Enjoy Fishing in Key West, Florida with Captain Jamie

Head Boat
58 ft
60 Guests

About This Boat

Enjoy Key West, Florida by boat!

Go fishing in Key West, Florida on 58 ft "Gulfstream IV" Trawler for $2,355 USD a day. Boat comes with all fishing gear, bait & tackle.

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.

The 58 foot Key West Party Boat Fishing Charter that’s inspected twice a year by the US Coast Guard, motors up to 60 passengers swiftly out to deep-sea fishing spots thanks to twin Detroit 8v92 turbo engines.

Once anchored, the ship’s amenities—which range from men’s and women’s restrooms to a galley serving snacks—keep anglers comfortable between casts. Our friendly Captains and mates will assist first-time fisherman and even seasoned professionals make the most of their fishing experience. They'll even bait your hook.

We have the longest head boat trip on the island. Bottom fishing for snapper, grouper, mackerel and shark!


  • Affordable Key West Fishing
  • Great for Kids
  • Enclosed full service galley


• Day Trip 10.00 am:

  • Adult: $70 USD for 6 hours
  • Child: $45 USD
  • Infant (5+under): $30 USD
  • Private Charter: $2,355 USD/day (6 hours)

• Summer Night Fishing 7.00 pm Trip:

  • Adult: $75 USD
  • Child: $45 USD
  • Infant (5 & Under): $30 USD

Prices include parking & license.


  • Type: Head Boat
  • Capacity: 60 People
  • Rental Minimum: 1 day
  • Length: 58 ft

Rental Requirements

Frequently Asked Questions:

• How far out does the Gulfstream IV go out?

  • The Captain works very hard to make sure he knows where the fish are. It is not uncommon to travel 2-15 miles away from shore.

•  What kind of fish do you catch?

  • Since we are bottom fishing, you will catch grunts, porgies, yellow tail snapper, mangrove snapper, mutton snapper, hog fish, red/black grouper, mackerel and shark.

• What fishing gear do I need for the trip?

  • For current conditions, Gulfstream Fishing provides each fisherman with a Penn Jig master 500 or an Okuma 320 with 30lb to 40lb test line and 3/0-4/0 hooks as well as a mix of 2-4oz weights (egg sinkers).

• What do I do with the fish after I catch it?

  • A majority of the local restaurants will cook your fish for you. Ask your crew what they recommend.
  • You can also ship your frozen fish to any US address.

• Food and drinks?

  • The galley is open one hour before departure and has a wide variety of affordable snacks and drinks available for purchase. You are more than welcome to bring your own small cooler. Single handled, no wheels preferred.

• Can I bring my own rod and tackle box?

  • Yes, we encourage you to bring your own gear or you can rent our rods for $5.00

• What if I don't know how to fish?

  • Everyone has to learn sometime, why not let us show you the ropes. Fishing on the Gulfstream Party Boat is a great introduction to the sport.


  • Life jackets/required safety gear
  • Cabin
  • Toilet
  • Wheel steering
  • Fishing gear
  • Fish Finder
  • Bait
  • Inboard Engine
  • Autopilot
  • CD Player
  • Chart Plotter
  • Dinghy
  • Dodger
  • Twin Engine
  • Galley Stove & Oven
  • GPS
  • Head

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Meet Jamie


Member Since Nov 2016

Contact Owner
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