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.
JANUARY
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 funds to people in the local fishing industry in 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
Valentine’s Day Specials
February 14, 2026 – Various Locations
Celebrate love in the Florida Keys with romantic dinners, sunset cruises, and local specials. Details are TBD, but expect intimate experiences perfect for couples.
~ Varies by location
MARCH
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 reeling in a catch in beautiful Islamorada waters.
~ 15 minutes driving from Ocean Pointe Suites
St. Patrick's Day Festivities
March 17, 2026 – Key Largo
Celebrate St. Patrick’s Day with green-themed specials, live music, and parades in local bars and restaurants. Exact events TBD.
~ Varies by location
JUNE
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 our 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
Florida Keys Elks Ladies Dolphin Tournament
June TBD, 2026 – Tavernier (Elks Lodge MM 92.6 bayside)
Cheer on competitive women anglers or join the action yourself in this exciting annual fishing tournament. Targeting the vibrant and fast-moving mahi mahi, the event combines sport, camaraderie, and community in the heart of Tavernier. Spectators are welcome, and proceeds benefit local charitable initiatives.
~ 5 minutes driving from Ocean Pointe Suites
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
REEF Fish Out of Water 5K
June TBD, 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 a total of 3.1 miles (5K). You can complete the distance all at once or break it up throughout the week. It's a perfect event to get moving and make a positive impact from wherever you are.
~ Participate from anywhere
Ladies Tarpon Fly Tournament
June TBD, 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 TBD, 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
University of Miami Sports Hall of Fame Celebrity Fishing Tournament
June TBD, 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
Islamorada Fishing Club Captain's Cup Dolphin Tournament
June TBD, 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
JULY
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 TBD, 2026 – Key Largo
Lobster Mini Season returns to Key Largo on July 30–31, 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
SEPTEMBER
Swim for Alligator Lighthouse
September TBD, 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
Thanksgiving Celebrations
November 26, 2026 – Key Largo
Local restaurants and resorts host special Thanksgiving dinners and festivities. Exact events TBD.
~ Varies by location
OCTOBER
“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 TBD, 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
All‑American Backcountry Tournament
November TBD, 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
DECEMBER
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 TBD, 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 an array of 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.