Next AvailableDec 21

Book with Jason Eaton

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Whiptail Adventures

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South Portland ME

Jason Eaton, Captain at Whiptail Adventures

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Whiptail Adventures invites you to hop on an extraordinary sport fishing escapade in the waters off South Portland, Maine. Accompanied by their seasoned captain, set out in pursuit of Stripped Bass and various types of Shark, with the added thrill of a potential whale sighting during your journey to the fishing grounds.


Your adventure with Whiptail Adventures commences as you depart from Spring Point Marina. The captain's chosen fishing spots lie 12-35 miles offshore, treating you to scenic views of historic forts and lighthouses during your journey. Relax and anticipate an unforgettable day ahead. Engage in the thrill of targeting various shark species, including Mako, Thresher, Porbeagle, and Blue Shark. Test your angling skills with Haddock, Halibut, Pollack, and Cod. For the ultimate offshore experience encompassing all these species, consider booking a Combo trip – an opportunity not to be missed during the season.


Step aboard the 'Whiptail,' a 28’ Steiger Craft Pilothouse boat equipped with twin 250 HP Suzuki engines. This clean and seaworthy fishing vessel comfortably accommodates up to four anglers, emphasizing comfort in its design. The Whiptail boasts state-of-the-art navigational and fish-finding electronics, along with essential amenities such as a much-needed on-board toilet. Ready to offer a fantastic excursion, the Whiptail ensures a memorable fishing experience.


All Whiptail Adventures are all-inclusive, providing you with everything needed for a successful catch. Rely on provided rods, reels, tackle, bait, and licenses for your party. The captain ensures your catch is sent home cleaned and filleted, ready for your culinary delight. Simply bring along your drinks, some snacks, and the enthusiasm to reel in the big one! Book now and set sail for a day filled with angling excitement.


With Whiptail Adventures, you're not just fishing; you're creating lasting memories. Our commitment to safety, our passion for fishing, and our dedication to exceptional customer service ensure that every trip is an unforgettable experience. Embark on a search for thrilling angling experiences with Whiptail Adventures — a name synonymous with excellence in offshore fishing. As you cast your line into the abundant waters of South Portland, Maine, let the Whiptail be your vessel to adventure.

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Trips Available with Whiptail Adventures

Portland ME Fishing Charters | 6 Hour Groundfishing Charter

Fishing

Starting At $1,000

Portland ME Fishing Charters | 6 Hour Groundfishing Charter

Fishing: Offshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Immerse yourself in the thrill of ground fishing and discover the underwater wonders that await in South Portland's coastal ecosystem. Experience the excitement of reeling in a diverse array of fish species, from flounder and haddock to cod and pollock. Under the expert guidance of our experienced captain, you'll navigate prime fishing grounds, master advanced techniques, and create lasting memories that will endure long after your trip concludes. Contact us today to book your 6-hour ground fishing adventure and create unforgettable memories.

Portland Maine Charter Fishing | Full Day Shark Charter Trip

Fishing

Starting At $1,250

Portland Maine Charter Fishing | Full Day Shark Charter Trip

Fishing: Offshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Dive into an 8-hour marine adventure in South Portland, ME, where ground fishing and shark hunting collide for an unforgettable thrill! Picture the rush as you navigate the abundant waters, casting your line for an array of groundfish and the ultimate apex predator, sharks. Our experienced crew ensures an action-packed day, guiding you to prime spots for an epic battle with these formidable species. Don't let this epic expedition slip away – book your ground fishing and shark adventure today and let the ocean be your playground!"

Portland ME Fishing Charter | 8 Hour Groundfishing Charter

Fishing

Starting At $1,250

Portland ME Fishing Charter | 8 Hour Groundfishing Charter

Fishing: Offshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Get ready for an awesome 8-hour fishing adventure in South Portland, ME! Join us for a day full of excitement as you throw your line and catch lots of groundfish. Our experienced crew will show you the best spots, making sure you have a super memorable time on the water. Whether you're reeling in Haddock or nabbing Halibut, it's going to be a day packed with fun. Don't miss out on this fishing trip – grab your spot for the 8-hour ground fishing adventure now and enjoy the rich waters of South Portland!

Pilot House | 8 Hour Combo Shark Fishing Adventure

Fishing

Starting At $1,250

Pilot House | 8 Hour Combo Shark Fishing Adventure

Fishing: Offshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Hop into an exciting 8-hour shark fishing adventure in South Portland, ME! Join us for a thrilling day on the water, casting your line to catch powerful sharks. Our friendly crew will guide you to the best spots, making sure you have a blast reeling in these incredible creatures. Get ready for an unforgettable experience – book your spot now and make memories on the waves in South Portland!"

Charter Fishing in Maine | 6 Hour Striped Bass Fishing Adventure

Fishing

Starting At $800

Charter Fishing in Maine | 6 Hour Striped Bass Fishing Adventure

Fishing: Inshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Prepare for an adrenaline-pumping fishing adventure as you venture into the heart of Casco and Saco Bay, renowned for their abundant striped bass population. These magnificent fish, known for their powerful strikes and acrobatic leaps, offer an exhilarating challenge for anglers of all skill levels. Book your 6-hour striped bass fishing charter today and immerse yourself in the excitement of reeling in these magnificent fish. Let us guide you towards an unforgettable adventure that will create lasting memories.

Maine Fishing Charters | 8 Hour Inshore Striped Bass Trip

Fishing

Starting At $950

Maine Fishing Charters | 8 Hour Inshore Striped Bass Trip

Fishing: Inshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Hop on the ultimate striped bass fishing charter in South Portland, ME, with our adrenaline-pumping 8-hour adventure! Join us for a day of non-stop action as you target these powerful and elusive predators in the vibrant waters. Cruise along the picturesque coastline, feel the excitement as you cast your line, and experience the thrill of reeling in the big one! Don't miss your chance to be part of this epic fishing trip. Book now and gear up for a day of heart-pounding excitement and unforgettable moments on the water! Your striped bass adventure awaits – secure your slot now!

Fishing Charters in Maine | 4 Hour Striped Bass Charter Trip

Fishing

Starting At $600

Fishing Charters in Maine | 4 Hour Striped Bass Charter Trip

Fishing: Inshore

Fishing Boat:

Streiger Craft (Pilot House) • 28' Pilothouse • Max 4 guests (base trip price includes 4 guests)

Description: Unleash Your Inner Angler: Experience the Thrill of Striped Bass Fishing in South Portland, ME. Embark on an unforgettable 4-hour striped bass fishing expedition in the heart of South Portland, Maine. Immerse yourself in the vibrant coastal landscape and let your adrenaline surge as you cast your line and battle the mighty striped bass, renowned for its powerful strikes and acrobatic leaps. Book your 4-hour fishing adventure today and experience the excitement of reeling in these magnificent fish. South Portland Striper Sensation Awaits You!

FAQs about Whiptail Adventures

Ratings & Reviews Summary

5.00
out of 5
Based on 10 ratings
100%
recommended
recommended
Based on 10 recommendations
5
10
4
3
2
1

December 21, 2024

Our striper fishing adventure was a resounding success! Despite the windy conditions, Captain Jason expertly navigated the waters and found us a productive fishing spot. His engaging personality and captivating storytelling about the area's history made the experience even more enjoyable. I would wholeheartedly recommend this fishing trip to anyone seeking a fun and informative outing.

December 21, 2024

Jason took us on an incredible day of ground fishing and shark fishing. I reeled in my first shark today and it was a MAKO!! What a wild and fun experience! He’s a genuinely nice guy who provided us a safe and enjoyable day. We can’t wait to go again!!

December 21, 2024

We had the pleasure of hirng Jason on Saturday for a shark charter. We got 17 with the biggest being 250lbs, which doesn't really justify the day as we began targeting only very large shark the last 90 min. Jason is both professional and engaging, as well as a hella fisherman. We were on shells within 10 min of having bait in the water and several times had two sharks at once. I could not be happier with the trip, Jason or the experience. Highly recommend........ And plan to use again for another couple of trips this season. Feel free to contact directly me as a reference. Tight lines......

December 21, 2024

Capt. Eaton always provides a great experience offering fishing off shore for shark, tuna, cod, haddock or if strippers are your thing close in fishing. You can’t go wrong with Whiptail Adventures!

December 21, 2024

Captain Jason is an incredible guide who goes above and beyond for his clients. He even rescheduled our fishing trip twice due to unfavorable weather conditions. Despite being from Idaho and unfamiliar with the ocean, we felt completely at ease under his expert guidance. He provided everything we needed for a successful fishing trip and was incredibly knowledgeable about the local fish species. Captain Jason's hospitality and fun-loving personality made our experience truly memorable. Whether you're a seasoned angler or a complete novice, you can't go wrong with Captain Jason. He deserves the highest possible rating, and we will definitely be booking another trip with him in the future. Thank you, Captain Jason, for an unforgettable experience!

December 21, 2024

Our 4-hour day trip with Captain Jason was an absolute blast! He's incredibly knowledgeable about the fish species in the area and the history of the port. Catching fish was a breeze, as he provided both live and chum bait options. We had a fantastic time reeling in stripers, with Captain Jason offering helpful tips and coaching us along the way, especially when it came to landing the big ones! We thoroughly enjoyed the relaxing fishing experience while taking in the beautiful scenery.