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Immerse yourself in the diving history of Islamorada. Every third Wednesday of the month, join the History of Diving Museum at 7 p.m. for a complimentary presentation series, “Man’s quest to explore under the sea.”

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Islamorada is not a destination, but rather a way of life, offering the very best in fishing, snorkeling, water excursions, art and more.

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We are pleased to announce that our foliage and flowers are in full bloom and that the sun is shining brighter than ever.

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Want to break a sweat and train like a professional for a day while in Islamorada, Florida? Or maybe you want to take this vacation to launch your all-star tennis career? 

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Whoever thought to combine art classes and shopping together had a brilliant idea! With a little art and a whole lot of shopping, what more could you ask for?

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As you vacation on the grounds of Islamorada find out the history of its rich soil and discover the theories of why Spanish Explorers named the area, The Purple Isle.

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What better way to kick off summer in The Florida Keys than with a good ol’ Islamorada fishing tournament benefiting a wealth of organizations including Habitat for Humanity of the Upper Keys, the Coastal Conservation Association, the Coral Shores Baseball Booster Club, and the University of Miami Sports Hall of Fame.

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Join man’s quest to explore under the sea at the History of Diving Museum.

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Here are three iconic locations to interact and swim with dolphins in the Florida Keys.

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Get a taste for the Florida Keys at Bay Jam 23. This annual concert features local musicians and vendors from throughout these southern islands.

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SEAse the crisp Florida air this February by heading to Islamorada Founders Park amphitheater with blanket and lawn chairs in tow.

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What do you get when you mix Islamorada with Florida Keys Brewing Company and musical stylings of bluegrass, old time and Americana? The Baygrass Bluegrass Festival, of course!

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Islamorada’s Chamber of Commerce knows how to kick the holiday season into full gear…with a 30-ton snow mountain, of course!

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Okay, so it’s not an actual 4D theater, but Theater of the Sea is a marine mammal facility that allows you to get up close and personal with your favorite marine life.

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On your mark, get set, CRACK! ... Stone Crab Claws that is.

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Stomp your boots and clap your hands at this year’s Songfest, a music festival celebrating Nashville artists this October 7th, 8th, and 9th.

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School might be starting up again soon, but summer is still here.

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Islamorada is home to wide variety of artists, and you can see and purchase some of their work at Lobster Trap Art Gallery.

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If you’re in Islamorada for the first time, or you just want to see the region in a new way, consider taking one of the city’s bike tours to get... View Details >
The 113-mile Overseas Highway, constructed by famed entrepreneur Henry Flagler in 1938, continues U.S. Route 1 through the Florida Keys. It includes what’s known as the Seven Mile Bridge. Native... View Details >

Meta Description: On Saturday, May 21st, head to the Islamorada Moose Lodge, just a six-minute drive from our Islamorada resort, to begin your historical trolley tour.

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The spring season brings longer days for sun-filled activities. And the best way to celebrate the new season is with a little taste of good grub mixed with art and... View Details >
While almost everyone has been to a flea market at some point, we’re pretty sure you’ve never been to one quite like this! The Gigantic Nautical Flea Market is, as... View Details >

Winter may have settled in everywhere else, but here in Islamorada, things stay warm and sunny, and visitors can enjoy the short-sleeved weather at the Stone Crab Jam Festival. 

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The seasons may not change much in the Florida Keys, but that definitely doesn’t mean we don’t get into the Halloween spirit just as much as anywhere else! Visitors can... View Details >
There’s nothing quite like fishing in the Florida Keys, and visitors can test their angling skills and celebrate all things fishy at the 8th Annual Mad Dog Mandich Inshore &... View Details >
While we all love diving underneath the surface of the clear blue Islamorada waters, not everyone knows the history behind diving. At the History of Diving Museum, the number one... View Details >
Ever wish you could swoop in from above on a high-tech jetpack like a super-spy? James Bond fantasy becomes high-octane reality at Florida Keys Jetpacks! Located less than a half... View Details >
Spending a day out on the beautiful waters of Islamorada works up an appetite and thankfully the island has you covered! At Robbie's Islamorada, just a short drive from the... View Details >

Looking for a little guaranteed fun under the sun? Make your way to the Annual Florida Keys Island Festival! 

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Ask boaters what they love best about the Miami International Boat Show and you'll find at least a few who say the Poker Run to Islamorada tops their list. This February 19 âÂ?" 22 Islamorada event at The Postcard Inn brings more than 100 teams to the Keys for four days of fun in the sun.... View Details >
The Sixth Annual Key Largo Stone Crab and Seafood Festival kicks off January 24, ushering in two days of family fun surrounding our favorite little crustacean. The two-day fest features local bands, cooking demos, fishing workshops - even conch fritter, shrimp and key lime pie eating contests. ... View Details >