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Cowboy Charters

4.8 • 1K reviews

Cowboy Cowgirl SportFishing Charters has been helping guests experience the waters of Key West since 1965. With seasoned captains and a welcoming, guest-first approach, they offer private and shared adventures for every kind of an...

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Cowboy Charters

4.8 • 1K reviews

Key West, FL

Book Cowboy Charters

Sunset Fishing Charter in Key West

Fish Key West’s evening bite for snapper and grouper under the stars

$1,305.39

34' Marquesas Islands Fishing Charter, Key West

Chase offshore species in the remote waters of the Marquesas

$1,855

Private 34' Light Tackle Fishing Charter in Key West

Fish reefs, shallows, and offshore edges aboard a fast 34-foot center console

From$1,325

Key West Deep Sea Fishing Charter

Fish Key West’s offshore waters from a stable 45-foot sportfishing boat

From$1,305

What people are saying

Great time and people will definitely be back. Also Talon was a excellent first mate!

Brandon Bates

August 27, 2026

Great time and people will definitely be back. Also Talon was a excellent first mate!

Brandon Bates

August 27, 2026

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What people are saying

Great time and people will definitely be back. Also Talon was a excellent first mate!

Brandon Bates

August 27, 2026

Great time and people will definitely be back. Also Talon was a excellent first mate!

Brandon Bates

August 27, 2026