Experience a memorable sunset aboard the Blind Squirrel Sunset Cruise in Key West, where stunning views and marine wildlife come together for a perfect evening. Discover why this charter is a top choice for groups seeking relaxation and adventure on the water.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; no special physical condition required.
Wildlife
History
Key West has a rich maritime history, once famed for its shipwrecks and as a haven for pirates.
Conservation
The tour promotes responsible wildlife viewing to minimize environmental impact and protect marine ecosystems.
Key West Florida Fishing
Experience a memorable sunset aboard the Blind Squirrel Sunset Cruise in Key West, where stunning views and marine wildlife come together for a perfect evening. Discover why this charter is a top choice for groups seeking relaxation and adventure on the water.
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
Get to the boat a bit before departure to ensure a comfortable spot and soak in the pre-sunset views.
Bring sun protection
Wear sunscreen, hats, or sunglasses to stay comfortable during the transit and sunset.
Dress in layers
Evenings can cool down unexpectedly, so bring layers to stay warm after sunset.
Capture the moment
Bring a camera or smartphone to capture the vibrant sunset and wildlife sightings.
Sunscreen
Protect your skin from UV rays while enjoying the outdoor water activity.
summer
Hat
Shade your face and eyes during the daytime before sunset.
summer
Easy-to-wear shoes
Comfortable footwear for boarding and disembarking.
Light jacket
Stay warm if the evening winds pick up.
winter