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Things to Do in Key West in May

May is a gorgeous month to visit Key West – the days are long, the sky is clear and the Royal Poinciana trees are ablaze in fiery orange blooms! As peak tourist season winds down, it’s as if the island catches its breath before school lets out and summer sets in.


Fury's Key West Ultimate Express

Spice Things up for Cinco de Mayo

May 5

Throw on your swimsuit and apply the sunblock, it’s time to hit the seas with Fury! Aboard our fleet of decked out catamarans you can celebrate Cinco de Mayo the way it was intended – on the water! We invite you to a Mexican fiesta like no other, with margaritas and delicious Mexican-style cuisine on select Fury trips. There’s no better way to enjoy the holiday and gorgeous May weather.

Key West Songwriter’s Festival

May 9–13

The largest festival of it’s kind in the world, always located in Key West, includes 200+ Performers, 50+ Concerts for 5 full days and nights. Performances take place all over the island, from bars to boats, beachside to a historic theatre, it truly is a one-of-a-kind experience that brings locals together with performers and tourists from all over the world. Be sure to book your spot early on our special Songwriters Festival Sunset Sails – seating is limited! Party with World-Renowned Songwriters.

Plan Your Own “Duval Crawl”

Start your night with a Commotion on the Ocean Sunset Cruise enjoying live music, bottomless beer, wine, and/or margaritas and witness the spectacular Key West Sunset. Then use our handy Google map to plot your crawl down Duval.

Mother's Day with Fury Key West

Pamper Mom in Island Style

May 13

Make this a Mother’s Day she’ll never forget! For the mom who enjoys the relaxation of breakfast in bed, treat her to Fury’s Island Adventure trip. Grab your snorkeling equipment and dive into the warm, crystal blue waters. Then, lounge atop a paddleboard or kayak as you explore the lush mangroves of the Key West backcountry. And for the mom who has an adventurous side, skip the traditional brunch and embark on a full-day Ultimate Adventure trip. You won’t have to decide on the perfect gift because this trip includes everything from snorkeling and parasailing to jet skiing and a water park. Not able to make it to Key West for Mother’s Day but still want to treat her to something unforgettable? Purchase a gift certificate for her favorite Fury trip.

Styx

Welcome To The Republic Of Rock

May 17

When Mr. Roboto and Godzilla square off on May 17, 2018 @ the Truman Waterfront Amphitheater, you can bet its going to go the distance! Watch the sparks fly when classic rockers Styx and Blue Oyster Cult cast their special brand of rock magic over Key West in what promises to be a show for the ages! Contact Key West Info For Ticket & Accommodation Packages at 305-296-4636.

Eat Fresh and Sustainable Local Seafood

If you like seafood, then you’ll love Florida stone crab claws! Though their thick, hard shell requires a little work and bit of finesse to crack, the taste is well worth the effort. These locally caught crustaceans pair perfectly with cold beer or white wine! And the best part – stone crabs are a sustainable fishery! After the claws are removed, crabs are returned to the water alive and their claws regenerate after a few seasons. The fishery closes May 15, so be sure to get them before then or you’ll have to wait until mid-October when it reopens.

Rev up Your Memorial Day Weekend

May 26-28

Take advantage of the extended weekend with a trip to Key West. See the island from its best angle, on the water aboard a Sea Doo Jet Ski! During our Key West Jet Ski tour, you’ll explore our island while making 3-4 stops at various points of interest behind one of our expert tour guides on a scenic 28-mile trip. It may not officially be summer yet, but local Conchs like to consider Memorial Day weekend as the kickoff to summertime. Don’t forget your waterproof camera so you can take pictures of famous Key West landmarks like Mallory Square and the Southernmost Point Buoy from a totally different, on-the-water perspective. And be sure to wave to the people on land who are no doubt taking pictures of you!

Splashin’ around with the locals 💦

A post shared by Fury Key West (@furykeywest) on

Enjoy Being a Minimalist at the Regatta

May 27

Key West hosts numerous boat races and regattas throughout the year, but none perhaps as colorful or memorable as the Schooner Wharf Minimal Regatta. You’ll be surprised by the crafty vessels participants are able to build with only one piece of plywood, two two-by-fours, a roll of duct tape and a pound of fasteners. The watercraft may not float long enough to complete the required course, but usually long enough for a photo opportunity! Costumed teams from local bars and restaurants vie for bragging rights in several categories.

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Dolphin Watch Eco Tour Eco Tour • Backcountry Snorkel
  • 9:00am, 12:30pm, 5:30pm
  • low
  • 3 hrs
  • Beverages
Save 10% $67.46 Reg. $74.95
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Dolphin Watch Sunset Cruise Combo Eco Tour • Backcountry Snorkel • Sunset
  • 9:00am, 12:30pm, 5:30pm
  • low
  • 3 hrs
  • Beverages
Save 10% $67.46 Reg. $74.95
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Double Dip Snorkel Sunset Combo Snorkel 2 Reef Locations
  • 9:00am, 12:30pm, 5:30pm
  • moderate
  • 3 hrs
  • Beverages
Save 10% $49.95 Reg. $54.95
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Double Dip Snorkel Trip Snorkel 2 Reef Locations
  • 9:00am, 12:30pm, 5:30pm
  • moderate
  • 3 hrs
  • Beverages
Starting at $49.45 Reg. $54.95
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Glass Bottom Boat Reef Eco Tour
  • 12:00pm, 2:00pm, 6:00pm
  • low
  • 2 hrs
  • Snack Bar
Save 10% $38.65 Reg. $42.95
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Glass Bottom Boat & Sunset Cruise Reef Eco Tour • Sunset
  • 12:00pm, 2:00pm, 6:00pm
  • low
  • 2 hrs
  • Snack Bar
Save 10% $43.15 Reg. $47.95
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Island Adventure & Sunset Cruise Combo Eco Tour • Snorkel • Kayak • Paddleboard • Sunset
  • 9:30am, 4:00pm
  • moderate
  • 4.5 hrs
  • Food & Beverages
Save 10% $98.95 Reg. $109.95
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Island Adventure Eco Tour Eco Tour • Snorkel • Kayak • Paddleboard
  • 9:30am, 4:00pm
  • moderate
  • 4.5 hrs
  • Food & Beverages
Save 10% $98.95 Reg. $109.95
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Key West Snorkeling Morning Reef Snorkel
  • 9:30am
  • moderate
  • 3 hrs
  • Beverages
Save 10% $38.65 Reg. $42.95
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Key West Sunset Cruise Sunset Cruise • Champagne
  • 7:00pm
  • low
  • 1.5 hrs
  • Beverages
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Reef & Ritas Snorkeling Trip Afternoon Reef Snorkel
  • 1:00pm
  • moderate
  • 3 hrs
  • Beverages
Save 10% $43.15 Reg. $47.95
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Rum & Reggae Snorkel Sunset Combo Afternoon Reef Snorkel • Sunset Sail
  • 5:30pm
  • moderate
  • 3 hrs
  • Beverages
Save 10% $44.95 Reg. $49.95
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