Skip to primary navigation Skip to content Skip to footer
Back to Key West's Food & Travel Guide

Top 6 Things To Do In Key West In August 2020


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 6 things to do in Key West this August:


1. Key West LobsterFest

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 23rd Annual LobsterFest, a 4 day festival from the 8-11th, where you’ll find Lobster cooked every way imaginable. Head to Duval for the street fair and get lobster wasted!


2. Sing and Dance at Sunstock

In celebration of the 50th anniversary of Woodstock, The Sunset Green is hosting their own peace, love & music festival on the Event Lawn… Arts, crafts, food, libations, and of course, some great local music! FREE entry! Saturday, August 17, 2019 at 6 PM – 10 PM grab your lawn chair and your flower crown and come spread peace and love.


3. Craft Cocktail Crawl

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! Locals with Monroe County ID’s get 50% off tickets to any of the 3 tours all August and September. Call to book 305-570-2010 for discount.


4. Havana Nights

Sat, August 17, 2019, don’t miss Havana Nights, a hot Key West night of live music and dancing! Mambo and Cha Cha sounds of Havana along with Salsa, Merengue and Caribbean rhythms will be performed by Rolando Rojas, Fernando Vargas, and the beautiful Catalina Londono. The band will cover some favorites of the Buena Vista Social Club, Celia Cruz, Gloria Estevan, Mark Anthony, Willie Chirino, and many others with their conga beat and includes Ken Fradley on trumpet, Luis Vera on drums, Hiram Garzaro on congas, Mario Quintero on piano.


5. Enjoy FREE or Discounted Entry at Loads of Attractions!

There’s never a better time to plan your family getaway weekend to The Florida Keys than in Key West’s slow season! This August 23rd thru August 25th take advantage of the 9th Annual Museum and Attractions Weekend where most tickets are Buy One Get One and kids join for free! Check the list of participating vendors here.


6. Brewfest Returns!

Because the last 9 BrewFest’s have been so much fun and such a success, they’re doing it again!  Join us, in Key West over Labor Day weekend, August 29-September 2, 2019. The Southernmost Beach Resort has teamed up with the Key West Sunrise Rotary of the Conch Republic to host Key West BrewFest.  All proceeds to benefit the Rotary Club and their charitable efforts.  Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the great activities we have on tap for you! And, try tasting close to 200 beers in one weekend!

What events are you looking forward to this month in Key West?