Fish aboard our luxury 55' Hatteras sportfishing vessel in Islamorada. Book your offshore adventure.

Luxury Keys

Deep Sea Fishing Islamorada | Poppa Wahoo

Join our expert crew for evening offshore shark fishing in Islamorada. Book your luxury adventure.

Shark Hunt

Expert Shark Fishing Islamorada | Poppa Wahoo

Fish for snapper, grouper, and barracuda on our 25ft Sea Hunt from Islamorada. Book your charter.

Keys Near Shore

Nearshore Fishing Charters Islamorada | Poppa Wahoo

Chase powerful sharks offshore from Islamorada aboard our 53' Hatteras. Book your evening adventure.

Shark Attack Trip

Hatteras Shark Fishing Charter Islamorada Florida

Cruise to hidden sandbars aboard our luxury tritoon in Islamorada. Swim and snorkel pristine waters.

Sandbar Escape

Sandbar Cruise Islamorada | Poppa Wahoo

Premium overnight swordfish fishing aboard luxury 55' Hatteras in Islamorada. Book your adventure.

Swordfish Hunt

Overnight Swordfish Charter Islamorada | Poppa Wahoo

Fish for mahi, tuna and sailfish aboard our 53' Hatteras sportfisher in Islamorada. Book today!

Hatteras Hunt

Luxury Offshore Charter Islamorada | Poppa Wahoo

Top rated luxury tritoon sunset tours in the Florida Keys. Book your premium cruise today.

Sunset Cruise

Sunset Cruise Islamorada | Poppa Wahoo Collective

Learn when, where, and how Wahoo are caught in Islamorada. Explore seasons, techniques, and offshore hotspots in the Florida Keys.

Wahoo Fishing

Wahoo Fishing in Islamorada, Florida Keys

Discover sailfish fishing in the Florida Keys, including peak seasons, offshore tactics, and why Islamorada is a world-class sailfish destination.

Sailfish Fish

Sailfish Fishing in the Florida Keys

Book a luxury Bahamas fishing charter from Islamorada. Target Marlin, Wahoo, Tuna, and more with premium service and expert captains on Poppa Wahoo Collective.

Bahamas Fishing

Luxury Bahamas Fishing Charter from Islamorada

Explore Islamorada’s best attractions, family activities, dining, and culture. Make the most of your Florida Keys visit with Poppa Wahoo Collective.

Things To Do

Things To Do In Islamorada

Here are all the captures from a well spent weekend during the Islamorada Sailfish Tournament! Our vessel ‘Poppa Wahoo Too’ with Captain George Clark Jr. and Captain Brian had the pleasure of hosting The John Watson Team!
The Islamorada Sailfish Tournament is the first of the Gold Cup’s series of tournaments and lures anglers from all over the world! Entrants are supporting the Islamorada Charter Boat Association, a 501-C-3 organization that works hard to keep our fishery here for future generations! 
We are proud to be a part of this series and super excited to have The John Watson Team with Poppa Wahoo Too for all three series’ tournaments!

Two people enjoying fishing and water sports in Florida

Islamorada Fishing Report

Cancel 48 Hrs prior to trip for full refund 12 hours in advance for 50% refund

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!

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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.

Captain

Eleven fish caught on a fishing trip in FL

Person enjoying various water sports in FL

Two people enjoying a water sports adventure in Islamorada

Two people enjoying a cruises, fishing, and water sports adventure in Islamorada

Four people enjoying water sports and fishing in Islamorada

A person enjoying water sports in Islamorada

Beautiful scenic view of Islamorada, Florida, with boats and water sports activities visible

Two people enjoying water sports activities in FL

6 people enjoying water sports and fishing in Islamorada

Four people enjoying water sports activities in Islamorada

One person enjoying water sports in Florida

A person enjoying cruises, fishing, and water sports in Islamorada

9 people enjoying a variety of water sports in Islamorada, Florida

Known as the Sportfishing Capital of the World, Islamorada attracts anglers year-round for its incredible variety of offshore, reef, and backcountry f

Best Time of Year to Fish in Islamorada (Species-By-Species Guide) 

Planning a family fishing charter in the Florida Keys is one of the most exciting ways to turn a vacation into a true adventure. Known for its world-c

Planning a Memorable Family Fishing Charter in the Florida Keys 

The Thrill of Sailfish FishingSailfish are among the most iconic and sought-after offshore game fish in the world, and the Florida Keys are one of the

Unforgettable Islamorada Fishing Adventures

Next Available Trip

Private half-day and full-day Islamorada fishing trips with premium boats and experienced local capt

Luxury Fishing Charters in Islamorada

54’ Hatteras Sportfishing Boat

Trophy catches & family fun in Islamorada

Islamorada Fishing Charter Gallery

Meet The Poppa Wahoo Fishing Team | Islamorada Sportfishing Captains

The Poppa Wahoo Collective | Luxury Fishing Charters in Islamorada

At Poppa Wahoo Collective, we offer private luxury fishing charters in Islamorada, Florida for every type of angler. Choose from half-day trips for family outings or quick adventures, 3/4-day excursions for extended fishing, full-day sportfishing for trophy catches, or overnight and Bimini multi-day trips for the ultimate Florida Keys experience. Every trip is guided by Captain David Epstein and our skilled crew, providing expert instruction, local knowledge, and attentive service to make your time on the water safe, fun, and unforgettable. Our boats are fully equipped with outriggers, downriggers, fighting chairs, and premium tackle, giving you everything needed for inshore, offshore, or reef fishing. Depending on the season, you can target Wahoo, Mahi Mahi, Sailfish, Marlin, Tuna, Grouper, and Snapper. Rates start at $1,000, and optional luxury amenities such as catered meals and charcuterie boards are available. With family-friendly options, accessible vessels, and expert captains, Poppa Wahoo Collective makes planning a Florida Keys fishing adventure easy, memorable, and truly exceptional.

Islamorada Fishing Charter Rates & Trips

About Our Poppa Wahoo Collective

Trusted Private Fishing Charters in the Florida Keys

Years of Guiding and Counting | Islamorada Fishing Experts

How To Contact Poppa Wahoo Collective

Frequently Asked Questions about Islamorada Fishing Charters

Poppa Wahoo Collective Gallery – Islamorada Fishing Adventures

Captain David Epstein has spent decades mastering the waters of the Florida Keys, making him a trusted guide for anglers of all skill levels. With a lifelong passion for fishing, he brings extensive knowledge of inshore, offshore, and reef fishing techniques to every Islamorada fishing charter. His approachable style and attention to detail ensure that each trip is safe, enjoyable, and productive. Over the years, Captain David has developed expertise in targeting a wide range of species, including Sailfish, Marlin, Tuna, Wahoo, Mahi Mahi, Grouper, and Snapper. He knows the best spots, understands seasonal patterns, and uses his experience to maximize each guest’s chance of success. Whether guiding families, first-time anglers, or seasoned fishermen, he tailors every charter to suit their needs and skill levels. Captain David’s focus goes beyond just catching fish—he strives to create memorable experiences for every guest. From family-friendly trips to luxury sportfishing adventures, his professionalism, knowledge, and passion for the ocean shine through. Anglers who book a charter with him can expect a well-organized, exciting, and unforgettable day on the water in the Florida Keys.

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Meet Our Poppa Wahoo Collective Captains

Your Florida Keys Sportfishing Captains & Crew

The Poppa Wahoo Highlights | Islamorada Fishing Charter

Explore private half-day, full-day, and multi-day fishing charters with luxury boats and experienced Islamorada captains.

Islamorada Fishing Trips & Charter Rates

Islamorada Fishing Charters – Frequently Asked Questions

Islamorada – Florida’s Sportfishing Capital

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Explore private vs party boat fishing in Islamorada. Compare cost, comfort, and experience to find the right Florida Keys fishing charter for you.

Private vs Party Boat Fishing in Islamorada: Which Charter is Right for You?

Plan the perfect family fishing charter in the Florida Keys with expert tips, kid-friendly ideas, and unforgettable experiences for all ages.

Discover the best time to fish in Islamorada by species. Learn seasonal fishing tips and plan your trip with Poppa Wahoo fishing charters in the Florida Keys.

Plan the perfect corporate fishing charter in the Florida Keys. Enjoy offshore adventures, team building, and luxury sportfishing with the Poppa Wahoo Collective.

How to Plan the Perfect Corporate Fishing Charter in the Florida Keys 

Discover what defines a luxury fishing charter in Islamorada—from elite boats and expert crews to private, custom deep sea fishing experiences.

Luxury Fishing Charters In Islamorada

Explore world-class Islamorada fishing charters with The Poppa Wahoo Collective. Elite boats, expert crews, deep sea trips, and luxury adventures.

Why Islamorada is a World Class Fishing Charter Destination 

Trophy Catches & Family Memories in Islamorada

Stay up-to-date with the latest action in Islamorada! Poppa Wahoo Collective’s fishing report highlights recent catches, seasonal fish like Wahoo, Mahi Mahi, Sailfish, Tuna, Grouper, and Snapper, and the best spots for inshore, offshore, and reef fishing. Our crew provides insights on tides, weather conditions, and techniques, helping both novice and experienced anglers plan the perfect Florida Keys fishing charter. Check back often to see what’s biting and get ready for your next unforgettable trip on the water.

Current Catches & Conditions

See why anglers choose Poppa Wahoo Collective for their Islamorada fishing charter! Families, first-time anglers, and seasoned fishermen rave about our expert crew, trophy catches, and luxurious boats. Guests highlight our family-friendly trips, private charters, and unforgettable Florida Keys sportfishing experiences. Read the reviews and discover why our clients consistently recommend Poppa Wahoo Collective for private fishing charter Islamorada FL adventures and memorable fishing days in the Florida Keys.

Angler Reviews & Experiences in Islamorada

Poppa Wahoo Collective Reports & Reviews – Islamorada Fishing Insights

Schedule a Fishing Trip Now!

Explore prime Florida Keys fishing grounds for Sailfish, Wahoo, Mahi Mahi, and Snapper.

Top Islamorada Fishing Spots

Half-day, full-day, overnight, and Bimini trips for private luxury fishing adventures.

Islamorada Fishing Charter Rates & Info

See why families and anglers love The Poppa Wahoo Collective for unforgettable fishing trips.

5 Star Rated Fishing Charter Company

Trophy Fish & Target Species – Islamorada Fishing Charter

We offer some of the most unique trips in the undefined area. But don’t just take our word for it, check out what customers like you have to say about their experiences with The Poppa Wahoo Collective.

For your Islamorada fishing charter, bring a hat, polarized sunglasses, and reef-safe sunscreen. Snacks and drinks are welcome.

What to Bring

All private charters include rods, reels, tackle, bait, and licenses, guided by an experienced Islamorada fishing crew.

Trip Inclusions

Action-Packed Islamorada Fishing Adventures

Air Fee

Bait Fee

Harbor Fee

Divemaster Fee

Mate's Fee

Nitrox Fee

Service Fee

State Taxes

Trimix Fee

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.

Atlantic Sailfish

Blackfin Tuna

Mahi Mahi or Common Dolphinfish

Wahoo Fish

Yellowfin Tuna

Poppa Wahoo

84001 Overseas Hwy, Islamorada, FL 33036, USA

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

8 hrs 

4 hrs 

6 hrs 

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

Poppa Wahoo Too

83413 Overseas Hwy #1, Islamorada, FL 33036, USA

Whale Harbor Marina

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

3 hrs 

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

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

24 hrs 

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

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.

Barracuda

Mutton Snapper

Poppa Bay

80461 Overseas Hwy, Islamorada, FL 33036, USA

80461 Overseas Hwy

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

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.

Poppa Toon

1hr 30mins 

Islamorada Sunset Cruise- Luxury Boat Tours In The Florida Keys 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.

3hrs 30 mins 

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

Great Guide

Great For Top Anglers

Best Vehicle

Best Spots

Good with Kids

Great For Novices

Great for Novices

Great for Top Anglers

Angler holding large silver fish on fishing boat deck with multiple fishing rods

Meet your Captain David Epstein

Articles by David Epstein