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Experience private fishing aboard the Windy Day in Key West, Florida. This 42-foot Carbon and Kevlar boat offers stability and comfort for up to six anglers seeking an unforgettable deep-sea adventure.
Experience private fishing aboard the Windy Day in Key West, Florida. This 42-foot Carbon and Kevlar boat offers stability and comfort for up to six anglers seeking an unforgettable deep-sea adventure.
Book with Key West Florida Fishing
Verified experiences and guided adventures in the surrounding area.
Operated by Key West Florida Fishing · Key West, Florida
Set sail on the Windy Day, an exceptional 42-foot Carbon and Kevlar fishing boat designed for both performance and stability. Located in Key West, Florida, this private charter from Key West Florida Fishing offers an intimate fishing experience for up to six anglers. Whether you're a seasoned angler or new to the sport, the Windy Day’s spacious layout provides comfort and ample room to enjoy each moment on the water. The vessel’s cutting-edge build ensures a smooth ride even on windier days, making every cast and catch exciting. Anglers can target a variety of local species while surrounded by the stunning turquoise waters of the Florida Keys. The charter also offers options for replica mounts to commemorate your biggest catches, enhancing your adventure with lasting memories. Beyond fishing, the trip delivers breathtaking coastal views and the chance to experience the region’s vibrant marine ecosystem. Perfect for families, friends, or solo travelers seeking adventure with a personal touch, the Windy Day exemplifies Key West’s exceptional recreational fishing culture. This trip is more than a day on the water — it’s a chance to connect with nature, challenge your fishing skills, and enjoy one of Florida’s finest private outdoor experiences.
moderate.
4–6 hours.
Suitable for most fitness levels; requires ability to stand for long periods and basic balance on a moving boat.
No prior fishing experience is necessary; guides will assist anglers of all skill levels throughout the trip.
Common catches include mahi-mahi, yellowtail snapper, grouper, and tarpon, depending on the season.
Yes, families with children are welcome, and the boat can comfortably accommodate up to six people.
Fishing licenses are typically included in the charter, but confirm at booking to be sure.
The Windy Day is equipped with life jackets, communication devices, and first aid kits to ensure passenger safety.
Guests may bring personal gear, but high-quality equipment is provided on board for your convenience.
Key West has a rich maritime history as an important fishing and shipping hub since the 19th century.
The region actively promotes sustainable fishing practices to protect fragile reef ecosystems and marine life.
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.
Book with Key West Florida Fishing