Relive the Magic of Pensacola Cigar Weekend 2025: Embers & Elegance

Step into the vibe and luxury of Pensacola Cigar Weekend: Embers & Elegance with our official photo gallery. From stylish moments and smooth cigars to laughter, music, and unforgettable connections, every image captures the essence of this one-of-a-kind experience.

Whether you were front and center or want to see what you missed, the energy, elegance, and elevated culture are all right here waiting for you.

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May 1-3, 2026
Pensacola Cigar Weekend 2026: Derby Edition

Pensacola Cigar Weekend 2025: Embers & Elegance
Four people standing in front of a green wall with the words 'CIGAR WEEKEND' behind them, smiling at the camera.
A man with glasses and a beard playing drums at night under string lights, with a microphone nearby.
Group of five people smiling at a celebration with a green background that says Pensacola Cigar Tieke.
Two middle-aged men with gray beards and glasses at night, one wearing a tan shirt and hat, the other in a blue shirt and white fedora with blue band, standing outdoors under string lights.
Bruno_Doc_Kenny Anderson
Four men standing side by side at an indoor event with a green background with white text and decor.
Three people standing together outdoors at night, smiling for the camera, with string lights overhead.
Three people smiling at a social event with a green hedge background and the words 'Cigar Weekend' behind them.
Band performing live outdoors at night under string lights, with three musicians playing instruments, including drums, bass, and guitar.
A smiling man with a beard and glasses sitting next to a smiling woman with red hair at night at an outdoor setting with a canopy tent in the background.
White and black baseball cap with a round black sticker that reads 'Pensacola Cigar Weekend' on the front, placed on a wooden surface alongside other items.
Three men standing together at an outdoor event at night, illuminated by string lights, with tents in the background.
Close-up of various vintage cigar and vape lid tins arranged together.
A three-piece band performs on stage outdoors at night with colorful stage lighting, featuring two guitarists and a drummer surrounded by musical equipment.
Three people are sitting outdoors at night. The man in the middle is wearing a black suit, a white hat, sunglasses, and a patterned bow tie. The woman on the left is wearing a green dress and a colorful, patterned hat, and the woman on the right is w
A man with a gray beard and glasses, wearing a pink suit and a red wide-brimmed hat, is smoking a cigar.
Group of ten men standing outdoors at night, dressed casually, some wearing glasses, hats, or jewelry, with string lights and greenery in the background.
Three women smiling and posing for a photo at an event, with a green leafy backdrop and white letters that spell out 'CIGAR' and other words partially visible.
Four adults sitting at a table outdoors at night, smiling for the camera, under string lights. One man wears a white hat, and a woman wears a colorful hat and floral dress. The table has cups and drinks on it.
Two women standing side by side, smiling, at an indoor event. The woman on the left is wearing a dark blue off-the-shoulder dress with hoop earrings and a bracelet. The woman on the right is wearing a black shirt, a baseball cap, and a colorful brace
Three people standing together smiling at an event with a green foliage backdrop and gold gate, one man on the left wearing a white shirt and black bucket hat, woman in the middle in a cream dress, man on the right in a beige tie-dye shirt with jewel
A man dressed in formal attire with a paisley vest, black suit, bow tie, sunglasses, and a large white hat, sitting outdoors, smoking a cigar.
Sign for Sassy Soul Cigars featuring colorful lettering and logo on a black background.
Just Cooling Mobile Cigar Lounge
Two stylish men at an outdoor event, one wearing a gray pinstripe suit, gray hat, and glasses, holding a cigar, and the other in a dark blazer, white T-shirt, and a blue hat, holding a drink, standing under a canopy with greenery in the background.
Four older men with gray beards and glasses standing outdoors at night smiling, dressed in casual summer clothing, with string lights and trees in the background.
A woman with braids and a colorful dress talking to a man in a black suit and hat at an outdoor event under a white tent, with another man in a gray pinstripe suit and hat in the background.
Two men standing close together at night, one with a beard wearing a hat and a light-colored shirt, making a peace sign, and the other with a serious expression wearing a white shirt.
A man and a woman standing together at an outdoor event, both holding drinks and smiling at the camera. The man is wearing a white shirt, a beige wide-brimmed hat, and bracelets. The woman is wearing a floral dress and a necklace.
Two people smiling at an event at night, outdoor setting with tents and string lights.
Two women standing close together, smiling, at night with string lights in the background; one woman wears a black top, and the other wears an orange sleeveless shirt, large hat, glasses, and jewelry.
A man with a beard wearing a black shirt, a large black hat, and a watch, sitting outdoors at night under a canopy while holding a cigar and looking at the camera.
A smiling man and woman sitting close together on a wicker outdoor couch at a wine tasting event, with a dark background and a tent behind them.
Two women standing close together indoors, smiling at the camera. One is wearing a dark blue dress with an off-shoulder design, and the other is dressed in a black top and olive green skirt with a high slit, accessorized with jewelry and a cap.
Two women smiling and posing together indoors, one with long curly hair wearing a colorful patterned dress, and the other with short dark hair wearing a black leather top with silver embellishments.
An elderly woman and a middle-aged man dancing at night under string lights.
Two women standing close together at night during an outdoor event, smiling. The woman on the left has curly black hair, wearing a light blue sleeveless top. The woman on the right has dreadlocks, glasses, dark lipstick, an orange top with a tie-fron
Three adults, two men and one woman, smiling at an outdoor evening gathering with string lights overhead. The man on the left is wearing a yellow shirt, the woman in the middle is wearing a colorful strapless dress, and the man on the right is dresse
Two men standing outdoors at night, smiling, with one wearing a red shirt and the other wearing a white shirt, both flashing peace signs.
A couple sitting close together at an outdoor event, smiling at the camera. The man is wearing a patterned blue shirt and a watch, and the woman is wearing a red sleeveless dress with jewelry. There are string lights and a tent in the background.
Two women sitting outdoors at night, one wearing a large colorful hat with a Kente pattern, the other in a dark off-shoulder dress, with trees in the background.
A woman with glasses, wearing a gray tank top with 'Kassy Soul Cigars' logo, sitting at an outdoor table with cigars and a drink, smiling at the camera.
Chocolate cigars wrapped in clear plastic with painted green and red labels, priced at $35, on a black table at an outdoor night market.
A display table at Sassy Soul Cigars with branded white paper bags, some containing cigars, and various vaping or smoking accessories. The table has a black cloth, and there are drinks, a lighter, and other items visible.
Three men are standing in a room, smoking cigars and having a conversation. The man in the middle is smiling and wearing a white t-shirt with the words 'Resort Luxe' on it. The other two are wearing darker clothing, and one of them is wearing sunglas
Vendor booth selling premium cigars with colorful boxes on display and a smiling man behind the table at night.
Pink and gold sparkly sign with the word 'Powdazzle' in cursive font, attached to a metal pole at night.
Woman standing next to a display table of jewelry and watch boxes at an outdoor market at night.
Broken glass bottles and shards on a mirrored surface with gold specks, on a wooden table.
Various small bottles of perfume or cologne in wooden and decorative boxes on display at a market or store.
A spilled Jack Daniel's Tennessee Whiskey bottle on a dark surface with a few drops of spilled liquid and water around it.
A display of assorted small wooden boxes and glass ornaments on a red tablecloth at an outdoor market.
A table with various boxes and displays of smoking and vaping products, with a prominent banner in the foreground that reads 'POKE or SMOKE', established 2019, featuring a fiery design.
A display table with various jewelry pieces in boxes, including earrings and rings. The table has white block letters spelling 'POKÉMON' on a black cloth. Some jewelry is displayed with price tags, and there's a decorative black hand mannequin holdin
Bottles of plant-based hand and body cream with lavender, lavender mint, lemongrass, and grapefruit orange scents on display.
An older woman with glasses and jewelry stands behind a table at an outdoor market, holding a box of items on display with string decorations, illuminated by string lights at night.
Close-up of two cosmetic jars on a wooden surface, one labeled 'Botanical Exfoliating Cleanser' and the other 'Botanical Firming Moisturizer,' both from Geneva Collection, made in Pensacola, Florida.
Brochure for Geneva Collection featuring images of women, skincare products, and ingredients, with a description of the company's mission to provide quality, handcrafted, organic skincare products.
Three women standing behind a table displaying baked goods at a night market booth, smiling for the camera. The table has various boxes of cupcakes and a price list, with a dark outdoor setting and a tent overhead.
Two men standing close together at night, smiling and posing for the camera, with their arms around each other.
A candle labeled 'Nostalgia' with scents of cedar, rum spice, and leather, from Honeybee Cigars, on a textured surface with a blurred background.
Woman smiling at a cigar booth, holding a cigar and pointing at it. The booth has cigar samples, bags, and jars labeled 'JMEDIUM,' 'BOLD,' and 'MILD.' There are also decorative items including a salt lamp and framed signs with a skull logo.
A black vendor booth with a logo for Just Cooling Mobile Cigars, featuring two crossed cigars with steam rising, is set up outdoors at night. There are two people behind the booth, one wearing a white hat, with various packaged cigars and supplies on
Clear plastic bags containing various cat-themed clothing and accessories are laid out on a black table, with some white, green, and purple items visible in the background.
Four decorative glass ashtrays with gold accents and a black logo with a yellow cigarette icon and the words 'Just Cooling' and 'Smokle Cigars' on a black surface.
A booth with a yellow tablecloth displaying coffee bags, candles, and drink dispensers. There are decorative signs, glassware, and small items for sale. The background features a wooden wall and a white canopy.
Outdoor display booth with two tables covered by black cloths featuring the Haze Gray logo, a veteran-owned business selling cigars, displaying framed photographs, informational pamphlets, and items like potted plants and metal containers, backed by
Open display box containing cigars with a picture of a man and woman on the inside of the lid. The man has a beard and is riding a motorcycle, while the woman has dark hair and is smoking a cigar. There is a sign with text describing the cigars insid
Display of cigars with patriotic and military-themed labels, along with a framed photo of a dog and informational signs about the cigars' origin and charitable purpose.
A red and black baseball cap with a patch on the front that reads "Hazegard Veteran Owned" and features an image of a bearded man wearing a helmet.
A woman in a red shirt and hat, wearing sunglasses, stands behind a table at an outdoor jewelry stall. The table displays various jewelry items including rings, bracelets, and necklaces, with some jewelry arranged on wooden display stands. The backgr
A vendor's display at an event featuring rings and jewelry on stands behind a table with black and white tablecloths bearing the logo 'SMOKED the collection' in red and gray. The vendor, partially visible, wears glasses, a red cap, and a red shirt, w
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