Grab a Drink at the Duval Street Bars in Key West

Duval Street is world-famous for its historic bars, live music, vibrant nightlife, and diverse attractions. Experience the lively atmosphere of Duval Street during your trip to Key West and stop at one of the famous bars for libations, live music, delicious food, and great times. Whether you want to grab a drink at one of Ernest Hemingway’s favorite watering holes or take a shot at the smallest bar in the country, there is a destination for everyone’s interest. Stay with Rent Key West Vacations and access the fun on Duval Street just minutes from our vacation rentals!

8 Must-Visit Bars on Duval Street

It would be impossible to visit all the bars on Duval Street in one vacation. To help you figure out which bars to visit first, we have narrowed down the list to our favorites. Stroll down Duval Street and grab a drink at one of these famous bars:

Sloppy Joe’s– One of Key West’s most iconic bars, open since 1933 and a favorite watering hole of author Ernest Hemingway. Expect live music and libations 365 days a year!

Hog’s Breath– Local bar and restaurant, famous for its daily live music, great food, drinks, raw bar, and creative merch.

Irish Kevin’s– Classic Irish pub serving Irish food, drinks, and daily live music. Try one of their world-famous Green Alligator cocktails served in a fun souvenir cup.

Captain Tony’s Saloon– Famous bar steeped in history, originally built in 1851. Enjoy a drink in a living piece of Key West history that has served legends like Ernest Hemingway and Truman Capote.

Green Parrot– Historic dive bar since 1890 and a popular spot to enjoy live music, original drinks, and great food.

The Smallest Bar– Literally the smallest bar in the country, serving up shots and drinks in 72 square feet of fun.

Willie T’s- Open-air bar and restaurant, offering daily drink specials, live music, and food. Join the tradition and add a dollar bill to the walls or ceilings.

Rick’s Bar– Entertainment complex with nine bars in one location, including dance clubs, karaoke bars, live music venues, and cocktail lounges.

Book Our Vacation Rentals near Duval Street

Plan a trip to our slice of paradise and discover the perfect basecamp for your adventures with Rent Key West Vacations. Stay in our Key West vacation rentals in the historic district and easily access the Duval Street bars just a short walk away. Enjoy all the comforts of home with amenities like fully equipped kitchens, linens, and laundry facilities. Discover even more fun things to do in Key West on our blog and start planning your Florida getaway today!

What to Do on Your Key West Boat Rentals

The Florida Keys are a paradise for boaters, offering endless opportunities for visitors to get on the water. Reserve a Key West boat rental and set out into our turquoise waters for fishing, snorkeling, swimming, island hopping, and wildlife-watching adventures. Be your own captain and familiarize yourself with local boating rules and regulations before exploring our waterways. Book your stay with Rent Key West Vacations and plan an unforgettable boating experience in the Keys!

Boating Rules in Key West

Our waters are home to vital Key West habitats that can be seriously damaged by irresponsible boating. Please help us protect the Keys and boat responsibly during your visit by reading through the boating information from the Florida Keys National Marine Sanctuary:

Become familiar with the key guidelines of responsible boating.
Take the free boater education course to learn how to navigate our shallow waters and be a steward of our environment.
Learn how to use the mooring buoys maintained by the sanctuary.

Key West Boat Rentals

Reserve your Key West boat rental from one of these local outfitters:

Key West Boat & Jet Ski Adventures offers private boat rentals for four, six, or eight-hour adventures. Their rentals include a bimini top, floating lily mat, cooler, and snorkel equipment.
Sunset Watersports offers the largest fleet of rental boats on the island. Choose from pontoons, deck boats, Boston whalers, cobia, or cape craft for four to eight hours.
Fun in the Sun offers several private boat rentals, including bay boats, pontoons, seacrafts, deck boats, and double-decker pontoons.

Things to Do on Your Boat Rental

There are endless things to do on your Key West boat rentals, but here are a few of our favorites:

Purchase a fishing license and cast your line in the “World’s Fishing Capital.” Fish in the natural reefs, shipwrecks, backcountry, offshore, or deep sea. Target sought-after game fish like bonefish, tarpon, permit, redfish, and snook.
Snorkel the coral reef and explore our underwater paradise, where you will see over 500 species of fish.
Take your boat to the beautiful sandbars around Key West. Head to the Boca Grande sandbar to hang out with the locals or Mud Keys to explore mangrove trails.
Spot playful dolphins in their natural habitat as you are cruising around at sunset.

Reserve Your Key West Vacation Rental Today

Whether you want to explore the water on a private boat rental or with a local guide, Rent Key West Vacations offers the perfect basecamp. Reserve tours, activities, and rentals on our website with Key West Hideaways and make your vacation extra memorable. Find the perfect Key West vacation home for your group and book with us today!