A fishing trip is two hours of your day in Islamorada. The people below are how the rest of it gets taken care of: where you stay, what you drive, where the catch gets cooked, and the crew that keeps this corner of the Keys running.
The Shrimp Shack is ours. Islamorada Luxury Carts shares an owner with the fleet. Backcountry and flats trips run with Captain Key Largo, our sister operation an island north, and Rodeo Fishing Charters has run Key Largo deep sea and backcountry trips since 1973 under George Clark Sr., father of our own Capt. George Clark Jr. of Discovery Channel's The Fish Guyz.

Where fishing trips turn into legendary getaways
An exclusive oceanfront estate in the heart of the Keys: three beautifully restored Old-Florida cottages, a sparkling pool, a private pickleball court, an outdoor kitchen under a grand chickee hut, a sandy beach lined with palms and your own private dock. Reserved entirely for your group, so a great fishing trip becomes the escape your friends will not stop talking about.

A legendary piece of Old Florida
The colorful, unpretentious seafood joint at 81901 Overseas Hwy that Guy Fieri put on Diners, Drive-Ins and Dives, run for years by longtime friend Jill and now part of the Collective. Great seafood, generous portions, plenty of Keys personality, and if you fished with us that morning, the kitchen will cook your catch.

Ride in style
Owned by David, the same lifelong Keys local behind Poppa Wahoo. A colorful fleet of street-legal luxury carts with upgraded seats, lifted suspension, LED light packages, Bluetooth speakers, extended-range lithium batteries and backup cameras. Self-service pickup or round-trip delivery to your rental.

Trust me, I'm a local...
Opened in 2014 and still the Keys' only brewery AND distillery, locally owned from day one and first to kick off craft beer and spirit distilling in the islands. A short drive south of our dock in downtown Islamorada: come for a flight of island brews, cocktails and spirit samples, then wind down in the beer garten after a day at sea.

Break your fitness routine
Dr. Rob Prosek's 24-hour gym at 100109 Overseas Hwy, the area's premier fitness facility since 2019, managed by Joe Scanlon. Drop-ins welcome at every skill level: show up 10 to 15 minutes before class and stay fit enough to whip the fish that pull back. Ask us about the Poppa Wahoo free-day pass.

Be in the know like a local
The locally owned monthly on the people, businesses and events that make the Florida Keys the Florida Keys. Passionate about the faces behind island life, and good odds you meet owner Allan on our dock or out at the Green Turtle.

Anchor your dreams in paradise
The boutique, locally owned firm that has been the trusted compass for buyers, sellers and investors since 2016: luxury waterfront homes, investment properties and vacation retreats with concierge-level service, plus a rental department and an in-house home services team led by a state-certified general and plumbing contractor with 35+ years in.

The decks the whole fleet stands on
The PE/EVA boat-decking specialists, started in the Florida Keys in 2023, who custom-designed every deck across the Poppa Wahoo fleet. State-of-the-art tools to measure, design and cut on location, beating the industry's five-week norm, and everything backed by a real warranty.

The area's latest and greatest Facebook group
Madeline Rousseau's Facebook group on what the locals are actually up to: positive, upbeat, welcoming, and built to promote and support the businesses of Islamorada and the Upper Keys. Local or visiting, come share your day on the water.