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Outriggers Charter Fishing
Captain Ryan Rolland

Ryan Rolland

Founder/Captain

About Captain Ryan

Ohio-born and bred, Ryan’s childhood declaration of becoming a Florida fisherman excited his mom. He practically grew up with a rod in hand, perfecting his angling in local ponds and lakes. At 18, he bolted to Florida, hustling odd jobs until he snagged a role on the Flying Fish, rocketing to captain status in ’98.

Since then, Ryan’s leveled up to a 100 Ton Masters Captain. In 2004, he seized the opportunity to start Outriggers Sports Fishing Charters, and it’s been full throttle ever since. He’s poured everything into the business, turning dreams into reel-life adventures.

Testimonials

nancy rolland
nancy rolland
November 23, 2023
We had a great day of fishing with Capt. Ryan and Tom! 20+ years fishing in the area so they knew where to put us on some big fish (Amberjacks), which gave us a workout! After that, we hit a spot for some snapper to take home and eat. Amazing day!
Jimmy Jangles
Jimmy Jangles
November 21, 2023
I had a really great time 😁 caught a lot of fish 🐟
Joe Bama
Joe Bama
November 21, 2023
Thanks Mr Ryan, I had a great time on the boat, 10/10 would recommend 👍
Ethan Combs
Ethan Combs
November 21, 2023
Captain Ryan, thank you so much, I had such a good experience 😀 Definitely recommended 👍
hell no
hell no
November 21, 2023
the best fishing experience i have ever had, thank you caption Ryan and Tom for such a good time.
The equator
The equator
November 19, 2023
Captain Ryan is one of the best captains in Sarasota I had a blast on his boat thank you captain Ryan for such a good time on the water.
Shane Rolland
Shane Rolland
November 13, 2023
Been fishing with him for years. I don’t ever remember a time when there wasn’t something to catch. Highly recommend! Bring your whole family for a great time!!
Molly Last
Molly Last
November 13, 2023
Great time and great instructor! Had a blast with the whole family!!
Richard Smutek
Richard Smutek
November 8, 2023
If you’re looking for an awesome offshore fishing experience look no further!?! Professional and experienced! Cpt knows where the fish are hiding! 10/10 🎣⚓️🎣
Bill Sanbeg
Bill Sanbeg
November 6, 2023
Had an absolutely fantastic trip with Capt Ryan and first mate Tom. When he said our trip would go where the fish are vs some specific point he knew what he was talking about. Caught 34 Mackeral in the first two hours! Highly recommend Capt Ryan - knowledgeable and engaging!!

Book Your Adventure

Wanna catch fish and have a great time doing it? Book your deep-sea fishing trip today!