Islamorada Sailfish Tournament

10/13/2026

🏆🎣 THE RACE FOR THE FLORIDA KEYS GOLD CUP STARTS HERE! The Florida Keys Gold Cup Sailfish Championship brings together three of the Keys’ premier sailfish tournaments, with teams and anglers competing throughout the series for the chance to claim the Gold Cup.

The 2027 series includes:

🎣 63rd Annual Islamorada Sailfish Tournament
📅 December 4–6, 2026

🎣 Islamorada Fishing Club Captain’s Cup Sailfish Tournament
📅 January 19–20, 2027

🎣 Cheeca Lodge Presidential Sailfish Tournament
📅 January 22–24, 2027

Teams will compete for overall championship honors, while individual anglers can chase the High Point Angler title. To qualify for the individual award, anglers must compete in all three events.

And the journey to the Cup starts right here in Islamorada. The 63rd Annual Islamorada Sailfish Tournament is the first leg of the Gold Cup and features a NEW 2-DAY FISHING FORMAT, with both Pro & Non-Pro divisions.

📅 December 4–6, 2026
📍 Three Waters Resort & Marina | Islamorada, FL

Get your crew together, register early, and start your run at the Gold Cup! 🏆

👉 Register: www.islamoradasailfishtournament.com

-

10/12/2026

Throwing it back to this great interview with Dianne at Three Waters Resort & Marina, courtesy of Center Consoles Only!

Dianne gives a little insight into the Islamorada Sailfish Tournament, the tradition behind it, and what makes tournament season in the Florida Keys so special.

Big thanks to Center Consoles Only for stopping by and helping shine a spotlight on our tournament! 🎣

And now… we’re getting ready to do it all over again!

📅 December 4–6, 2026
🏆 63rd Annual Islamorada Sailfish Tournament
📍 Three Waters Resort & Marina
🎣 NEW 2-Day Fishing Format

Registration is open!
👉 islamoradasailfishtournament.com

-

10/06/2026

The countdown is on, and now is the time to get your team together!

The 63rd Annual Islamorada Sailfish Tournament is bringing two full days of sailfish competition to Islamorada this December. With a NEW 2-day fishing format, Pro & Non-Pro divisions, and a spot as the first leg of the Florida Keys Gold Cup Championship, there’s plenty to fish for.

📅 December 4–6, 2026
📍 Three Waters Resort & Marina

And if you’ve been thinking about entering… don’t wait. Early registration saves, with the regular entry fee increasing after October 31st.

Get your crew together, pick your division, and register now! 🎣

👉 islamoradasailfishtournament.com

-

The Islamorada Sailfish Tournament kicks of the 2027 Florida Keys Gold Cup Championship, followed by the Islamorada Fishing Club’s Sailfish Tournament then the Cheeca Lodge Presidential Sailfish Tournament.The 63rd anniversary of the Islamorada Sailfish Tournament welcomes anglers from all over th...

09/19/2026

Did you know that sailfish spend most of their time near the surface? 🌊🏝️

Research using electronic tags found that Atlantic sailfish spent roughly 82% of daylight hours near the surface, where warm water and oxygen-rich conditions are ideal for them.

And here’s the really cool part: sailfish tagged in the Florida Keys have been recaptured in the exact same area years later, showing just how strongly these fish can be connected to specific seasonal feeding grounds. That’s one reason the Keys are such an incredible place to chase these fish. 🎣

🏆 READY TO CHASE ONE YOURSELF?

The 63rd Annual Islamorada Sailfish Tournament is coming December 4–6, 2026, with a NEW 2-DAY FISHING FORMAT and both Pro & Non-Pro divisions.

📍 Three Waters Resort & Marina - Islamorada, Florida Keys
🏆 First leg of the Florida Keys Gold Cup Championship

Registration is OPEN! Get your team together, get on the water, and see if you can put a sailfish on the leaderboards. 👀

👉 www.islamoradasailfishtournament.com

-

09/14/2026

The 63rd Annual Islamorada Sailfish Tournament is getting closer — and if you’ve been thinking about putting together a team, now is the time to register!

💰 Register early before entry prices increase. Don’t wait until the last minute to lock in your spot.

This year brings a NEW 2-DAY FISHING FORMAT with two divisions:

⚓ PRO DIVISION
Open to anglers, captains, and mates fishing as anglers.

⚓ NON-PRO DIVISION
All anglers on the team must not have been paid to fish within the 365 days prior to tournament kickoff.

Get your team registered before the price goes up!

👉 Register at www.islamoradasailfishtournament.com

🏆 First leg of the Florida Keys Gold Cup Championship
🎣 One of the Florida Keys’ biggest fishing tournaments
🌴 December 4–6, 2026
📍 Three Waters Resort & Marina | Islamorada, Florida Keys

-

09/06/2026

SPONSORSHIP OPPORTUNITIES ARE NOW OPEN! 🏆 The 2026 Islamorada Sailfish Tournament is gearing up for another incredible year, and we’re looking for businesses and brands who want to be part of one of the Florida Keys’ biggest fishing tournaments!

With multiple sponsorship levels available, there’s an opportunity for businesses of all sizes to get their brand in front of anglers, captains, crews, spectators, and the local fishing community throughout tournament weekend.

💙 Presenting Sponsor — $20,000 (SOLD OUT)
⚓ Platinum Sponsor — $15,000
🥇 Gold Sponsor — $7,500
🥈 Silver Sponsor — $5,000
🎣 Weigh-In Sponsor — $5,000
🥉 Bronze Sponsor — $2,500
⚓ Copper Sponsor — $1,000

Whether you’re looking for premier visibility or a way to support the local fishing community, your business can be part of the action.

📅 December 4-6, 2026
📍 Three Waters Resort & Marina | Islamorada, Florida Keys
🏆 First Leg of the Florida Keys Gold Cup Championship

Interested in becoming a sponsor? Reach out to us to learn more about the available opportunities!

🌐 www.islamoradasailfishtournament.com

-

08/31/2026

Today we’re celebrating the incredible Dianne Harbaugh! ⚓️💙

If you’ve been involved with the Islamorada fishing community, chances are you’ve crossed paths with Dianne. From keeping the Islamorada Charter Boat Association running to organizing and coordinating the many tournaments that bring our fishing community together, she puts in countless hours behind the scenes to make it all happen. 🎣🏆

We’re so grateful for everything you do for our anglers, captains, crews, families, and the entire Florida Keys fishing community!

Wishing you a wonderful birthday, Dianne! 🥳🎂 We hope today you get to sit back, relax, and enjoy the same love and support you give to everyone else all year long. ❤️⚓️

-

08/29/2026

It’s almost sailfish season! Come in to islamorada fishing outfitters and get geared up with some Randy Towe.
Fish Bluewater Islamorada Sailfish Tournament

08/27/2026

🎣 WHAT IS THE FLORIDA KEYS GOLD CUP CHAMPIONSHIP? Think of it as the ultimate sailfish challenge in the Florida Keys.

The Florida Keys Gold Cup Sailfish Championship brings together three premier sailfish tournaments into one championship series. Teams and individual anglers accumulate points throughout the series, with the top performers ultimately taking home the coveted Gold Cup Championship.

3 TOURNAMENTS. 1 CHAMPION. The 2027 series kicks off with the 63rd Annual Islamorada Sailfish Tournament on December 4–6, 2026, followed by:

🎣 Islamorada Fishing Club Captain’s Cup Sailfish Tournament - January 19–20, 2027

🎣 Cheeca Lodge Presidential Sailfish Tournament
📅 January 22–24, 2027

Teams compete for overall championship honors, while individual anglers can compete for the High Point Angler title. To qualify for the individual High Point Angler award, an angler must participate in all three events.

And it all starts HERE. 👀 The Islamorada Sailfish Tournament is the first leg of the Gold Cup Championship — and this year it features a NEW 2-DAY FISHING FORMAT with Pro & Non-Pro divisions.

📅 December 4–6, 2026
📍 Three Waters Resort & Marina | Islamorada, FL

Registration is NOW OPEN, so get your team together and start your run for the Cup. 🏆🎣

👉 Register: www.islamoradasailfishtournament.com

-

02/09/2026

TOMORROW! Capt. Al Flutie’s Over the Hill Rip-Off Sailfish Tournament is back and better than ever! Join us February 10–11, 2026 at the Ocean View Inn & Sports Pub (MM 84.5 Bayside) for two days of laughs, competition, raffles, auctions, and great fishing — all for an incredible cause.

This legendary tournament benefits Redbone – “Catch the Cure” for cystic fibrosis, and you don’t even have to fish to join the fun! 🎉
Open to anglers 50 and over, this event proves that experience still rules the ocean.

Mark your calendars, bring your crew, and come be part of one of the Keys’ most entertaining sailfish tournaments. 🐟🏆