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Discover an authentic fishing adventure in Naples with a local guide, exploring the Everglades, Sanibel, and Pine Island Sound in a private, customizable tour.
If you’re heading to Naples and craving a taste of the local waters, a half-day fishing trip with Southern Gentlemen Fishing Charters could be just what you need. This private, customizable experience offers a chance to fish in some of Florida’s most scenic and productive waters, led by a knowledgeable local captain. We’ll explore what makes this tour special, what to expect, and whether it offers good value for your dollar.
Two elements really stand out in this experience: the expert guidance of Captain Tim, who knows the waters like the back of his hand, and the opportunity for a flexible schedule—you can pick morning, afternoon, or even night trips. On the flip side, a potential consideration is the price point, which might seem steep for some, but considering the exclusivity and personalized attention, it can be justified. This trip is best suited for fishermen of all levels who appreciate local expertise and want an authentic, private adventure.


This tour really suits those who want unscripted, personalized fishing and don’t mind spending around $650 for a private adventure. It’s great for families, groups of friends, or couples eager to explore the waters around Naples with a seasoned local. Whether your group has seasoned anglers or complete beginners, the flexible approach and welcoming guide will cater to your needs. If you’re after a deep-dive into the local fishing scene, this trip offers an authentic, hands-on experience that’s hard to match.
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The customizability of this trip makes it a real standout. Unlike larger, more structured fishing excursions, this private tour allows you to choose your preferred departure time—morning, afternoon, evening, or even night. The option to go night fishing to target snook with fly rods, artificials, or live bait adds an exciting twist for the adventurous.
Captain Tim’s extensive local knowledge shines through in the reviews. One guest praised him as “extremely knowledgeable of local hot fishing spots,” which translates into more productive and enjoyable outings. The personalized attention ensures your experience is tailored, whether you’re aiming for a relaxing day of fishing or trying to land specific species.
The tour begins with a meeting at 1575 Danford St, Naples, ideally around 7:30 am. From there, it’s a private trip out into the waters that stretch from the Everglades National Park and Ten Thousand Islands to Pine Island Sound. The guide will take you into a region renowned for its beauty and fishing potential, which includes waters around Marco Island, Naples, Fort Myers, and Sanibel.
The duration is about four hours, but you can extend it if desired—some guests opt for a half-day or even a full day of fishing. The mornings tend to be quiet and peaceful, with calm waters and abundant fish activity, but the flexibility allows you to pick a time that best suits your schedule.
During the trip, all the necessary fishing equipment and live bait are provided. The guide’s focus on all water, sodas, Gatorade, and ice means you won’t need to bring much besides your curiosity and enthusiasm. If you’re lucky, you’ll catch a variety of species—reviewers mentioned catching snook, trout, grouper, jacks, and ladyfish—making it a rewarding experience for anglers of all skill levels.
For those interested in night fishing, the tour offers the chance to fish under the lights, targeting snook with fly rods or live bait—a unique experience that adds a different dimension to your trip. It’s a specialized option that appeals to those comfortable with or eager to try night-time fishing.

The reviews paint a very positive picture. One guest raved, “Captain Tim was amazing! Extremely knowledgeable of local hot fishing spots, friendly, and patient.” The fact that children enjoyed the trip as much as adults is a good sign of its family-friendliness. Another reviewer emphasized the effort and expertise Tim brings, especially in tough conditions, mentioning that everybody caught multiple fish species despite windy weather.
Even when the catch wasn’t huge, guests appreciated the quality of the experience and the guide’s attitude. As one reviewer noted, “We didn’t catch a lot of fish but it wasn’t for lack of him trying.” The personalized service, combined with the chance to explore the beautiful Ten Thousand Islands and surrounding waters, makes for a memorable day.

At $650 for up to four people, this tour might seem costly at first glance. However, considering the private, personalized nature of the experience, the inclusion of all gear and bait, and the potential for multiple catches, many find it offers good value. Private charters in popular fishing areas tend to command higher prices, and the flexibility to choose your trip time adds to the appeal.
Timing is key—booking on average 16 days in advance indicates high demand, reflecting the tour’s popularity. The full refund policy if canceled 24 hours in advance provides peace of mind, especially when weather conditions in Florida can be unpredictable.
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The meeting point at 1575 Danford Street in Naples is accessible, with options to use public transit or drive. The tour ends back at the point of departure, so transportation is straightforward. Arranging your arrival time early helps ensure a smooth start, especially if you’re unfamiliar with the area.

This fishing trip is well-suited for those who value local expertise and want an exclusive, tailored adventure. If you’re traveling with children or less experienced anglers, the patient guidance and all-inclusive setup make it a relaxed, enjoyable outing. The option for night fishing and varied departure times means you can customize your experience to your interests and schedule.
For travelers who love authentic outdoor experiences and want to learn about the region’s rich coastal waters, this tour delivers. The chance to explore from the Everglades to Pine Island Sound with a knowledgeable captain adds a dimension of discovery that common fishing charters often lack.

What is included in the price?
All fishing equipment, live bait, water, sodas, Gatorade, and ice are provided, so you won’t need to bring much besides your enthusiasm and a fishing license if required.
Can I choose the departure time?
Yes, you can select from morning, afternoon, evening, or night options to suit your schedule. The tour is flexible to accommodate your preferences.
Is this tour suitable for children or beginners?
Absolutely. The reviews highlight that all ages and experience levels are welcome. The guide’s patience and expertise help ensure everyone has a good time.
How long does the trip last?
The standard trip lasts about four hours but can be extended to half-day or full-day options if you wish.
What species of fish might I catch?
Guests have caught snook, trout, grouper, jacks, and ladyfish, among others. The guide is skilled at putting everyone on fish, even in windy conditions.
What happens if the weather is bad?
You can cancel for a full refund up to 24 hours before the trip. If canceled due to poor weather, alternative dates or refunds are offered.
“Captain Tim was amazing !! Extremely knowledgeable of local hot fishing spots, friendly, and patient. Captain Tim also provided a plethora of refre…”
If you’re after a personalized, knowledgeable, and scenic fishing adventure in the Naples area, this tour ticks many boxes. It’s perfect for curious fishers eager to learn and for families wanting a relaxed, engaging day on the water. The expertise of Captain Tim combined with the stunning scenery of the Ten Thousand Islands ensures a memorable experience. While the price is on the higher side, many find the value well worth it for a private, guided fishing trip that caters to all levels.
Whether you’re keen to catch your first fish or just want to enjoy cruising through some of Florida’s most beautiful waters, this tour offers an authentic taste of local life—fishing, fun, and a bit of adventure all rolled into one.