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  1. Florida
  2. Islamorada
  3. Private Charters
Islamorada Activities
Islamorada, Florida

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DirtyBoat Charters

5.0(354)

Located in Islamorada, Florida, DirtyBoat Charters offers premier fishing experiences in the Florida Keys, operating from the renowned Robbie's Marina. With over a decade of local expertise, Captain Kit Carson leads charters aboard a 42-foot Liberty Express, a vessel designed for comfort and stability with a fully air-conditioned salon and private restroom. What sets this charter apart is its tournament-proven knowledge, use of high-quality Shimano Talica and Lindgren-Pitman electric reels, and prime access to offshore fishing grounds just minutes from the marina. This proximity to the Gulf Stream allows for more fishing time and better chances to catch sought-after species such as Sailfish, Mahi, and Swordfish. The charters cater to anglers of all skill levels, from first-timers to seasoned fishermen, with options including private and shared trips tailored to individual preferences. Guests can choose from half-day reef and wreck fishing to full-day offshore adventures targeting big game pelagics, as well as specialized deep-drop Swordfish expeditions. The experience is family-friendly and educational, with expert mates providing instruction and ensuring everyone has a memorable outing. All necessary gear, bait, licenses, and fish cleaning services are included, allowing guests to focus on the thrill of the catch while enjoying the comfort and professionalism that define this top-rated Islamorada fishing charter.

Fishing ChartersPrivate ChartersCorporate EventsMulti-Day Fishing TripsGift Certificates
Islamorada, Florida

Jake's Offshore Adventures

5.0(86)

Located in the heart of Islamorada, Florida Keys, Jake's Offshore Adventures offers private charters aboard a custom 30-foot boat designed for an exceptional day on the water. With extensive experience navigating the local waters, the company specializes in providing personalized excursions that highlight the natural beauty and abundant marine life of the area. What sets this charter service apart is its commitment to safety and customer satisfaction, ensuring that every trip is both enjoyable and secure. The knowledgeable captains monitor weather conditions closely and maintain open communication to guarantee a smooth and worry-free experience. Jake's Offshore Adventures caters to a variety of interests, including scuba diving, spearfishing, fishing, lobstering, snorkeling, and sunset cruises. The charters are well-equipped with necessary gear, and additional dive safety equipment is available for rent to certified divers. Guests are encouraged to bring personal items such as food, beverages, and sun protection, with ample cooler space provided on board. Whether seeking an adventurous day of underwater exploration or a relaxing cruise to watch the sunset, customers can customize their itinerary to fit multiple activities in one outing. This flexibility, combined with attentive service and expert guidance, makes the experience suitable for both seasoned enthusiasts and newcomers alike.

Fishing ChartersPrivate ChartersSnorkeling TripsSunset CruisesLobster/Oyster DivingBoat ToursDolphin Watching
Islamorada, Florida

Captain Michael Party Boat Charter Fishing

3.7(67)

Captain Michael Party Boat Fishing operates out of Robbie’s in Islamorada, Florida, offering a premier deep-sea fishing experience in the Florida Keys. The business features a fully rigged 65-foot party boat equipped for offshore sportfishing, staffed by a professional and attentive crew dedicated to assisting anglers of all experience levels. What sets this operation apart is its comprehensive service, including all bait, tackle, rods, and fishing licenses, as well as a rotation system that maximizes fishing opportunities for every guest. The boat also provides amenities such as bathrooms and a shaded cabin, ensuring comfort during trips that run morning, afternoon, and night. The fishing charters cater to a wide range of customers, from novices to seasoned anglers, with trips designed to target species like yellowtail snapper, mangrove snapper, mutton snapper, grouper, and mackerel. The crew supports guests throughout the trip by helping with baiting hooks, netting fish, and cleaning catches at the dock. Guests can take their fresh fish home or have it prepared at a nearby restaurant, enhancing the overall experience. The combination of expert guidance, quality equipment, and the scenic Florida Keys setting makes this party boat fishing adventure both accessible and rewarding for individuals and groups seeking an authentic fishing outing.

Fishing ChartersParty BoatPrivate Charters
Islamorada, Florida

Capt. Easy Charters

4.9(61)

Located in Islamorada, Florida, Capt. Easy Charters offers premier deep sea fishing experiences in the heart of the Florida Keys, widely recognized as the sport fishing capital of the world. With Captain Bruce Andersen’s extensive knowledge and years of experience, the operation specializes in offshore, reef, wreck, and Gulf Stream fishing. The charters target a diverse range of species including sailfish, mahi-mahi, tuna, wahoo, amberjack, snapper, grouper, swordfish, and shark. The business stands out for its well-equipped 30-foot center console fishing boat, the Capt Easy, designed specifically for offshore fishing and outfitted with top-tier tackle, safety gear, and fish-finding technology. Capt. Easy Charters provides a variety of trip options including half-day, three-quarter day, full-day, extended daytime swordfish trips, as well as tarpon and shark fishing excursions in the Gulf of Mexico. The charters accommodate up to four passengers comfortably, welcoming everyone from seasoned anglers to first-timers and families with children. All necessary equipment, bait, tackle, fishing licenses, ice, and fish cleaning services are included, with all edible fish caught belonging to the guests. Located at mile marker 85 at IslaMarina, the charters offer a comprehensive and enjoyable fishing experience tailored to both casual and serious fishermen.

Fishing ChartersPrivate ChartersMulti-Day Fishing Trips
Islamorada, Florida

Blue Heaven Charter

4.7(55)

Blue Heaven Charter is a sport fishing charter based in Islamorada, Florida, offering an exceptional deep-sea fishing experience in one of the most renowned tropical fishing destinations. With Captain Skye Stanley and a dedicated crew, the charter combines extensive local knowledge and a passion for fishing to provide a safe, comfortable, and memorable adventure. The operation is well-regarded for its professionalism and commitment to customer satisfaction, catering to anglers of all experience levels. Its unique access to the Gulf Stream and nearby reefs ensures excellent opportunities to catch a variety of game fish, making it a standout choice for fishing enthusiasts visiting the Florida Keys. The charter offers private boat trips and split charters ranging from four to eight hours, accommodating up to six people per vessel. Services are designed for families, friends, and corporate groups, with a focus on safety and enjoyment throughout the fishing excursion. Whether targeting mahi mahi or other species, guests benefit from expert guidance, quality equipment, and a crew that prioritizes creating a fun and educational environment. Reviews highlight the crew’s expertise, friendly approach, and ability to deliver successful fishing outings, making Blue Heaven Charter a preferred option for both novices and seasoned anglers seeking an authentic Florida Keys fishing experience.

Fishing ChartersPrivate Charters
Islamorada, Florida

Early Bird Fishing Charters

4.8(48)

Early Bird Fishing Charters operates out of Islamorada, Florida, offering premier offshore fishing experiences in the Florida Keys. The charter features a custom 43-foot Alex Willis Carolina sportfishing vessel known for its stability and speed, equipped with air conditioning, a bathroom, and a spacious cockpit with a fighting chair. Powered by a 660-horsepower turbo Cummins diesel engine, the boat is designed for comfort and performance in the challenging offshore environment. The crew welcomes anglers of all experience levels, from beginners to seasoned fishermen, providing a welcoming and professional atmosphere. The charter accommodates up to six guests and offers a variety of fishing trips tailored to different skill levels and interests. Clients can expect access to well-equipped fishing gear, expert guidance, and opportunities to catch species such as mahi-mahi, snapper, yellowtail, and mutton snapper. The experience is family-friendly, with instruction available for younger anglers, making it suitable for groups ranging from children to seniors. Early Bird Fishing Charters is recognized for its dedication to customer satisfaction, consistent success on the water, and the ability to adapt to conditions to maximize fishing opportunities.

Fishing ChartersPrivate ChartersMulti-Day Fishing Trips
Islamorada, Florida

Play Baby Fishing Charters

4.8(36)

Play Baby Charters operates out of Islamorada, Florida, known as the sport fishing capital of the world. The business features a recently renovated 42-foot 1957 Norseman sport fishing vessel, equipped with modern diesel engines, air conditioning, advanced electronics, and updated lighting and audio systems. With decades of family heritage dating back to 1963, the charter is led by Captain Benny Spaulding, a third-generation offshore captain recognized for his expertise and local knowledge. This combination of a classic, well-maintained boat and an experienced crew makes Play Baby Charters a unique choice for anglers seeking both tradition and modern comfort on the water. The charter offers deep sea fishing excursions tailored to all skill levels, from beginners to seasoned anglers, including children. Trips range from half-day to full-day adventures, providing opportunities to catch a variety of big game fish such as sailfish, marlin, mahi-mahi, and tuna in the abundant waters off Islamorada. The knowledgeable crew supports guests with fishing techniques and guidance, ensuring an engaging and successful experience. Whether celebrating special occasions or simply enjoying a day on the ocean, customers can expect a memorable outing characterized by expert leadership, quality equipment, and the thrill of fishing in one of the world’s premier locations.

Fishing ChartersPrivate ChartersMulti-Day Fishing Trips
Islamorada, Florida

R-U Fishing Yet Charters

5.0(28)

Located in Islamorada, Florida, this fishing charter service offers over 30 years of local expertise navigating the waters from Biscayne Bay to the Upper Keys and Everglades National Park. Operated by a licensed captain native to South Florida, the business specializes in light tackle and fly fishing, focusing on the unique ecosystems of the backcountry and ocean flats surrounding Key Largo and Islamorada. What sets this operation apart is its deep knowledge of the region’s diverse fish species and its commitment to providing an enjoyable experience for anglers of all skill levels, including families and junior participants. The use of a well-equipped Ranger 191 Flats boat powered by a 150 HP Mercury Outboard ensures access to prime fishing locations with comfort and reliability. The charters cater to a wide range of customers, from seasoned fishermen seeking trophy catches to beginners and families looking for a memorable day on the water. Target species include Snook, Redfish, Sea Trout in the backcountry, and Bonefish, Tarpon, and Permit on the ocean flats. Beyond fishing, the service also offers sightseeing tours and birdwatching, making it a versatile choice for those interested in exploring the natural beauty of the Florida Keys. Trips are tailored to individual preferences and weather conditions, with an easygoing captain who prioritizes safety and enjoyment. This business provides a comprehensive and authentic South Florida fishing experience, combining expert guidance with access to some of the most renowned fishing grounds in the world.

Fishing ChartersFly Fishing ServicesBird/Wildlife WatchingPrivate Charters
Islamorada, Florida

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