Key Points

Private 4-hour charter for up to 6 people costs $1,100, booked 44 days in advance on average.
Includes all tackle, bait, and fishing permits, with a fuel surcharge of $150.
Depart from Cowboy Cowgirl Sportfishing at 7:00am and enjoy a flexible itinerary that blends offshore fishing with island exploration.
Customize your trip to include visits to secluded islands, sandbars, and crystal-clear waters.
Designed for both anglers and casual explorers, offering a balance of adventure and relaxation.
Free cancellation up to 24 hours in advance ensures flexibility in case of weather changes.

The Private Island & Fishing Charters in Key West aboard the 37ft Knotty Cowgirl stand out as a versatile experience combining deep-sea fishing with island hopping. For $1,100 per group, up to 6 guests can enjoy this 4-hour private tour, departing from Cowboy Cowgirl Sportfishing at 7:00am. It’s ideal for those seeking both thrilling angling opportunities and serene moments on the water.

This tour’s strength lies in its flexibility: you can fish in prime locations with an experienced crew, fish for species like mahi-mahi, king mackerel, and sailfish, then take optional breaks exploring the secluded islands, sandbars, and crystal waters. The all-inclusive tackle, bait, and permits make it straightforward, while the fuel surcharge of $150 is a practical addition to consider. The private nature of the tour ensures a tailored experience, making it a popular choice booked 44 days in advance on average.

The 37ft Knotty Cowgirl: A Fully Equipped Sportfishing Vessel

The tour operates on the 37′ Knotty Cowgirl, a vessel designed for both deep-sea fishing and coastal exploration. This boat offers ample space and modern fishing gear, ensuring comfort and efficiency during your adventure. The fully equipped craft allows for a smooth experience whether angling for large game fish or cruising between islands.

With the experienced captain and crew on board, guests can expect expert guidance, especially when fishing for targeted species such as mahi-mahi, king mackerel, and sailfish. The vessel’s size and equipment make it suitable for groups up to 6 people, delivering a personal, intimate atmosphere that enhances the overall enjoyment.

Prefer personalized experiences? Here are other private options we've covered in Key West

Starting Point and Meeting Details in Key West

The tour begins at Cowboy Cowgirl Sportfishing, located at 1801 N Roosevelt Blvd, Key West. The 7:00am departure provides an early start that maximizes daylight for both fishing and island exploration. The meeting point is accessible via public transportation, and the activity ends back at the same location, simplifying logistics.

Booking in advance is recommended, with most reservations made around 44 days ahead. The private nature of this experience makes it especially suitable for groups seeking a personalized day on the water, whether for fishing, relaxing, or both.

What’s Included and What’s Not in the Price

The $1,100 fee covers all the essentials for a successful fishing trip: use of all tackle, bait, and fishing permits. These inclusions ensure that guests are ready to fish without needing additional gear or licenses.

However, the tour does not include foods or beverages, so guests should plan to bring snacks or drinks if desired. A gratuity for the crew is customary but not included in the price. The fuel surcharge of $150 must be paid in addition, which helps cover the costs of boat fuel during the trip.

Customizing Your Experience with Island Exploration

One of the unique features of this tour is its flexibility in planning the trip. Guests can opt to combine fishing with visits to secluded islands, sandbars, and crystal-clear waters. This allows for relaxing breaks or picnic moments amid beautiful scenery, making the outing more than just a fishing trip.

This island exploring option adds a layer of leisure and discovery, perfect for those wanting a balanced mix of adventure and calm. It’s an excellent choice for groups that enjoy variety in their water activities but still want the thrill of fishing.

The Experience Duration and Pacing

The 4-hour duration strikes a good balance between intensity and relaxation. Starting early at 7:00am, the tour allows plenty of time for deep-sea fishing and island stops, all within a manageable timeframe. The pacing ensures guests have enough time to fish in prime waters and then unwind on secluded beaches or sandbars.

Since the trip is private, the itinerary can be tailored to suit the group’s preferences, whether that means focusing more on fishing or island exploring. This flexibility is ideal for customizing the day to suit both angling enthusiasts and those seeking leisure.

While in Key West, here are other experiences we've covered

Weather Policies and Booking Flexibility

The tour requires good weather to operate, but free cancellation is available if plans change. Guests can cancel up to 24 hours in advance for a full refund, providing peace of mind if weather forecasts predict storms or poor conditions.

If canceled due to bad weather, guests are offered a rescheduled date or full refund, ensuring a stress-free planning process. The private nature of the tour allows for flexibility, making it suitable even when weather considerations are in play.

Who Should Book This Tour?

This private fishing and island exploring tour is perfect for families, groups of friends, or anyone wanting a personalized day on the water. It caters to those interested in offshore fishing but also values relaxing breaks in beautiful surroundings.

While ideal for anglers seeking prime species like mahi-mahi and sailfish, the customizable itinerary makes it accessible for casual water lovers who want to enjoy the scenery and tranquility of the Key West coast. The private booking ensures an intimate experience, free from crowds.

Final Thoughts on the Key West Private Island & Fishing Tour

The 37ft Knotty Cowgirl offers a well-rounded adventure blending fishing with island exploration in Key West. Its all-inclusive pricing, flexibility, and private setting make it a strong choice for those wanting a tailored water experience. Though it involves a fuel surcharge, the personalized service and customizable itinerary add significant value.

This tour particularly appeals to groups seeking both action and relaxation, whether they’re seasoned anglers or casual explorers. With good weather and early booking, this experience promises a rewarding day on the water in one of Florida’s most scenic locations.

Ready to Book?

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

Frequently Asked Questions

What is included in the price of the tour?
The all tackle, bait, and fishing permits are included in the $1,100 fee, with the fuel surcharge of $150 payable additionally.

Can I customize the trip to include island stops?
Yes, the tour allows for optional island exploring, including visits to secluded islands, sandbars, and clear waters.

What is the duration of the tour?
The trip lasts approximately 4 hours, departing at 7:00am.

Is this tour suitable for children or beginners?
Since most travelers can participate, it is suitable for families and beginners, especially given the private, flexible nature of the experience.

Where do we meet for the tour?
Guests meet at Cowboy Cowgirl Sportfishing, located at 1801 N Roosevelt Blvd, Key West.

What is the cancellation policy?
Guests can cancel free of charge up to 24 hours in advance for a full refund. Cancellations within 24 hours are not refunded, but bad weather will result in a reschedule or full refund.