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Evening Gulf Stream Fishing Adventure in Key West: A Sunset Angler’s Dream - Key West

Evening Gulf Stream Fishing Adventure in Key West: A Sunset Angler’s Dream

Key Westmoderate

Difficulty

moderate

Duration

4–5 hours

Fitness Level

Moderate stamina is recommended to handle periods of standing and reeling during the trip.

Overview

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.

Fishing
Key West, Florida

Holiday 5pm Fishing trip

Bonus fishing trip • 4 hours trip • great for all ages

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Adventure Photos

Holiday 5pm Fishing trip photo 1

About This Adventure

Duration

4 hours

Departing at 5pm seasonally around the holidays.

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)

What’s Included

  • Bait
  • Tackle (rental rods available for additional price)
  • License
  • On board galley to purchase light snacks/drinks

What to Bring

  • Hat
  • Sunglasses
  • Non-aerosol sunscreen
  • Your food and drink items

Adventure Tips

Bring Sunscreen Even at 5pm

UV rays can still be strong during the late afternoon; protect your skin throughout the trip.

Stay Hydrated

Bring water to stay hydrated, as deep-sea fishing can be thirsty work, even in cooler evening temperatures.

Wear Comfortable Non-Slip Shoes

Decks can be wet and slippery; proper footwear ensures safety and stability while fishing.

Charge Your Camera

Sunset lighting is perfect for photography, so bring a fully charged camera or phone to capture the moment.

Local Insights

Wildlife

  • Dolphins often accompany the boat near the surface
  • Occasional sightings of Loggerhead sea turtles

History

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.

Conservation

The operator supports catch-and-release practices and follows local regulations to promote sustainable fish populations and ocean health.

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Adventure Hotspots in Key West

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protects your skin from strong UV rays during the trip’s late afternoon hours.

summer specific

Fishing Gloves

Improves grip and protects hands while handling fish and equipment.

Hat with Brim

Essential

Provides shade and helps reduce sun exposure before dusk.

summer specific

Waterproof Jacket

Useful if there’s evening wind or light rain to stay dry and comfortable.

fall specific