If you’re considering a deep-sea fishing trip in Key West, this 6-hour shared charter from Cowboy Cowgirl Sportfishing promises a personalized, adventure-filled day on the water. It’s a chance to chase some of the most exciting offshore species like Mahi-Mahi, Tuna, and Sailfish, all while enjoying the company of a small group and expert crew.
What really sets this experience apart is its intimate size — with a maximum of six guests on a well-equipped sportfishing boat — and the dedication of the crew to helping everyone catch fish, regardless of skill level. While the trip is a fantastic value for the chance to fish in prime waters, be aware that it’s a shared experience, which might mean some waiting during busy times.
This trip is best suited for solo anglers, couples, or small groups who want a relaxed, engaging offshore fishing adventure in a stunning setting. If you’re craving professional guidance and quality gear with a good chance to haul in a memorable catch, this could be just the ticket.
Key Points

- Limited Group Size: Max 6 guests ensures comfort and personalized attention.
- Expert Crew: Guides like Captain Bobby and Larry are praised for their skill and friendliness.
- Prime Fishing Species: Targets include Mahi-Mahi, Tuna, Sailfish, Kingfish, and Wahoo.
- All Equipment Provided: High-quality rods, reels, bait, and fishing permits are included.
- Flexible Booking & Cancellation: Full refunds available if canceled 24 hours in advance.
- Value for Money: For $250, you get a comprehensive, professional offshore fishing experience.
An Honest Look at the Experience

You can also read our reviews of more tours and experiences in Key West
How the Trip Unfolds
The adventure kicks off at Cowboy Cowgirl Sportfishing Charters’ base in Key West. The meeting point at 1801 N Roosevelt Blvd is straightforward to reach, especially if you’re already in town. Once aboard your sportfishing vessel, which holds no more than six anglers, you’ll notice the emphasis on comfort and top-notch gear. The boat is equipped for offshore fishing, with all tackle, bait, and permits included — making it easier for you to focus on the excitement.
The itinerary is fairly simple, lasting about 6 hours. You’ll leave from Key West and head out to prime fishing spots, guided by experienced crew members who know these waters intimately. The trip’s duration is long enough to give everyone ample chances to get bites, but not so long that fatigue sets in prematurely.
What You Can Expect During the Trip
The real highlight is the chance to target a variety of species depending on the season. Reviews highlight catching Mahi-Mahi, Tuna, and Sailfish as some of the most memorable moments. The crew’s expertise is clear — they’re constantly working to get lines in the water, and many guests note how attentive and helpful the guides are. Larry, for example, is praised for his professionalism during hectic moments when multiple rods are biting simultaneously.
Guests often describe the experience as fun and educational, especially for first-timers. The crew’s tips and encouragement make even novices feel capable and involved. You’ll enjoy the stunning open ocean views while waiting patiently for that hit.
The Real Value of the Trip
For $250, the trip offers excellent value, especially considering the quality of equipment and the expertise of guides. Plus, the small group size ensures you won’t feel lost or rushed. The shared nature of the trip means you’re not paying for exclusivity but rather for a personalized, friendly environment where your chances of catching fish are high.
The reviews reveal that many guests leave with full coolers, a sense of accomplishment, and memorable stories. One traveler noted, “We had more fish than we could eat,” which speaks to the trip’s productivity. Others appreciated the laid-back, yet professional atmosphere, making it perfect for families, couples, or solo adventurers.
The Itinerary in Detail
Departure and Introduction
Your day begins at the base in Key West, where the crew introduces themselves and sets expectations. The boat is well-maintained, clean, and fully equipped — a sign of a reputable operation. Once onboard, you’ll quickly realize how much care has gone into providing top-tier tackle and bait, so you’re ready to fish immediately.
Out on the Water
The trip ventures out to the best fishing spots in the Atlantic. The crew’s expertise is evident; they read the water and currents skillfully, positioning the boat for maximum chances of bites. Guests often comment on how the crew is continually adjusting tactics, ensuring everyone has opportunities.
Catching the Big Fish
Depending on the season, you may be trolling for Mahi-Mahi, Tuna, or Wahoo, or even targeting Sailfish and Kingfish. The thrill of multiple rods going off at once, as described by one reviewer, keeps everyone on edge. The guides help with reeling in the catch, offering tips that increase your chances of landing fish.
Post-Fishing and Return
After a productive six hours, the boat heads back toward Key West. Guests often relax and chat about their catches, with many sharing that they caught more fish than they expected. The crew might even help you prepare your catch if you wish, adding a touch of local flavor to your experience.
What Travelers Say

The glowing reviews reinforce the trip’s high points. Guests rave about Captain Bobby and Larry, citing their professionalism, friendliness, and eagerness to help. One even said, “Larry was an absolute pro,” highlighting the skill of the guides. Many mention that they felt safe and well cared for, which is crucial on open-water excursions.
Other comments emphasize the stunning views, with reviewers noting how the open ocean looks from the boat — a perfect backdrop for a day of fishing. Several guests appreciated the relaxed yet purposeful atmosphere, making it suitable for families and first-timers alike.
Notable Highlights from Reviews
- “We had an amazing time with Caleb, Sam, and Willy… trolling and catching fish in the Atlantic.”
- “The crew knew what to look for and got us on some great fish.”
- “It was a great day out on the water with Captain Sam and mate Eric. Caught shark and barracuda (both released).”
- “Second time with Cowboy/Cowgirl Charters — always a solid experience.”
Constructive Feedback
While most reviews are glowing, one or two suggest that some trips may run slower during off-peak seasons or that certain experiences might not meet every expectation. But overall, the consensus is that the crew’s expertise and friendly attitude make up for any minor inconveniences.
The Practical Details

Pricing and What’s Included
At $250 per person, this trip offers a lot of bang for your buck. It includes all tackle, bait, and permits, saving you the hassle and extra expense of organizing gear independently. You should budget an additional fuel surcharge of $40, payable at the boat, which is typical for offshore charters.
Booking and Cancellation Policies
The booking process is straightforward, with free cancellation available up to 24 hours in advance. This flexibility is helpful if weather conditions turn adverse or your plans change unexpectedly. Remember, if canceled less than 24 hours before, a full refund isn’t available, so it’s best to plan ahead.
Group Size and Accessibility
A maximum of six guests means you’ll never feel crowded or overlooked — perfect for those seeking a more personal experience. The trip is suitable for most travelers, including service animals, and is accessible via public transportation, easing your planning.
Final Thoughts

This 6-hour shared deep-sea fishing trip in Key West offers an excellent blend of professional guidance, quality gear, and memorable offshore action. The small group size, combined with experienced guides like Captain Bobby and Larry, makes for a safe, friendly, and productive day on the water. For those interested in catching prized species like Mahi-Mahi or Tuna, it’s an experience that balances value with adventure.
Whether you’re a seasoned angler chasing a bucket-list fish or a first-timer eager to see what all the fuss is about, this trip provides a genuine opportunity to enjoy Key West’s legendary waters. The reviews consistently praise the crew’s knowledge, attentiveness, and the overall fun of the trip, making it a highly recommended choice for anyone wanting a hands-on fishing experience.
FAQ

What is the duration of this fishing trip?
The trip lasts approximately 6 hours, giving plenty of time to fish, enjoy the views, and soak up the ocean atmosphere.
What species can I expect to catch?
Depending on the season, you might find yourself catching Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, among others.
Are gear and permits included?
Yes, the trip provides high-quality rods, reels, bait, and all necessary permits so you can focus on fishing and having fun.
Is there a minimum or maximum number of travelers?
The trip is designed for up to six guests, ensuring a comfortable, personalized experience.
What if the weather cancels the trip?
If bad weather prevents the trip from happening, you will be offered a different date or a full refund.
Can I cancel if my plans change?
Yes, cancellations made more than 24 hours in advance are fully refundable. Cancellations within 24 hours are non-refundable, so plan accordingly.
To sum it up, this shared deep-sea fishing trip in Key West offers a solid mix of professional guides, quality equipment, and plenty of chances to land impressive fish. It’s perfect for travelers who want a relaxed, authentic offshore experience without breaking the bank. Small groups, expert assistance, and the promise of a full cooler make it a memorable outing for anyone eager to test their fishing skills or simply enjoy a day on the water.
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