SHOP NOW FREE U.S. SHIPPING ($75+)
Slide image
Slide image
Slide image

Use coupon code WELCOME10 for 10% off your first order.

Cart 0

Congratulations! Your order qualifies for free shipping You are $75 away from free shipping.
Sorry, looks like we don't have enough of this product.

Pair with
Is this a gift?
Subtotal Free
View cart
Shipping, taxes, and discount codes are calculated at checkout

Your Cart is Empty

Filters

Size
More options
Availability
Price
 
 
 
$
-
$
Material
More options
Color
More options
View 142 items
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
Slide image
 
Raglan Mesh Polo (Navy)
Man wearing navy 'TomPolo' and navy swim trunks, dancing ankle deep in the ocean.
Raglan Mesh Polo (Navy)
Raglan Mesh Polo (Navy)
Raglan Mesh Polo (Navy)

Raglan Mesh Polo (Navy)

$128.00
Slide image
 
Raglan Mesh Polo (Beige)
Raglan Mesh Polo (Beige)
Man standing on rocky beach, wearing the beige mesh 'TomPolo' and striped shorts and looking off camera.
Image of a man's backside, wearing the beige mesh 'TomPolo' with striped shorts and has his hands behind his head.
Man standing on rocky beach, wearing the beige mesh 'TomPolo' and striped shorts, and smiling to the camera with hands in pockets.

Raglan Mesh Polo (Beige)

$128.00
A brown Saturday Night Live x Tombolo polo shirt with yellow overlock stitching and a chain-stitched 'Saturday Night Live' logo on the left chest.
 
A brown Saturday Night Live x Tombolo polo shirt with yellow overlock stitching and a chain-stitched 'Saturday Night Live' logo on the left chest.
Man wearing a brown 'Saturday Night Live' polo shirt with yellow contrast embroidery.
Model wearing brown SNL polo with brown pants and loafers.
Brown terry cloth polo with 'Saturday Night Live' embroidery on the chest.
Model wearing brown polo shirt with 'Saturday Night Live' embroidery and yellow contrast embroidery.

'SNL' Raglan Terry Polo

$138.00
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.”
Sold Out

'The Explorers Club' Souvenir Terry Tee

Sold Out
Navy wool baseball cap with gold embroidery. The front panel reads “THE EXPLORERS CLUB / TERRA MARI CAELOQUE / EST. 1904” in all caps. The brim features gold embroidered laurel-like detailing, giving the cap a vintage, nautical-inspired look.
 
Navy wool baseball cap with gold embroidery. The front panel reads “THE EXPLORERS CLUB / TERRA MARI CAELOQUE / EST. 1904” in all caps. The brim features gold embroidered laurel-like detailing, giving the cap a vintage, nautical-inspired look.
Back side of 'The Explorers Club' 6-Panel Souvenir Cap (Wool) featuring brown leather strap for size flexibility.
Interior label of Explorers Club Cab reading "Type EC-8. Expedition, Cap. Tombolo, LLC. The Explorer's Club"
Interior view of a navy wool baseball cap with a green underside on the brim. The crown features six panels with stitched eyelets for ventilation and a central button at the top. A brown leather strap with brass hardware is partially visible at the back for adjustable sizing.
Male model wearing 'The Explorers Club' 6-Panel Souvenir Cap (Wool) with 'The Explorers Club' Expedition Cabana, leaning on the side of a boat in the water.
Sold Out

'The Explorers Club' 6-Panel Souvenir Cap (Wool)

Sold Out
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.
Sold Out

'The Explorers Club' 5-Panel Souvenir Cap

Sold Out
Slide image
 
Easy-Going Jacket (Navy Linen)
Female model with long-blonde hair next to a seated male model with dreadlocks as they both wear the 'Easy-Going Jacket' in Navy Linen alongside matching navy pants, with the male wearing a white shirt underneath and white sneakers while the female model is wearing nothing underneath the jacket, all shot on a textured light-blue background with waist-high beige grass.
Male model with dreadlocks wearing the 'Easy-Going Jacket' in navy linen with a white shirt that has a navy collar, with matching navy linen pants, shot on a light blue textured background, and beige grass.
Male model with dreadlocks wearing the 'Easy-Going Jacket' in navy linen with white shirt underneath and matching navy linen pants alongside white shoes, shot on a light blue textured background with waist high beige grass.
Female model with long-blonde hair wearing the 'Easy Going Jacket' in navy linen with matching navy linen pants, shot on a light blue textured background with waist high beige grass.

Easy-Going Jacket (Navy Linen)

$298.00
Slide image
 
Easy-Going Pants (Navy Linen)
Male model with dreadlocks wearing the 'Easy-Going Pants' in navy linen with a matching navy linen blazer and white shirt with navy trim, and beige vans, shot on a textured light blue background, waist-high beige grass, and a bamboo chair.
Female model with long-blonde hair wearing the 'Easy-Going Pants' in navy linen with a matching navy linen blazer, and brown sandals, shot on a light-blue textured background with waist-high beige grass and a bamboo chair as well.
Easy-Going Pants (Navy Linen)
Easy-Going Pants (Navy Linen)

Easy-Going Pants (Navy Linen)

$158.00
Lay flat product photo of front of shirt showing embroidery and contrast detailing
 
Lay flat product photo of front of shirt showing embroidery and contrast detailing
Male and female models on boat both wearing the pop over
Female model wearing pop over on a boat
Male model wearing pop over next to a female model sitting down
Female model in pop over on boat with white shorts

'Le Sirenuse' Pop-Over (Mediterranean Blue)

$148.00
front lay flat view of shorts showing unzipped fly and outer drawstring as well as appliqued le sirenuse fish on bottom left corner
 
front lay flat view of shorts showing unzipped fly and outer drawstring as well as appliqued le sirenuse fish on bottom left corner
male and female models on boat both wearing the matching set
front lay flat view of shorts with drawstring tied
close up of fish applique
back view of shorts with white waistband and white piped pocket with signature v
Sold Out

'Le Sirenuse' Pop-On Shorts (Mediterranean Blue)

Sold Out
Slide image
 
'Fruits de Mer' (Navy)
'Fruits de Mer' (Navy)
'Fruits de Mer' (Navy)
'Fruits de Mer' (Navy)
'Fruits de Mer' (Navy)

'Fruits de Mer' (Navy)

$148.00
Slide image
 
'Fruits De Mer' Swim Trunks (Navy)
male model wearing navy swim trunks with navy button down
back lay flat product photo of bubbly fruits de mer swim trunks
male model wearing full navy fruits de mer set
close up of mermaids riding fish embroidery along bottom hem of swim trunks

'Fruits De Mer' Swim Trunks (Navy)

$138.00
Slide image
 
Palm Fronds (Blue)
Male model with dreadlocks wearing 'Palm Fronds (Blue)' with the bottom button undone, alongside matching blue Palm Fronds shorts, shot on a background with palm trees and a sunny beach.
Backwards-facing product image of 'Palm Fronds (Blue)' that showcases the repeating palm frond pattern and arched open yolk over interior mesh for added ventilation secured by a singular button.
Close-up image of a male model with dreadlocks wearing 'Palm Fronds (Blue)' standing against a sunny background of palm trees.
Male model with dreadlocks wearing Palm Fronds Blue with matching Palm Fronds Blue shorts, blue slippers, standing against a background of palm trees and a sunny beach.

Palm Fronds (Blue)

$148.00
Slide image
 
Palm Fronds Swim Trunks (Blue)
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (blue)' alongside matching 'Palm Fronds (blue) Swim Trunks,' all shot on a background with palm trees, sun, and a beach.
Backwards-facing product image of "Palm Fronds Swim Trunks (Blue)" that features a repeating vintage Palm Frond print and signature 'V' back pocket.
Male model with dreadlocks wearing 'Palm Fronds (Blue)' with the bottom button undone, alongside matching blue Palm Fronds shorts, shot on a background with palm trees and a sunny beach.
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (Blue)' with matching Palm Fronds (blue) shorts, shot on a background of palm trees and a sunny beach.

Palm Fronds Swim Trunks (Blue)

$128.00
Slide image
 
Palm Fronds (Green)
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (green)' with a dark green tank underneath, and matching 'Palm Fronds (green)' shorts, all shot on a background with palm trees, sun, and a beach.
Backwards-facing product image of 'Palm Fronds (green)' that showcases the repeating Palm frond pattern in addition to an arched open yolk over interior mesh for added ventilation that's secured with a single button at center back over box pleat.
Backwards-facing image of a male model with dreadlocks wearing 'Palm Fronds (green),' shot on a background with blue skies and palm trees.
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (green)' with a dark green tank underneath and matching 'Palm Fronds' (Green), all shot on a background with palm trees and a sunny beach.

Palm Fronds (Green)

$148.00
Slide image
 
Palm Fronds Swim Trunks (Green)
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (green)' with a dark green tank underneath, and matching 'Palm Fronds (green)' shorts, all shot on a background with palm trees, sun, and a beach.
Backwards facing product image of 'Palm Fronds Swim Trunks (green)' that showcases its repeating vintage palm frond pattern, and signature 'V' back pocket.
Male model with dreadlocks wearing an unbuttoned 'Palm Fronds (Green)' with a dark green tank and matching 'Palm Fronds (green)' shorts and a gold watch on his wrist, all shot on background with palm trees and a sunny beach.
Front-facing product image of the 'Palm Fronds Swim Trunks (green)' that features a repeating vintage palm frond print throughout, zippered side pocket concealed on right side seam, and metal eyelet stoppers on green and white twist drawstrings.

Palm Fronds Swim Trunks (Green)

$128.00
Slide image
 
'Rocket Lobster' Cabana
Male model wearing shirt holding a burning stick on the beach
Male model wearing shirt with black shorts on side of a boat
Male model leaning over side of boat wearing shirt
Male model looking down at camera at sunset wearing top

'Rocket Lobster' Cabana

$158.00
Slide image
 
Easy-Going Pants (Navy Jacquard Stripe)
Male model with dreadlocks wearing the 'Easy-Going Pants' in Navy Jacquard Stripe and a matching Navy Jacquard blazer with a navy button-down shirt with brown trim and a navy handkerchief around his neck, with a navy slip-on shoes, shot on a light-blue textured background, with waist-high beige grass.
Female model with long-blonde hair wearing the 'Easy-Going Pants' in a navy jacquard stripe with a matching navy jacquard stripe blazer, and brown loafers, shot on a light-blue textured background, and waist-high beige grass.
Easy-Going Pants (Navy Jacquard Stripe)
Female model in easy going pants and just a pinch cabana enjoying a popsicle on the beach

Easy-Going Pants (Navy Jacquard Stripe)

$158.00
Front view of the white fruits de mer shirt featuring a red embroidered bib pattern with sea creatures on the border and stripes in the middle
 
Front view of the white fruits de mer shirt featuring a red embroidered bib pattern with sea creatures on the border and stripes in the middle
Close up of the red embroidered bib
Back view of shirt with box pleat
Male model wearing top on boat
Male model wearing top with matching swim trunks
Sold Out

'Fruits de Mer' (Cloud Gray)

Sold Out
Slide image
 
'Fruits De Mer' Swim Trunks (Burgundy)
Close up of the zippered phone pocket
Male model wearing the Fruits De Mer trunks with the matching top
back view of the swim trunks showing the subtle back pocket
back view of male model wearing the trunks with the matching top

'Fruits De Mer' Swim Trunks (Burgundy)

$138.00
Casual, cabana style in brown linen with embroidered skeletons holding chili peppers on each front panel. Green combo color on collar and pocket strips.
 
Casual, cabana style in brown linen with embroidered skeletons holding chili peppers on each front panel. Green combo color on collar and pocket strips.
Man standing in a field wearing full cabana set (shirt and shorts).
Man standing in a field wearing full cabana set (shirt and shorts).
Close up view of embroidered skeleton holding a chili pepper.
Female model wearing 'Picante' cabana shirt in a market.

'Picante' Cabana

$158.00
Front view of cabana shorts in brown linen with embroidered red chili peppers and white chili flowers forming a border along both leg openings. Green waistband and drawstring tied.
 
Front view of cabana shorts in brown linen with embroidered red chili peppers and white chili flowers forming a border along both leg openings. Green waistband and drawstring tied.
Cabana shorts in brown linen with embroidered red chili peppers and white chili flowers forming a border along both leg openings. Green waistband. Drawstring untied and zipper undone to show that there is a functional fly.
Man standing in field wearing full 'Picante' cabana set in linen.
Man and woman standing in flower shop, each wearing brown picante shirt. The woman styles it with red pants. The man is wearing the matching shorts.
Close up view of body of man standing in field wearing full 'Picante' cabana set in linen. Embroidered skeleton on shirt is clearly visible.

'Picante' Cabana Shorts

$128.00