Two Trolls Sport Fishing

4.9/5 (88 reviews)

State licensed

85920 Overseas Highway, Islamorada, FL 33036, United States–

Two Trolls Sport Fishing

State licensed

4.9/5 (88)

•

Angler's Choice

85920 Overseas Highway

Islamorada, FL, United States

Trips & prices Targeted species Boat info What's biting What's included Contact captain

Trips & prices What's included Targeted species Boat info Reviews Contact captain

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Experience Unforgettable Fishing Adventures with Two Trolls Sport Fishing in Islamorada!

Are you dreaming of casting a line in the renowned fishing paradise of Islamorada? Look no further – Two Trolls Sport Fishing is your gateway to thrilling angling experiences in the heart of this fishing haven!

Embark on a journey targeting an impressive array of species, including Mutton Snapper, Mangrove Snapper, Vermilion Snapper, Yellowtail Snapper, Queen Snapper, Black Grouper, Red Grouper, Amberjack, Wahoo, Kingfish, Mahi Mahi, Blackfin Tuna, and more. The bounty is yours to claim if you time your cast just right. Whether you prefer spinning, trolling, drifting, jigging, or bottom fishing, our expert guides ensure an adventure tailored to your preferences.

With Two Trolls Sport Fishing, every catch within legal limits is yours to keep, and we’ll even clean it for you – making your day on the water a culinary delight!

Captain Robert, at the helm of a 2022 25’ Contender, invites up to 4 passengers to enjoy a comfortable and productive fishing experience. Outfitted with outriggers and equipped with everything you need for success, this vessel promises an unforgettable day on the water. Captain Robert provides top-quality rods, reels, and lures, with live bait available upon request.

Worried about the logistics? Don’t be. Fishing licenses are on us, so all you need to do is eagerly anticipate your adventure. Families are welcome, and kids are encouraged to join in on the fun. Just check with us about child-sized life vests, or bring your own. Ensure your comfort under the sun with a hat, sunglasses, and non-spray sunscreen. Refreshments are provided, though alcohol is not allowed on board.

As responsible anglers, we adhere to regulations, and your captain will guide you in releasing any fish as needed. So, how often do you daydream about fishing? It’s time to turn that fantasy into reality with Two Trolls Sport Fishing – where unforgettable moments are waiting!

Customer reviews

Rating summary

4.9/5

out of 5 stars from 88 reviews

See details

Boat

4.9/5

Crew

4.9/5

Experience

4.9/5

Photos & videos by reviewers (105)

+102

Anglers claimed

Good experience

100%

Appropriate for children

96%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

98%

Caught fish

99%

Showing 1 - 5 of 88 reviews

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Showing: 5 of 88 reviews

Tanner Rose

5.0

Verified

Epic 2 day charter

8 Hour Offshore Tuna / Mahi on August 5, 2025 • 3 adults

We had 2 8 hour fishing trips with Captain Robert. First day we hunted the mahi and were able to land 8 nice ones. We got interrupted by a cargo ship right as we got in a school… it’s late in the season but we still got plenty of fish and had a great day. Took them to the captains dinner recommendation and had fresh Mahi bites and blacked tacos. 2nd day we were targeting reef fish. Right as we chummed and got into a school of yellowtail the rain and lighting came in and we had to move spots. We were able to sabiki some live bait and headed back out. We spent the day dodging storms and trying to find the Mutton snapper and black groupers but the kingfish were in love with our bait. We landed a nice King and another small one. The sharks handled the rest. The water ended up perfect after an iffy forecast and we did all we could to land a big fish but the ocean life had other plans. We had a great time and learned a ton from Captain Robert. We can’t wait to book next year and get there earlier in the season. We are had this trip booked early July but the weather pushed back to early August sadly.

Reported catch:

Response from Captain

August 9, 2025

Appreciate the review Tanner , helps us out a ton . Fun two days of fishing despite the storms.

Sonia Lasher-Trapp

5.0

Verified

Fantastic fishing trip!

4 Hour Trip (AM) on May 22, 2025 • 2 adults

We went on the 4-hour tour yesterday morning and had the best time! The “Robert’s” worked hard to ensure we caught fish. They took us to a region first where we caught lots of snapper to eat for dinner that night, per our request. They were excellent at teaching us the techniques for catching them! Then we moved to deeper waters due to the calm seas on that day and caught a 40lb amberjack that took us about 30 minutes to reel in. Great, high-adrenaline fun! Back at the dock, they cleaned our snapper and referred us to a great restaurant to cook them for us— It was SOOO GOOD! We are so grateful to Two Trolls for a perfect day of fishing!! Thank you gentlemen!!

Reported catch:

Response from Captain

May 24, 2025

Thank you for the review Sonia , pleasure having you both on the boat .

Adam Kayser

5.0

Verified

Fantastic Captain and Mate!

4 Hour Trip (AM) on May 4, 2025 • 2 adults

My daughter and I were recently on a fishing charter with Capt. Robert and his mate, Rob- and even though weather conditions were challenging, they did everything they could to put us on the fish and make sure we had every chance possible to be successful- all while having a great attitude! We ending up achieving our goal- catching enough fish for a fresh yellow tail lunch- and then some! We took Mate Rob’s suggestion And took our fresh catch to Lazy Lobster in Key Largo and closed out our keys vacation with an amazing lunch with our catch as the main course! Hope to get back out with Two Trolls again in the future!

Response from Captain

May 4, 2025

Really appreciate you taking the time to leave such a great review Adam! It was a fun trip despite the weather, and you both were troopers out there. Always awesome when the day ends with a fresh yellowtail lunch—glad Lazy Lobster hit the spot!

Blaine Johnson

5.0

Verified

Great Day Fishing with Captain Robert

4 Hour Trip (PM) on March 26, 2025 • 4 adults

Had an excellent 4-hour charter with Captain Robert and his first mate (also Robert). The boat was well-maintained and they knew exactly where to find the yellowtail. The crew was professional, knowledgeable, and clearly focused on making our trip successful. While they helped us with fishing techniques, the first mate also shared great information about local attractions and experiences to check out in the area. What impressed me most was their commitment to giving us a great fishing experience. They constantly adjusted our approach to ensure we had the best chance of catching fish, and we ended up with a nice haul of yellowtail to show for it. The private charter was well worth the price, offering personalized attention you don't get on larger boats. Whether you're experienced or new to fishing, Captain Robert provides a quality experience in Islamorada's waters. Highly recommended for anyone looking for a reliable fishing charter in the Keys!

Response from Captain

March 27, 2025

Thank you so much for the detailed review Blaine , helps us out a ton. Enjoy the rest of your stay.

Tim Anthony

5.0

Verified

Awesome day on the water.

6 Hour Trip on May 24, 2025 • 4 adults

If you still searching for a charter. Look no further this is the charter for you. Both Roberts a very knowledgeable and friendly. They explained everything that we were going to do and how to do it. They put us on fish right away. My dad always wanted to catch a mahi mahi . I asked if we could find some. Being the right time of year for us Robert found us some mahi mahi and the fun began for us again. They did a very good job and i highly recommend this captain. If you need more proof check my video that i took of this fishing trip at Chasing That Finn @ YouTube

Reported catch:

Response from Captain

May 28, 2025

Appreciate the review Tim glad we could get your dad on his first Mahi!

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January 2026

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4 Hour Trip (AM)