Okeechobee Steakhouse
Old Florida Institution That Actually Earns It
West Palm Beach · West Palm Beach · Steakhouse · Visit Website ↗
Reviewed April 7, 2026
Wingman Metrics
First Impression
Walking into Okeechobee Steakhouse feels like stepping into a steakhouse that never had to reinvent itself — dark wood, leather booths, and a wine list that lands on the table with some actual weight behind it. This isn't a prop list designed to impress on first glance; it's a working document built over decades. Wine Spectator has handed out a Best of Award of Excellence here every year since 2019, and one look at the 400-plus selections tells you why.
Selection Deep Dive
The list leans hard into the California-France-Italy triumvirate, which suits a steakhouse just fine — and they execute it with real depth rather than the usual lazy hits. You've got Caymus and Jordan on the accessible end, Silver Oak and Far Niente in the middle, and Opus One, Stag's Leap, and Chateau Montelena anchoring the prestige tier. France shows up seriously with Château Lynch-Bages and Château Léoville-Las Cases representing Bordeaux properly, while Italy brings Sassicaia, Tignanello, Gaja Barolo, and other Super Tuscans that don't show up on most lists within two hundred miles. This is a list curated by people who actually drink wine.
By the Glass
With 20 to 35 pours available by the glass, the program is genuinely generous for a steakhouse of this style. The selection rotates and covers enough ground that you don't feel boxed into a single Cabernet decision all night. Wednesday's half-price wine night is the real headline — at a restaurant where bottles run $175 and up, that's not a gimmick, that's a substantial discount.
Jordan Winery Cabernet Sauvignon — N/A (ask staff)
Jordan is one of the most reliably over-delivered bottles in California — classic Alexander Valley structure, food-friendly, and it won't crater your wallet the way the Opus One will. At a steakhouse with this much overhead built into the pricing, Jordan is the move for a table that wants a great bottle without a morning-after regret.
Chateau Montelena Cabernet Sauvignon
Everyone at this table is going to reach for Caymus or Silver Oak out of habit. Don't. Chateau Montelena — the Napa legend that won the 1976 Judgment of Paris — tends to get overlooked at steakhouses because it doesn't have the same brand-name muscle. It's more structured, more age-worthy, and genuinely more interesting. The people who know, order this.
Caymus Vineyards Cabernet Sauvignon 2022
At $175, you're paying a significant premium for a bottle that retails widely around $80-90 and has become so ubiquitous it's practically a condiment. Caymus is fine — it's just that your money travels farther almost anywhere else on this list. The markup here is doing the heavy lifting, not the wine.
Sassicaia 2021 + Filet Mignon
Sassicaia brings Cabernet Franc-driven structure with that unmistakable Tuscan grip — earthy, firm, built for red meat. Against a filet's clean, buttery texture, it doesn't overpower; it frames. This is the kind of pairing that makes you understand why Sassicaia costs what it costs.
Wednesday — Half-price wine night every Wednesday — applies to bottle selections and represents serious savings on a list where bottles start at $50 and climb well into the hundreds.
🔥 The Bottom Line
Okeechobee Steakhouse is a legitimate wine destination dressed up as a neighborhood institution — three sommeliers, a 400-plus bottle list heavy with serious producers, and Wednesday half-price nights that make the steep markups almost forgivable. Send your friends here, just tell them to go on a Wednesday.
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