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The Ultimate Guide to Corporate Team Building Activities in Key West!

The Best Team Building Activities in Key West!

Whether you’re planning a conference, sales incentive vacation, or just an off-site work trip, Key West should be in your short list of destinations. It’s time to log out and spend some time with your team OUT OF OFFICE. If you are looking for unique ways to bond with your peers in Key West, we have accumulated the ultimate list of team building activities for groups of all sizes and interests. Now your only issue will be picking which activity your group should do!

Sail the Sea with Argo

a small boat in a large body of water

Ship out for your next team building activity and enjoy the fresh sea breeze. Instead of hosting your Key West company outing at a standard hotel ballroom or restaurant, bring your team aboard this magnificent ship for a private sailing charter off the Historic Seaport! Whether a relaxing mixer on deck under the stars, a brunch sail, or an afternoon cookout, they have a variety of food and drink options to help you customize your company boat cruise. Their vessels feature well stocked bars to keep in the spirit of sailing ships. Groups can participate in team building exercises and help raise the sails, or grab a cocktail on deck and enjoy a relaxing atmosphere as they cruise around our turquoise waters.

Rent a Screen at Tropic Cinema

a store front at night

Don’t let the name fool you, Tropics Theater is a cool dry zone on a hot wet day or night.
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Need a fun rainy day idea? Rent out a private screening of any film of your choice at our art deco Tropic Cinema. Private theater rentals are available every day—bring your group of co-workers and enjoy a day or night at the movies! The theater also offers beer and wine concessions, alongside locally made baked goods to accompany your standard popcorn, fountain drinks, and candy.  See you at the movies!

Taste Local Flavor with Key West Food Tour

Get out of the office and join Key West Food Tours for a custom private tour experience for your next team building activity. Food & fun are what they do best. Stroll around and learn about Key West’s beautiful historic neighborhoods while making stops to eat and drink at some of the best local spots.  If you are looking to give your group a classic Key West experience, but like one we guarantee you have never had before, join us for our Southernmost Private Tour Experience. We’ll take you around some of the hidden and not-so-hidden gems hidden in Key West’s downtown while sharing fun anecdotes and tidbits of history along the way. And YES, there will be drinks! We’ll introduce you to some of the best bites of Key West’s most iconic foods from our favorite places. It’s a great way to appreciate your team and the island all at once!

Sip and Stroll on a Cocktail Crawl

Key West Bar Crawl

Key West Bar Crawl

Stroll down the Key West side streets, off-Duval where you’ll pop in locally loved watering holes to sample delicious drinks and learn some of this neighborhood’s rich history. The tour will end at Garbo’s Grill, a “Diner, Drive-Ins, and Dives” featured restaurant, where you’ll soak up some of that alcohol with one of their famous tacos while their nightly musicians serenade the group.  This tour is the full package – atmosphere, vibes, drinks & food.

Spook Each Other Out on a Ghost Hunt

Joe Toedtling et al. posing for a picture

This spooky and entertaining tour takes teams on a journey through the haunted history of Key West while working together to solve ghostly puzzles and challenges. You don’t have to be big drinkers to have fun in the evening!  Embrace the dark side and play around town after the sun goes down.

Roll One Together with Rodriguez Cigar

a man sitting on top of a wooden cutting board

The Key West master cigar rollers will guide & instruct your team through the full process of manufacturing cigars from start to finish. Rodriguez will invite your group to take a step back in time to experience their old world family tradition that began in Cuba in 1947. Expect cuban coffee, hands on team building using a collection of tobacco leaves that will excite all the senses, and cigar smoking for those who choose to partake!

Pour One Out at Pilar Distillery

a close up of a bottle and a glass of wine

If drinking is the main activity you want to build your team outing around then look no further than Papa’s Pilar Distillery to take care of you. Take your team out for a tour of  Hemingway proportions! Over the course of the tour they’ll teach you about the history of Ernest “Papa” Hemingway, how they make their rum spirits, age it, and bottle it. The tour finishes in their Tasting Room where your company can enjoy a complimentary spirits sampling. They have many private experience options including cocktails, use of their event space, catering and entertainment! Needless to say, your cups will stay full!

Mix it Up with a Cocktail Making Class

a group of people sitting at a table

Ok let’s cut to the chase here – everything is better with booze and we all know it. So set your next team building outing up for success from the start by planning it around the cocktails. And who better to do that with than Tiki House?! From measuring ingredients to delicious sips, learn how to create classic tiki cocktails with their hands-on workshops. Build 4 different cocktails together and then enjoy them as a team. Cheers!

Get Sizzling with a Cooking Class

a plate of food

Everyone bonds better around a home-cooked meal! So bring Chef Flavor to your group and creating your own dinner party! Experiment with tropical flavors and culinary curiosities, specializing in cooking classes or demos for anyone to enjoy, providing a hands-on cooking experience in a ‘dinner party’ atmosphere.  With a palette and training inspired by island living, and delicious ingredients, his cooking style is one that revolves around sharing good food with good friends, and good fun. So let him lead the way for your next team building experience!

Get a Taste of Key West Delivered!

a bottle of items on a table

Can’t get everyone together or still working virtually? No problem! Bring Key West to your remote team building experience for your group. The Taste of Key West Box Experience will bring everyone together for some food and fun even if you cannot be in the same physical location. This box is filled with island flavors and Key West-based treats that each team member will receive along with an information sheet crafted by the Key West Food Tours team giving background and telling stories about all the local makers behind the goods. Jump on a zoom call and everyone can unpack and maybe even cook something up together!

Search the Island on the Amazing Scavenger Hunt Adventure

a group of people standing in front of a crowd posing for the camera

This is a fun and interactive scavenger hunt that takes teams through the historic and cultural sights of Key West while solving clues and puzzles. For a unique city experience, let the Hunt host your next team building event and scavenger the island! Get outside and explore Key West while having the ultimate scavenger hunt experience. Ready, set, GO!

Limber Up with some Paddleboard Yoga

a group of people sitting at a beach

This is a unique and relaxing team building activity that combines stand-up paddleboarding with yoga in the beautiful waters of Key West. Get your team together for a dose of nature with a team bonding outing on the Gulf. Lazy Dog will guide your group around via paddle board or kayak so you can enjoy some time together completely logged off and out of office. They also offer an option for catering and picnicking if you want to add that into your team bonding experience. We could always eat…so you know where we stand on the matter!

Use Powers of Deduction to Escape the Room Key West

a group of people posing for the camera

This is a thrilling and challenging team building activity that involves solving puzzles and riddles to escape a themed room within a limited time frame. Throw your team into the real life version of a Cuban prison, Hemingway’s study, or a pirate ship. You will be treated to a carefully crafted plot with plenty of intrigue and mystery along the way. Keep an eye on the clock, because your escape can be timed! This is the perfect option to mix it up from drinks after work for sure!