The Menu

Curated for the Discerning

Every selection at The Gentlemen's Last is chosen for its character, provenance, and the experience it creates. Explore our cigars, spirits, and signature pairings.

Cigars

The Humidor

Our walk-in humidor maintains a curated selection of the world's finest handcrafted cigars, rotated seasonally and sourced directly from premier estates.

Macanudo Café Hyde Park

$18

Dominican Republic · 6 × 50 Toro

Creamy cedar, light toast, subtle sweetness

Arturo Fuente Hemingway Short Story

$22

Dominican Republic · 4 × 49 Perfecto

Almond, honey, mild spice

Montecristo White Series

$20

Dominican Republic · 6 × 52 Toro

Smooth cream, white pepper, light wood

Spirits

The Bar

Our bar program is built around depth and discovery — rare single malts, small-batch bourbons, aged rums, and cognacs selected to complement the complexity of fine tobacco.

Glenfarclas 25 Year

Speyside · 43%

Dried fruit, sherry oak, rich spice, long finish

$38

Lagavulin 16 Year

Islay · 43%

Peat smoke, iodine, dark chocolate, sea salt

$32

Dalmore King Alexander III

Highland · 40%

Citrus, vanilla, dark berries, chocolate

$45

Pairings

Signature Pairings

Our curators have crafted these pairings to elevate both the cigar and the spirit — each combination chosen to draw out complementary notes and create a unified experience.

CigarLiga Privada No. 9
SpiritLagavulin 16 Year

The peated smoke of the Lagavulin mirrors the earthy intensity of the Liga Privada, while the scotch's sea salt finish cuts through the cigar's richness.

$72
CigarPadron 1964 Anniversary Natural
SpiritPappy Van Winkle 15 Year

A classic pairing — the Padron's dark chocolate and coffee notes harmonize with the bourbon's caramel and dried fruit, creating a seamless, indulgent experience.

$130
CigarArturo Fuente Hemingway Short Story
SpiritGlenfarclas 25 Year

The mild sweetness of the Hemingway is lifted by the sherry-driven richness of the Glenfarclas, with both sharing a long, warming finish.

$58
CigarCohiba Behike 52
SpiritRémy Martin Louis XIII

The pinnacle of the menu. Two icons — the Behike's complex spice and the Louis XIII's infinite floral finish create an experience that transcends the sum of its parts.

$200

The Last

Dress Shoes

The final element of the Triple Pairing. Each pair is sourced from heritage cordwainers and available for purchase at the bar. Choose your leather, select your stain, and have it applied tableside — a ritual as deliberate as the cigar you're smoking.

Part of the Triple Pairing Experience

The Havana Oxford

$385

Goodyear-welted, full-grain calf

Available in UK 6–13

A clean, unadorned cap-toe Oxford in natural calf. Takes stain beautifully — from pale cognac to near-black.

The Speyside Brogue

$340

Goodyear-welted, grain leather

Available in UK 6–13

Full brogue detailing on a durable grain leather. Pairs with the peated Scotch selection. Stains to a rich antique tan.

The Bourbon Derby

$295

Blake-stitched, suede

Available in UK 6–12

A relaxed Derby silhouette in tobacco suede. No staining — the suede is the finish. Brushed tableside to a deep, even nap.

The Cohiba Loafer

$620

Goodyear-welted, shell cordovan

Available in UK 7–12

Shell cordovan penny loafer — the rarest leather on the menu. Develops a mirror shine with tableside burnishing. A collector's piece.

Tableside Staining

All shoes are available unstained. Our in-house staining service applies your chosen finish at the table, using traditional wax and burnishing techniques.

NaturalPreserves the leather's raw tone. Lightest finish, shows grain character.
CognacWarm amber-gold. The house favourite — mirrors the colour of a well-aged brandy.
HavanaMedium tan with red undertones. Classic and versatile.
Dark WalnutDeep brown, near-black. Formal, commanding, unapologetic.
MidnightFull black. Maximum contrast. The choice of those who need no introduction.
The Gentleman's Last

"A gentleman is not defined by what he wears, but by what he creates."

Visit Us

123 Gentleman's RowSt.Petersburg, fl
HoursMon – Thu: 4pm – 12amFri – Sat: 4pm – 2amSun: 4pm – 10pm

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