Cowboy Cowgirl Sportfishing Charters

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Cowboy Cowgirl Sportfishing Charters Family-Owned Since 1965 | Shark Fishing & Offshore Charters | Key West Trips range from half-day and 3/4-day outings to full-day and extended adventures.

Cowboy Cowgirl Sportfishing Charters has been family-owned in Key West since 1965, with three generations welcoming guests aboard. Our experienced local captains offer private and shared fishing charters for families, friends, beginners, and seasoned anglers. Choose deep sea and offshore fishing, reef and wreck fishing, shark fishing, or tarpon fishing. Reserve a private boat for your group or book individual seats on a shared charter. Private trips can be tailored to your group's fishing goals, with your captain choosing fishing grounds and techniques based on conditions. Come aboard and feel like part of the family.

10/23/2026

An oldie but a goodie from the Cowboy days!

Now THAT is a Wahoo!

One of our longtime repeat customers came back to Key West hoping to fish with us again this year, but unfortunately, the wind had other plans.

We weren’t able to get offshore together this time, but he shared this incredible catch from one of his previous Cowboy fishing adventures.

Looking at this Wahoo, it’s easy to see why he keeps coming back year after year!

We love seeing familiar faces return to fish with our Cowboy Cowgirl family. That’s what 60-plus years of Key West fishing memories are all about.

Cowboy Cowgirl Sportfishing Charters
Family Owned Since 1965
Key West, Florida

DeepSeaFishing

10/18/2026
10/13/2026

MAHI MAGIC ON THE COWGIRL!

Now that’s what we call a beautiful day offshore in Key West!

Big smiles, beautiful blue water, and one impressive mahi-mahi aboard the Cowgirl! This is what it’s all about — getting out on the water, enjoying the action, and making memories that’ll last long after the trip is over.

Whether you’re a first-time angler or you’ve been fishing your whole life, our Cowboy Cowgirl crew is ready to welcome you aboard.

Family-owned and fishing Key West since 1965.

Ready to make some fishing memories of your own? Book your adventure through the link in our bio!

DeepSeaFishing FloridaKeysFishing

10/12/2026

LET THE FLAGS DO THE TALKING!

When the flags are flying, you know it’s been one heck of a day on the water! That’s what Key West sportfishing is all about.

Come make some fishing memories with Cowboy Cowgirl Sportfishing Charters. Family owned since 1965!

FloridaKeysFishing CowboyCowgirlSportfishing

10/11/2026

Now THAT’S a wahoo!

A beautiful catch aboard the Cowboy, and those smiles say the rest! This is what we love about fishing in Key West—the excitement, the laughs, and a fish you’ll be talking about long after your vacation.

Come spend a day offshore with the Cowboy Cowgirl Team. Family-owned since 1965, with three generations of fishing memories.

Call or text (305) 304-2946 to plan your trip.
cowboycowgirlsportfishing.com

10/08/2026

Now THAT’S a mahi!

Another beautiful bull mahi aboard the Cowgirl! Nothing beats a great day of Key West offshore fishing, especially when the fish are this size!

Cowboy Cowgirl Sportfishing Charters — family owned since 1965.

Cowgirl FloridaKeysFishing CowboyCowgirlSportfishing

10/07/2026

🎣 Nice sailfish aboard the Cowgirl!

Another beautiful Key West sailfish and another great day offshore with Cowboy Cowgirl Sportfishing. The Cowgirl crew keeps putting them on the fish!

OffshoreFishing DeepSeaFishing Cowgirl CowboyCowgirlSportfishing

Address

1801 N Roosevelt Boulevard
Miami, FL
33040

Opening Hours

Monday 6am - 11pm
Tuesday 6am - 11pm
Wednesday 6am - 11pm
Thursday 6am - 11pm
Friday 6am - 11pm
Saturday 6am - 11pm
Sunday 6am - 11pm

Telephone

+13053042946

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