2 Reviews
8 Trips Available
Spend a day aboard the Poppa Wahoo and experience why Islamorada is known as the Sportfishing Capital of the World! With an experienced captain at the helm and a hardworking crew by your side, you’ll be in the action fast. From the moment you step aboard, excitement builds as you prepare to chase some of the ocean’s most prized fish in one of the best destinations on Earth.
The Poppa Wahoo is a 54’ Hatteras sportfishing yacht built for performance and comfort. She accommodates up to six guests and comes fully equipped with outriggers, downriggers, a fighting chair, and plenty of deck space for the thrill of battle. For convenience, there are clean bathrooms on board, making it easy to relax between bites. This vessel blends fishing power with passenger comfort, delivering a trip that’s as enjoyable as it is productive.
Your adventure includes all the gear and essentials. Rods, reels, tackle, and fishing licenses are provided, so all you need is the desire to fish. Live bait is often used, and depending on the trip, you may even catch it yourself—a fun bonus to the day. You’ll try a mix of trolling and bottom fishing with light or heavy tackle, while the adventurous can take things further with Shark fishing or even spearfishing. Depending on the season, you may encounter Wahoo, Mahi Mahi, Grouper, Snapper, Sailfish, Tuna, Swordfish, Marlin, and more. Every trip holds a chance at something spectacular.
Families are welcome aboard, and kids will love being part of the action. Small children must wear life vests, and we recommend bringing one that fits perfectly. The Poppa Wahoo is also wheelchair accessible, ensuring that everyone has a chance to join the fun. To keep things running smoothly, a professional First Mate will assist throughout the trip—it’s customary to tip them 20% for their hard work and expertise.
Be sure to bring polarized sunglasses, sunscreen, and a hat to stay comfortable under the Florida sun. Bottled water and light snacks are included, but you’re free to bring your own drinks, lunch, or even cocktails to enjoy on deck. Looking for something special? Catering and a private cook can be arranged upon request.
The only thing standing between you and an unforgettable day in Islamorada is the click of a button. Step aboard the Poppa Wahoo and create memories that will last a lifetime!

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.
Islamorada
Starting At $1,475
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
Starting At $1,475
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.
Islamorada
Starting At $1,000
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.
Islamorada
Starting At $1,000
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.
Islamorada
Starting At $2,700
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
Starting At $850
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
Starting At $575
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.
Islamorada
Starting At $800
Raised in the Florida Keys son of fishing royalty photojournalist and fishing pioneer Bob Epstein, Captain Brian has been honing his skills in the keys for over 40 years. He has extensive experience in backcountry and reef and offshore fishing. Proven tournament captain and decorated tournament Angler he is excellent at trip planning and deciding the best methods based on weather and conditions.
Brian is a 100 ton USCG Master captain, he also does yacht charter and transport all over the Caribbean and up the east coast of the United States.
Trips Available
Islamorada Fishing Charters on 54′ Hatteras with Expert Crew – Book Your Charter Today
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.
5/5 Very Good
5/5 Very Good
(2 Reviews)
Pick Your Date
Islamorada Fishing Charters on 53′ Hatteras with Expert Crew – Book Your Charter Today
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.
Pick Your Date
3-Hour Sunset Adventure Targeting Sharks Aboard Our 55′ Hatteras – Reserve Today
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.
Pick Your Date
Evening Shark Fishing Charter In Islamorada, FL
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.
Pick Your Date
Overnight Swordfish Charter on 55' Hatteras in Florida Keys with Expert Captain
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.
Pick Your Date
Fish the legendary waters of Islamorada and the Florida Keys for snapper, grouper, yellowtail, mutton snapper, barracuda, sharks, and other seasonal species just off the reef.
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.
5/5 Very Good
5/5 Very Good
(1 Review)
Pick Your Date
Cruise the Florida keys in comfort on one of our sunset tours
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.
Pick Your Date
Enjoy a peaceful day on some of the most remote and beautiful sandbars In the Florida Keys
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.
Pick Your Date
Upcoming Availability
Our Guides



$575

$575

$1,000
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Reviews & Ratings
5.0
2
Total ReviewsApril 20, 2026
April 20, 2026
Kinda on the search for another guide option in Islamorada (after 30+ years) and decided to give Poppa Wahoo a try after hearing about them. Went out with Rick on the 25'er; had a successful day and a good time. Will definitely be on my call list when planning future trips
Trip taken April 17, 2026
March 9, 2026
Great boat! Great Crew! Definitely will book again when the opportunity allows. Thank You!
Trip taken March 9, 2026