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  • Monday 12:00 AM - 12:00 AM
  • Tuesday 12:00 AM - 12:00 AM
  • Wednesday 12:00 AM - 12:00 AM
  • Thursday 12:00 AM - 12:00 AM
  • Friday 12:00 AM - 12:00 AM
  • Saturday 12:00 AM - 12:00 AM
  • Sunday 12:00 AM - 12:00 AM
  • Fishing License
  • Keep Your Fish
  • Fish Clean & Packaged
  • Fishing Gear
  • Drinks

Are you looking for an unforgettable fishing experience? Look no further than Flyin’ Hawaiian Fishing Charters! Our award-winning captain, Kaelin Olayer, has won the 2021 World’s Richest Tarpon Tournament and knows his way around Lemon Bay, Boca Grande and Charlotte Harbor like the back of his hand. We guarantee you will have a unique and unforgettable fishing experience backed by years of expertise in the field. Our Tarpon, Inshore and Nearshore charters are full of excitement and plenty of fish!

Captain Kaelin Olayer of Flyin’ Hawaiian Charters has over 18 years of local fishing experience and knowledge. He is an experienced angler competing in local tournaments and winning them since 2013, most recently winning the World’s Richest Tarpon Tournament. On board his charter, Kaelin provides unbeatable advice and service that ensures clients have an unforgettable experience on the water.

Flyin’ Hawaiian Fishing Charters offers three boats for offshore, nearshore and flats fishing. The 30′ Island Hopper is a classic 1986 vessel, completely overhauled with upgraded electronics, wiring and lighting. The 28′ Downeastern is perfect for nearshore trips, and the 22′ Bay boat is ideal for shallow waters and up-close fishing.

Flyin’ Hawaiian Fishing Charters offers an exciting and rewarding experience for anglers of all skill levels. Targeting an array of inshore, nearshore, and offshore fish species such as tarpon, snook, redfish, spotted sea trout, pompano, sheepshead, flounder, tripletail, a variety of snapper and grouper, cobia, barracuda, kingfish, Spanish mackerel, amberjack and tuna.

Flyin’ Hawaiian Fishing Charters offers a unique experience with a range of fishing methods to suit any customer. You can use light tackle for smaller species, such as snapper and grouper, and heavier tackle for larger game fish, including tarpon, tuna, kingfish, and sharks. Bottom fishing, jigging, and popping techniques can target various species at different depths. Additionally, we troll and search weed lines offshore to increase catch potential. Our experienced Captain Kaelin will ensure a successful day on the water!

Flyin’ Hawaiian Fishing Charters offers the ultimate fishing experience in Southwest Florida. Join us for an offshore adventure up to 35 miles out, where you can fish wrecks, ledges and reefs in the beautiful Gulf of Mexico. Or head closer to shore on a nearshore trip where you can target natural rock ledges and artificial reefs. For inshore trips, explore the flats, mangroves and shallows of Charlotte Harbor and Lemon Bay. Boca Grande is home to some of the best Tarpon fishing in the world from April through July! Maximum of 6 anglers for offshore charters, 4 for nearshore, and 2 for inshore Tarpon charters.

When you join Flyin’ Hawaiian Fishing Charters, you will be supplied with all the gear and equipment you need for a successful day on the water. Captain Kaelin provides high-end rods and reels, bait and tackle, safety equipment, and a fishing license that covers everyone onboard. Passengers are encouraged to bring sun protection items like hats, polarized sunglasses, sunscreen; snacks or drinks; and any seasickness medication they might need. Bananas are strictly prohibited for superstitious reasons; BAD LUCK. Don’t forget a camera!

Flyin’ Hawaiian Fishing Charters offers unforgettable angling experiences with award-winning Captain Kaelin. Anglers of all skill levels can enjoy fishing in the coastal bays, nearshore, and offshore waters of Southwest Florida, targeting a variety of popular species such as snook, redfish, tarpon, grouper, kingfish, blackfin tuna and more! Join us for an amazing day out on the water and make some lifelong memories.



Google Reviews

37 reviews
  • John Johnson
    John Johnson
    8 months ago

    Absolutely amazing trip. Booked an entire day trip with some family who live of state. We were almost at our limit of keepers by mid day!!! The crew were engaging and fun. Captain had us reeling in giant snapper literally within 2 minutes of dropping a line in. 10 out 10 highly recommend. Our group have never caught so many large fish. Already looking into our next trip!

  • Adam Hoffman
    Adam Hoffman
    12 months ago

    Captain Kaelin Olayer w/ Flyin Hawaiian Fishing charters was outstanding! We fished with the best gear & tackle, super comfortable boat with a shaded area to escape the brutal Florida sun. We reserved a 6hr deep sea excursion and it was nothing short of EPIC! Capt. Kaelin has a ton of experience and it definitely shows! We landed a giant 70+ pound trophy Wahoo, a huge King Mackerel, 4 large Amberjack and enough yellowtail snapper to feed our family & friends! Highly recommend.

  • Alan Newbury
    Alan Newbury
    3 months ago

    Captain Kaelin is great! I asked about an inshore charter for my son and I. Unfortunately he no longer does them. Instead of just brushing me off, he immediately offered me a phone number to contact a captain that does! 5 stars for his hospitality! Next time I am in the area I will be looking forward to booking an offshore charter! Thank you Captain Kaelin!

  • Jeffrey Bucsek
    Jeffrey Bucsek
    2 weeks ago

    Great day fishing. Caught some beautiful snappers and groupers. Cspt and his wife were very attentive s as md knowledgeable.boat was very comfy to ride and fish and since I’m handicapped very accessible.highly recommend

  • DEIZELable
    a year ago

    Just wanted to say a huge thank you to our captain on our charter boat adventure! We had an amazing time and couldn't have asked for a better guide. Your knowledge of the area and expertise on the water made for a truly unforgettable experience. Thanks for making our trip one for the books!

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