Nauti Dog Sportfishing, led by Captain Kaleb Underwood, offers top-rated fishing charters in Virginia Beach, delivering unforgettable Virginia Beach fishing trips for anglers of all experience levels. As one of the best fishing charters in Virginia Beach, Captain Kaleb provides tailored private fishing charters Virginia Beach​, ensuring an exceptional experience for families, groups, and solo anglers alike. During the warmer months, Nauti Dog Sportfishing specializes in summer fishing Virginia Beach with guided fishing tours targeting Cobia, Drum, Sheepshead, Mackerel, and Spadefish. These inshore fishing trips Virginia Beach feature light tackle fishing, sight fishing, bottom fishing, and trolling, offering exciting action for those seeking Virginia Beach sport fishing adventures. Whether booking a custom fishing charter or joining shared fishing trips Virginia Beach, Captain Kaleb’s local knowledge ensures a productive and fun outing. When winter arrives, Nauti Dog Sportfishing provides incredible winter fishing Virginia Beach, focusing on Trophy Striper and Trophy Bluefin Tuna. These guided fishing tours offer anglers the chance to experience thrilling battles while enjoying Virginia Beach angling services. Using trolling and light tackle techniques, Captain Kaleb’s expertise shines through, offering memorable fishing excursions Virginia Beach. Nauti Dog Sportfishing operates on a 2022 24’ Key West boat, offering comfortable and safe Virginia Beach fishing charters. Whether you're seeking family fishing charters Virginia Beach or a more adventurous inshore fishing Virginia Beach experience, Nauti Dog Sportfishing delivers with quality gear, professional guidance, and personalized service. Book today for the best fishing charters in Virginia Beach and enjoy custom fishing charters and Virginia Beach fishing packages designed to meet your angling goals! Whether you're a seasoned pro or a first-time fisherman, our top-rated fishing guides Virginia Beach​ and crew will ensure an unforgettable guided fishing tours Virginia Beach. We specialize in targeting a variety of fish species, using top-quality equipment and proven techniques to maximize your catch. With flexible trip options and personalized service, we make every charter a perfect fit for families, groups, and serious anglers alike.

Cobia

Slow pick today. It's been a little bit of a different migration than years past. We worked for what we got! Here they come!

Captain

Reel in a thrilling cobia chase and soak up the scenic Virginia Beach seascapes on an unforgettable private fishing trip with Nauti Dog Sportfishing—where world-class angling and camaraderie create lifelong memories.

Unforgettable Virginia Beach Cobia Fishing Excursion

Air Fee

Bait Fee

Divemaster Fee

Mate's Fee

Nitrox Fee

Service Fee

State Taxes

Trimix Fee

Scan the horizon and work productive coastal structure on an immersive inshore charter departing from Shore Drive in Virginia Beach. Under the expert leadership of Captain Kaleb Underwood, you will hunt hard-fighting summer and fall gamefish across the Chesapeake Bay mouth and nearby ocean shoals. Put your skills to work by sight-casting live eels or bucktails to cruising Cobia, pitching crab baits directly against bridge pilings for Sheepshead and Black Drum, and trolling fast spreads for aggressive Spanish Mackerel and Spadefish. Tailored entirely to your preferred style and experience level, this versatile excursion blends active hunting with continuous rod-bending action. All top-tier tackle, terminal rigs, fresh live bait, and Virginia state fishing licenses are fully provided onboard.

Black Drum

Redfish

Sheepshead

Spadefish

Spanish Mackerel

24' Key West Boats

3323 Shore Dr, Virginia Beach, VA 23451, USA

The Back Deck

6.00hour

4.00hour

8.00hour

Sight-Cast Cobia And Drop For Sheepshead Off Virginia Beach

14 more days until opening day! 

Cobias are coming!

EPSG:4269

Fishing boat with tower and multiple fishing rods on the ocean near Virginia Beach VA

Two cobia fish caught on wooden dock at Virginia Beach VA

Large cobia fish caught during fishing trip in Virginia Beach VA displayed on boat deck

Large cobia fish caught during fishing trip in Virginia Beach VA

Cobia catch on fishing boat in Virginia Beach VA waters

Large flatfish caught during fishing trip in Virginia Beach VA waters

Successful fishing trip in Virginia Beach VA showing caught Summer Flounder and Southern Flounder on boat deck

Successful fishing trip in Virginia Beach VA showing California Flounder and Grey Triggerfish catch on dock

Two large cobia fish displayed on wooden dock after successful fishing trip in Virginia Beach VA

Large cobia fish caught during fishing trip in Virginia Beach VA on boat deck

Fishing boat with tower and multiple fishing rods on ocean water near Virginia Beach VA

Large cobia fish caught on fishing boat in Virginia Beach waters

Successful cobia fishing trip in Virginia Beach VA with two large fish caught on boat

Ready for an unforgettable fishing adventure in Virginia Beach? Book your trip with Nauti Dog Sportfishing today and reel in the catch of a lifetime!

At Nauti Dog Sportfishing, we offer some of the finest fishing charters in Virginia Beach, led by Captain Kaleb Underwood. Specializing in inshore fishing trips, we provide both private fishing charters and shared fishing trips to accommodate all types of anglers. Our summer fishing adventures focus on exciting species such as Cobia, Drum, Sheepshead, Mackerel, and Spadefish, while our winter fishing trips offer the chance to reel in trophy Striper and Bluefin Tuna. Whether you’re seeking a family-friendly fishing charter or a thrilling sport fishing experience, we ensure every trip is tailored to suit your needs. With a commitment to providing affordable fishing charters, we pride ourselves on delivering memorable experiences on the waters of Virginia Beach. Our guided fishing tours are perfect for anglers of all skill levels, and we offer custom fishing trips to ensure your adventure is exactly what you’re looking for. Join us for the best fishing Virginia Beach has to offer—book your Virginia Beach fishing trip today and create unforgettable memories on the water!

Captain Kaleb Underwood is a passionate and experienced fishing guide dedicated to providing unforgettable fishing adventures in Virginia Beach. With a lifelong love for the water and an extensive knowledge of local fisheries, Captain Kaleb has built a reputation for delivering top-notch fishing experiences for anglers of all skill levels. Whether you are a seasoned pro or a first-time fisherman, he is committed to ensuring every trip is both exciting and educational. Captain Kaleb specializes in a variety of fishing techniques, including light tackle, sight fishing, bottom fishing, and trolling. He expertly targets popular Virginia Beach species such as Cobia, Drum, Sheepshead, Mackerel, Spadefish, Trophy Striper, and Bluefin Tuna. His deep understanding of fish behavior, combined with his local expertise, allows him to consistently find the best fishing spots, maximizing the chances of a successful and fun day on the water. Known for his friendly demeanor and dedication to customer satisfaction, Captain Kaleb goes above and beyond to create a comfortable and welcoming environment for all his guests. He loves sharing his knowledge, teaching new skills, and helping families create lasting memories. His passion for fishing and genuine enthusiasm make every charter an enjoyable experience, whether it’s a family outing, a shared trip with friends, or a customized private adventure. Boat Details:Captain Kaleb operates a 2022 24' Key West boat, designed for comfort and performance on Virginia Beach waters. The vessel is powered by a reliable 300HP Suzuki engine, providing a smooth and efficient ride. Equipped with top-of-the-line navigational and safety equipment, the boat ensures a safe and productive trip for up to 4 passengers. With ample space for fishing, comfortable seating, and all the gear needed for a successful day on the water, Captain Kaleb’s boat is perfectly suited for both inshore and offshore fishing excursions.

Meet Captain Kaleb Underwood Of Nauti Dog Sportfishing

Virginia Fishing License: Discover how to easily obtain your fishing license and enjoy the best fishing spots in Virginia. Start your adventure today!

Fishing License

Get Your Valid Virginia Fishing License 

Virginia Beach Charter Fishing: Explore the thrilling differences between winter and summer fishing. What to expect for your next adventure awaits!

Fishing Seasons

What to Expect on a Virginia Beach Charter

Book a world-class inshore fishing trip in Virginia Beach. Target cobia, drum, and more on this 6-8 hour adventure.

Summer Catch

Virginia Beach Inshore Fishing: 6-8 Hour Adventure

Book a private inshore fishing trip for winter Striped Bass in Virginia Beach. 8-hour expert-guided charter with gear included.

Winter Striper

Virginia Beach Winter Striper Fishing with Nauti Dog

Book a private 8-hour offshore trip from Virginia Beach targeting trophy Bluefin Tuna. Expert-guided winter fishing adventure awaits!

Winter Tuna

Epic Winter Bluefin Tuna Fishing in Virginia Beach

Book a private 6-8 hour inshore trip targeting cobia, drum & more. All gear included. Tailored for all skill levels.

Summer Reels

Virginia Beach Summer Fishing: 6-8 Hour Adventure

Apparel 

Nauti Dog Apparel 

Uncover things to do in Virginia Beach! Enjoy sun-soaked beaches, delicious dining, and endless entertainment for a memorable seaside escape.

Things To Do

Things To Do In Virginia Beach

Fish nearshore wrecks and windmill bases targeting sea bass, flounder, and triggerfish. Book today!

Wreck Hunt

10 Hour Wreck Fishing Virginia Beach Nauti Dog

Book a premium 3-hour inshore fishing trip in Virginia Beach. Troll for mackerel, spot dolphins, and enjoy scenic coastal views.

Trolling Fun

Cape Henry 3-Hour Trolling & Dolphin Watching

Book a 4-hour inshore trip targeting Bluefish and Cobia in Virginia Beach. Perfect for families and beginners!

Quick Cast

Expert-Guided 4-Hour Inshore Fishing Adventure

Experience a top-rated Lynnhaven River sunset cruise with Nauti Dog. Customize your private boating adventure today!

Sunset Feast

Top-Rated Sunset Dinner Cruise in Virginia Beach

<h2>Explore Our Private Fishing Charters in Virginia Beach</h2> Common Questions: What are the prices for Nauti Dog Sportfishing’s Virginia Beach fishing charters?Prices vary depending on the trip type and duration. Nauti Dog Sportfishing offers affordable fishing charters in Virginia Beach, with options for both private fishing charters and shared fishing trips. Our charter trip starts at $250 up to $1200. What types of fishing trips does Nauti Dog Sportfishing offer in Virginia Beach?We provide a variety of Virginia Beach fishing trips, including inshore fishing trips, summer fishing Virginia Beach adventures targeting Cobia, Drum, and Sheepshead, and winter fishing Virginia Beach trips for trophy Striper and Bluefin Tuna. Whether you prefer light tackle fishing in Virginia Beach, bottom fishing, trolling, or sight fishing, we’ve got you covered. Are private and shared fishing charters available in Virginia Beach?Yes, Nauti Dog Sportfishing offers both private fishing charters in Virginia Beach for a personalized experience and shared fishing trips for those looking for a more budget-friendly option. Our custom fishing charters in Virginia Beach are perfect for groups of all sizes. Do you offer family fishing charters in Virginia Beach?Absolutely! We specialize in family fishing charters in Virginia Beach, ensuring a safe and enjoyable experience for anglers of all ages. Our guided fishing tours in Virginia Beach are perfect for creating lifelong memories with your loved ones. What is included in a Nauti Dog Sportfishing charter?Our Virginia Beach angling services include all fishing equipment, bait, and tackle. You just need to bring your fishing license and personal items and get ready for an exciting fishing excursion in Virginia Beach! What fish species can we target on summer fishing trips in Virginia Beach?During summer fishing in Virginia Beach, we target popular species such as Cobia, Drum, Sheepshead, Mackerel, and Spadefish using light tackle fishing techniques and a mix of live bait and lures. What can I expect on a winter fishing trip in Virginia Beach?Our winter fishing Virginia Beach trips focus on catching trophy Striper using light tackle and trolling techniques, as well as targeting Trophy Bluefin Tuna for those looking for an extreme Virginia Beach sport fishing experience. Are your fishing charters beginner-friendly?Yes! Our top-rated fishing guides in Virginia Beach provide expert instruction, making our charters suitable for beginners and experienced anglers alike. We love teaching new skills on our inshore fishing Virginia Beach trips. How do I book a fishing trip with Nauti Dog Sportfishing?Booking a Virginia Beach fishing charter with us is easy! Simply contact us directly or visit our website to explore available Virginia Beach fishing packages and secure your spot. Why choose Nauti Dog Sportfishing over other Virginia Beach fishing charters?We pride ourselves on offering some of the best fishing charters in Virginia Beach, combining local knowledge, exceptional customer service, and diverse fishing excursions in Virginia Beach. Whether it’s a private fishing charter, a shared fishing trip, or a customized guided fishing tour, we deliver memorable experiences every time.

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Experience a private 6 to 8-hour inshore fishing trip in Virginia Beach, targeting Cobia, Black Drum, Sheepshead, Mackerel, Redfish, and Spadefish. This guided charter combines sight fishing, bottom fishing, and trolling using live bait and lures. Perfect for beginners and seasoned anglers alike, each trip is tailored to your pace and skill level. Your captain will lead you to productive summer fishing grounds and share local techniques to help you hook quality fish. All essential gear is included, so you can focus on the action and enjoy a rewarding day on the coastal waters.

Virginia Beach Inshore Fishing Charter for Cobia, Drum, and More

*THIS TRIP ONLY EXECUTES IF 4 PASSENGERS BOOK* Join a 6 to 8-hour shared inshore fishing trip in Virginia Beach and target popular summer species such as Cobia, Black Drum, Sheepshead, Mackerel, Redfish, and Spadefish. This guided charter offers a mix of sight fishing, bottom fishing, and trolling with live bait and light tackle. Ideal for individuals, small groups, or families, the shared setup lets anglers connect while enjoying productive fishing grounds. Your licensed captain provides all gear, bait, and local expertise to make the most of your day on the water. Perfect for all skill levels looking for a rewarding coastal fishing experience.

Virginia Beach Inshore Fishing Charter for Cobia, Drum, and Sheepshead

Enjoy a private 8-hour winter fishing trip in Virginia Beach targeting Striped Bass. This guided inshore charter focuses on light tackle techniques for anglers looking to land quality winter fish. Your experienced captain will navigate productive cold-season waters, offering instruction and local insight along the way. All tackle and gear are included for a smooth and efficient fishing experience. The Striper season typically runs from December through mid-February, but off-season trips can be arranged upon request. Perfect for any skill level seeking a focused day on the water.

Striped Bass

8 hrs 

Virginia Beach Inshore Fishing Charter for Winter Striped Bass

Head offshore on a private 8-hour winter fishing trip from Virginia Beach targeting Bluefin Tuna. This guided charter takes you to productive offshore grounds where your captain uses proven trolling methods and quality gear to help you hook into trophy-size fish. The trip is designed for anglers who want a hands-on, focused offshore experience with personalized guidance. All equipment is included for a smooth, efficient day on the water. Bluefin season typically runs from December through mid-February, with limited availability outside these months upon request.

Bluefin Tuna

Virginia Beach Offshore Fishing Charter for Winter Bluefin Tuna

Air fee

Bait's fee

Mate's fee

Nitrox fee

Trimix fee

Enjoy a private 4-hour inshore fishing trip in Virginia Beach designed for families, beginners, or anglers short on time. This guided charter targets Bluefish, Cobia, and other local species using light tackle and live bait. Your captain provides all gear and instruction, ensuring a safe and productive day on the water. The trip combines sight fishing, bottom fishing, and light trolling to maximize catch opportunities. Perfect for small children or those seeking a quick fishing experience, this outing offers hands-on guidance and a chance to explore productive coastal waters without a full-day commitment.

Bluefish

Summer Flounder

Virginia Beach Inshore Fishing Charter for Bluefish and Cobia

Enjoy a private sunset or dinner cruise on the Lynnhaven River, ideal for groups looking to explore local waterways. This guided boating experience allows you to visit nearby bars and restaurants or bring your own food and drinks to relax on board. The captain provides all necessary boating equipment and ensures safe navigation through scenic coastal waters. Suitable for all skill levels, the cruise offers opportunities to enjoy the river’s natural beauty, watch the sunset, and spend quality time with family or friends. Perfect for a relaxed evening outing with customizable dining and sightseeing options.

3.00hour

Lynnhaven River Sunset Cruise and Boating Experience

Set out on a private 3-hour inshore fishing and sightseeing trip in Virginia Beach, targeting Bluefish and Spanish Mackerel. This afternoon outing focuses on light trolling around Cape Henry, offering opportunities to spot dolphins and local wildlife. All tackle and equipment are provided, making it ideal for families, beginners, or small groups. Your experienced captain guides each step, from spotting fish to safe handling, while highlighting scenic coastal views. This short trip combines hands-on fishing experience with wildlife observation, creating an engaging and educational outing for all skill levels.

Trolling/Sightseeing

Virginia Beach Inshore Fishing Charter for Bluefish and Spanish Mackerel

Divemaster's Fee

<div>This 10 hour trip allows us to run to nearshore wrecks and the windmill bases off the coast of Virginia Beach to target seabass, flounder, triggerfish, spadefish and more.&nbsp;</div>

Cobias are coming!

Kaleb Underwood

14 more days until opening day!

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1 Catch

Cobia

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