made in the USA tag as well.
Side view of Boston Whaler Hat, and the side features the text “Montauk 17” flanked by two white stripes.
Male model with long brown hair lifting the 'Boston Whaler' 5-Panel Souvenir Cap off his head while leaning off the side of a boat.
Male model with long brown hair wearing the 'Boston Whaler' 5-Panel Souvenir Cap while leaning back off the bow of a boat with one hand behind his head and the other resting on the boat.

'Boston Whaler' 5-Panel Souvenir Cap

$68.00
Navy board shorts with white contrast stitching and a white drawstring at the waist. Features a flap cargo pocket on the wearer’s right leg and white embroidered text reading 'Whaler' on the wearer’s left leg.
 
Navy board shorts with white contrast stitching and a white drawstring at the waist. Features a flap cargo pocket on the wearer’s right leg and white embroidered text reading 'Whaler' on the wearer’s left leg.
A man stands ankle-deep in the ocean, wearing navy board shorts with white contrast stitching and white 'Whaler' text on the left leg.
Close-up of the flap cargo pocket on the navy board shorts.
Backside of navy board shorts with white contrast stitching, and one flap pocket on the right side.
Close-up of man on boat wearing navy board shorts with white contrast stitching, and 'Whaler' text visible down the man's left leg.

'Boston Whaler' Board Shorts (Navy)

$138.00
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.
 
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.
Woman standing at the helm of a boat, wearing a navy zip-up cardigan with vertical white 'WHALER' lettering and white stripes down the sleeves.
'Boston Whaler' Cardigan
Woman sitting at the back of a boat, wearing a navy zip-up cardigan with vertical white 'WHALER' text and white-striped cuffs.
Woman seated at the edge of a boat, resting her hand on a draped navy cardigan with vertical 'WHALER' text and white stripes down the sleeves.

'Boston Whaler' Cardigan

$198.00
Front view of a cream hooded rain jacket with tan trim, silver snap buttons, and two large front pockets. Features the Boston Whaler logo on the left chest.
 
Front view of a cream hooded rain jacket with tan trim, silver snap buttons, and two large front pockets. Features the Boston Whaler logo on the left chest.
Man steering a boat in a cream jacket with tan trim and a white cap reading 'Whaler The Unsinkable Legend.' A Whaler flag waves behind him.
Close-up of a cream hooded jacket with tan trim and silver snap buttons. The inside features mesh lining and a colorful interior tag with an illustrated Boston Whaler boat, reading 'The Unsinkable Legend' and 'Tombolo.'
Man steering a boat while wearing a white five-panel cap with red text reading 'Whaler' and smaller text reading 'The Unsinkable Legend.' A small red 'Tombolo' logo is embroidered on the side of the hat. He is also wearing a light beige jacket and patterned shorts.
A woman wears a cream hooded rain jacket with tan trim and front snap pockets layered over a navy top, standing on a boat. A man with a two-tone polo sits in front of her.

'Boston Whaler' Foul Weather Jacket (Waterproof)

$238.00
Front-facing product image for the 'Boston Whaler' No Nibbles Cabana that features a Boston Whaler boat logo with rod off the stern, Pick-stitched fishing line with embroidered hook, An abundance of disinterested, embroidered fish, self-covered buttons (color matched to fabric), matching blue fringe on bottom sweep, custom 'Tombolo & Boston Whaler' woven interior label secured with zig-zag sail stitch.
 
Front-facing product image for the 'Boston Whaler' No Nibbles Cabana that features a Boston Whaler boat logo with rod off the stern, Pick-stitched fishing line with embroidered hook, An abundance of disinterested, embroidered fish, self-covered buttons (color matched to fabric), matching blue fringe on bottom sweep, custom 'Tombolo & Boston Whaler' woven interior label secured with zig-zag sail stitch.
Male model holding to fish up to his face while wearing the 'Boston Whaler' No Nibbles Cabana, standing in front of boat resting on a beach with trees and blue skies.
Female model holding a rope attached to a boat while standing in knee-high water wearing the 'boston whaler' no nibbles cabana.
Close-up product image of the pick-stitched fishing line with embroidered hook.
Male model wearing with shoulder length brown hair standing on a boat wearing the 'boston whaler' no nibbles cabana unbuttoned with a white shirt underneath and black swim trunks with a pair sunglasses hanging from his neck.

'Boston Whaler' No Nibbles Cabana

$168.00
Light blue cotton mesh short-sleeve shirt with navy shoulder panels and a striped ribbed collar. Features a navy chest pocket with white 'Boston Whaler' embroidery and navy contrast stitching on the cuffs and hem.
 
Light blue cotton mesh short-sleeve shirt with navy shoulder panels and a striped ribbed collar. Features a navy chest pocket with white 'Boston Whaler' embroidery and navy contrast stitching on the cuffs and hem.
Man standing at the helm of a boat wearing a light blue cotton mesh shirt with navy shoulder panels and a striped ribbed collar. The shirt features a navy chest pocket with white 'Boston Whaler' embroidery and navy contrast stitching on the sleeves.
Close-up of a cotton mesh shirt with navy sleeve panels and navy contrast stitching. The sleeve features a small white 'Tombolo' logo, and part of the navy chest pocket with 'Boston Whaler' embroidery is visible.
Close-up of a light blue cotton mesh shirt with navy sleeve panels and navy contrast stitching. The shirt features a navy chest pocket with white 'Boston Whaler' embroidery.
Woman sitting on a boat wearing a light blue cotton mesh shirt with navy shoulder panels, a striped ribbed collar, and a navy chest pocket with white 'Boston Whaler' embroidery. She pairs it with navy shorts with white trim.

'Boston Whaler' Offshore Polo

$138.00
White short-sleeve terry polo with a black-and-white striped collar and a narrow ribbed placket. Red 'Whaler' text is embroidered across the chest, and a small black 'Tombolo' logo appears on the left sleeve.
 
White short-sleeve terry polo with a black-and-white striped collar and a narrow ribbed placket. Red 'Whaler' text is embroidered across the chest, and a small black 'Tombolo' logo appears on the left sleeve.
A brunette man stands in shallow water, wearing the white short-sleeve terry polo with red 'Whaler' text across the chest and a black-and-white striped collar.
Close-up of the red 'Whaler' text across the chest.
Two people sitting on a light blue and white boat. On the left, a man wears a white 'Whaler' polo shirt, white 'Whaler' cap, and shorts, smiling while seated at the steering bench. On the right, a woman kneels on a bench wearing a white terry zip-up with red trim and vertical 'Whaler' text on the front.
Two people laying out on towels at the beach. The man is wearing the white terry polo with 'Whaler' across the chest, and dark swim trunks. The woman is lying next to him in a red one-piece swimsuit.

'Boston Whaler' Raglan Terry Polo

$138.00
White cotton t-shirt with red embroidered text reading 'Boston Whaler' across the chest and a red-and-white embroidered neckline detail.
 
White cotton t-shirt with red embroidered text reading 'Boston Whaler' across the chest and a red-and-white embroidered neckline detail.
Woman on a boat wearing a white five-panel cap with red embroidered text reading 'Whaler' and smaller text reading 'The Unsinkable Legend'. A small red 'Tombolo' logo is visible on the side of the hat. She is also wearing a matching white 'Boston Whaler' shirt with red stitching at the collar.
ChatGPT said: Back of a white t-shirt with chain-stitched sunburst artwork framing a printed vintage photo of someone standing on a boat.
Back of a white t-shirt featuring chain-stitched sunburst artwork framing a printed vintage photo of a woman on a boat, and a ribbed neckline with red details.
Close-up of the red and white knit collar on a white t-shirt, featuring a woven pattern and interior label with Tombolo and Boston Whaler branding.

'Boston Whaler' Sunburst Souvenir Tee

$98.00
Red and white striped knit beanie with a folded brim. Features a 'Whaler The Unsinkable Legend' patch on the front.
 
Red and white striped knit beanie with a folded brim. Features a 'Whaler The Unsinkable Legend' patch on the front.
Man wearing red and white striped knit beanie with a 'Whaler' patch.
Woman wearing red and white striped knit beanie with a whaler patch, and the navy cardigan with vertical 'WHALER' lettering in white.
Red and white striped knit beanie with a folded brim and 'Whaler The Unsinkable Legend' patch on the front, draped over a wooden post at the beach.
Close-up of the red and white striped knit material.

'Boston Whaler' Striped Beanie

$68.00
Red canvas tote bag with white handles and a front pocket. White embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
 
Red canvas tote bag with white handles and a front pocket. White embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
Close-up of canvas tote interior pocket, featuring a 'Boston Whaler' and 'Tombolo' co-branded label.
Close-up of red canvas tote's white zipper.
Man seated on a boat wearing a navy sun shirt with white piping and a striped collar, next to a red and white Whaler tote bag.
'Boston Whaler' Wm. J. Mills & Co. Zip Tote (Red)

'Boston Whaler' Wm. J. Mills & Co. Zip Tote (Red)

$248.00
Blue five-panel cap with red embroidered text reading 'Whaler' and white text below reading 'The Unsinkable Legend.' Small white 'Tombolo' logo on the side of the hat.
 
Blue five-panel cap with red embroidered text reading 'Whaler' and white text below reading 'The Unsinkable Legend.' Small white 'Tombolo' logo on the side of the hat.
Man on a boat wearing a blue 'Whaler' hat and a white collared shirt with 'Whaler' printed on it.
Man on a boat pulling a rope while wearing a blue 'Whaler' hat, white 'Whaler' polo, and beige shorts.
Blue five-panel cap with red embroidered text reading 'Whaler' and white text below reading 'The Unsinkable Legend.' Shown at an angle.
Back view of a blue five-panel cap with an adjustable snapback closure.

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

$68.00
White five-panel cap with red embroidered text reading 'Whaler' and black text below reading 'The Unsinkable Legend.' Shown from the front.
 
White five-panel cap with red embroidered text reading 'Whaler' and black text below reading 'The Unsinkable Legend.' Shown from the front.
Man on a boat wearing a white 'Whaler' cap with red and black embroidery and a white T-shirt with 'Boston Whaler' in red text. The side of the cap reads 'Tombolo' in red.
Woman on a boat wears a white 'Boston Whaler' T-shirt with red trim and a white 'Whaler' cap. Behind her, a man wears a white 'Whaler' cabana shirt with red accents.
Man in a white five-panel cap and matching white shirt that reads 'Boston Whaler' steers a boat. The cap has red text reading 'Whaler' and smaller black text below reading 'The Unsinkable Legend.' A small red 'Tombolo' logo is on the side of the hat. A woman sits behind him wearing a navy sweater with white trim and bold white vertical lettering that reads 'WHALER.'
Close-up of a man holding the brim of a white five-panel cap with red text reading 'Whaler' and black text below reading 'The Unsinkable Legend.' A small red 'Tombolo' logo is embroidered on the side of the hat. He wears a white shirt with red decorative stitching along the collar.

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

$68.00
Short-sleeve zip-up shirt in cream terry cloth with bold orange accents at the collar, sleeve cuffs, and pocket openings. The shirt features embroidered green ivy vines and a red tiger in mid-pounce on the chest. A metal zipper with a circular pull runs down the center.
 
Short-sleeve zip-up shirt in cream terry cloth with bold orange accents at the collar, sleeve cuffs, and pocket openings. The shirt features embroidered green ivy vines and a red tiger in mid-pounce on the chest. A metal zipper with a circular pull runs down the center.
Tiger print collar, tiger and ivy leaves make up this playful full zip terry cloth shirt
Man leaning forward on a boat under a clear blue sky, wearing the 'Crouching Tiger' Cabana opened. He has bold tiger tattoo on his stomach, wears yellow-tinted sunglasses, and sports a close-cropped haircut and mustache.
The perfect towel shirt, with a full zip, embroidered tiger and ivy leaves, for a graphic, fun beach day
Woman blowing a kiss on a boat, wearing the 'Crouching Tiger' Cabana.

'Crouching Tiger, Hidden Beverage' Cabana

$158.00
Beige shorts with white and orange varsity tape bordering the leg openings and sides of legs.
 
Beige shorts with white and orange varsity tape bordering the leg openings and sides of legs.
Back side of shorts, showing an ivy vine with a tiny beer pitcher peeking out of the back pocket
Male model wearing the full cabana set with the shirt unzipped on a boat
Older male model wearing full set laying out on a boat
Male and female models both wearing full sets at the beach

'Crouching Tiger, Hidden Beverage' Cabana Shorts

$128.00
Front view of an off-white short-sleeve terrycloth cabana shirt with brown trim and dark brown buttons. Two embroidered green cannabis leaves with brown stems appear on the left chest and lower right side, creating a natural, asymmetric design. The collar and sleeve edges feature a zigzag brown stitch detail for added contrast.
 
Front view of an off-white short-sleeve terrycloth cabana shirt with brown trim and dark brown buttons. Two embroidered green cannabis leaves with brown stems appear on the left chest and lower right side, creating a natural, asymmetric design. The collar and sleeve edges feature a zigzag brown stitch detail for added contrast.
Man puts hand behind back and looks at camera
woman looks at camera with unbuttoned 'Cabannabis' shirt
Embroidered leaf detail shot
close up of matching set with hand in pocket

'Cabannabis' Cabana

$158.00
Cabannabis matching shorts unbuttoned
 
Cabannabis matching shorts unbuttoned
Image of front side of 'Cabannabis' Shorts with the drawstring tied.
back shot of shorts
man looks at camera leaning against lifeguard chair
man puts hand in pocket with close up of torso

'Cabannabis' Cabana Shorts

$128.00
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'Le Sirenuse' Limoncello Cabana (Color Block)
Male model wearing full Limoncello set with shorts on a boat placing a wine bottle inside the limoncello pocket
Close up of the white embroidered mermaid inside the lemon on the top right of the shirt
Male model wearing shirt unbuttoned smiling while holding a parasol
Male and female models wearing the limoncello set lounging in chairs on a boat

'Le Sirenuse' Limoncello Cabana (Color Block)

$178.00
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'Le Sirenuse' Limoncello Cabana Shorts (Color Block)
Front view of shorts colorblocked with blue and yellow legs and a green waistband
Male model in full limoncello set holding on to boat with positano in the background
Back view of shorts with blue and yellow colorblocked pocket on yellow pants leg
Female model wearing full limoncello set with only top button of shirt buttoned

'Le Sirenuse' Limoncello Cabana Shorts (Color Block)

$138.00
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
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.
 
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.
Close-up shot of shorts with playing card patches showing an Ace and Jack of spades in a back pocket, with a white stripe detail and a side panel of playing card suits.
Male model standing and smiling, wearing dark green gambling themed terry cloth cabana, with matching shorts and no shoes.
Close-up of a model wearing the green terry cloth shirt and matching shorts. The shirt has an embroidered pocket with two playing cards, and the shorts feature a vertical side stripe patterned with red and black playing card suits. His hand rests in his pocket.
Product image of backside of shorts, featuring an embroidered Ace of Hearts card and a Jack of Spades card sticking out of the pocket.

'Vicey Dicey' Cabana Shorts

$128.00
Tombolo salmon and light pink cotton terry cloth shirt with a light pink tequila bottle with a green worm inside on the right and an agave plant in a salmon colored pot on the left side, has a beige collar and four white buttons
 
Tombolo salmon and light pink cotton terry cloth shirt with a light pink tequila bottle with a green worm inside on the right and an agave plant in a salmon colored pot on the left side, has a beige collar and four white buttons
Male Model pictured from below, wearing full 'Gusanito' Cabana Set with his brown hair blowing in the wind.
Male model wearing Gusanito shirt along with the matching shorts
Close up of the right tequila bottle patch that doubles as a pocket
Left side of the Tombolo Gusanito tequila shirt featuring s a fun agave plant embroidered, in which the pot doubles as a pocket

'¡Gusanito!' Cabana

$158.00
Our playful, color-blocked salmon and light pink shorts, zipped and tied, showcasing small, embroidered agave leaves and tequila bottles on the bottom hem
 
Our playful, color-blocked salmon and light pink shorts, zipped and tied, showcasing small, embroidered agave leaves and tequila bottles on the bottom hem
Close-up shot of a male model wearing the Gusanito shorts and top
Another close-up of shorts on male model with bottom buttons of shirt opened showcasing midriff
Full body image of male model wearing the Gusanito cabana set, with an empty tequila bottle in the outer right pocket
Full body image of male model wearing the Gusanito cabana set, with his hand in the outer right pocket

'¡Gusanito!' Cabana Shorts

$128.00
Tombolo silk shirt in collaboration with Lucio Liguori, depicting an artistic representation of a bustling Positano street scene
 
Tombolo silk shirt in collaboration with Lucio Liguori, depicting an artistic representation of a bustling Positano street scene
Product photo of the back of the shirt showing the street scene wrap around from the front, and a sky blue hue throughout the shirt
Man stares at camera with Amalfi bay in the background wearing the silk Liguori shirt and matching swim trunks
Girl wearing Liguori shirt and white pants standing in front of the pool at the Hotel Le Sirenuse
Framed shot of the artistic tiles created by Liguori that are represented on the shirt

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

$238.00
Light heathered turquoise swim trunks  with a lone painted sailboat on the right leg and a man with a goat walking down stairs with buildings behind him on the lower quadrant of the left leg, also with white silicone dipped drawstrings
 
Light heathered turquoise swim trunks  with a lone painted sailboat on the right leg and a man with a goat walking down stairs with buildings behind him on the lower quadrant of the left leg, also with white silicone dipped drawstrings
Back view of the swim trunks, continuing the building scene and featuring a pocket with aztec detailing and a diving seagull
Male model wearing swim trunks and sandals smoking a cigarette
Close up of the elastic waistband and le Sirenuse x tombolo tag
Close up of a male model showing zippered side pocket concealed on right side seam

‘Le Sirenuse’ Swim Trunks by Lucio Liguori

$148.00