undefined Trips

Deep Sea Islamorada Fishing Charters – Luxury Fishing Charters On The Poppa Wahoo- 55' Hatteras

Fish Islamorada in style aboard our luxury 55' Hatteras sportfishing boat Poppa Wahoo. Fish seasonal favorites like Mahi Mahi, Snapper, Grouper, Tuna, and more with guidance from our expert crew. Perfect for families or anglers seeking a shorter outing.

Offshore Fishing Charters in Islamorada- Florida Keys Luxury Fishing Charters Aboard Poppa Wahoo Too- a 53' Hatteras

Step offshore aboard Poppa Wahoo Too, our 53′ Hatteras sportfisher designed for serious deep sea fishing and first-class comfort in Islamorada. This powerful vessel delivers a smooth, stable ride as you pursue prized offshore species like mahi, tuna, snapper, grouper, and more—depending on the season. Led by a seasoned crew who knows these waters inside and out, every trip is fully outfitted with premium rods, reels, bait, and fishing licenses, so you can focus on the thrill of the fight. With spacious decks, climate-controlled comfort, and top-tier amenities, Poppa Wahoo Too is ideal for anglers and families looking for a polished, high-end offshore fishing experience in the Florida Keys.

Islamorada Shark Fishing Charter – Luxury Charter Fishing On The Poppa Wahoo- 55' Hatteras

Experience a thrilling 3-hour evening shark fishing charter in the Florida Keys aboard our luxury 54′ Hatteras sportfishing boat. Target exciting species like Bull, Blacktip, Lemon, and Hammerhead sharks as the sun sets over the water. Guided by our expert crew, this trip includes tackle, bait, and fishing licenses, with comfortable onboard amenities for a safe, family-friendly, and unforgettable adventure. Perfect for anglers seeking high-action shark fishing in a scenic Florida Keys setting.

Florida Keys Shark Fishing Charters – Onboard The Poppa Wahoo Too- 53' Hatteras

As the sun dips below the horizon, head offshore aboard Poppa Wahoo Too, our 53′ Hatteras sportfisher, for an unforgettable evening shark fishing experience in Islamorada. This high-energy trip focuses on powerful predators such as bull, blacktip, lemon, and hammerhead sharks, offering nonstop action as night approaches.

With an experienced crew leading the way, your charter is fully equipped with heavy tackle, bait, and all required fishing licenses. Spacious decks, a smooth ride, and premium onboard comforts make this adventure exciting yet approachable for families and thrill-seeking anglers alike. Poppa Wahoo Too delivers a safe, scenic, and adrenaline-filled shark fishing charter in the heart of the Florida Keys.

Overnight Swordfish Fishing Charter In Islamorada– Florida Keys Big Game Fishing On The Poppa Wahoo- 55' Hatteras

Embark on an overnight swordfish fishing adventure in the Florida Keys aboard our luxury 55′ Hatteras sportfishing boat. Spend the night offshore pursuing broadbill swordfish with guidance from Captain David Epstein and our experienced crew. This all-inclusive charter provides tackle, bait, and fishing licenses, along with comfortable onboard amenities for a safe, exciting, and unforgettable big-game fishing experience. Perfect for anglers seeking the ultimate night fishing challenge, this trip combines thrilling action, expert instruction, and premium service under the stars of the Florida Keys.

Florida Keys Fishing Charters - Near Shore Fishing Charters On The Poppa Bay- 25' Sea Hunt

Meet at the Square Grouper in Islamorada, Florida (80461 Overseas Highway, FL 33036) for our nearshore and center console fishing charters in the Florida Keys, where you’ll target snapper, grouper, yellowtail, mutton snapper, barracuda, sharks, and other seasonal species. Fish aboard the 25-foot 2022 Sea Hunt BXSF, Poppa Bay, powered by a 300 HP Yamaha, and choose from 3-hour, 5-hour, or 8-hour Islamorada fishing charters with flexible morning and afternoon start times, subject to confirmation.

Islamorada Sunset Cruise- Luxury Boat Tours In The Florida Keys On the Poppatoon- 23' Tritoon

Experience a stunning Islamorada sunset cruise aboard a luxury tritoon boat in the Florida Keys, perfect for couples, families, and small groups. Cruise calm Keys waters as the sun sets over the horizon, enjoy panoramic ocean views, and relax in comfort on a spacious tritoon designed for sightseeing and relaxation. This Florida Keys sunset boat tour is ideal for romantic evenings, special occasions, and unforgettable vacation memories in Islamorada. We are happy to pick you and your party up at a local marina.

Islamorada Sandbar Cruise- Explore Remote Sandbars On the Poppatoon- 23' Tritoon

Experience an unforgettable Islamorada sandbar tour aboard our luxury tritoon boat in the Florida Keys. Cruise to remote, secluded sandbars where you can swim, snorkel, relax, and soak up the sun in total privacy. Perfect for families, friends, and couples, our Florida Keys sandbar tours offer crystal-clear waters, stunning views, and a unique escape to some of the most beautiful hidden spots in Islamorada.