If you’re dreaming of casting your line into the waters off Key West, this 8-hour shared offshore fishing trip promises a day of action, camaraderie, and unforgettable sights. While we haven’t personally joined this tour, the glowing reviews and detailed itinerary suggest it offers a well-rounded, high-quality experience perfect for small groups and solo anglers alike. What we love about it? The personalized attention with a maximum of six guests and the expert crew’s ability to find prime fishing spots. A potential consideration? The cost of $300 per person, which might seem steep for some, but many reviews point out the substantial value — especially considering the fish caught and the quality of equipment.
Designed for those who love fishing — whether you’re a seasoned pro or trying it for the first time — this trip emphasizes authentic offshore action combined with the comfort of a small-group experience. If you want a day on the water that balances skill, scenery, and the chance to bring home fresh catch, this tour will suit you well.
Key Points

- Small Group Size: Max 6 guests ensures personal attention and space to fish comfortably.
- Expert Guides: The crew’s knowledge and experience are highly praised, helping you target the best species.
- High-Quality Gear: Top-notch rods, reels, and tackle are supplied, reducing the hassle and increasing your chances of success.
- Varied Fish Species: Depending on the season, you could land Mahi-Mahi, Tuna, Sailfish, Wahoo, Kingfish, and more.
- Flexible Booking: Cancel up to 24 hours in advance for a full refund, providing peace of mind.
- Ideal for All Levels: Whether you’re experienced or new to fishing, the crew’s helpful approach makes it accessible.
Why Choose This Offshore Fishing Adventure in Key West?

This tour stands out for combining professional guidance with intimate group sizes, which many travelers find makes all the difference. Unlike larger, impersonal charters, this trip offers the chance to build a rapport with your crew — a key factor in making the most of a fishing expedition. The 8-hour duration is generous, allowing ample time to explore different spots, chase various species, and soak in the stunning open ocean views. Plus, the departure from Cowboy Cowgirl Sportfishing Charters is straightforward, with a convenient location at 1801 N Roosevelt Blvd.
The reviews reflect a consistent theme: experienced guides, excellent catches, and a fun, friendly atmosphere. One reviewer called it the “best split charter” they’d ever experienced, highlighting the variety of fish including Wahoo, Mahi Mahi, Tuna, and Bonita. Others appreciated the crew’s ability to find fish, even in less predictable weather conditions, thanks to their local knowledge and instinct.
You can also read our reviews of more tours and experiences in Key West
What to Expect on Your Day
The trip kicks off at 8:00 am from Cowboy Cowgirl Sportfishing Charters. You’ll board a well-equipped, 6-passenger sportfishing boat—not crowded, but bustling enough to foster camaraderie. All tackle, bait, and fishing permits are included, so you can focus on the thrill of the chase.
The itinerary is straightforward: after leaving the marina, the crew guides you to prime fishing spots. The target species vary with the season but often include Mahi-Mahi, King Mackerel, Sailfish, Tuna, and Wahoo. These species are typical of offshore waters, and many guests find the variety exciting and rewarding. A notable advantage is that the crew’s expertise significantly increases your chances of hooking something memorable.
Expect to spend time actively fishing, with plenty of breaks to enjoy the scenery and the camaraderie of fellow anglers. The boat’s high-quality gear ensures you’re well-equipped, whether you’re reeling in your first fish or adding to an already impressive haul.
The Real Value: Fish, Fun, and Expertise

Considering the $300 price tag, this experience offers strong value for those interested in offshore sportfishing. Many reviews mentioned catching enough fish for multiple meals — Wahoo, Mahi Mahi, Tuna, and Bonita — making it a practical adventure as well. The professional crew and top-of-the-line gear contribute to a smoother, more successful trip, particularly for newcomers who can benefit from expert rigging and tips.
The personalized nature of the trip, with only six anglers aboard, means you’re less likely to feel rushed or crowded. Instead, you get the benefit of a dedicated captain and mate focused on helping you succeed and making sure everyone has a good time. This is especially valuable if you’re traveling with family, friends, or solo and want an experience that feels both intimate and thrilling.
The Reviews Speak for Themselves

Authentic guest feedback highlights consistent praise for the crew’s knowledge, friendliness, and ability to put guests onto fish. One reviewer remarked that Hans and Caleb “absolutely knocked it out of the park,” citing their precision in fishing spots and rigging. Others appreciated catching multiple species—including rare or exciting catches like sailfish, which made the day unforgettable.
Several guests also pointed out the value for money—not just in terms of the quantity and quality of fish caught but also in the overall experience. Having enough fish to feed a family for days is a common highlight, and the chance to learn from experienced guides keeps the trip educational as well as fun.
Practical Details

The departure point is straightforward: 1801 N Roosevelt Blvd, Key West, with the boat leaving promptly at 8:00 am. The trip lasts approximately 8 hours—ample time to explore different fishing spots and enjoy the open ocean. Group size is limited to 6, ensuring you get personalized attention from your crew.
The tour includes all tackle, bait, and fishing permits. However, there is a fuel surcharge of $50 payable at the boat, and food and beverages are not included. Gratuities for the crew are customary but not mandatory. Remember, cancelations are free if made 24 hours in advance, offering flexibility in case of weather or schedule changes.
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Who Is This Tour Best For?

This fishing adventure is ideally suited for small groups, families, or solo anglers who want a personalized, high-quality offshore experience. The trip caters to all levels, from beginners eager to learn to seasoned fishers looking for a fun day out. If you’re after a relaxed, intimate atmosphere with expert guides, this trip is a solid choice. It’s also perfect for travelers who value authentic local expertise and want the chance to bring home some fresh catch.
The Sum Up

This 8-hour shared offshore fishing trip in Key West offers an excellent balance of adventure, education, and scenery. You’ll benefit from skilled guides, high-quality gear, and the chance to chase a variety of exciting offshore species, all wrapped in a comfortable, small-group setting. Many guests rave about the professional crew, the variety of fish caught, and the overall value for the price.
Whether you’re a first-time fisher or an experienced angler, this trip provides a genuine chance to enjoy the ocean’s bounty and experience the thrill of offshore fishing in a stunning setting. It’s particularly well-suited for those who appreciate personalized service and want memories to last a lifetime — or at least until your next trip to Key West.
FAQ

What is included in the tour?
All tackle, bait, and fishing permits are included, so you don’t need to bring your own gear or worry about licensing.
What is the duration of the trip?
The trip lasts approximately 8 hours, providing plenty of time to explore different fishing spots and enjoy the water.
What species might we target?
Depending on the season, you could land Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more.
Is the tour suitable for beginners?
Yes, the crew is experienced and helpful, making it accessible for first-timers while still exciting for seasoned anglers.
How many people are on the boat?
A maximum of 6 guests ensures a comfortable, less crowded experience.
What should I bring?
Most gear is provided, but bring sun protection, personal snacks, and drinks if desired (note that food and beverages are not included).
Can I cancel if my plans change?
Yes, cancellations are free if made at least 24 hours in advance; after that, no refunds are issued.
Where do I meet for the trip?
The meeting point is Cowboy Cowgirl Sportfishing, located at 1801 N Roosevelt Blvd, Key West.
If you’re eager to try your hand at offshore fishing in one of the most renowned waters in the U.S., this trip offers a well-reviewed, value-packed experience. It’s perfect for anyone craving a day of adventure, camaraderie, and the thrill of reeling in a big one in beautiful Key West.
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