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About Cherry Pit Sportfishing
Cherry Pit is a 32' Force built in Hawaii for Hawaii waters. Bought in 2016, Cherry Pit is a major upgrade from our original boat. Owned and operated by Capt. Bobby Cherry. With a lifetime of experience Capt. Bobby knows the waters off the Kona coast as good as anyone. Here's a typical day on the Cherry Pit... start the day by catching bait, 10-20 opelu (mackerel) then we'll put the lures out and troll for Marlin, Ahi, Mahi-mahi and Ono while we keep our eyes peeled for Ahi schools and Mahi-mahi schools. That's when we start using our live bait, which will greatly increase our chances of catching these fish. Once we've caught our share we'll put the lures back out and troll home.
Kailua-Kona, Island of Hawaii, HI
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Cherry Pit Sportfishing
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Reviews (68)
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All reviews live bait bobby cherry captain bobby bait fish ahi catch fish big fish blue marlin great fisherman deep sea fishing smaller fish go fishing fishing adventure kona waters the big island trolling charter
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1 - 10 of 68 reviews
Reviewed 3 weeks ago via mobile

Went out on a full day trip with Captain Bobby. He is a professional and extremely hard working captain. I like that he trolls but also devoted a significant portion of the day fly lining live bait which in my opinion is far more interesting...More

Date of experience: January 2019
Thank S980QWjackb
Reviewed October 30, 2018 via mobile

After a bit of research, I decided on the Cherry Pit II for a full day charter. I liked the fact we would go and catch our own bait and with the Captain running solo a better chance to be part of the boat. Bobby...More

Date of experience: October 2018
Thank Dwalker556
Bobby C, Owner at Cherry Pit Sportfishing, responded to this reviewResponded November 1, 2018

Thank you Doug, I’m glad you guys had a great day fishing with me on the Cherry Pit. We’ll do it again next time! Thank you for taking the time to post a review for me, I greatly appreciate it!! Bobby

Reviewed September 6, 2018

We were referred by a friend of a friend to book a 1/2 day charter with Bobby Cherry and his boat the Cherry Pit. It was fairly inexpensive for the 4 of us in our private party I did go out last year on the...More

Date of experience: August 2018
Thank Vernon B
Reviewed August 16, 2018 via mobile

This was our 3rd year in a row fishing with Bobby Cherry on the Cherry Pit. We landed large yellow fin tuna on all 3 trips and my boys and I had amazing experiences together. This trip we caught 3 100+ lb fish. Bobby spent...More

Date of experience: August 2018
Thank DJohnson1027
Bobby C, Owner at Cherry Pit Sportfishing, responded to this reviewResponded August 18, 2018

Thank you again Damon for the great day! I hope you guys had a great vacation and I’ll see you next time. Bobby

Reviewed August 4, 2018

Great fishing experience! Bobby is hard working and knowledgeable captain that will provide an awesome experience. Clean boat, well maintained, and top of the line gear. We were delayed an hour by road closures and Bobby was super flexible and understanding. You won't find a...More

Date of experience: August 2018
Thank MarkW4237
Reviewed July 22, 2018

This was one of the highlights of our trip to Hawaii. Bobby was a great captain. I didn't go with the boys, but when picking them up, I heard a woman at the docks talking about Bobby. She said he is the best fisherman in...More

Date of experience: July 2018
Thank MidwestRoadTrips
Reviewed June 18, 2018

Went out in May with my husband and sister-in-law and could not have had a better trip! Bob was very professional and knowledgable. We have done many charters on all of the Hawaiian islands over the past 27 years and would highly recommend the Cherry...More

Date of experience: May 2018
Thank Tropicalgem
Reviewed June 15, 2018 via mobile

Went fishing and caught a Big Ahi . Bobby is a great fisherman . I highly recommend Bobby to everybody . I can’t wait for next years trip . Thanks again Bobby you are the best .

Date of experience: June 2018
Thank Trojanlegacy
Reviewed June 4, 2018

Experienced fisherman - knows where to go and what to do to catch fish. This is a hands on fishing experience - not getting a tan as you troll around. If you want to catch fish Cherry Pit is your charter. In a full day...More

Date of experience: June 2018
Thank DallasFishingCouple
Reviewed April 6, 2018

I would definitely recommend Bobbie to anyone who is looking to book a charter while on the Big Island. He is extremely knowledgeable, and you can tell he loves what he does. Many people I spoke to before we booked our charter stated "Bobbie has...More

Date of experience: March 2018
Thank TerraM27
Bobby C, Owner at Cherry Pit Sportfishing, responded to this reviewResponded April 8, 2018

Thank you Terra, I’m so glad you enjoyed your trip with me. Let’s do a full day next go around so we can really knock em dead. See you soon

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February 11, 2017|
Response from Bobby C | Property representative |
Just myself and as many people in your party up to 6.