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!

The Best Bars in Key West to Visit on Vacation

Key West is famous for its sunsets, turquoise waters, white sand beaches, rich history, and lively nightlife. Escape to the southernmost point in the U.S. with Rent Key West Vacations and check out the island’s top attractions during your visit. Make your way to Duvall Street and discover the best bars in Key West, offering refreshing cocktails, live music, happy hours, and local history. Whether you want to grab a drink at Ernest Hemingway’s favorite watering hole or catch the sunset at a bar along Mallory Square, there is a destination for everyone:

Sloppy Joe’s

Visiting the historic Sloppy Joe’s is a must during your Key West vacation. This bar has been a Key West tradition since 1933 and is famous for being Ernest Hemingway’s favorite watering hole. Hang out in a piece of Key West history and grab a drink at Joe’s Tap Room, serving craft beer and tasty cocktails. Joe’s also offers one of the best parties in town, with live music daily from noon to 2 a.m.

Green Parrot Bar

Another Key West icon, the building of the Green Parrot Bar, started as a grocery store in the 1890s, turned into a dive bar after WWII, and was renovated in the 1970s as the Green Parrot Bar. Today, the bar is a favorite destination for live music on the island, with live local musicians taking the stage multiple times daily.

Irish Kevin’s

Visit Irish Kevin’s on Duval Street for a classic Irish pub experience in the Keys. Enjoy unique cocktails like the world-famous Green Gator, featuring lemon rum, blue curacao, oj, sour mix, and 151 floaters in a souvenir glass. Stop in for live music, drinks, burgers, sandwiches, and delicious Key Lime pie!

Captain Tony’s Saloon

Captain Tony’s Saloon was the original location of Sloppy Joe’s Bar, located directly across the street. This historic saloon was the favorite watering hole for celebrities like Ernest Hemingway, Truman Capote, Tennessee Williams, and Jimmy Buffet. Unique pieces of Key West history are found all over the bar, including the stools painted with famous visitors’ names.

Sunset Pier

If you are looking for a Key West bar to watch the sunset over the water, we recommend visiting Sunset Pier near Mallory Square. Enjoy live music, tropical drinks, breathtaking sunset views, and delicious seafood.

Key West Vacation Rentals near Duval Street

Book your getaway with Rent Key West Vacations and stay close to the action with our vacation rentals in Old Town. Properties like Ann Street Cottage, Tranquility, and Namaste put you minutes away from the best bars in Key West. Stay within one block of Duval Street and two blocks from famous bars like Sloppy Joe’s, The Bull, and Hog’s Breath. To customize your vacation, please call our reservation specialists at 1-800-833-7368.