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

      
   Outriggers Sport Fishing Charters
   123 Google reviews 
  Write a review 
  
 
 
   
 
 
       Posted on Google  
   
   Willis Schwartz 
 February 20, 2025
 
 
  We sure had a great fishing trip. Weather was awesome and captain Ryan and first mate Tom did a super job. Thank you guys. Would definitely recommend outriggers.we caught our limit of very nice grouper and also some nice snapper. Thank you so much guys.
  
 
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   Mark Mueller 
 February 18, 2025
 
 
  I've been with  captain  Ryan  for 15 years always puts me on the  fish. Great charter for people who are new or or experienced  he will teach and help everyone.
  
 
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   chad troyer 
 February 15, 2025
 
 
  Captain Ryan and first mate Tom are some of the best we have ever fished with! We went on a 6 hour afternoon fishing trip and had a blast. We have fished all over the world and these two gentlemen guys are top notch!
  
 
      Posted on Google  
   
   Liam22 
 January 10, 2025
 
 
  Had an EPIC half day fishing with Outriggers!  Arguably the best fishing day of my life. We must have caught close to 40 fish and kept 18. Three of these were 6-8 pound grouper. Lots of snapper as well. Ryan and Tom took great care of us. Amazing day!  Could not recommend more.
  
 
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   Cody Jones 
 January 8, 2025
 
 
  We had a great time! Ryan and Tom were amazing and they made sure our trip was perfect! We caught some great fish and we couldn’t be happier! We will 100% be back with them and I couldn’t recommend them more!
  
 
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   Bob Jones 
 January 8, 2025
 
 
  Great trip. Ryan and Tom really made it an awesome experience. We can't wait to do it again!!
  
 
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   Patrick Schimmel 
 December 30, 2024
 
 
  Amazing crew and experience! Definitely would recommend to anyone in the Sarasota area.
  
 
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   Kevin Olinger 
 December 19, 2024
 
 
  The Outriggers Sports Fishing Charters has been my go to Charter for 21 years visiting Sarasota , and once again Ryan and Tom have made it an absolute blast fishing during the week before Christmas.    These expert guides always have shown their skills and instincts as well as a passion for fishing that is rare !     I am impressed with Captain Ryan’s amazing ability to find fish no matter what conditions or obstacles,  he will never waist time
if a stop is not producing fish ,  It’s off to Plan B
giving the fishermen the best chance at a winning catch.    A big shout out to Tom & Riley as they will always have the equipment in top shape and give out advice that will produce results .    Go Outriggers Sports Fishing Charters !!      Absolutely an amazing experience  !      Kevin O .  - Fleetwood , Pa.
  
 
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   elaine clayman 
 November 28, 2024
 
 
  Had a great experience today with Captain Ryan and Tom. They were so attentive to my family. Better than I could have expected. I highly recommend them. Tom his First Mate was wonderful. kept reloading the bait. You won't do better