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Man smiles mid-speech in front of an ivy wall wearing a wine-themed linen Tombolo shirt

A couple of beach bums got deep in their cups with a Le Bernardin sommelier...

"Don’t let your analysis get in the way of your enjoyment. Wine is fun and keeping it that way keeps one motivated to learn more.”

-Lukas Dempsey, Sommelier at Le Bernardin and In-House Wine Specialist at Sotheby’s

Man smiles in front of an ivy wall wearing a full wine-themed linen Tombolo set

The copious amount of wine may have had something to do with it, but we’re convinced there is no better lunch date in New York City than Lukas Dempsey, a true wine virtuoso full of bonhomie. To celebrate the launch of our ‘Tombarolo’ cabana set, we had the pleasure of sitting down with Lukas.

As a sommelier at Le Bernardin and in-house wine specialist at Sotheby’s, Lukas is exposed to legendary wines and interacts with knowledgeable clientele with sophisticated palettes.

Subjecting him to our company and questions was no doubt a low point in his career, but he did a great job hiding it. We had a blast with Lukas and were impressed by his knowledge, good humor and passion for wine since such a young age.

Lay-flat image of the wine-themed linen Tombolo set surrounded by wine ephemera (ie. wine glass, grapes, corks, and wine bottle)

Lukas arrived to lunch with a fresh tan from a trip to Hawaii. Sotheby’s had sent him to appraise some wines from a private collection slated to go to auction in New York, but he was more interested in talking about SPAM – a staple of the Hawaiian food scene since World War II. Lukas explained that he grew up eating SPAM and rice, so it conjures fond memories for him:

“I feel I have a duty to spread the word about it. I think that it's unfairly maligned… It's objectively delicious, and one of the most umami-rich and textural foods I can think of… It's also super easy to pair with wine. It's salty and rich, so anything to combat that tends to be a good match. Sweetness is a wonderful counterpart to salty foods and acidity is the perfect counterpart to richness. For me, this makes Riesling the natural choice…

“I can't take credit for this pairing though. The first time I experienced it was at noreetuh, which has an excellent selection of Riesling and SPAM in a few places on the menu. At this point it's a pairing I recreate nearly every time I visit, which is often. If you've not yet been, I highly recommend.”

Man casually stands in the full wine-themed linen Tombolo set

Lukas’s interest in wine began while he was working in restaurants during college. Learning the ins and outs of the wine list to make thoughtful recommendations to customers started as a practical means to boost check averages for bigger tips. But this quickly sparked an insatiable curiosity, and Lukas began collecting and reading wine books for his own enjoyment.

“I’ve never been a voracious reader, but reading about wine always felt different to me. I remember visiting home with my heavy wine books, annotating and taking notes in my free time. My parents were supportive but I think they found it to be bizarre.”

When it comes to navigating the vast world of wine, Lukas recognizes that it can be a bit overwhelming at first.

“I do agree that wine can be intimidating and I think that’s a shame. I am certainly not immune to this and I remember as a younger sommelier, being nervous to express my opinions, even to my colleagues. But, you just have to go for it. Trust yourself and your inner voice and remember that wine is subjective. If someone is patronizing you, they’re missing the point of it all.”

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Woman stands casually on the beach wearing sunglasses and the full wine-themed linen Tombolo set

Lukas takes a disarmingly simple and down-to-earth approach to wine, making it feel accessible, fun and discovery-driven. When pressed, he gave us some foundational advice on exploring and enjoying wine to the fullest:

“Mindful drinking! Be mindful when drinking wine, and pay attention to what you’re experiencing. Also, taste as often as possible.

“I think the most important question should be “do I like the wine?”. From there, try to determine what specifically you like (or dislike) about it. Draw parallels between this wine and others you’ve tasted in the past and try to pay attention to things like geography and varietal. Don’t get so caught up in technicality and detail- I promise these eventually make sense.”

Woman smiles as she leans on man, both wearing the full wine-themed linen Tombolo set. Man wears his shirt fully buttoned and woman wears it casually unbuttoned with a white tank top underneath.

We wrapped up by gathering some local tips from Lukas, including his favorite wine stores in New York: Brooklyn Wine Exchange, Terry’s, Somm Cellars, Manhattan Wine Company and, of course, his very own Sotheby’s.

“I think the best stores are the ones which are the most thoughtful, with emphasis placed on sourcing and curation, beyond just selling the fast-movers and trendy stuff.


“I like to keep a few great shops in my rotation. My advice is to make friends and become a regular at a few places. It’s tough on the wallet, but shopping is more fun that way and loyalty can give you access to wines that are not always on the shelf.”

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We even got him to open up about his favorite place to drink beer (yes, he drinks beer too, and even the cheap stuff). He likes the legendary dive bar Rudy’s – their free-hot-dog-with-your-drink special got him through tight times early in his career!

Shop our Tombarolo set and explore the rest of the Tombolo bar cabinet below!

Red short-sleeve cabana shirt featuring an embroidered Negroni glass on the chest pocket and three twisted appliqué stripes running down one side. The shirt has matching red buttons and a chain-stitched “Tombolo” logo at the collar.
 
Red short-sleeve cabana shirt featuring an embroidered Negroni glass on the chest pocket and three twisted appliqué stripes running down one side. The shirt has matching red buttons and a chain-stitched “Tombolo” logo at the collar.
Model wearing a red cabana shirt featuring three twisted appliqué stripes down one side and an embroidered Negroni glass on the chest pocket.
Model wearing a red cabana shirt with twisted appliqué stripes and an embroidered Negroni glass on the chest pocket, holding two oranges over their eyes in a playful pose.
Model wearing a red cabana shirt with twisted appliqué stripes and an embroidered Negroni glass on the chest pocket, seated on a striped ottoman. The model holds a Negroni-style drink in one hand.
Model wearing a red cabana shirt with twisted appliqué stripes and an embroidered Negroni glass on the chest pocket, styled over a black-and-cream striped dress. The model holds a Negroni-style drink while standing indoors.
Brown short-sleeve cabana shirt with embroidered cocktail motifs, including a crescent moon and a coupe glass with garnish. The shirt has cream piping on the sleeves and “Tombolo” embroidery at the collar.
 
Brown short-sleeve cabana shirt with embroidered cocktail motifs, including a crescent moon and a coupe glass with garnish. The shirt has cream piping on the sleeves and “Tombolo” embroidery at the collar.
A man wearing a brown cabana shirt with cocktail-themed embroidery and cream piping, paired with red plaid shorts.
Smiling woman wearing a brown cabana shirt with espresso martini embroidery, holding a coupe glass filled with confetti.
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'Do You Like Piña Cabanas?' ~ Relaxed Fit
'Do You Like Piña Cabanas?' ~ Relaxed Fit
Woman wearing a yellow cabana shirt with embroidered cherries and a tropical cocktail, standing in a kitchen setting with pineapples, a blender, and a piña colada in hand.
'Do You Like Piña Cabanas?' ~ Relaxed Fit
'Do You Like Piña Cabanas?' ~ Relaxed Fit
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.
 
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.
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.
Casual black short-sleeve button-up shirt with white piping and embroidered beige seahorses holding barware, including a martini glass, cocktail shaker, and bottle. White buttons run diagonally down the front, resembling rising bubbles.
 
Casual black short-sleeve button-up shirt with white piping and embroidered beige seahorses holding barware, including a martini glass, cocktail shaker, and bottle. White buttons run diagonally down the front, resembling rising bubbles.
A smiling man wearing 'Tip Your Bartenders!' Cabana fully unbuttoned standing on the beach.
Female model wearing the 'Tip Your Bartenders!' Cabana with cream-colored open-knit pants with black sandals.
Close up of gold and cream seahorses with white buttons that form a trail of bubbles up the front.
'Tip Your Bartenders!' Cabana
Casual, cabana style baby blue button-up Tombolo linen shirt with lemon flat ruffle trim, cocktail shaker pocket on bottom right and martini glass on left breast pocket
 
Casual, cabana style baby blue button-up Tombolo linen shirt with lemon flat ruffle trim, cocktail shaker pocket on bottom right and martini glass on left breast pocket
Man casually walking in Tombolo linen shirt displaying loose fit and carefree style.
Yellow ruffle trim lining collar, showing out when folded
Woman happily sporting oversized Tombolo linen shirt with open, no button look
Man pulling iPhone out of bottom cocktail shaker pocket
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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
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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
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
Black short-sleeve button-up shirt with playful embroidery depicting a champagne bottle popping open, with golden embroidered fizz and bubbles bursting across the chest. A champagne flute on the right side catches the stream. The shirt features a chest pocket and a soft, textured fabric with a relaxed fit.
 
Black short-sleeve button-up shirt with playful embroidery depicting a champagne bottle popping open, with golden embroidered fizz and bubbles bursting across the chest. A champagne flute on the right side catches the stream. The shirt features a chest pocket and a soft, textured fabric with a relaxed fit.
Close up of interior label showing Tom bolo Brut and a drawing of champagne flute with grapes
Man standing in a stone doorway with one arm outstretched and the other on his hip. He wears the 'Big Brut' Cabana paired with white pants and black loafers. The background features a rustic wooden door framed by weathered stone walls.
Model wearing Big Brut Cabana carrying a woman on his shoulders
Close up of champagne spraying out of bottle top
modern day mayordomo bucket hat organic cotton terry cloth
 
modern day mayordomo bucket hat organic cotton terry cloth
organic cotton terry cloth modern day mayordomo bucket hat perfect for magic set
Tombolo Agua Magica organic terry cloth bucket hat
Agua Magica Tombolo organic Cotton Terry Cloth Unisex
A modern day terry cloth bucket hat perfect for sipping on Agua Magica mezcal
A black short-sleeve terry cloth shirt with light tan embroidery. On the left chest is a stylized figure with exaggerated features, standing beneath lightning bolts and raindrops. On the right pocket is an embroidered agave plant. The shirt has wooden buttons, front patch pockets, and contrast whipstitch detailing along the collar, cuffs, and hems. ('Agua Magica' Cabana)
 
A black short-sleeve terry cloth shirt with light tan embroidery. On the left chest is a stylized figure with exaggerated features, standing beneath lightning bolts and raindrops. On the right pocket is an embroidered agave plant. The shirt has wooden buttons, front patch pockets, and contrast whipstitch detailing along the collar, cuffs, and hems. ('Agua Magica' Cabana)
Organic cotton terry cloth shirt from Tombolo and Agua Magica matching set
Terry cloth beach shirt from Tombolo and Agua Magica perfect for sipping mezcal
Drink mezcal with the mayordomo in this terry cloth cabana shirt
Male model laying on the beach wearing the full 'Agua Magica' Cabana set, with the bucket hat rest over his face to block the sun.
Tombolo's first dark terry cloth cabana set pairs perfectly with Mezcal
 
Tombolo's first dark terry cloth cabana set pairs perfectly with Mezcal
original stitching artwork pays tribute to Oaxacan culture so you can celebrate Mexico in comfortable style
Pair the shorts with Tombolo's matching cabana shirt for a stylish full set
perfect for men and women Tombolo's unisex terry cloth matching sets are sleek and stylish
Tombolo and Agua Magica matching terry cloth cabana set with pre-Colombia figurines
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.
Front on layflat of wesselman swim trunks
 
Front on layflat of wesselman 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
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 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
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.
Front-facing product image of 'The Sopranos' Bada Bing Cabana that features 100% organic terrycloth as the material that features a Combo color, raglan sleeve construction, Chain-stitched female silhouette reclining inside a translucent appliquéd coupé, Double-piped with natural hemp and white rope, Two-way, antique brass zipper, and Custom 'The Sopranos' x Tombolo label and chain-stitched Bada Bing! logo
 
Front-facing product image of 'The Sopranos' Bada Bing Cabana that features 100% organic terrycloth as the material that features a Combo color, raglan sleeve construction, Chain-stitched female silhouette reclining inside a translucent appliquéd coupé, Double-piped with natural hemp and white rope, Two-way, antique brass zipper, and Custom 'The Sopranos' x Tombolo label and chain-stitched Bada Bing! logo
Female model with long blonde hair lighting a cigar while wearing 'The Sopranos' Bada Bing Cabana with matching Bada Bing shorts, shot on a light blue textured background.
Close-up product image of 'The Sopranos' Bada Bing Cabana's custom 'The Sopranos' x Tombolo label and chain-stitched Bada Bing! logo
Female model with long blonde hair wearing 'The Sopranos' Bada Bing Cabana unbuttoned with a white shirt, matching Bada Bing shorts, and glasses, laughing, shot on a textured light blue background.
Female model with long blonde hair wearing 'The Sopranos' Bada Bing Caban unbuttoned with a white shirt, matching Bada Bing shorts, brown loafers, white socks mid size socks, and glasses with her hands in her pockets, shot a white textured background.
Front-facing product image of 'The Sopranos' Bada Bing Cabana Shorts that features chain-stitched embroidery of woman swinging on a disco ball, elasticized waist linked to drawstrings with varnished wood stoppers, double-piping with natural hemp and white rope.
 
Front-facing product image of 'The Sopranos' Bada Bing Cabana Shorts that features chain-stitched embroidery of woman swinging on a disco ball, elasticized waist linked to drawstrings with varnished wood stoppers, double-piping with natural hemp and white rope.
Female model wearing 'The Sopranos' Bada Bing Cabana shorts alongside a white shirt and a matching Bada Bing Cabana, with white socks, brown loafers, and both hands in her pockets, shot a white textured background.
Close-up product image of 'The Sopranos' Bada Bing Cabana Shorts' custom interior tag that has both the "Sopranos' and "Tombolo" logo.
Female model with long blonde hair lighting a cigar while wearing 'The Sopranos' Bada Bing Cabana Shorts with an unbuttoned matching Bada Bing cabana and white shirt, shot a textured white background.
Female model with long blonde hair laughing while wearing 'The Sopranos' Bada Bing Cabana shorts alongside a matcing unbuttoned Bada Bing cabana with a white shirt, with both her hands in her pockets, shot a textured white background.