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Two people on a Boston Whaler boat with sunset in the background.

Boston Whaler® is our most buoyant partnership yet: unsinkable, in fact, and famously so. Since the 1950s, The Unsinkable Legend™ has been integral to countless memories on the water. Among them are some of our own: Tombolo grew up with Boston Whalers and learned to love the water from the faded Whaler Blue deck of a 1974 '13 Sport.

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.
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.
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.
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.
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.
White whale-shaped key float with a metal ball chain and key attached. Red text on the float reads 'Boston Whaler' and 'Tombolo' with an anchor detail.
 
White whale-shaped key float with a metal ball chain and key attached. Red text on the float reads 'Boston Whaler' and 'Tombolo' with an anchor detail.
Close-up of boat dashboard with a whale-shaped white key float labeled 'Boston Whaler' and 'Tombolo' attached to a keyring. Also attached is a red Mercury engine kill switch.
White baseball cap with red embroidered text reading 'Whaler' and black text below reading 'The Unsinkable Legend,' hanging inside a wooden boat. Below the hat, a whale-shaped white key float with 'Tombolo' branding is attached to a red Mercury engine kill switch.
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.
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.
White short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text, red contrast stitching, a front chest pocket with red stripes, and a ship wheel zipper pull.
 
White short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text, red contrast stitching, a front chest pocket with red stripes, and a ship wheel zipper pull.
Man wearing white short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text and red contrast stitching, while sitting on a boat. He also wears a red-and-white striped beanie with a 'Whaler' logo across the front.
Close-up of the Chain stitched Boston Whaler boat embroidery on back.
Close-up of woman wearing the white terry short-sleeve zip up with red contrast stitching, zipping up the shirt with the silver ship wheel zipper pull.
Woman wearing the white terry 'Whaler' Cabana, holding a popsicle and has a smile on her face.
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.
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.
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.
Bright red long-sleeve button-up shirt with white stitching and matching white buttons. Features a large mesh zip pocket layered over a standard chest pocket on the wearer's left side.
 
Bright red long-sleeve button-up shirt with white stitching and matching white buttons. Features a large mesh zip pocket layered over a standard chest pocket on the wearer's left side.
A man splashes through shallow water wearing a bright red button-up shirt with a white mesh zip pocket layered on the left chest. He pairs it with khaki and off white pleated shorts featuring a small 'Whaler' logo patch on the pocket.
Woman standing on the beach, wearing a red button-up shirt over a white one-piece swimsuit.
Back view of a long-sleeve red shirt with white embroidery reading 'Boston Whaler' across the vented upper back. White anchor detail stitched above the cuff on the left sleeve.
Close-up of the collar on a red button-down shirt featuring white contrast stitching and buttons. Inside the collar is a mesh lining and a woven label that reads 'Boston Whaler' above an illustrated boating scene.
Two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the wearer's right leg with a white 'Boston Whaler' embroidered logo.
 
Two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the wearer's right leg with a white 'Boston Whaler' embroidered logo.
Man wearing two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the left with white 'Boston Whaler' embroidery. He has a red button-down shirt open on top.
Close-up of a man wearing two-tone beige and off-white shorts with a flap pocket on the left featuring white 'Boston Whaler' embroidery. A red shirt is partially visible above the waistband. The shot is taken from behind a white boat steering wheel.
Woman standing on a boat, holding onto the canopy frame. She wears a white 'Whaler' polo shirt with red text and khaki and off-white pleated shorts. A white 'Whaler' flag waves behind her.
Back view of two-tone pleated shorts in beige and off-white. Features include belt loops, two welt pockets with button closures, and a small rectangular 'Tombolo' logo patch above the left pocket.
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)
Navy canvas tote bag with white handles and a front pocket. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
 
Navy canvas tote bag with white handles and a front pocket. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
Woman standing in the sun, holding the navy 'Whaler' canvas tote bag with white handles over her shoulder.
Close-up of interior pocket of navy canvas tote. 'Boston Whaler' and 'Tombolo' co-branded label is visible on the pocket.
Navy canvas tote bag with white handles and a front pocket is seen sitting on a boat. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
'Boston Whaler' Wm. J. Mills & Co. Zip Tote (Navy)
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.
White board shorts with a drawstring waist and beige-trimmed utility pocket on the left leg. Bold red 'Whaler' text is printed vertically on the left leg.
 
White board shorts with a drawstring waist and beige-trimmed utility pocket on the left leg. Bold red 'Whaler' text is printed vertically on the left leg.
Close-up of white board shorts with bold red 'Whaler' text printed vertically on the left leg.
Shirtless man standing on a boat wearing white board shorts with a beige utility pocket and lace-up waist.
'Boston Whaler' Board Shorts (White)
Back view of white board shorts with a single beige-trimmed flap pocket on the right side, secured with metal snaps.
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.
Navy long-sleeve sun shirt with white piping across the chest and down the sleeves. Features a striped collar, quarter zip front, and white embroidered text reading 'Whaler' on the left chest. 'Tombolo' is embroidered on the right sleeve cuff and 'UPF 50+' on the left cuff.
 
Navy long-sleeve sun shirt with white piping across the chest and down the sleeves. Features a striped collar, quarter zip front, and white embroidered text reading 'Whaler' on the left chest. 'Tombolo' is embroidered on the right sleeve cuff and 'UPF 50+' on the left cuff.
A man stands on a boat wearing a navy long-sleeve sun shirt with white piping, a striped collar, and a quarter zip. White embroidered text on the left chest reads 'Whaler'; 'Tombolo' is embroidered on the right sleeve and 'UPF 50+' on the left sleeve.
Back view of a navy long-sleeve sun shirt with white piping and a striped collar. Large white text across the upper back reads 'Boston Whaler.'
Close-up of a woman wearing a navy long-sleeve sun shirt with white piping and a striped collar. White embroidered text on the left chest reads 'Boston Whaler,' and 'Tombolo' is stitched on the sleeve.
Close-up of a navy sun shirt with a white quarter zip, white piping, and a navy-and-white striped collar. The chest features the Boston Whaler logo, and the neck tag includes branding for both 'Boston Whaler' and 'Tombolo'.

For Part II of our ongoing partnership, we expanded the collection with 18 new carefully-considered pieces designed in close collaboration with Boston Whaler®.

Slide image
Collage of people on a boat with Whaler branded clothing and accessories.

The collection offers a refreshing and playful twist on styles familiar to the boating community like fishing shirts, board shorts, UPF sun shirts, and foul weather gear. In many cases, the garments embrace nostalgic silhouettes and fabrics from the '50s, '60s and '70s when Boston Whaler was rapidly ascending to its now legendary status among boaters worldwide.

Collage of Boston Whaler brand clothing and accessories with vintage boat image.

In the early years of Boston Whaler®, founder Dick Fisher famously sawed his 13-foot Whaler in half and motored around in the aft portion to prove his unsinkable claim to be true. A 1961 spread in Life Magazine featuring one of his sawed-off boats vaulted the company into the national spotlight.

The Unsinkable Legend™ was born.

Collage of a two models on a boat wearing 'Boston Whaler' x Tombolo collection.

That very same year, Boston Whaler® introduced an iconic 16’ design that changed boating forever by popularizing the now ubiquitous center console layout.

In 2024, we rescued one of these very special 16 footers from a yard on Shelter Island, New York. It had seen better days after many years of neglect. Through the cracking paint, we could still make out its name painted on the transom: “Cea Pea.” It was love at first sight.

Collage of two scenes with people on boats, one with a person fishing and the other relaxing.

We put Cea Pea in the water to feature in our Part I photoshoot in all of her dilapidated glory. We held our breath as she slid off her rusty trailer into the water… true to reputation, she still floated.

Slide image

Since then, we spent the last year hard at work carefully restoring Cea Pea in close partnership with Boston Whaler® and Mercury Marine®, along with their parent company Brunswick Corporation®. 

A collage of people on a 'Boston Whaler" boat wearing 'Boston Whaler' x Tombolo clothing.

The restoration included a much-needed re-powering by Mercury Marine®, a leader in marine propulsion since its founding in 1939.

Man on a boat with Mercury outboard motor, wearing a raincoat and holding a fishing rod.

Cea Pea’s new 75hp Mercury® outboard gave her the boundary-pushing performance for which the 16 foot model remains famous. 

Collage of a boat scene with people, a hoodie, shorts, and a steering wheel.

The process of restoring Cea Pea plugged us into an ecosystem of talented New York boatworkers: Chuck’s Fiberglass, Albertson’s Marine, and Wm. J. Mills & Co. - America’s oldest sailmaker.

Collage of people on boats wearing 'Whaler' branded clothing and bags.

Together, we gave Cea Pea a new lease on life with no detail overlooked. Wm. J. Mills & Co. served as the bridge between the apparel collection and the boat itself - they made the boat’s bimini and cushions, along with matching tote bags available for purchase.

Collage of people on a boat with 'Whaler' branding, featuring a sunset over water.

We're thrilled to unveil Cea Pea, looking as buoyant and beautiful as ever at over 50 years old. She steals the show as the centerpiece of this ongoing partnership.

©2025 Boston Whaler. Licensed by Tombolo, LLC. All Rights Reserved.
Boston Whaler is a registered trademark of Brunswick Corporation and its subsidiaries.

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.
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.
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.
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.
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.
White whale-shaped key float with a metal ball chain and key attached. Red text on the float reads 'Boston Whaler' and 'Tombolo' with an anchor detail.
 
White whale-shaped key float with a metal ball chain and key attached. Red text on the float reads 'Boston Whaler' and 'Tombolo' with an anchor detail.
Close-up of boat dashboard with a whale-shaped white key float labeled 'Boston Whaler' and 'Tombolo' attached to a keyring. Also attached is a red Mercury engine kill switch.
White baseball cap with red embroidered text reading 'Whaler' and black text below reading 'The Unsinkable Legend,' hanging inside a wooden boat. Below the hat, a whale-shaped white key float with 'Tombolo' branding is attached to a red Mercury engine kill switch.
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.
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.
White short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text, red contrast stitching, a front chest pocket with red stripes, and a ship wheel zipper pull.
 
White short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text, red contrast stitching, a front chest pocket with red stripes, and a ship wheel zipper pull.
Man wearing white short-sleeve terry cloth zip-up shirt with red vertical 'Boston Whaler' text and red contrast stitching, while sitting on a boat. He also wears a red-and-white striped beanie with a 'Whaler' logo across the front.
Close-up of the Chain stitched Boston Whaler boat embroidery on back.
Close-up of woman wearing the white terry short-sleeve zip up with red contrast stitching, zipping up the shirt with the silver ship wheel zipper pull.
Woman wearing the white terry 'Whaler' Cabana, holding a popsicle and has a smile on her face.
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.
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.
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.
Bright red long-sleeve button-up shirt with white stitching and matching white buttons. Features a large mesh zip pocket layered over a standard chest pocket on the wearer's left side.
 
Bright red long-sleeve button-up shirt with white stitching and matching white buttons. Features a large mesh zip pocket layered over a standard chest pocket on the wearer's left side.
A man splashes through shallow water wearing a bright red button-up shirt with a white mesh zip pocket layered on the left chest. He pairs it with khaki and off white pleated shorts featuring a small 'Whaler' logo patch on the pocket.
Woman standing on the beach, wearing a red button-up shirt over a white one-piece swimsuit.
Back view of a long-sleeve red shirt with white embroidery reading 'Boston Whaler' across the vented upper back. White anchor detail stitched above the cuff on the left sleeve.
Close-up of the collar on a red button-down shirt featuring white contrast stitching and buttons. Inside the collar is a mesh lining and a woven label that reads 'Boston Whaler' above an illustrated boating scene.
Two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the wearer's right leg with a white 'Boston Whaler' embroidered logo.
 
Two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the wearer's right leg with a white 'Boston Whaler' embroidered logo.
Man wearing two-tone pleated shorts in khaki and off-white, featuring a flap pocket on the left with white 'Boston Whaler' embroidery. He has a red button-down shirt open on top.
Close-up of a man wearing two-tone beige and off-white shorts with a flap pocket on the left featuring white 'Boston Whaler' embroidery. A red shirt is partially visible above the waistband. The shot is taken from behind a white boat steering wheel.
Woman standing on a boat, holding onto the canopy frame. She wears a white 'Whaler' polo shirt with red text and khaki and off-white pleated shorts. A white 'Whaler' flag waves behind her.
Back view of two-tone pleated shorts in beige and off-white. Features include belt loops, two welt pockets with button closures, and a small rectangular 'Tombolo' logo patch above the left pocket.
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)
Navy canvas tote bag with white handles and a front pocket. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
 
Navy canvas tote bag with white handles and a front pocket. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
Woman standing in the sun, holding the navy 'Whaler' canvas tote bag with white handles over her shoulder.
Close-up of interior pocket of navy canvas tote. 'Boston Whaler' and 'Tombolo' co-branded label is visible on the pocket.
Navy canvas tote bag with white handles and a front pocket is seen sitting on a boat. Red embroidered text on the pocket reads ‘Whaler.’ A small white label above the pocket reads ‘Wm. J. Mills & Co. Sailmakers, Greenport, N.Y.’
'Boston Whaler' Wm. J. Mills & Co. Zip Tote (Navy)