PRIVATE CHARTERS • ZERO CROWDS

CLEARWATER

FISHING, SANDBAR &

SUNSET CHARTERS

Private fishing, sandbar and sunset charters for families, friends and visitors exploring Florida’s Gulf Coast.

Veteran & First Responder Owned • Licensed Captain • Fishing Licenses Included

Serving Clearwater • Dunedin • Palm Harbor • Tarpon Springs

Your Adventure Starts Here

Choose Your Adventure

Whether you’re looking to catch trophy fish or spend the day exploring Florida’s beautiful Gulf Coast, every Sportsman Charter is private, personalized, and built around your crew.

Redfish in Clearwater

Fishing Charters

Private inshore and nearshore trips targeting snook, redfish, trout, tarpon and seasonal species.

Explore Fishing →

Redfish in Clearwater

Adventure Charters

Discover Florida’s Gulf Coast with private sandbar trips, sunset cruises, eco tours, and custom adventures designed around your crew.

Explore Adventures →

WHY CHOOSE SPORTSMAN CHARTERS

Private Charters • Local Captain • Unforgettable Days

Every Sportsman Charter is completely private, personalized, and built around your crew. With a USCG Licensed Captain, decades of local experience, and a passion for creating unforgettable days on the Gulf, we take care of every detail—so you can simply relax and enjoy the adventure.

100% Private Charters

Every trip is reserved exclusively for your family, friends, or group. No crowded shared boats.

USCG Licensed Captain

Safe, professional guidance from an experienced local captain who knows these waters inside and out.

Everything Included

Licenses, rods, reels, bait, tackle, bottled water and ice—we’ve got it covered.

Local Knowledge

Discover hidden sandbars, productive fishing spots, and unforgettable Gulf Coast sunsets.

MEET YOUR CAPTAIN AND OWNER

Gary & Kaitlyn Glenn

Your Local Charter Team

We’re a husband-and-wife team who believes the best days on the water are shared with family, friends, and great company. Every Sportsman Charter is completely private, giving you the freedom to fish, explore hidden islands, cruise the Gulf at sunset, or simply relax at your own pace.

As a USCG licensed captain, firefighter, paramedic, and lifelong local boater, Gary brings decades of experience navigating Florida’s Gulf Coast safely and professionally. Kaitlyn helps make every trip welcoming, organized, and memorable from the moment you step aboard.

Whether it’s your first time on the water or your hundredth, our goal is simple:

Treat every guest like family and create an experience you’ll be talking about long after you’re back at the dock.

100% Private Charters

No strangers. No crowded boats. Every trip is reserved exclusively for your family and friends, so the day revolves around your adventure—not someone else’s.

Experienced Local Captain

Captain Gary has spent decades on Florida’s Gulf Coast and knows where to find the fish, hidden islands, and unforgettable sunsets—while keeping your crew safe and comfortable.

Everything Included

Fishing licenses, premium rods and reels, bait, tackle, bottled water, and ice are all included. Just bring your crew—we handle the rest.

Veteran & First Responder Owned

Built on integrity, professionalism, and genuine hospitality. We take pride in delivering the same level of service on the water that we’ve dedicated our careers to on land.

ExcellentGoogle star 1Google star 2Google star 3Google star 4Google star 54.951 reviews
4.9Google star 1Google star 2Google star 3Google star 4Google star 5
Excellent51 reviews
Posted on Google Google
Johnny Azara profile picture
Johnny Azara
22 days ago
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It was by far the best fishing experience I have ever had. We started inshore and we caught redfish and snook, then we moved further offshore and I caught my first gag grouper! Couldn’t be happier Captain Gary filet the grouper for me and it was delicious! Would highly recommend these guys!
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George Tilley profile picture
George Tilley
24 days ago
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We had a great day out on the sea, doing some fishing and swimming on a sandbar. Gary was great and very accommodating. Even when I dropped my phone in the water when getting off the boat he managed to fish it out! Would recommend to anyone.
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Britni B profile picture
Britni B
26 days ago
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We didn’t catch anything except a few grunts and paid for the gag grouper charter. He still ended up charging us the full amount when we could’ve caught those grunts on our own boat. He didn’t really even have a plan and stayed in the same spot for a while when we weren’t catching anything. Very disappointed. He was super nice but that was about it. I don’t think he has much knowledge on fishing and how to run a successful charter other than he is super nice but that doesn’t catch fish. I would not recommend unless you just want a sunrise or sunset cruise to ride in a boat. No fish.
Posted on Google Google
Daniel Alvarez, Sr. profile picture
Daniel Alvarez, Sr.
53 days ago
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Gary is a great guy who really cared that our son have an incredible time! Thank you so much for a wonderful day on the water!
Posted on Google Google
Jamel Hudson profile picture
Jamel Hudson
54 days ago
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Capt Gary is fantastic. He put us right on fish and we had a blast! We will definitely be booking again soon! Thanks Capt Gary it was great fishing with you!
Posted on Google Google
D profile picture
D
56 days ago
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+1
Wonderful trip. Very knowledgeable and taught us how to catch the fish. Bated line for the kids. Would recommend 100%
Posted on Google Google
Steven Seeley profile picture
Steven Seeley
62 days ago
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Had a great time caught a bunch of fish! Captain Gary very knowledgeable and A great host!
Posted on Google Google
Missy Donnelly profile picture
Missy Donnelly
68 days ago
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We had an A+ experience with Gary for my son's birthday. The boat was beautiful and spotless. Gary was a great host, very knowledgeable, helpful, and patient with the kids. All the boxes were checked for a fun family fishing trip. Thank you!
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Ron Jones profile picture
Ron Jones
69 days ago
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+3
Great day Scalloping with Sportsman Charters! Gary and Kaitlyn are great and treat you like family. Highly recommend!
Posted on Google Google
Joe Cotter profile picture
Joe Cotter
94 days ago
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Captain Gary was great. Friendly, knowledgeable, and great with my kids. We caught a bunch of fish, some really good sized keepers too. The boat was clean and ready for fishing. Gary was easy to work with. Well worth the money.
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ExcellentFacebook star 1Facebook star 2Facebook star 3Facebook star 4Facebook star 55.04 reviews
5.0Facebook star 1Facebook star 2Facebook star 3Facebook star 4Facebook star 5
Excellent4 reviews
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Mark Pitrizzi profile picture
Mark Pitrizzi
335 days ago
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
We had a charter with Gary and he was awesome. Very professional and accommodating. Very clean and well appointed boat.
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Kayla O'Hara profile picture
Kayla O'Hara
508 days ago
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
Gary and Kaitlyn were so incredibly nice and accommodating on our relaxing boat day. They knew all the perfect spots to go. We saw several dolphins and soaked up the sun. Would definitely recommend Sportman Charters to our friends and family!
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Rickey Bianculli profile picture
Rickey Bianculli
648 days ago
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
Fun, friendly charter service!
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Jeff Parks Jr. profile picture
Jeff Parks Jr.
677 days ago
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
I had the honor of taking my parents who are from out of town out with Gary. We went out during sunset and this was by far the highlight of their trip. We not only saw the sunset but also saw dolphins. Gary made this trip unforgettable! I will absolutely be back!
Verified by Trustindex
Trustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more