Join Compass Rose in Key West for an unforgettable fishing trip in the Gulf of Mexico. Perfect for beginners and seasoned anglers alike, discover the rich marine life and pristine waters that make this area a top fishing destination.
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More ways to explore the area's outdoor wonders
Wildlife
History
Key West has a long-standing maritime heritage, with fishing dating back centuries as a vital local industry.
Conservation
The business advocates for catch-and-release practices and reef preservation to protect local marine biodiversity.
Key West Florida Fishing
Join Compass Rose in Key West for an unforgettable fishing trip in the Gulf of Mexico. Perfect for beginners and seasoned anglers alike, discover the rich marine life and pristine waters that make this area a top fishing destination.
Key West Florida Fishing operates out of Key West, Florida, offering a range of private and group charters tailored to anglers and casual cruisers alike. The company fields a fleet that includes the Windy Day, a 42-foot Carbon and Kevlar sportfishing boat accommodating up to six anglers; the Blind Squirrel, a 63-foot custom yacht available for half- to three-day charters and outfitted with a full galley; and the Compass Rose, a 39-foot Model 37 designed for a smooth, dry ride for up to six passengers.
Additional offerings include a Gulf Shrimp Boat Charter that ventures 25 to 65 miles offshore for feeding-frenzy fishing and fly-fishing opportunities, and the Blind Squirrel Sunset Cruise, a two-hour charter accommodating up to 41 passengers for group outings and celebrations. Trips emphasize comfort, stability, and the opportunity to catch edible fish, with options to arrange replica mounts of prized catches. Guides focus on delivering a memorable day on the water by matching boat choice and trip length to guest goals—whether targeting sportfish offshore or enjoying a relaxed sunset cruise.
All descriptions reflect the fleet, capacities, and trip formats provided by Key West Florida Fishing. Prospective guests can choose from short sunset cruises, half-day and multi-day charters, and specialty excursions like shrimp boat adventures. Safety protocols and local regulations are followed on every charter trip. Booking details vary.
Fleet Size
5 Trip Options
Range of boats for every trip
Max Capacity
Up to 41 people
Large group and private options
Charter Range
25–65 miles offshore
Gulf and offshore fishing grounds
Trip Lengths
2 hours to 3 days
Sunsets to multi-day charters
Select a Windy Day, Blind Squirrel, Compass Rose, or Shrimp Boat trip — book the right boat for the right adventure.
Arrive Early
Getting to the dock early ensures you have plenty of time to settle in and prepare for your trip.
Bring Sunscreen
Protect your skin from the intense Florida sun with high-SPF sunscreen and hats.
Stay Hydrated
Bring plenty of water to stay hydrated during your day on the water.
Dress Appropriately
Wear lightweight, quick-drying clothing and polarized sunglasses for comfort and visibility.
Sun Protection
High-SPF sunscreen and a wide-brim hat help prevent sunburn during long hours in the sun.
summer
Polarized Sunglasses
Reduce glare from the water, helping you see fish and protect your eyes.
Light Waterproof Jacket
Layer up against sudden sea breezes or rain showers.
spring|fall
Fishing Gear (Rod, Reel, Tackle)
Quality equipment provided or suggested for the best chances at catching fish.