Islamorada Events – Breezy Palms Resort – Family Friendly

Islamorada Calendar Events

  • 11/18/2021 - 11/20/2021 Cheeca Lodge & Spa All-American Backcountry Tournament
    on November 17, 2021 at 11:01 am

    Anglers compete for prizes and trophies in this annual event targeting snook, redfish, bonefish, tarpon and permit. The tournament was inspired by the 41st U.S. President George H. W. Bush and honors war heroes in the esteemed competition held over Veteran's Day weekend. Proceeds benefit the Guides Trust Foundation.

  • 11/18/2021 Morada Way Arts & Cultural District presents: Third Thursday Art Walk
    on November 17, 2021 at 11:01 am

    Morada Way Arts and Cultural District is located in the heart of downtown Islamorada and is comprised of affiliated galleries, Morada Way Clay, Jessica Ann Art, the Rum Brush, Limelight Studio/Gallery, and Creative Partners. Join the monthly Art Walk on the third Thursday of every month from 6-9 p.m. Check out the galleries, shops, restaurants, and brewery located on Morada Way at MM81.6.

  • 11/27/2021 Pops in the Park with Keys Community Concert Band
    on November 17, 2021 at 11:01 am

    Some of the best things in life are free, at least in the Florida Keys. Through the dedication and talent of Florida Keys Community Concert Band members and supporters, music enthusiasts can enjoy an entire Pops in the Park season of themed outdoor concerts free, Saturdays at 4 p.m., at Founder's Park, mile marker 87 bayside in Islamorada. This month's theme is "Happy Days Are Here Again."

  • 12/2/2021 - 12/5/2021 Islamorada Sailfish Tournament
    on November 17, 2021 at 11:01 am

    The first leg of the triple-crown Florida Keys Gold Cup Championship series is the only tournament in the series to offer a junior division for anglers age 16 and younger. Unlimited anglers are allowed per vessel.

  • 12/3/2021 Islamorada Chamber of Commerce Florida Keys Holiday Festival
    on November 17, 2021 at 11:01 am

    The fun is set for 4-10 p.m. at the Founders Park beach area, mile marker 87. The crowd-pleasing celebration centerpiece, a 35-foot-tall holiday tree with "magical" snow blowing from its branches, is to be lighted at 6 p.m. Kids can frolic in a magical 30-ton snow mountain during the event and watch the lighting of a 35-foot-tall community tree. Parents can bid on one-of-a-kind Keys-designed ornaments during a silent auction and explore a holiday gift bazaar. Other activities include caroling an

  • 12/10/2021 - 12/12/2021 Islamorada Junior Sailfish Tournament
    on November 17, 2021 at 11:01 am

    The Florida Keys' oldest sailfish tournament for kids age 16 and under, this event has been held since 1964.

  • 12/11/2021 Seventh Annual Islamorada Half Marathon & 10K, Rumrunner 5K and Beach N' Beer Mile
    on November 17, 2021 at 11:01 am

    Whether bucket-list runners or newbies, participants of all ages and skill levels are invited to register for the subtropical footrace. In the Beach N' Beer Mile, runners must consume four beers over a 1-mile course in Islamorada. Organizers said the best time to beat for the event is seven minutes. Cash prizes are to be awarded the top three male and female half-marathon finishers, as well as awards for the top three finishers of the 10k.

  • 12/11/2021 Pops in the Park with Keys Community Concert Band
    on November 17, 2021 at 11:01 am

    Some of the best things in life are free, at least in the Florida Keys. Through the dedication and talent of Florida Keys Community Concert Band members and supporters, music enthusiasts can enjoy an entire Pops in the Park season of themed outdoor concerts free, Saturdays at 4 p.m., at Founder's Park, mile marker 87 bayside in Islamorada. This month's theme is "(Not So) White Christmas."

  • 1/4/2022 - 1/6/2022 Islamorada SailFly Tournament
    on November 17, 2021 at 11:01 am

    This time of year, the weather is typically ideal for a hot Atlantic sailfish bite. Entrants can compete in one of the toughest and most exciting angling events of the year.

  • 1/7/2022 - 1/8/2022 Fish for Holly Sailfish Tournament
    on November 17, 2021 at 11:01 am

    Created to raise money for Keys scholarships and domestic violence initiatives, this memorial tournament honors the late Holly Given, a Keys resident and avid angler. Participants are to gather at Postcard Inn to compete for top male, female and junior angler awards as well top team and fun fish categories.

  • 1/21/2022 - 1/23/2022 Cheeca Lodge Presidential Sailfish Tournament
    on November 17, 2021 at 11:01 am

    The Presidential is one of the most prestigious offshore tournaments in the Florida Keys, and serves as the third and final leg of the three-pronged Florida Keys Gold Cup Championship. The FKGC is both an angler tournament as well as a team tournament. Each team must fish aboard the same boat in all three events. At least one angler of each team entered must fish all three events. This format stems from a long history of sailfish tri-fectas. Teams compete to win the coveted Florida Keys Gold Cup

  • 1/26/2022 - 1/27/2022 IFC Sailfish Tournament
    on November 17, 2021 at 11:01 am

    Presented by the Islamorada Fishing Club, the event this year is the third and final leg of the three-pronged Florida Keys Gold Cup Championship series, attracting teams of elite sport fishermen. A total cash payout for a full field at the IFC Sailfish Tournament could reach $30,000.

  • 1/30/2022 - 1/31/2022 Islamorada Bartenders Sailfish Open
    on November 17, 2021 at 11:01 am

    Headquartered at the Lorelei Restaurant & Cabana Bar, this fun fishing event is only for actively employed bartenders and restaurant employees. Trophies are awarded to individual anglers as well as the bar a team represents, with the huge perpetual trophy going to the winners along with bragging rights for a year.

  • 2/1/2022 - 2/2/2022 Poor Girls Sailfish Tournament
    on November 17, 2021 at 11:01 am

    This regional charity competition raises monies to spay and neuter feral cats in the Upper Keys. Trophies are awarded to the first-, second- and third-place teams, grand champion and runner-up grand champion anglers as well as for the largest dolphin fish, kingfish and tuna, among others.

  • 2/4/2022 - 2/6/2022 Islamorada Women’s Sailfish Tournament
    on November 17, 2021 at 11:01 am

    In this light-tackle challenge, awards await the grand champion team (boat), first runner-up and second runner-up team, captain and mate. Other awards are presented for the high-point angler; outstanding catch; largest tuna, dolphin fish and kingfish; and hard luck. Proceeds benefit Florida Keys charities.