Islamorada Fishing Charters From the Family That Wrote the Book on Keys Fishing

4.6 on Google, 11 reviews

Four family-run boats out of Islamorada, for deep sea days, evening shark trips, overnight swordfish, sandbar days and sunset cruises. Run by Brian and David Epstein, sons of Miami Herald fishing editor Bob Epstein. Every rate is posted up front.

Veteran owned. If you serve or served, you and your family ride at a discount on every boat.

Poppa Wahoo and Poppa Wahoo Too tied up at Three Waters Resort and Marina in Islamorada
The Poppa Wahoo Collective logo

Book your trip

Feeling:
What kind of day do you want?
How many of you?

Questions first? Call or text (954) 326-7360

Trips and rates

Every fishing rate includes your captain and mate, rods, tackle, bait, licenses, ice and your fish cleaned at the dock, with no fuel surcharge. Want a Bahamas run or a chef-catered dinner cruise? Call or text and it gets built for you.

Your boat for the day

Two big Hatteras sportfishers for blue water, a quick bay boat for calm-water fishing, and a tritoon for the sandbar and sunset. You get the right hull for the day you want.

Brian and David Epstein, the brothers behind the Poppa Wahoo Collective Bob Epstein, Miami Herald fishing editor, with President George H. W. Bush Two of the Poppa Wahoo crew aboard

Named for Poppa, run by his sons

Bob Epstein covered Keys fishing for the Miami Herald for decades. His sons David and Brian built this fleet in his name, so your trip runs with captains who have fished these waters for decades. Read Poppa's story

Captain Brian EpsteinCapt. Brian EpsteinCo-owner, USCG 100 Ton Master40 years on Keys water, tournament captain
Captain Skip BradeenCapt. Skip BradeenBest charter captain in the Upper Keys, 14 years runningTop 50 Captains in the World, Salt Water Fisherman
Captain George Clark Jr.Capt. George Clark Jr.30 years guiding the KeysDiscovery's "The Fish Guyz"
Captain Shane GoreCapt. Shane GoreCaptainSandbar and snorkel days

Their day, in their words

Read every Google review

We caught 19 keepers! The boat was luxurious and comfy. Captain George was the best!!

SonyaMay 2025 · ★★★★★

Booked a 4 hour charter for snorkeling and the sandbar with Shane and had an amazing day. Sea turtles, snorkeling near the lighthouse, even shelling on the sandbar. The boat was very comfortable. All around perfect day!

DawnAugust 2026 · ★★★★★

After 30 plus years using another guide, we went out with Rick on the 25 footer. Could not have been happier with the trip.

ChristopherApril 2026 · ★★★★★

Clean, spacious, and top of the line gear. The crew had us on fish all day and cleaned everything at the dock.

StephanieMarch 2025 · ★★★★★

Full day trip: trolled up tuna and mahi, then deep dropped for vermilion and yellowtail. A perfect mixed bag.

JunoFull day charter · ★★★★★

Great boat! Great crew!

Troy JonesMarch 2026 · ★★★★★

Ready to book?

From $575 Private trips for up to 6, posted rates

Straight off the boats

See the full gallery

A sailfish going airborne right off the stern
A sailfish going airborne right off the stern.
A tuna, straight over the rail
A tuna, straight over the rail.
Three young anglers with a mahi
Three young anglers with a mahi.
A wahoo lifted over the rail
A wahoo lifted over the rail.
Sebastian the Ibis on UM tournament day
Sebastian the Ibis on UM tournament day.
Two mahi back at the dock
Two mahi back at the dock.
Fireworks from the Hatteras
Fireworks from the Hatteras.
The chef torching steaks in the kitchen aboard Poppa Wahoo

A chef on board

You fish, the chef cooks: ceviche from what just came over the rail and hot plates out of the kitchen on Poppa Wahoo. Ask for the chef-catered option when you book.

Back on land, the Islamorada Shrimp Shack, part of the Collective and seen on Diners, Drive-Ins and Dives, cooks your catch. Visit the Shrimp Shack

Know before you go

What is included in the price?

Everything you need to fish: the boat, fuel, captain and mate, rods and tackle, live bait, fishing licenses and ice. Your catch is cleaned and filleted at the dock. You can add catered meals or charcuterie to any trip.

How many people can come?

Up to 6 on either Hatteras. Poppa Bay fishes up to 4, and the Poppa Toon takes up to 6 for the sandbar or the sunset.

Do I need a fishing license?

No. The boat's licenses cover everyone aboard.

Are kids welcome?

Yes. Families are welcome, and the nearshore and cruise trips are built for mixed groups. Tell us the ages when you book.

Which trip should we pick?

Want a full fish box, go deep sea on the Hatteras. Want a thrill after dinner, take the evening shark trip. Chasing a swordfish, the overnight trip. Calm water with kids, nearshore on Poppa Bay. Just want to float, the sunset cruise or the sandbar on the Toon. Still deciding? Let the trip card at the top pick for you.

Where do trips leave from?

Your boat leaves from Three Waters Resort and Marina, 84001 Overseas Highway, Islamorada, FL 33036. Nearshore trips on Poppa Bay leave from Square Grouper at 80461 Overseas Highway.

How do deposits and cancellations work?

A deposit holds your date, and it is refundable up to 24 hours before your trip. Your exact terms come with your booking.

Should we tip the crew?

It is customary when the crew takes care of you: 15 to 25 percent of the trip price, handed to the captain or mate at the dock.

Got a question?

Ask anything about your day. A captain gets back to you.

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