Key West Brewery and Distillery Guide

After a day at the beach, we invite you to cool down with a refreshing drink at a Key West brewery or distillery, and/ or bring your favorites back to your Rent Key West Vacations home-away-from-home. Whether you want to sip on island-inspired brews while overlooking the water or sample rum inspired by the exploits of Ernest Hemingway, you can find it all in Key West! And Rent Key West Vacations puts you within minutes of the best drinks on the island with our impressive collection of vacation rentals in Old Town’s historic district

The Waterfront Brewery

Visit The Waterfront Brewery for fantastic brews, views, and food. Overlooking the Key West Historic Seaport, kick back and relax as you watch the boats pass by during daily happy hour from 4:00 – 6:30. They feature beers like their world-famous Crazy Lady Honey Blonde Ale, which is brewed with local water and honey. They are passionate about using local ingredients to capture the essence of island life in every sumptuous sip!

First Flight Island Restaurant & Brewery

Enjoy delicious brews in this historic birthplace of Pan American World Airways. Pan-Am’s first tickets were sold out of this very building in 1927. Pan Am was the principal and largest international air carrier in the United States from 1927 until its collapse on December 4, 1991.

Accessing the brewery is an adventure in itself; stroll through the red-bricked garden and head through the French doors to be greeted by the unique bar area. A seaplane plunges through the ceiling, offering a one-of-a-kind drinking surface. We recommend their Sunset Clipper brew, which uses fresh Florida citrus peels for the perfect refreshing drink.

Key West First Legal Rum Distillery

Stop at the first-ever legal rum distillery on the island and try their collection of home-brewed rum. Join their free tours and learn about the process of distilling sugar cane into rum. They are also known for having the best pina Coladas and mojitos on the island, and they will even give you the recipe so you can perfect the making of the drinks at your vacation home so you can impress your friends when you get back to reality!

Papa’s Pilar Rum Distillery 

Taste the rum inspired by the life and exploits of beloved local author Ernest Hemingway. Their rum is named after his boat, Pilar, expressing a bold and well-traveled blend of maple, dark chocolate, fig, and candied orange. While you are here, we also encourage you to sign up for a tour, cocktail class, or haunted ghost tour!

Old Town Tavern & Beer Garden

Although not technically a brewery, Old Town Tavern offers one of the largest selections of craft beers in Key West. They host happy hour twice every day and whiskey Wednesdays, where you can enjoy 50% off whiskey, bourbon, and scotch. Head to the outdoor beer garden and pair your drink with a homemade dish from their expansive menu for a very satisfying meal!

Key West Vacation Rentals in Historic District

Discover our collection of over 60 Key West vacation rentals, and take advantage of amenities like private pools, hot tubs, and tennis courts. Whether you want to stay near the action in Old Town or in a gorgeous oceanfront property, we have the perfect rentals for your getaway!