Private Island & Fishing Charters in Key West 37ft Knotty Cowgirl

Exploring Key West’s waters with a Private Island & Fishing Charter: A Complete Review

This review looks at a unique offering from Cowboy Cowgirl Sportfishing Charters: a private 4-hour island and offshore fishing experience aboard the 37′ Knotty Cowgirl. Whether you’re a seasoned angler or a weekend warrior, this tour promises more than just catching fish — it blends thrilling deep-sea fishing with the chance to explore secluded islands in the Florida Keys.

We love the way this experience balances adventure and relaxation, with the chance to target impressive species like mahi-mahi and sailfish, plus enjoy tranquil island stops. The private nature of the tour means your group gets personalized attention, making it ideal for a special day with friends or family.

A potential consideration is the additional fuel surcharge of $150, which, while common for private charters, adds to the overall cost. It’s worth factoring this in when planning your budget.

This tour suits travelers who enjoy a mix of fishing, scenic views, and quiet island time — perfect for those looking for a day out on the water that combines activity with leisure.

Good To Know

• Private experience caters to groups of up to six people for a personalized day.
• Flexible itinerary with options for fishing and island exploration.
• All tackle, permits, and bait included—just bring your appetite for adventure.
• Pricing reflects value for a private, tailored tour in beautiful waters.
• Departure early morning, around 7 am, offers the best chance for prime fishing.
• Weather-dependent, with a full refund if canceled due to poor conditions.

An In-Depth Look at the Key West Private Island & Fishing Tour

What’s Included and What’s Not

This private charter offers a straightforward, transparent package. All fishing tackle, permits, and bait are provided, meaning you don’t need to worry about extra gear or legalities — the crew takes care of it. The price of $1,100 for up to six guests reflects a good value, considering the exclusivity and the tailored experience.

However, food and beverages aren’t included, so you’ll want to pack snacks or drinks for the trip. The fuel surcharge of $150 is an additional cost that’s standard for private charters, covering the expenses associated with cruising the waters of Key West.

Meeting Point and Departure Details

The tour starts promptly at 7 am from Cowboy Cowgirl Sportfishing’s office at 1801 N Roosevelt Blvd. As it’s a private activity, your group will be the only participants, ensuring a more intimate experience. The departure time is ideal for fishing — early starts tend to yield better catches, and you’ll beat the crowds on the water.

The Vessel: Knotty Cowgirl

The 37-foot Knotty Cowgirl is a well-equipped sportfishing vessel designed for both offshore fishing and calm island cruising. The boat’s size offers stability and comfort, and it’s equipped with all the gear needed for targeting fish like mahi-mahi, king mackerel, and sailfish. Its design also makes it perfect for exploring the surrounding islands and sandbars, adding a leisurely dimension to your trip.

The Itinerary – Fishing and Island Exploration

The core of this tour is the offshore fishing, where you’re guided by an experienced captain and crew familiar with the best spots for big catches. Expect to fish in prime waters, with a chance to land impressive species such as mahi-mahi, king mackerel, and sailfish — species that are both exciting to catch and delicious to eat.

For those interested in a mix of adventure and tranquility, the optional island exploring component allows you to hop between secluded islands, sandbars, and crystal-clear waters. This flexibility is a big plus, as you can tailor your trip depending on your mood and weather conditions.

Real Insights from Reviews and Experience

Although this tour currently has no formal reviews, based on similar private charters, guests often highlight the stunning views of the ocean and the serene beauty of the islands. The inclusion of bait and tackle means you’re ready to fish right away, and the private setting means the crew can customize the experience — whether it’s focusing more on fishing or relaxing on a sandbar.

Travelers have noted that early mornings are the best for successful fishing, and many appreciate the flexibility in trip duration. The 4-hour window is perfect for those who want an action-packed experience without overextending themselves.

Why This Tour Stands Out

What makes this experience truly appealing is the chance to combine two quintessential Key West activities: deep-sea fishing and island-hopping. The boat’s size and the private setting ensure comfort, while the professional crew’s local knowledge is key to maximizing your chances of catching big fish and discovering hidden islands.

The value for money becomes clear when considering the exclusivity and personalization of this private tour. It’s suited to couples, families, or small groups seeking a customized adventure on the water, away from the crowded public tours.

Practical Considerations

The 4-hour duration is manageable for most travelers, fitting well into a morning or early afternoon schedule. Weather can impact the trip, and cancellations due to poor conditions are fully refundable, which offers peace of mind.

Given the group size limit of six, the experience remains intimate, allowing for personalized attention from the crew and meaningful shared moments. It’s a great choice for those wanting to avoid large, crowded tours and enjoy an authentic Key West day.

Who Would Love This Tour?

This private island and fishing combo makes an excellent choice for small groups or families looking for a flexible day on the water. It’s ideal for fishing enthusiasts eager to land impressive species or anyone wanting to experience the beauty of Key West’s coastlines and islands in comfort.

If you enjoy adventure with a touch of serenity, and don’t mind paying a bit more for a personalized experience, this tour should be on your list.

Final Thoughts

This private Key West fishing and island-hopping tour offers a blend of action and relaxation that’s hard to beat. You get the chance to fish for sought-after species in well-known waters, while also exploring peaceful islands that aren’t accessible by land. The private setting promises a personalized, stress-free experience, making it perfect for celebrating special occasions or simply indulging in a day on the water.

The cost reflects quality and exclusivity, with all necessary gear included, and the early morning start ensures you miss the crowds and get the best fish. Whether you’re a serious angler or a casual explorer, the flexibility of this tour makes it adaptable to your preferences.

For anyone wanting a combination of sportfishing and island serenity in one seamless outing, this Key West tour provides an authentic, memorable experience that goes beyond the typical boat ride.

FAQs

What is included in the price?
All tackle, permits, and bait are included, making it straightforward to enjoy fishing without extra gear worries.

Are food and drinks provided?
No, food and beverages are not included, so you should bring your own snacks and drinks for the trip.

When does the tour start?
It begins at 7 am, which is optimal for fishing and weather conditions.

Can I customize the trip?
Yes, you can tailor your experience to include island exploring or focus solely on fishing, depending on your preferences.

What species can I expect to catch?
The trip targets mahi-mahi, king mackerel, sailfish, and more, depending on the day’s conditions.

How many people can join?
Up to six guests can participate, ensuring a private and personalized experience.

Is this experience suitable for children?
Most travelers can participate, and it’s a family-friendly activity, especially if everyone enjoys boat rides and fishing.

What is the cancellation policy?
Full refunds are available if you cancel at least 24 hours in advance. Cancellations due to poor weather will be rescheduled or refunded.

How should I prepare for the trip?
Bring sun protection, snacks, drinks, and comfortable clothing suitable for outdoor activity.

What happens if the weather is bad?
The trip may be canceled or rescheduled with a full refund, ensuring no risk for poor weather conditions.

In essence, this private Key West fishing and island-hopping experience offers a well-rounded day on the water that balances thrilling fishing with serene island stops. It’s best suited for small groups seeking exclusivity and customization, promising memories of a lifetime in the stunning waters of the Florida Keys.