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Top Activities in Key West This August: LobsterFest, Rum Fest, and More!

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Summer is peaking here in Key West, and although the crowds are slimming, there’s no shortage of events. Lobsters, music, art, eating and without a doubt, drinking, are on the lineup this month.  In no particular order here are our top 8 things to do in Key West this August:


1. Feast on our Finger-lickin’ LobsterFest

Lobster on the grill.

Lobster season is finally open again on August 6th! Ok, so it’s only been 4 months, but it feels like ages since we’ve indulged on the Caribbean tails. What better way to celebrate than the 26th Annual LobsterFest, a 4 day festival from August 8th – 11th, where you’ll find Lobster cooked every way imaginable. Head to Duval for the street fair and get lobster wasted!



2. Create Memories on the Craft Cocktail Crawl

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Cool off with some crisp and crafty libations at our less crowded, iconic mom-and-pop establishments on the island. Duval is fun, but our local guides lead you off the tourist driven path and instead into hidden gems. Our 3 hour tour combines cocktails, historical and cultural tidbits, and of course delicious nibbles! Book online or call us at 305-570-2010


3. If you can’t stand the “Tropical Heat”, get outta Key West!

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You know we do things differently down here, and in the HEAT of summer, it’s time to strip down and party poolside during this week of naughty, wet and wild fun known at “Tropical Heat.” Think this is right in your swimming lane? Then head to the events page and be sure to snag a wrist band.

4. Key West’s First Rum Fest

August 16 is National Rum day and what better way to celebrate this delicious spirit, than by doing what we do best here in Key West… Throwing a festival for it! Join Rum enthusiasts, experts and professionals for tastings, master class seminars, and even a Rum Cake competition. Some of the other experiences will include sunset sails, pool parties, sander parties, bike tours, rum strolls, a Rum & Cigar pairing, concerts and more. Check out the website here for full schedule of events!

When: August 14-18     


5. Cheeseburger in Paradise Competition

a close up of a sandwichJoin us August 30th for a Jimmy Buffet Tribute Concert and Cheeseburger Beach Battle at Southernmost Beach Resort.

Tickets $20, and for an extra $10 you can taste and vote for best burger. Buy Tickets Here


6. Get Slap “Yappy” at a Puppy Pool Party

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We’re big fans of our canine companions here in Key West. With many establishments being pet friendly you can see dogs enjoying everything from Happy Hour to Sunset Sails. Now they’ll get treated to their own “Yappy Hour”, hosted by The Marker Hotel. Their pool is open to local friendly swimming, there will be a “Puparita” drink special by Hiatus Tequila, raffles, doggy pools and cooling mats to keep our furry friends cool in the August heat.  The best part is this party will benefit the animals of the Florida Keys SPCA. You can contact or check here for more details. FRIDAY, AUGUST 16, 2024 AT 5 PM – 7 PM

7. Recall Your Retro at TRIVIA NIGHT!

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Sit inside in the blissful air conditioning and nurture your nostalgia at The Retro Room. They’ll be hosting 80’s & 90’s Trivia Night on Sunday, August 4, 2023 AT 7 PM – 9 PM. Teams of up to 6 compete for rad prizes! The Retro Room is located at 126 Simonton St.


8. Celebrate Jimmy Buffet

August 30th has been officially proclaimed Jimmy Buffet Day! So come join us win celebrating the life, legacy and music of Key West’s darling Jimmy Buffet in the first annual “Just a Few Friends” Favorite Son Celebration. There will be a cheeseburger competition, welcome party, bubbles brunch, 5k run/walk, Margarita Bar Crawl, scavenger hunt, free concert & more. It’s always 5 O’clock in Key West!! Check out the website for more detailed info

When: Aug 29 – Sept 2





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