Gulfstream Charters
Key West, Florida
1801 N Roosevelt Blvd, Key West, Florida, 33040
Are you ready for an unforgettable fishing experience in the heart of the Florida Keys? Look no further than Gulfstream charters, where affordability meets exceptional expertise. Our dedicated team of experienced fishing guides is committed to making your fishing excursion truly remarkable, whether you’re a seasoned angler or just starting out. Fishing isn’t just a pastime; it’s a way of life, and we understand that better than anyone. Our passion for fishing runs deep, and we’re here to share that passion with you.
Step aboard the iconic 58-foot Gulfstream party boat, the most established deep-sea fishing voyage in Key West, Florida. Powered by robust twin Detroit 8v92 turbo engines, this vessel comfortably accommodates up to 45 passengers, swiftly transporting you to the most fertile fishing grounds off the Florida Keys.
With amenities such as separate restrooms for men and women and a snack-serving galley, we ensure your comfort and convenience on the open sea. Whether you’re a novice angler eager to learn or a seasoned pro seeking your next big catch, our friendly and experienced crew is dedicated to providing personalized guidance and support to enhance your fishing adventure.
At Gulfstream Key West, we’re ready to make your fishing dreams a reality. Book your trip today and experience the thrill of fishing like never before. It’s time to embark on a journey that combines affordability, expertise, and the natural beauty of the Florida Keys. Don’t miss out—book now to secure your spot!
Please Note: All prices listed below are per person.
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Head Boat Fishing Charter - AM
$70.00 USD
Starts at: 10:00 AM
Duration: 6 hours
Join us for an unforgettable fishing adventure on our per person head boat trip! This 6-hour excursion departs daily and returns at 4 pm, promising a day filled with excitement and great catches. Our trip includes rod rental for just $5.00, ensuring you’re fully equipped for the experience. You don’t need to worry about bait or a fishing license; they are both included in the package.
Whether you’re booking solo or bringing a group of up to 40 people, we can accommodate everyone on our USCG inspected vessel. Rest assured, our boat is professionally maintained and operated by a licensed crew that is drug tested, CPR & First Aid trained. Safety is our top priority, allowing you to relax and enjoy the fishing experience to the fullest.
Our trip is suitable for all ages, making it a perfect outing for families, friends, or solo adventurers looking to reel in some impressive catches and create lasting memories on the water. Don’t miss out on this opportunity to explore the open seas and enjoy a thrilling fishing expedition with us!
Price Includes: 1 Person
Head Boat Fishing Charter - PM
$66.00 USD
Starts at: 05:00 PM
Duration: 5 hours
Join us for an unforgettable fishing adventure on our per person head boat trip! This 5-hour excursion departs at 5 pm and returns at 9 pm. Our trip includes rod rental for just $5.00, ensuring you’re fully equipped for the experience. You don’t need to worry about bait or a fishing license; they are both included in the package.
Whether you’re booking solo or bringing a group of up to 40 people, we can accommodate everyone on our USCG inspected vessel. Rest assured, our boat is professionally maintained and operated by a licensed crew that is drug tested, CPR & First Aid trained. Safety is our top priority, allowing you to relax and enjoy the fishing experience to the fullest.
Our trip is suitable for all ages, making it a perfect outing for families, friends, or solo adventurers looking to reel in some impressive catches and create lasting memories on the water. Don’t miss out on this opportunity to explore the open seas and enjoy a thrilling fishing expedition with us!
Price Includes: 1 Person
Charter Features:
Cleaning & Filleting
Upon arrival from your day on the water, your catch will be filleted and bagged for you and your family/friends to take home and enjoy!
Rods, Reels, & Tackle
Our Captains are prepared with all the equipment necessary to catch whatever may swim your way! All the rods, reels, tackle, and bait will be provided to target whatever species you are hoping to catch!
You Keep Catch
Aside from the species required to be released by law and some species that may not be recommended as table fair, whatever fish are landed while out on the water are yours to keep!
What To Bring:
Additional Drinks
Camera
Cash
Hat
Non-Spray Sunscreen
Snacks/Food
Sunglasses
Weather-Appropriate Clothing
Boat Specs:
- Length: 58'
- Year: Restored: 2018
- Type: Driftboat
- Model: DMR
- Engine: 2 x 750HP (Detroit 8v92)
- Capacity: 1 Persons
Types of Fish:
- Barracuda
- Grouper (Black)
- Grouper (Red)
- Grouper (Rock Hind)
- Shark
- Snapper (Lane)
- Snapper (Mangrove)
- Snapper (Mutton)
- Snapper (Yellowtail)
- Triggerfish (Gray)
- Triggerfish (Ocean)
Fishing Techniques:
- Bottom Fishing
- Deep Sea Fishing
- Drift Fishing
Charter Amenities:
- Bathroom Onboard
- Cabin
- Child Friendly
- Cooler
- First Mate
Boat Reviews:
Melissa Grant
I’ve fished a lot of head boats and this one stands out. Super organized, helpful crew, and lots of fish hitting the deck. Highly recommend for a fun day on the water.
2025-04-23
Rating:
5.0
Kevin Young
We took a winter trip and were surprised how good the fishing was. Caught a nice mess of fish and learned some new techniques from the crew.
2025-01-07
Rating:
5.0
Rachel Vaughn
Easy to book, easy to fish, and we came home with dinner! Love that the crew handles everything—you just show up and catch.
2024-11-18
Rating:
5.0
Anthony Webb
Good trip overall! We caught some fish and enjoyed the ride, but there were a few mechanical issues that delayed our return. Crew handled it well, though.
2024-10-10
Rating:
4.0
Nicole R
This is my go-to trip when friends visit from out of town. You can’t beat the value. The boat is spacious and the fishing never disappoints.
2024-09-14
Rating:
5.0
James Watson
Crew had everything dialed in. From bait to gear to location, they knew exactly what they were doing. Caught snapper, porgy, and even a small mackerel.
2024-08-03
Rating:
5.0
Ashley Coleman
This trip was still a great time, but the boat felt a little crowded and we had to wait a bit for help with gear. Still managed to catch fish and enjoy the water, but a bit more crew support would’ve made it perfect.
2024-07-06
Rating:
4.0
David Simmons
Affordable and productive—perfect combo! We caught fish all morning and got some great pointers from the guides. It was my first time fishing in Key West and I’m hooked.
2024-06-08
Rating:
5.0
Cheryl Martin
Captain and crew made the trip awesome from start to finish. Nonstop action on yellowtail snapper, and they even cleaned our fish back at the dock.
2024-05-19
Rating:
5.0
Matthew Torres
For a big boat, the experience still felt personal. The deckhands were constantly checking in and helping bait hooks. Plenty of space to fish and gorgeous views all day.
2024-04-27
Rating:
5.0
Tonya Delgado
Brought our whole family and everyone had a blast. The guides were helpful and patient, especially with our kids. Caught some grouper and a few surprise fish too!
2024-03-12
Rating:
5.0
Paul Fletcher
Our first time on a head boat and it exceeded expectations! The crew was friendly, the lines stayed tight, and we pulled in plenty of snapper. Great for beginners and experienced anglers alike.
2024-02-20
Rating:
5.0
Sydney Andrews
Awesome experience!
Way better than we expected. The crew was awesome and helpful and made sure we all caught fish!
2024-02-08
Rating:
5.0
Susan Zanino Corleto
Had a wonderful time on this boat. The Captain and crew were great, despite my motion sickness, they were kind caring and concerned, checking on me frequently. I'll be back, next time pre-medicated for motion sickness!
2024-01-06
Rating:
5.0
Don Carpintier
One awesome Charter who takes extra pride in filling the boat with fish. Lead by first mate Greg, who goes the extra mile getting live bait, making chum, and helping all his guest get rigged properly to maximize their catch. Best bang for your buck hands down in Key West Fishing Charters.
2023-11-17
Rating:
5.0
Robert Phillips
Best head boat in k.w.
2023-10-16
Rating:
5.0
Jason Denlinger
Awesome time, little upset I couldn't keep the Nassau.
2023-09-28
Rating:
4.0
Don Lambert
Had a great time fishing with Gulfstream today, Capt James and mate DJ did an awesome job keeping us on the fish, keeping us fishing and educating us 1st time Key West fishermen. Highly recommend.
2023-09-02
Rating:
5.0
Beverly Tucker
Loved Captain Andy!! And deck hand Jeff! They are very experienced and extremely knowledgeable. First time offshore fishing and we had the best time. Would recommend and will definitely go out with them again one day!
2023-08-23
Rating:
5.0
Sara Palidora
We went out on a 6 hour trip this past Wednesday. It was a beautiful day on the water with the best crew. Thanks for a great day!
2023-07-31
Rating:
5.0
Shaner Gasho
We had a great time fishing with y’all. Hats off to first mate Ethan who jumped in to help retrieve another customers King Mackerel, a valiant effort only for it to become a shark meal…. I would recommend their services if you’re in the Key West area. Thank you Captain Joe and Mate Ethan, I look forward to booking with y’all again.
2023-07-07
Rating:
5.0
Scott Barber
Fishing was great, atmosphere was great, crew was great. Will definitely be back next time we are down. Thanks to the crew for an excellent experience. Highly recommend.
2023-06-22
Rating:
5.0
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