• people standing on front of boat floating on turquoise water

    Girls & Guys Getaways

Get Away

There are times when you just need to get away with your friends. Lucky for crews bachelor, bachelorette, and beyond, Barbary Beach House Key West provides the essential island escape. With our beachfront locale, scheduled daily refreshments and activities, and—most importantly—close proximity to iconic sites of Key West, it’s a taste of the tropics that requires no passport at all.

Rum barrels and distilling equipment in front of a sign reading

Rum Distillery Tours

Get a true taste of island life at Key West First Legal Rum. Once an important site for rum-running between Cuba and the U.S, nowadays, locals can get their fix from Key West’s own legal distillery, which pays homage to the traditional techniques of Caribbean rum-makers and the island’s rich history. Grab the crew for a free tour of the distillery and sample their unique range of flavored and aged rums to see why we’re known as America’s Caribbean, or stop by on a Saturday to catch a free tutorial on crafting a Real Mojito. Perfect for groups of all sizes, rent a private room with up to 20 buds for a rum-fuelled good time.

sail boat at sunset

Sunset Sail

An island getaway with friends would be complete without a day on the water. Lucky for you, there’s no shortage of ways to float your boat around here. To make the most of your stay, we suggest embarking on a sunset cruise aboard Key West’s newest and most luxurious catamaran, The Sandie Cat. More than just great views, this two-hour excursion starts the evening with bottomless drinks from the open bar, great island-inspired appetizers, and live music to kick-off the dance party. Sip on tropical rum runner cocktails, mixed drinks, or the beverage of your choice as you watch the sun dip lower and let the volume get higher on this ultimate group getaway.

street sign reading Duval Street

Duval Crawl

Running north to south from the Gulf of Mexico to the Atlantic Ocean, Duval offers a taste of the island’s Caribbean influence, Victorian architecture, and storied residents in each friendly watering-hole. Introduce the group to local music and flavor at the Hog’s Breath Saloon or a 100-year-old dive bar with some serious street cred, the Green Parrot Bar. Experience eight different bars at the one-of-a-kind Rick’s Bar where frozen cocktail lovers, rock music fans, and lazy afternoon patio drinkers can all find respite from the hot Key West sun. Or, hitch a ride on the Old Town Trolley Tour for a 90-minute narrated history of the island and stop at Sloppy Joe’s Bar, a favorite of Hemingway’s and fixture of Old Town since 1933.

Man rides on jet ski

Jet Ski Tours

What better way to experience the wild waters that surround Key West than by Jet Ski? With the ocean just steps from Barbary Beach House, it’s the perfect place to set of on an island tour with the crew that will take you on a multi-stop hour-and-a-half-long adventure past some of Key West’s top attractions, including Mallory Square, the Southernmost Point, and Fort Zachary. Of course, we always endorse a buddy system, so double up on the fun and throw a second rider on your rig for free!

fish tacos on a palm frond

Key West Food Tours

Discover Key West with all your senses on a curated Key West Food Tour. Walk in the footsteps of seafaring rebels, celebrities, and few wild rooters as you explore the diverse flavor profiles of Key West cuisine on a walking tour through this coastal city’s famed restaurants and hidden local hotspots. With something for every taste, each tour offers a fantastic way for you and your group to learn about the island’s history and Caribbean influences through three signature tours, including a Seafood Lover’s Tasting, Southernmost Food Tasting, and a Key West Bar Crawl.

  • Off to a new Adventure?

    Before you go, sign up to get our newsletter straight to your inbox.