When you’re in Key West, a great cocktail is even better when paired with an unforgettable view. Whether it’s ocean breezes, lively people-watching, or a front-row seat to the sunset, these must-visit spots deliver the perfect combination of scenery and sips. No matter what your vibe is—tiki bar chill, upscale elegance, or feet-in-the-sand casual—this list has something for everyone.
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1. McKee’s Tiki Bar at The Capitana
If you’re staying on North Roosevelt or just want a proper tiki bar experience, McKee’s is the spot. Perched right on the water, this place has that “I should probably move to Key West” energy. Pro tip: Don’t drive—grab an Uber or a bike so you can fully enjoy those island-style cocktails.
2. Sunset Pier
Ah, Sunset Pier—the place where the umbrellas are green, the chairs are colorful, and the views are next-level. You’ll see boats sailing, jet ski tours zipping by, and some of the best live music in town. And when the sun dips? It’s a front-row seat to the most iconic sunset in Key West.
3. Schooner Wharf Bar (Yes, There’s a View!)
Listen, I know—Schooner Wharf doesn’t exactly scream “waterfront views.” But head upstairs and boom—you’ve got a killer view of the marina. It’s the perfect low-key, Old Key West spot where you can sip a rum runner and feel like a salty sailor (minus the actual sailing part).
4. The Sky Bar at Southernmost House
If oceanfront, unobstructed views are what you crave, then Sky Bar is your jam. Perched above the Southernmost Mansion, this bar offers breathtaking views and solid cocktails. Pizza and ocean breezes? Count me in.
5. Hot Tin Roof
For those of you who like your cocktails with a side of sophistication, Hot Tin Roof delivers. The drinks are next level, the food is incredible, and the views? Chef’s kiss. A little dressier than your average Key West bar, but hey, we can class it up now and then.
6. Louie’s Backyard (A Personal Favorite)
This spot has been my laptop screensaver for years—and for good reason. Whether you’re perched at the outside bar or chilling on the deck, you’ll get that peaceful, oceanfront escape without the chaos of Duval Street. Bonus? Dog Beach is right next door, so you can sip a mojito and watch pups live their best lives.
7. The Saint Hotel’s Rooftop Bar
This hidden gem is the definition of Key West cool. You won’t get water views, but you will get a perfect people-watching perch. Order a Hemingway Daiquiri, soak in the scene, and enjoy one of the best-kept secrets in town.
8. The Bull & Whistle (Best for People-Watching)
Want to be right in the middle of the action? Park yourself at The Bull on Duval Street, grab a drink, and watch the world go by. If you prefer an elevated view, head up to The Whistle—same fun, just higher up (literally).
9. Loggerhead’s Beach Bar
If feet in the sand, drink in hand is your vibe, Loggerhead’s is calling your name. This casual, beachside bar serves up fresh seafood, killer cocktails, and gorgeous Gulf views. It’s low-key Key West perfection.
10. Salute! On the Beach
Want a great waterfront dining spot with solid drinks? Salute! has you covered. It’s a little off the beaten path, but trust me—it’s worth it. You’ll get ocean views, delicious food, and a perfect post-beach drink spot.
BONUS: Hugh’s Rooftop Bar & The USCGC Ingham
These spots aren’t always open, but when they are? Unmatched views.
- Hugh’s Rooftop Bar (Studios of Key West) has free entry, epic rooftop views, and seasonal glow hour events.
- USCGC Ingham (yes, a Coast Guard ship!) is THE place for Friday night sunset drinks. Beer, wine, 40s music, and a deck overlooking the ocean—what more could you want?
Did I Miss Your Favorite? Let Me Know!
I know Key West is packed with amazing spots to grab a cocktail with a view, so if I missed your favorite, drop me a message! I’m always on the lookout for new recommendations.
Cheers, and see you at the bar!
