Join locals and tourists for a family-friendly arts festival called the Sunset Celebration held nightly at Mallory Square Dock. Gather at the water’s edge to experience a multicultural event and watch the sun sink behind the Gulf of Mexico. Be sure to arrive at least two hours before sunset so you have time to enjoy the local arts and crafts, live music, exhibitors, street performers, food carts, and more. Performers include a sword swallower, a juggling and high-wire act, the Southernmost Bagpiper, a fire thrower, and everyone’s favorite, Dominique The Cat Man. You don’t want to miss this event!


Named the “Best Beach in Key West,” Ft. Zach is one of the most beloved sunset locations. Bring a chair and pick a spot on the grass to enjoy the picturesque sunset as boats pass by. You can even bring a fishing pole and catch dinner off the west rock jetty, since fishing is permitted on the west side of the park along the Key West Shipping Channel (license required). Whether you’ve been on the beach all day or you are just coming by to enjoy the sunset, Ft. Zachary is a relaxing place to end the day and watch the sun fall into the ocean.


If hanging at the bar while watching the sunset is more your speed, The Sunset Tiki Bar is the place for you. A local’s favorite, this bar is off the beaten path and fills up fast. Sunset Tiki Bar is open seven days a week and offers live music in the evening for their own sunset celebration and Happy Hour from 5 – 7PM, with 2-for-1 well drinks, domestic beer, and their famous margaritas! Watch the sun go down while you lift your cup up and toast to the best sunset in Key West.


Want to grab dinner while you wait for the sun to set? Sunset Pier is the best choice for tropical drinks, delicious food, and of course amazing sunsets. Just steps from Mallory Square, this pier has tables with umbrellas in each one to provide a shaded space while you await the sunset. Sitting here, you’ll get to see all the sunset cruises, sailboats, and other ships pass by. Lift your glass and wave to them as they pass! Enjoy live music in this fun and upbeat atmosphere right on the water.

Source: Conde Naste Traveler


Not quite as crowded as Mallory Square or Sunset Pier, Lagerheads Beach Bar is a more relaxed place to watch the sunset. Hang out on the beach or grab a lounge chair and kick back in the sand. This little beach bar oasis and food shack is known for some of the best tacos and ceviche on the island. Step out onto the dock for a closer look as the sun sets into the ocean. Better yet, take a swim out into the ocean and let the sunset surround you. This is a definite Key West gem.

Source: Last Key Realty


As a boat ride into the harbor, this is one of the newest and coolest ways to watch the sunset in Key West. Hop on your own private tiki boat and sail into Key West Harbor for sunset. This tiki boat fits up to 6 people and is BYOB. The Crusin’ Tiki will sail around the Historic Seaport, pass by the crowds at Sunset Pier and Mallory Square, and end with the stunning Key West sunset. A certified US Coast Guard captain will provide you with a cooler full of ice, bottled water and soft drinks, a blender, and even a Bluetooth speaker for you to enjoy your own tunes. This is a one-of-a-kind sunset experience!

Source: Earth Trekkers

Plan Your Next Key West Vacation With AvantStay

Catch an iconic Key West sunset yourself on your next vacation. AvantStay manages a variety of accommodations, including pet friendly rentals and remote-work friendly rentals. Browse all of our Key West vacation rentals to find the perfect home base for your trip to the southernmost point of the continental U.S. 

Published by Danielle Vito

As Senior Social Media Manager, Danielle manages AvantStay's social media platforms and writes content for the Atlas blog. Previously, Danielle was the Social Media Producer at The Points Guy where she ran TPG's Instagram and wrote articles on the most social media-worthy destinations, and tips on hacking your travels by using credit cards.

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