August 6, 2025 - by Bad Girl Liz

Things to Do in Key West for a Bachelor Party

Things to Do in Key West for a Bachelor Party

Planning your buddy's single life send off and looking for a tropical paradise with sunny beaches, turquoise waters, and gorgeous girls in tiny bikinis? Key West has a carefree tropical vibe that greatly differs from the hustle and bustle of other bachelor party destinations in Florida. Whether you plan to enjoy tropical cocktails on a sunset cruise, sail out on a fishing trip, or catch up with the guys at a tiki bar, the island promises experiences you'll never forget. For an epic celebration in the southernmost city in the continental U.S., plan a weekend getaway to enjoy a bit of everything: sun, sand, clear waters, and lively beach parties.

Key West Sunset Cruises and Fishing Trips

Sunset cruise with two boats silhouetted against the glowing orange sky.

Kick off the party with some adventure on the water as there's no shortage of watersports options in Key West, from jet skiing, scuba diving to kayak tours.

You have several options to enjoy the breathtaking sunset on the serene waters surrounding Key West. Charter a pontoon party boat, a yacht, or a catamaran for your crew or sign up for a full-service cruise with a larger group.

Picture you guys sailing out, enjoying the colorful sunset while sipping your drinks crafted by a flirty Bikini Bartender. Depending on your budget and party style, you'll find party boats that can be customized, with catering options, open bar, and a variety of entertainment. Ready for some adrenaline-pumping adventure? Charter a boat that will take you snorkeling and scuba diving.

Places to Swim with Dolphins in Key West

Happy man swimming with a bottlenose dolphin.

Looking for a way to make your getaway even more memorable? Book a boat for a sandbar tour to see the dolphins in their natural habitat. Dolphins have a special way of connecting with people, and swimming with these joyful creatures can be a life-changing experience. Cruise through the Key West dolphin habitat on a guided tour, head offshore to seek out the bottlenose dolphins that thrive in the Florida Keys.

Several companies offer tours to see dolphins in Key West. If you're ready to make a splash with a dolphin, check out the local guided tours. Sign up for an all-inclusive sandbar safari for a truly unforgettable experience.

  • Honest Eco - tours created by biologists
  • Dolphin Safari Charters Key West
  • Sea Monkey Ocean Adventures

Scuba Diving in Key West

Three men scuba diving, admiring a tank of fish.

Known for its clear waters with coral reefs and a fantastic underwater world, Key West is a popular destination for scuba diving.

Whether your crew members are experienced divers or newbies, a scuba diving adventure is the best way to add more excitement to your getaway.

Some charters cater to scuba divers only, while others take both divers and snorkelers. Nitrox diving, certification courses, and resort courses can be scheduled in several locations.

When you are ready for a fun-filled snorkeling adventure, check out

  • Captain Hook's Dive Key West
  • Lost Reef Adventures

Key West Brewery Tour

Three men toasting with beer.

There are three craft breweries in Key West, each in a unique location, and several restaurants serve their beer selection, so pulling off a beer tour will not be difficult.

  • First Flight is the southernmost microbrewery in America. It was the first brewery in Key West and offers a limited number of beers.
  • Waterfront Brewery is located in a large building overlooking the Key West Historic Seaport.
  • You'd also hit up a few other party spots during your night out? Consider a bar crawl along Duval Street on board a party bus.

Picture your crew lounging on comfy leather couches, enjoying the music, the laser lights, and a fully stocked bar.

And here's the best part: our Bachelor party bus comes with a gorgeous Bad Girl of your choice to keep you guys entertained between the stops.

Pool Party in Key West + Pool Party Girls

Group of young adults laughing and toasting with beer and cocktails by the pool.

Guys, take your pick: party at a local pool bar, or a private splash at your rental with pool party girls and entertainment tailored to your crew's party style and preferences. Key West boasts fun pool bars with tiki bars and DJs. 

The best pool bars are jam-packed on weekends, so if you want to skip the crowd, fill the coolers with drinks and chill poolside at your vacation rental. For guys hoping for a more personalized experience, we have a naughty suggestion, pick and book:

Caribbean Style Golfing Experience + Golf Caddie Girls

 Woman dressed in a bright pink corset-style top posing with a golf club in front of a golf cart.

If you're ready for a friendly competition on the green, the Key West Golf Club offers a unique Caribbean-style golf experience. It is known for its equally challenging and rewarding layout and well-manicured greens.

Bad Girl Pro Tip: Book savvy and sexy Golf Caddie Girls to add a sexy twist to your celebratory game.

  • Bad Girl Golf Caddies are trained crowd-pleasers, bringing their playfulness and flirty energy that instantly maximizes the fun. Whether they're pouring drinks or assisting you in the game, they keep the party energy high.
  • Golf getaway with a sexy twist: After the rounds, gorgeous female strippers of your choice will come over to turn your bash into a legendary event your buddies will talk about long after it ends.

Why settle only for a golfing experience when you can have your stripper squad to heat things up?

Why Hire Bad Girls for Your Key West Bachelor Party

Two tanned women in bikinis, each holding a drink with a straw, at an outdoor party.

If your buddy isn't into going to clubs, consider booking a vacation rental for the weekend.

Key West is home to villas and rentals that can accommodate bachelor party groups. You'll have enough space to accommodate your group and your party entertainment, which is the secret ingredient for any bachelor party. Bad Girls are ready to heat the atmosphere at your bash with high-energy shows, themed performances, and a dash of tropical vibe that's sure to keep your guests in the party mood.

You're here to make sure your bro has the time of his life in this tropical paradise, and you don't want to leave anything to chance. And that's where Bad Girl Productions™ comes into play.  Check out our party packages and call us to discuss the details with our booking agents.


You only do this once. Do it right

The Ultimate Bachelor Party Experience