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October 29, 2025Key West Bars: 7 Must-Visit Spots for Liquid Courage & Rum Swizzle Wisdom 🍹
If there’s one thing Key West is famous for besides Ernest Hemingway’s cats, it’s its bars. You know you’re in trouble when the street is named "Duvall" and the only thing harder to find than a left turn is a decent cocktail without rum. Let’s dive into the 7 best bars in Key West that will make you question whether "parrot" is a type of drink or a species of human who frequents these places.
1. Sloppy Joe’s Bar: Where Hemingway Was Probably Bored
Address: 521 Duval St, Key West, FL 33040
Let’s start with the OG. Sloppy Joe’s claims Hemingway himself hung out here. Spoiler: He did, but he was probably just waiting for the bartender to stop pretending to be a writer. This bar is so iconic it’s like the George Clooney of Key West bars—charismatic, slightly aloof, and definitely over 60.
- Try their "Hemingway Daiquiri"—rum, grapefruit juice, lime, and a splash of passionfruit. It’s the James Bond of cocktails, but with fewer gadgets.
- Pro tip: Ask for the "Hemingway Tour"—a $25 guided experience that includes a cocktail and a lecture on why writing is overrated.
- Internal Link: Want to make your own Hemingway-style drink? Check out Make Your Own Beer for tips on crafting your literary masterpiece.
2. The Green Parrot: Pirate-Themed & Somewhat Suspicious
Address: 617 Duval St, Key West, FL 33040
If you’ve ever wondered what a pirate’s home bar looks like, The Green Parrot is your answer. This place is so pirate-themed that the waitstaff probably have hidden maps under their uniforms. They even sell "pirate kits" that include a parrot hat and a map to buried treasure (aka the bartender’s safe).
- Their "Green Parrot Punch" is a tropical cocktail that tastes like they took a coconut, threw it into a blender, and forgot to add ice.
- Secret menu item: Ask for the "Scallywag" drink for a $10 discount. Bonus: If you say "Arrr" while ordering, they’ll give you a free napkin.
- Internal Link: Feeling adventurous? Learn how to grow your business like a pirate who’s 90% rum and 10% business acumen.
3. Conch Republic Bar & Grill: Where the Vibes Are Legit
Address: 923 Duval St, Key West, FL 33040
This place is the spiritual home of the "I quit my job" drink. The Conch Republic Bar & Grill is so laid-back it’s like the bartender forgot to turn on the seriousness. Their "Key Lime Shot" is a local classic—tart, tangy, and 100% more effective than your ex’s apologies.
- Order the "Conch Republic Burger"—a $15 masterpiece that will make you question why you ever settled for a basic cheeseburger.
- They have a "Happy Hour" from 4-6 PM, which is just the universe’s way of saying "drink responsibly" but with more discounts.
- Internal Link: For more Key West bar adventures, visit Strategies.beer Home for insider tips.
4. The Key West Ale House: Beer Lovers, Assemble!
Address: 521 Duval St, Key West, FL 33040
This bar is for people who think "ale" and "life" are synonyms. The Key West Ale House serves 30+ taps, including local brews like the "Key West Ale"—a beer so smooth it’s practically a yoga instructor. The décor is equal parts "I’ve given up" and "I’ve given up even more."
- Try the "Duval Ale"—a local favorite that’s 90% nostalgia and 10% hops.
- They host live music every Friday. The cover charge is $5, but the music is free if you pretend you’re paying attention.
- Internal Link: Want to start your own beer brand? Make Your Own Beer is your next stop.
5. The Salty Dog Rum Bar: Rum, Rum, and More Rum
Address: 521 Duval St, Key West, FL 33040
If you’re looking for a bar that takes rum seriously, you’re in the wrong place. The Salty Dog Rum Bar is a 90-minute lesson in how not to take rum seriously. They have 200+ rums, but only 1 is labeled "The One You Should Drink." Spoiler: It’s not the cheapest one.
- Their "Cuba Libre" comes in a liter bottle. For $50. Because hydration is overrated.
- They have a "Rum Tasting" for $25. It’s basically a 30-minute lecture on how to drink responsibly while pretending you’re a sommelier.
- External Link: Need a place to distribute your new rum brand? Try Dropt.beer for beer distribution solutions.
6. The Rum Bar: Where the Rum is Strong and the Stories Are Stronger
Address: 923 Duval St, Key West, FL 33040
This bar is like the "Rum Show" but with more tourists and less of a show. The Rum Bar is a 20-minute lesson in why "rum" and "lack of judgment" are the same thing. They serve "Swizzle" cocktails, which are basically rum smoothies for people who forgot what a blender is.
- Order the "Rum Swizzle"—a $12 cocktail that tastes like someone took a fruit smoothie and said "this is a drink."
- They have a "Rum Tasting" every Tuesday. The only rule is "don’t tell the bartender you’re allergic to rum."
- Internal Link: For more Key West bar adventures, visit Strategies.beer Home for insider tips.
7. The Captain’s Wheel: Where the Captain Is Always Drunk
Address: 1004 Duval St, Key West, FL 33040
This bar is like a pirate ship that forgot it was on solid ground. The Captain’s Wheel is a 5-minute lesson in why "pirates" and "bad decisions" are the same thing. They serve "Captain’s Rum"—a drink so strong it’s probably illegal in at least three states.
- Their "Pirate’s Delight" cocktail is a $10 concoction that smells like betrayal and tastes like regret.
- They have a "Pirate Costume" rental for $20. It includes a hat, a sword (not real), and a map to a place that doesn’t exist.
- Internal Link: Want to start your own bar? Grow Your Business With Strategies Beer is here to help.
FAQs: Your Key West Bar Survival Guide
Q: What’s the best time to visit Key West bars?
A: Happy hour is your best friend. Most bars offer drink discounts from 4-6 PM. Pro tip: Arrive early enough to avoid the "I’m 21" crowd and stay late enough to see the "I’m 21" crowd pass out.
Q: Are there any bars with outdoor seating?
A: The Conch Republic Bar & Grill has a small patio that’s either a breeze or a hurricane, depending on the weather. The Salty Dog Rum Bar has a "patio" that’s basically a lawn chair and a prayer.
Q: Can I take alcohol home from Key West?
A: Yes, but only if you pretend it’s "liquid courage" and not "proof" that you’ve made bad decisions. The Key West Ale House has souvenir mugs for $10. Fill them with tap water. It’s a win-win.
Conclusion: Key West Bars for the Bold, the Brave, and the Mildly Drunk
Key West bars are a 12-hour lesson in why "parrot" and "rum" are the same thing. Whether you’re sipping a Hemingway Daiquiri at Sloppy Joe’s or pretending to be a pirate at The Green Parrot, remember: the only thing more important than the drink is the story you’ll tell later. And if you’re ever in Key West and need a place to distribute your new beer brand? Dropt.beer is here to help. Cheers to you, future bar legend.
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