Join Captain Jack and his skilled, welcoming crew aboard the Jesse James for an unforgettable day on the waters of stunning Islamorada, famously known as the Fishing Capital of the World. The Jesse James is a top-of-the-line Everglades 365 vessel designed for comfort and performance, easily accommodating up to six anglers of all experience levels. Featuring spacious seating, electric reel setups, and enhanced live wells for bait and catch storage, we offer a premier fishing experience that caters even to the most dedicated anglers.
Our crew takes pride in providing expert hands-on guidance to help you land prized catches like Mahi, Wahoo, Sailfish, Tuna, and also offers deep-water fishing opportunities (ranging from 300 to 600 feet) for species such as Vermillion Snapper and Snowy Grouper. Each offshore journey holds the exciting possibility of encountering Swordfish, Marlin, Sharks, Cobia, and other sought-after sportfish.
We are dedicated to making your fishing adventure as successful as possible, while always keeping in mind that weather conditions and fish availability can impact the catch. Each day, we strategically cruise the Reef and Gulf Stream to maximize your chances of a rewarding and personalized fishing expedition.
The Jesse James provides a luxurious, powerful ride paired with an experienced crew, making it ideal for both serious sport fishing and relaxed family outings or casual cruisers. Captain Jack brings four decades of Atlantic coastal boating expertise and is passionate about sharing his knowledge and love of fishing, ensuring every trip is memorable and truly bucket-list worthy.
“What an incredible experience! Our first deep-sea fishing trip couldn’t have been better, all thanks to Captain Jack’s expertise. Celebrating my birthday alongside my dad—the man who sparked my love of fishing—was made even more special with two days of back-to-back fishing on the Jesse James. Captain Jack attentively listened to our preferences, expertly guided us to great spots, and provided invaluable pro tips along with warm hospitality. He genuinely strives to make your time onboard exceptional and goes above and beyond to deliver a remarkable adventure. We’re beyond grateful for the opportunity to fish with him and look forward to returning soon!”
You can cancel without any charges if done at least 3 days prior to your trip, and you will get a credit added back to your account. If you cancel less than 3 days before the trip, your deposit will be retained by the guide. Cancellations made on the day of the trip or if you fail to show up will result in the full trip cost being charged to your payment method.
All rods, reels, and tackle are provided. However, we suggest bringing along sunglasses, sunscreen, clothing suited to the weather, and any personal gear you wish to use during the trip.
Are you ready to embark on an unforgettable fishing journey? Join Captain Jack and his seasoned crew for a luxurious and exciting day on the water. Whether you’re an avid angler or a family seeking memorable moments, Captain Jack’s expertise of over 30 years ensures a rewarding experience for anglers of all skill levels.
Step aboard the 36-foot Everglades center console, a cutting-edge vessel crafted to accommodate up to six anglers comfortably. Powered by triple 350 HP Yamaha engines, this boat expertly balances power and comfort. Onboard amenities include spacious seating, an electric reel, expanded live wells, and a private restroom to keep your trip smooth and enjoyable. Advanced technology such as GPS, radar, fishfinders, and outriggers enhance both the thrill and productivity of your outing.
Each expedition with Captain Jack is tailored to your preferences, offering full-day adventures with options for half-day, three-quarter-day, or full-day trips. Pursue popular targets like Mahi Mahi, Red Snapper, Wahoo, and Black Grouper, or venture offshore for Tuna, Amberjack, and Kingfish. Your fishing goals shape the adventure.
The boat is fully equipped with essential tools and conveniences such as a live bait well, tuna tubes, refrigerator, multimedia system, and an ice box to keep your catch fresh. Captain Jack handles all the logistics—providing fishing licenses, rods, reels, tackle, live bait, and lures. Upon return, your catch will be expertly cleaned and filleted for you to take home. Just bring your food, beverages, sun protection, and a spirit of enthusiasm. A 20% gratuity for the dedicated First Mate is encouraged as a token of appreciation.
This experience goes beyond a simple fishing trip. It’s an opportunity to enhance your angling skills, land a trophy fish, and enjoy precious time with family and friends. Whether your interest lies in inshore, offshore, reef, or wreck fishing, Captain Jack and his crew are prepared to deliver an adventure you’ll cherish forever. Reserve your trip today and set sail on the ultimate fishing escape. Welcome aboard!
