Key West is one of the ultimate destinations for bachelor and bachelorette parties. Known for its tropical setting, lively nightlife, delicious dining options, and rich history, the island offers endless opportunities for a memorable celebration. Whether you are looking for relaxation or adventure, Key West is packed with incredible things to do. From exploring beautiful beaches to indulging in the best dining in Key West, Florida, this paradise has it all.
In this post, we’ll cover the best things to do in Key West, including some unique Key West attractions that will make your bachelor or bachelorette party truly unique.

Things to Do in Key West for Bachelorettes
Have Brunch at Blue Heaven
One of the must-visit spots for any bachelorette party in Key West is Blue Heaven. This al fresco dining experience enhances the Key West vibe with canopies of tropical foliage, quirky art like leopard-spotted mannequins, and colorful coconuts, all under a sail providing shade. However, don’t let the whimsical décor fool you—the food is seriously delicious. One standout is the Breakfast Sandwich, served on a Kaiser Roll with two fried eggs, sharp Vermont cheddar, and your choice of bacon, ham, or sausage.
Take a Tour of Key West
To truly soak in the essence of Key West, there’s no better way than an Old Town Trolley Tour. This comprehensive tour covers all the major Key West attractions. You’ll visit the Southernmost Point, the charming streets of Old Town, and the Key West Aquarium, the world’s first open-air aquarium. Say hello to history at the Key West Shipwreck Treasure Museum and the Oldest House Museum. Literary fans will appreciate a stop at the Ernest Hemingway House Museum. Marvel at butterflies at the Key West Butterfly and Nature Conservatory and enjoy the stunning Southernmost House Mansion. Don’t forget to catch the sunset at Mallory Square—it’s a must-see! Ghost tours are also available and take you through some of the island’s most sacred and tragic sites, like the Grotto of Our Lady of Lourdes and Captain Tony’s Saloon. This ghost tour includes a fascinating stop at the Key West Shipwreck Treasure Museum, with tales that haunt its dark past. Comfortable shoes are recommended for the walking portion, and space is limited, so book early!
Sip Drinks by the Pool at Dante’s
For a relaxing afternoon with a hint of party vibes, head over to Dante’s. This Aquaholics Paradise features a crystal-clear swimming pool with a cascading waterfall, surrounded by tiki bars. Friendly servers will bring you ice-cold tropical drinks and delicious food while you enjoy the sun. Start off with the Tuna Tataki, and for your meal, try The Key Wester, made with key lime marinated chicken, bacon, avocado, lettuce, tomato, onion, and pepper jack cheese.
Relax at Smather’s Beach
Smathers Beach is the biggest public beach in Key West, stretching about half a mile along the Atlantic Ocean. It’s the perfect spot to relax by the water, with plenty of facilities for renting kayaks, paddleboards, sailboats, and more. You can even rent electric cars and golf carts to get around. For some added excitement, go parasailing or experience a sunset cruise. With approximately 150,000 annual visitors, Smather’s Beach is large enough to accommodate everyone while maintaining its laid-back vibe.
Explore Duval Street with a Duval Crawl
Duval Street is the heartbeat of Key West, stretching from the Atlantic Ocean to the Gulf of Mexico. For decades, people have been enjoying the “Duval Crawl,” hopping from each of the bars in Key West. While completing the entire Duval Crawl would require a superhuman effort, you can experience the Key West Pub Crawl. This 2.5-hour guided tour includes five cocktails, a souvenir t-shirt, and plenty of laughs. Those interested in a spookier experience opt for the haunted crawl. This 2-hour haunted walking tour of Old Town takes you to former morgues, famous murder scenes, and mansions with tragic pasts. Sip your spooky spirits as your ghost host recounts the haunted tales of each pub.
Things to Do in Key West for Bachelors
Spend a Day on a Fishing Charter
There’s nothing quite like spending a day out on the water with your closest friends, and fishing charters in Key West offer a fantastic way to do just that. The crew caters to your every fishing need, and when the first mate yells “FISH ON!”, you know that only yourself or your closest friends and family are going to reel it in. Captain Conch Charters provides a VIP fishing experience, perfect for groups seeking an intimate fishing adventure. Imagine targeting larger-than-life species like shark, marlin, and tarpon, or seeking the most sought-after table-fare like snapper and grouper. The private charters are fully inclusive with license, bait, tackle, bottled water, and fish cleaning/filleting. You can tailor your trip to hunt for your target fish species and enjoy a scenic day on the water lasting four, six, or eight hours.
Adventure on Jet Skis
What better way to explore the stunning Key West coastline than an action-packed jet ski ride? At Key West Boat & Jet Ski Adventures, you can choose between freestyle jet ski rentals and guided jet ski tours. Unlike many other tour companies, they only conduct small tours of up to 8 jet skis. This ensures personalized service and an unrivaled experience. On Fury’s Jet Ski tour, go on a 90-minute, 28-mile excursion where you might even spot dolphins, sea turtles, or tropical birds.
Visit Half Shell Raw Bar
After all the adventure, head over to the Half Shell Raw Bar. This local favorite features the freshest seafood in Key West. Watch the local fishermen unload the day’s catch into the Half Shell’s Fish Market as you settle into a wooden picnic table or a bar stool. If oysters are what you’re after, you’re in the right place. Indulge in their BBQ Oysters or try the Edith’s Clam Bake for a steam pot filled with clams, mussels, shrimp, and andouille sausage in garlic butter.
Indulge at A&B Lobster House
For over 70 years, A&B Lobster House has been one of the best restaurants in Key West to dine at. The elegant restaurant has balconies that have hosted celebrities and countless celebrations. Start off with Maine Lobster & Escargot with Cremini Mushrooms, garlic, and clam-cream. For a fantastic entree, you can’t go wrong with their Tuna Steak served with key lime and garlic butter broccolini.
Have a Cigar at Greene Street Cigar Company
No bachelor party is complete without a relaxing cigar session. Greene Street Cigar Company provides an outstanding Key West experience in a stress-free environment. Their largest walk-in humidor in town offers an array of unique pairing options catered to your cigar preferences. Whether you’re a local or just visiting, this family-owned company ensures you have a tailored experience.
Plan Your Next Key West Vacation!
Are you ready to explore things to do in Key West during your next vacation? Browse our entire selection of Key West house rentals today and find the perfect match for your stay!
Stay with Key West Vacation Homes
When planning your bachelor or bachelorette party, choosing the right accommodation is crucial. Our Key West vacation homes provide the perfect setting for your group. They offer privacy, space, and comfort with all the amenities you need. You can find Key West rentals ranging from beachfront vacation rentals to charming quaint homes. These Key West vacation rentals ensure that your stay is as memorable as the adventures you’ll have. A bachelor or bachelorette party in Key West is truly an adventure-packed experience. Plan your stay at a Key West vacation home to make the most of your celebration. Whatever your interests may be, Key West has the perfect blend of thrill and relaxation to offer the best things to do in Key West for an extraordinary party.




