moderate
4–5 hours
Moderate stamina is recommended to handle periods of standing and reeling during the trip.
Set sail at sunset from Key West on the Holiday 5pm Fishing trip for a thrilling and scenic sportfishing experience in the Gulf Stream’s rich waters. Whether you’re chasing billfish or enjoying ocean views, this late afternoon expedition delivers unforgettable memories.
Bonus fishing trip • 4 hours trip • great for all ages
4 hours
This trip is a special addition to our regularly scheduled trip. Only available during Thanksgiving & Christmas Week. Bottom fishing for snapper/ grouper & more. Affordable Key West Fishing Great for Kids ~ Includes parking,tackle, bait, and license ~ Enclosed full service galley. Rod rental available
Our Key West Party Boat Fishing Charter is the longest running deep sea fishing charter in Key West, Florida, catching payloads of fish since 1947.
Led by a professionally trained and licensed crew, your fishing adventure aboard Gulfstream IV includes fishing tackle, license, bait, ice and even a few choice secrets locals have used to catch record breaking numbers of snapper, porgies, grunts, grouper and more. The mates will be happy to bait your hook, remove fish from your line and put them on ice, unless, you wish to release them. And upon return, they will clean, filet and bag your fish for you (additional price per fish)
UV rays can still be strong during the late afternoon; protect your skin throughout the trip.
Bring water to stay hydrated, as deep-sea fishing can be thirsty work, even in cooler evening temperatures.
Decks can be wet and slippery; proper footwear ensures safety and stability while fishing.
Sunset lighting is perfect for photography, so bring a fully charged camera or phone to capture the moment.
Key West has been a fishing hub for centuries, with its heritage tied to both commercial and sportfishing cultures that shaped the island’s economy.
The operator supports catch-and-release practices and follows local regulations to promote sustainable fish populations and ocean health.
Protects your skin from strong UV rays during the trip’s late afternoon hours.
summer specific
Improves grip and protects hands while handling fish and equipment.
Provides shade and helps reduce sun exposure before dusk.
summer specific
Useful if there’s evening wind or light rain to stay dry and comfortable.
fall specific