Our review focuses on a popular 6-hour shared deep-sea fishing trip in Key West offered by Cowboy Cowgirl Sportfishing Charters. This adventure appeals to both seasoned anglers and curious first-timers eager to try their hand at catching some of the Atlantic’s most sought-after fish. From glowing reviews, it’s clear this experience offers genuine excitement, expert guidance, and the chance to reel in impressive catches—all in the stunning waters off Florida’s southern coast.
Two standout features we love are the personalized experience made possible by small group sizes—maxing out at only 6 guests—and the top-tier gear and knowledgeable crew that help ensure you’re well-equipped and well-guided. The trip is a perfect blend of adventure and comfort, making it suitable for anglers of various skill levels. One possible consideration is that, as a shared trip, you might be sharing your boat with strangers, which can influence the overall vibe depending on your preferences. This tour caters best to travelers seeking authentic offshore fishing, a relaxed but high-quality experience, and the thrill of catching big game fish in open water.
6 Hour Shared Deep Sea Fishing in Key West
“Captain Bobby and Larry are the best! We had 4 rods bite at the same time and Larry was an absolute pro! Fantastic time. Never worried about our s…”
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Key Points

- Small group size ensures a more personal, comfortable experience.
- Expert crew with a reputation for professionalism and helpfulness.
- Seasonal target species like Mahi-Mahi, Tuna, Wahoo, Sailfish, and Kingfish.
- High-quality gear and permits included, so no fuss about equipment.
- Duration of 6 hours offers a substantial fishing outing without feeling overwhelming.
- Great reviews highlight the fun, safety, and success experienced by past guests.
This 6-hour shared offshore fishing adventure provides a chance to fish in the waters around Key West, a destination famed for its abundant marine life. The trip is designed to be both accessible and exciting—perfect whether you’re visiting alone or with a small group of friends or family.
The trip departs from Cowboy Cowgirl Sportfishing Charters at 1801 N Roosevelt Blvd, a location close to public transit and easy to find. Once aboard the vessel—a comfortable, well-equipped sportfishing boat—you’ll head out into the open ocean, with a maximum of six anglers on board. This small size is intentional, offering a more intimate experience and plenty of space to fish.
The crew, led by an experienced captain and a helpful mate, will guide you through the process, from baiting your hooks to identifying the best spots to fish. They’re attentive, knowledgeable, and eager to share their expertise. During the trip, you’ll target various species depending on the season, with common catches including Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more.
The vessel is supplied with high-quality rods, reels, and tackle, along with the necessary permits and bait. This means you’re set for action from the moment you cast your line. The trip lasts around 6 hours, giving plenty of time to get into the rhythm of offshore fishing without feeling rushed or exhausted.
While there isn’t a detailed minute-by-minute schedule, the itinerary is straightforward: depart, fish, and return. The boat leaves the dock at Cowboy Cowgirl Sportfishing’s location, heads to prime fishing grounds, and then makes its way back.
The journey to the best fishing spots depends on current conditions, but the crew’s reputation suggests they’re skilled at reading the water and finding where the fish are biting. Past guests have remarked on the thrill of multiple rods going off simultaneously—an adrenaline rush that keeps most on edge and eager for the next strike. One reviewer even shared, “We had 4 rods bite at the same time and Larry was an absolute pro!”
Throughout the trip, you’ll be trolling and casting in the Atlantic, often catching multiple species in one outing. The scenery alone is fantastic—vast open waters, seabirds circling, and distant horizon views that create a perfect backdrop for a day of fishing.
One of the main advantages of this tour is the group size—limited to just 6 guests. This small number means more personalized attention from the crew, quicker assistance when you need it, and a chance to share the excitement with just a few fellow anglers. Several reviews emphasize how this personal touch enhances the whole experience, with one guest noting, “Captain Bobby and Larry are the best! We felt safe and well taken care of.”
The fishing gear is described as high-quality, including rods, reels, and tackle, which is a big plus for ensuring a successful trip. Plus, all necessary permits and bait are included, saving you from additional costs or hassle.
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What about the crew?
Guests consistently praise the crew’s professionalism, friendliness, and eagerness to help. Comments like “Larry was constantly doing everything to help us catch fish” and “Captain Bobby was great” suggest that they’re passionate about making sure everyone on board has a memorable trip.
At $250 per person, this trip is priced competitively given the amenities and experience it offers. Considering the included gear, permits, and the expertise of the crew, many would say it provides good value—especially if you’re after a memorable outdoor adventure and a shot at catching some impressive fish. Past travelers have expressed satisfaction, with comments highlighting the fun, success, and safety.
Of course, this does not include food or beverages, and there’s a $40 fuel surcharge payable at the boat. But these costs are typical for fishing charters and are transparent upfront. The flexibility of a full refund if canceled at least 24 hours in advance adds a layer of security, making it easier to plan your trip with confidence.
Looking at the reviews, several themes emerge. Many guests highlight the skill and friendliness of the crew—notably Captain Bobby and Larry—who “kept lines in the water” and created a relaxed, fun atmosphere. Multiple reviewers mention the thrill of catching multiple fish at once, describing it as “fantastic” and “amazing.” One guest shared, “It was awesome to be trolling and catching fish in the Atlantic,” capturing the essence of what makes offshore fishing in Key West special.
Even those who did not catch every fish they hoped for still appreciated the professional guidance and safe environment. A common thread is the personal attention guests received due to the small group size, which many said made the trip more memorable.
Interestingly, a few reviews mention the possibility of catching species like sharks and barracuda, with some fish released after catching, adding to the sense of adventure.
- Arrive early at the meeting point to ensure a smooth departure.
- Bring sun protection—hat, sunscreen, sunglasses—as you’ll be out in the sun for hours.
- Prepare for a full 6 hours at sea—wear comfortable clothing and consider bringing snacks, even if not provided.
- The trip is suitable for most travelers, including beginners, thanks to the crew’s guidance.
- Keep in mind the $40 fuel surcharge paid at the boat.
- If weather cancels the trip, you’ll be offered a different date or a full refund—so no worries about planning around the weather.
- The trip departs in the morning, which is generally the best time for fishing.
- Because of the small group size, booking in advance is recommended, especially during peak season.
- Service animals are permitted, which is helpful for those with special needs.
This shared deep-sea fishing trip in Key West offers a straightforward, enjoyable way to experience offshore fishing with a crew known for their professionalism and friendliness. It’s particularly well-suited for those who want a personalized experience without the price tag of a private charter, and for anyone eager to target a variety of species in the Atlantic’s bustling waters.
If you’re a beginner curious about fishing or a seasoned angler after a fun, social day on the water, this trip hits the sweet spot. Most reviews praise the knowledgeable guides, the thrill of multiple bites, and the beautiful ocean scenery. The inclusion of quality gear and permits makes it a hassle-free adventure, allowing you to focus entirely on enjoying your time.
While it may not be ideal for travelers seeking luxury or a completely private experience, the value, camaraderie, and chance to catch big fish make this trip a solid choice for anyone wanting an authentic taste of offshore fishing in Key West.
What is the duration of the trip?
The trip lasts approximately 6 hours, giving plenty of time to fish and enjoy the open water.
Where does the tour depart from?
It departs from Cowboy Cowgirl Sportfishing at 1801 N Roosevelt Blvd, Key West.
What is included in the price?
All tackle, fishing permits, and bait are included. You’ll need to bring your own food, beverages, and gratuity.
Is this trip suitable for beginners?
Yes. The crew is experienced and helpful, making it accessible for first-timers as well as seasoned anglers.
How many people are on each boat?
A maximum of 6 guests per trip, ensuring a more personal and less crowded experience.
Is there a weather cancellation policy?
Yes, if poor weather cancels the trip, you’ll be offered a different date or a full refund.
Are gratuities included?
No, gratuities for the crew are not included and are appreciated if you feel they’ve provided excellent service.
What species can I expect to catch?
Depending on the season, you might catch Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more.
What should I bring with me?
Bring sun protection, comfortable clothing, and any snacks or drinks you desire, as food and beverages are not included.
This deep-sea fishing experience in Key West offers a blend of adventure, expert guidance, and a chance to connect with nature in a meaningful way. Perfect for those looking to create memorable stories and maybe even a cooler full of fresh fish.































