KEY LARGO EVENT CALENDAR

Explore What’s Happening in Key Largo, Florida

There are always exciting events happening on and around the property. Browse the list of events below and see what’s going on during your stay.

2026 Events You Can’t Miss Near Key Largo

The Florida Keys are synonymous with sun, sea, and adventure, and 2026 is packed with experiences you won’t want to miss. From championship fishing tournaments to coral restoration initiatives and festive seasonal celebrations, Key Largo and its surrounding Keys have something for everyone. Whether you love fishing, diving, or just enjoying island life, this guide will help you plan your year.

Here’s a full list of 2026 Key Largo and Upper Keys events with driving minutes from Ocean Pointe Suites so you can plan your stay and maximize every adventure.

Jan

Feb

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Apr

May

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Aug

Sept

Oct

Nov

Dec

JANUARY EVENTS

No events for 2027 posted yet.

36th Annual Swamp Guides Ball Fishing Tournament & Auction
January 30–31, 2026
In this annual all-release competition, organized by the Florida Keys Fishing Guides Association, anglers target three species: bonefish, redfish, and snook. The tournament benefits the Florida Keys Fishing Guides Foundation and the Guides Trust Foundation, organizations that provide financial support to individuals in the local fishing industry during times of need. Guides are welcome to register and fish as anglers. Tournament activities take place at Safe Harbor Angler House, mile marker 80.5, bayside.

~ 15 minutes driving from Ocean Pointe Suites

FEBRUARY EVENTS

No events for 2027 posted yet.

Al Flutie Over the Hill Rip-Off Sailfish Tournament
February 10–11, 2026 / Ocean View Inn and Sports Pub
The “Flutie” is an all-release sailfish tournament for anglers age 50 and over. Competitors vie for awards for the top three teams, as well as high-point male and female anglers. The tournament headquarters is at Ocean View Inn and Sports Pub, mile marker 84.5 bayside.

Free Keys Kids Sailfish Tournament
February 13–14, 2026 / Islamorada, FL
Open to children under 16, this winter sailfish tournament has no entry fee thanks to local sponsors. Teams compete for the most sailfish releases, with awards for top anglers and teams. All boats and teams must pre-register.

Lower Keys Rotary Kids Fishing Tournament
February 22, 2026 / Big Pine Key, FL
This free fishing tournament is for kids ages 5–12. Community volunteers provide rods, bait, snacks, and guidance. Awards recognize participation and fun.

Backcountry Fly Championship Series
February 27–28, 2026 / Islamorada, FL
Anglers compete to catch the most inches of snook and redfish on fly, with one inch equaling one point. Awards are given for grand champion, runner-up, and largest snook and redfish.

MARCH EVENTS

No events for 2027 posted yet.

Jimmy Johnson “Quest for the Ring” Championship Fishing Week
March 3–7, 2026 – Islamorada
This exciting week-long event brings anglers from around the country to compete in one of the most prestigious sportfishing tournaments in the Florida Keys. Participants target a variety of game fish while enjoying exclusive access to top-notch facilities, expert guidance, and social events with fellow fishing enthusiasts. From championship competitions to festive evening gatherings, the week combines skill, camaraderie, and the thrill of the catch in the beautiful waters of Islamorada.

~ 15 minutes driving from Ocean Pointe Suites

Ocean After Hours – Sea Patrick’s Day: Luck of the Ocean Bingo
March 17, 2026 / REEF Ocean Exploration Center for Marine Conservation
Celebrate Saint Patrick’s Day with a coastal twist at Ocean After Hours: Luck of the Ocean Bingo in Key Largo. Hosted by REEF, this lively evening invites guests to test their luck with ocean-themed bingo while enjoying the laid-back island atmosphere of the Ocean Exploration Center. Attendees can win fun prizes, learn about marine conservation, and soak in the relaxed waterfront vibes for a memorable St. Patrick’s Day celebration in the Florida Keys.

~ 15 minutes driving from Ocean Pointe Suites

Key Largo Beer & Wine Festival
March 21, 2026 | 4:00 PM – 8:00 PM / Rowell’s Waterfront Park
Sip, savor, and celebrate at the Key Largo Beer & Wine Festival, held at Rowell’s Waterfront Park. Guests can enjoy a curated selection of craft beers, fine wines, and specialty beverages while taking in live entertainment and the scenic atmosphere of the Florida Keys. The festival runs alongside the full Key Largo Seafood Festival, giving attendees access to fresh local cuisine and a festive waterfront experience. Admission is $39 for adults, and guests under 21 are welcome when accompanied by an adult.

~ 19 minutes driving from Ocean Pointe Suites

Ocean After Hours – Glow Night: Bioluminescence Lesson
March 24, 2026 | 6:00 PM / REEF Ocean Exploration Center for Marine Conservation
Dive into the wonders of the ocean at REEF’s Ocean After Hours: Glow Night in Key Largo. This interactive evening offers a fascinating bioluminescence lesson, where guests can discover what makes the sea sparkle. Perfect for families, night-adventure enthusiasts, and anyone curious about marine life, Glow Night provides hands-on learning and a magical nighttime experience at the Ocean Exploration Center on Overseas Highway.

~ 15 minutes driving from Ocean Pointe Suites

Dueling Pianos by Howl at the Moon Fundraiser
March 28, 2026 / Tavernier, FL venue
Enjoy a high-energy night of music, laughter, and community support at the Dueling Pianos by Howl at the Moon Fundraiser. Talented pianists take the stage to play guest requests, lead sing-alongs, and create an interactive party atmosphere that keeps everyone engaged. Guests can enjoy drinks, great music, and a lively social scene while supporting local nonprofit initiatives, making it a fun way to give back to the community.

APRIL EVENTS

No events for 2027 posted yet.

Key Largo Anglers Club Annual Offshore Tournament & Interclub Sailfish Challenge
April 11–12, 2026 / Key Largo Anglers Club
Cast off for an exciting weekend of world-class sportfishing at the Key Largo Anglers Club Annual Offshore Tournament & Interclub Sailfish Challenge. Anglers of all levels can enjoy the thrill of chasing sailfish in the beautiful waters of the Florida Keys, surrounded by stunning ocean views and the vibrant local culture. Whether competing or spectating, this tournament offers an unforgettable fishing experience and a chance to connect with the Key Largo fishing community.

~ 30 minutes driving from Ocean Pointe Suites

REEF Fish & Friends – Everglades Restoration
April 14, 2026 | 6:15 PM – 8:00 PM / REEF Ocean Exploration Center for Marine Conservation
Join REEF Fish & Friends for an evening exploring Everglades restoration and its impact on South Florida’s ecosystems and communities. Meenakshi will lead the presentation, highlighting how restoration efforts and policy choices affect ecological health, economic outcomes, and resilience from the Everglades to the Florida Keys.

~ 15 minutes driving from Ocean Pointe Suites

Key Largo Anglers Club Annual Flats Tournament
April 16–18, 2026 / Key Largo Anglers Club
Take to the waters of the Florida Keys for the Key Largo Anglers Club Annual Flats Tournament, a premier event for anglers seeking an unforgettable fishing experience. Participants can test their skills targeting flats species in stunning coastal waters, while spectators enjoy the excitement of the competition and the vibrant local culture.

~ 30 minutes driving from Ocean Pointe Suites

Ocean After Hours: Lionfish Jewelry Workshop
April 21, 2026 / REEF Ocean Exploration Center for Marine Conservation
Discover a unique blend of creativity and conservation at this hands-on workshop focused on invasive lionfish and their impact on local marine ecosystems. Guests will learn about lionfish biology, ongoing research, and removal efforts before crafting their own custom jewelry using locally sourced, pre-treated lionfish fins. This engaging evening offers both an educational experience and a memorable keepsake, all while supporting marine conservation in the Florida Keys.

~ 15 minutes driving from Ocean Pointe Suites

Florida Keys Lionfish Derby and Arts Festival (2026)
April 22–26, 2026 / REEF Ocean Exploration Center for Marine Conservation
Dive into a week of family-friendly fun and reef conservation at the Florida Keys Lionfish Derby and Arts Festival. Guests can participate in lionfish tastings, explore educational booths about marine ecosystems, enjoy local art, and experience live music along the beautiful Florida Keys. The festival combines adventure, culture, and environmental stewardship, offering visitors the chance to help protect local reefs while celebrating the vibrant marine life and community spirit of Key Largo.

~ 15 minutes driving from Ocean Pointe Suites

MAY EVENTS

No events for 2027 posted yet.

Nick Sheahan Dolphin Rodeo (2026)
May 1–3, 2026 / Tavernier Creek Marina
Experience premier sportfishing at the Nick Sheahan Dolphin Rodeo in the Florida Keys, a three-day event supporting local scholarships. Anglers can compete for trophies and prizes while enjoying world-class fishing in the stunning waters of the Keys. Beyond the tournament, guests can soak in the vibrant community atmosphere, scenic ocean views, and the excitement of one of the region’s most celebrated fishing events.

~ 7 minutes driving from Ocean Pointe Suites

JUNE EVENTS

No events for 2027 posted yet.

Coralpalooza
June 7, 2026 – Upper and Lower Keys (Dive Days)
Held annually to commemorate World Ocean Day and World Reef Awareness Day, this event mobilizes hundreds of ocean enthusiasts in Florida and around the world to take large-scale action aimed at restoring the planet’s disappearing coral reefs. It offers SCUBA-certified divers hands-on restoration opportunities while allowing snorkelers to explore the broader context of coral reef conservation.

~ 30 minutes driving from Ocean Pointe Suites

REEF Fish Out of Water 5K
June 7 – 13, 2026 – Virtual event
Get ready for the 7th Annual REEF Fish Out of Water Virtual 5K, a fun and flexible way to stay active while supporting ocean conservation. Join the REEF community and ocean lovers worldwide by running, walking, hiking, biking, or swimming 3.1 miles (5K). You can complete the distance in one go or spread it out throughout the week. It’s a perfect event to get moving and make a positive impact, no matter where you are.

~ Participate from anywhere

World Oceans Day Tours: History of Diving Museum
June 8, 2026 – Islamorada
Commemorate World Oceans Day with exclusive guided tours that highlight the stories of ocean advocates and pioneers, including legendary marine biologists. This immersive experience is both educational and inspiring, perfect for families, students, and anyone passionate about ocean conservation.

~ 15 minutes driving from Ocean Pointe Suites

Ladies Tarpon Fly Tournament
June 9 – 11, 2026 – Islamorada
One of the premier all-release fly fishing tournaments in the world, this event draws top female anglers to the tarpon-rich waters of Islamorada. It celebrates both sport and sustainability, offering thrilling competition while promoting marine conservation and female empowerment in the sportfishing world.

~ 20 minutes driving from Ocean Pointe Suites

Gold Cup Tarpon Tournament
June 15 – 19, 2026 – Lorelei Restaurant & Marina, Islamorada
This prestigious, invite-only tournament gathers elite fly fishermen competing for top honors on one of the most respected trophies in sportfishing. The event supports the Guides Trust Foundation, which provides financial aid to Florida Keys fishing guides during times of hardship. Even if you’re not competing, stop by the marina to experience the buzz and enjoy dockside dining.

~ 18 minutes driving from Ocean Pointe Suites

Islamorada Fishing Club Captain’s Cup Dolphin Tournament
June 24 – 25, 2026 – Islamorada Fishing Club, MM 80.9
This fast-paced fishing competition rewards the team with the heaviest combined dolphin (mahi mahi) catch. With up to $25,000 in prizes on the line, it’s one of the summer’s most anticipated tournaments. Come watch the weigh-in and enjoy the festive atmosphere at one of Islamorada’s oldest fishing clubs.

~ 20 minutes driving from Ocean Pointe Suites

University of Miami Sports Hall of Fame Celebrity Fishing Tournament
June 25 – 27, 2026 – Multiple venues in Islamorada
Meet sports legends and compete for a cause at this high-energy tournament supporting local charities. In addition to the fishing competition, the event features lively socials, dinners, and auctions—all open to the public. It’s a great way to mingle with former athletes while supporting great causes.

~ 15–20 minutes driving from Ocean Pointe Suites

JULY EVENTS

No events for 2027 posted yet.

PIRATES, PARROTS & PATRIOTS! 4th of July Parade
July 4, 2026 – Parade route from Anthony’s Clothing Store to Laguna Ave, Key Largo, FL
Celebrate the 50th Annual 4th of July Parade in Key Largo with a fun and festive theme that will be announced soon. Enjoy colorful floats, marching groups, and lively music along the scenic Overseas Highway. After the parade, join the Freedom Fest Family Picnic at Key Largo Community Park for food, games, and entertainment.

~ 12 minutes driving from Ocean Pointe Suites

42nd Underwater Music Festival
July TBD, 2026 – Looe Key Reef, Key West
Get ready to dive into the Annual Underwater Music Festival happening in the Florida Keys. This one-of-a-kind underwater event invites snorkelers and divers to enjoy ocean-inspired tunes, whimsical costumes, and a celebration of reef protection and sustainable diving.

~ 90 minutes driving from Ocean Pointe Suites

Women’s Dive Day Tours: History of Diving Museum
July 18, 2026 – Islamorada
In celebration of Women’s Dive Day, this special tour spotlights the contributions of women in diving, from early pioneers to modern-day trailblazers. It’s a powerful and inspiring way to learn how women helped shape the field of underwater exploration and safety.

~ 15 minutes driving from Ocean Pointe Suites

Mini Lobster Season
July 29 – 30, 2026 – Key Largo
Lobster Mini Season returns to Key Largo on July 29 – 30, 2026, giving recreational divers and anglers a chance to catch spiny lobsters ahead of the official commercial season. This popular two-day event happens each year on the last Wednesday and Thursday of July, offering a short but exciting window for lobster enthusiasts to hit the water.

~ 5 minutes driving from Ocean Pointe Suites

AUGUST EVENTS

No events for 2027 posted yet.

Open Air Market at Boondocks
Every Saturday / Boondocks Grille and Draft House
The Boondocks Open-Air Market takes place every Saturday from 9 AM to 2 PM at Mile Marker 27.5 on Ramrod Key. Visitors can explore 20+ local vendors offering handcrafted jewelry, art, fresh organic produce, tropical plants, and flowers. The market also features food, live music, and the Keys’ largest tiki next to Boondocks Grille. Family- and pet-friendly, with ample parking and tropical vibes.

SEPTEMBER EVENTS

No events for 2027 posted yet.

Swim for Alligator Lighthouse
September 12, 2026 – Islamorada
This annual 8-mile open-water swim challenges solo swimmers and relay teams to swim 4 miles out to Alligator Reef Lighthouse, circle it, then return. Organized by the Fighting Manatee Masters swim club, the event supports the restoration and re-lighting of the 152-year‑old lighthouse.

~ 15 minutes driving from Ocean Pointe Suites

OCTOBER EVENTS

No events for 2027 posted yet.

“Taste the Keys” Food Tour
October 1–31, 2026 – Various locations in Key Largo
A month-long culinary journey featuring sample-sized dishes paired with drinks across Key Largo venues, all included in one flat fee.

~ Varies by location

Stone Crab Season Begins
October 2026 – Throughout the Florida Keys
The much-anticipated stone crab harvest opens mid-October, kicking off a season of fresh local seafood across Keys restaurants, markets, and crab shacks. It marks the start of months filled with delicious regional cuisine and crab-centric menus.

~ Varies by location

REEF Fest
October 15 – 18, 2026 – REEF Ocean Exploration Center
Celebrate REEF’s 11th annual marine-focused festival with four days of ocean-themed seminars, daily open house hours, guided eco-tours, social mixers, happy hours, and a bayside gala event. Expect engaging sessions, conservation networking, and optional walking tours at Pennekamp Coral Reef State Park.

~ 15 minutes driving from Ocean Pointe Suites

Halloween Specials
October 31, 2026 – Key Largo
Enjoy local Halloween events, including costume contests, spooky-themed dinners, and community festivities. Details TBD.

~ 5–10 minutes driving from Ocean Pointe Suites

NOVEMBER EVENTS

No events for 2027 posted yet.

All‑American Backcountry Tournament
November 12 – 14, 2026 – Cheeca Lodge & Spa, Islamorada
This prestigious annual tournament, inspired by former President George H. W. Bush, invites anglers to fish for snook, redfish, bonefish, tarpon, and permit in a dramatic backcountry catch‑and‑release format. Proceeds benefit the Bonefish & Tarpon Trust, supporting conservation efforts for these iconic backcountry species.

~ 15 minutes driving from Ocean Pointe Suites

Tour de Keys
November TBD, 2026
Cyclists from across the country will gather for the Tour de Keys, an annual charity ride through the breathtaking scenery of the Florida Keys. Riders can choose between a 50-mile route from Marathon or a 100-mile trek from Key Largo, both ending triumphantly in Key West. The event supports local nonprofit partners, with every mile raising funds and awareness for important causes in the community.

~ 5 minutes driving from Ocean Pointe Suites (start in Key Largo)

16th Annual Light Up Key Largo
November TBD, 2026 – Murray Nelson Government and Cultural Center
Don’t miss the 16th Annual Light Up Key Largo, where guests will enjoy a festive tree lighting, train rides, Santa, vendors, food, games, and more. It’s a joyful community event that kicks off the holiday season in the Upper Keys.

~ 5 minutes driving from Ocean Pointe Suites

Thanksgiving Celebrations
November 26, 2026 – Key Largo
Local restaurants and resorts host special Thanksgiving dinners and festivities. Exact events TBD.

~ Varies by location

DECEMBER EVENTS

No events for 2027 posted yet.

Islamorada Holiday Fest
December TBD, 2026 – Founders Park, Islamorada
Now in its 22nd year, Islamorada Holiday Fest transforms Founders Park into a winter wonderland for one magical night. The event features the beloved 30-ton Snow Mountain, where kids can play in real snow under the stars. A towering 35-foot tree adds to the festive glow as it releases magical snowfall throughout the evening. Highlights include a lively holiday parade with floats, antique cars, and an appearance by Santa Claus himself. The event also hosts over 50 local artists, food vendors, live holiday performances, and fun contests for kids.

~ 15 minutes driving from Ocean Pointe Suites

Islamorada Half Marathon & 10K, Rumrunner Run 5K/10K, and Beach N’ Beer Mile
December 12 – 13, 2026 – Islamorada
The 11th annual Islamorada Half Marathon & 10K weekend is a vibrant two-day celebration of fitness, community, and island life. The weekend kicks off with the Rumrunner Run 5K and 10K, offering scenic coastal routes and a festive atmosphere. A signature favorite is the Beach N’ Beer Mile, where runners tackle one sandy mile while stopping for a refreshing beverage at each quarter-mile mark. The main events, the Half Marathon and 10K, take place on Sunday, offering breathtaking ocean views and a high-energy finish line celebration. Known as the largest running event in the Upper Keys, the weekend blends athletic challenge with tropical fun.

~ 15 minutes driving from Ocean Pointe Suites

New Year’s Eve Fireworks on Blackwater Sound
December 31, 2026 – Near Mile Marker 104, Key Largo
Ring in the New Year with a family-friendly fireworks display launched over Blackwater Sound. Popular viewing spots include waterfront venues like The Caribbean Club and Sundowners, often offering festive menus and live music. It’s a fun and memorable way to celebrate the start of 2027 in the Keys.

~ 5 minutes driving from Ocean Pointe Suites

Plan Your 2026 Key Largo Adventure at Ocean Pointe Suites

From championship fishing tournaments and coral restoration events to holiday festivities and seasonal celebrations, Key Largo and the Upper Keys offer unforgettable experiences year-round. Make Ocean Pointe Suites your home base for all the excitement. Just minutes from the heart of Key Largo and within easy driving distance of every event on this list, Ocean Pointe Suites provides spacious accommodations, resort-style amenities, and a relaxing retreat after a day of island adventures.

Whether you’re exploring local cuisine, hitting the water for sportfishing, or joining in festive celebrations, stay at Ocean Pointe Suites to enjoy comfort, convenience, and the best of the Florida Keys.