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Outriggers Charter Fishing
Kelleigh Rolland

Kelleigh Rolland

Operations

About Kelleigh

Kelleigh, a bartender and part-time mate on a charter fishing boat, crossed paths with Ryan while working a multi-boat charter. Their instant connection, fueled by a shared love for fishing and the open water, earned them the title of the First Couple of Charter Fishing in Sarasota. While Ryan commands the helm, Kelleigh works her magic behind the scenes, ensuring smooth sailing for their company. With two boys, Rylee and Morgan, who inherit their parents’ fishing fervor, the Rolland family continues to spread their passion by teaching others the joys of life on the water.

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 ๐Ÿ˜ caught a lot of fish ๐ŸŸ
Joe Bama
Joe Bama
November 21, 2023
Thanks Mr Ryan, I had a great time on the boat, 10/10 would recommend ๐Ÿ‘
Ethan Combs
Ethan Combs
November 21, 2023
Captain Ryan, thank you so much, I had such a good experience ๐Ÿ˜€ Definitely recommended ๐Ÿ‘
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 donโ€™t ever remember a time when there wasnโ€™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 youโ€™re looking for an awesome offshore fishing experience look no further!?! Professional and experienced! Cpt knows where the fish are hiding! 10/10 ๐ŸŽฃโš“๏ธ๐ŸŽฃ
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!