Whiptail Adventures
Whiptail Adventures offers an incredible sport fishing experience on the waters out of South Portland, Maine. Join their experienced captain and head out in pursuit of Striped Bass, Groundfish and Shark. Plus, there is also a great chance to spot a whale on your way to the fishing trip! Fishing trips are tailored for 4 anglers in most situations depending on conditions and type of fishing. We can take 5 people but 4 is more comfortable for fishing
Step onboard the 'Whiptail', a 28' Steiger Craft Pilothouse boat. She is a clean, seaworthy fishing machine with twin 250 HP Suzuki engines. The Whiptail can comfortably accommodate up to four anglers. She was built with comfort in mind. The Whiptail is outfitted with top-notch navigational and fishfinding electronics, as well as other professional accessories. There is also a toilet on board - a much-needed thing when spending your day on the water. Whiptail is ready to provide you with a fabulous trip!
Your day with Whiptail Adventures will begin when you cruise out of Spring Point Marina. The captain's fishing spots are located 1-35 miles offshore. On your way there and back, you will pass historic forts and lighthouses. Just sit back, relax, and get ready for an unforgettable experience.
Spend your day targeting various types of sharks, including Mako, Thresher, Porbeagle, and Blue Shark. Test your angling skills and fish for Haddock, Halibut, Pollack, and Cod. And if you're after an ultimate offshore experience and want to catch them all, book a Combo trip. Don't miss the season!
All trips come inclusive with everything you need to make a great catch possible. You will be provided with rods, reels, tackle, bait, and a license for your party. The captain will send your catch home cleaned and filleted, ready to go straight into the frying pan. Just bring your own drinks, some snacks, and the desire to catch fish!
Whiptail Adventures offers an incredible sport fishing experience on the waters out of South Portland, Maine. Join their experienced captain and head out in pursuit of Striped Bass, Groundfish and Shark. Plus, there is also a great chance to spot a whale on your way to the fishing trip! Fishing trips are tailored for 4 anglers in most situations depending on conditions and type of fishing. We can take 5 people but 4 is more comfortable for fishing
Step onboard the 'Whiptail', a 28' Steiger Craft Pilothouse boat. She is a clean, seaworthy fishing machine with twin 250 HP Suzuki engines. The Whiptail can comfortably accommodate up to four anglers. She was built with comfort in mind. The Whiptail is outfitted with top-notch navigational and fishfinding electronics, as well as other professional accessories. There is also a toilet on board - a much-needed thing when spending your day on the water. Whiptail is ready to provide you with a fabulous trip!
Your day with Whiptail Adventures will begin when you cruise out of Spring Point Marina. The captain's fishing spots are located 1-35 miles offshore. On your way there and back, you will pass historic forts and lighthouses. Just sit back, relax, and get ready for an unforgettable experience.
Spend your day targeting various types of sharks, including Mako, Thresher, Porbeagle, and Blue Shark. Test your angling skills and fish for Haddock, Halibut, Pollack, and Cod. And if you're after an ultimate offshore experience and want to catch them all, book a Combo trip. Don't miss the season!
All trips come inclusive with everything you need to make a great catch possible. You will be provided with rods, reels, tackle, bait, and a license for your party. The captain will send your catch home cleaned and filleted, ready to go straight into the frying pan. Just bring your own drinks, some snacks, and the desire to catch fish!
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We started the day with perfect weather and headed more than 15 miles offshore. We spent the first hour setting up a chum line, and the moment the sharks found it, the action was ON! We had an incredible morning with 7 shark battles, including a beautiful Mako that launched several feet into the air — absolutely incredible to see! 🤯🦈 Captain Jason barely sat down all day. From running the boat, changing lines, and constantly adding bait to the chum line, he was working nonstop to keep the action going. After noon, when the wind died down and we had pretty much caught all the sharks in the area, Jason suggested we put our strength and endurance to the test with some bottom fishing. The action was nonstop from start to finish, and needless to say, we’ll be feeling it in our muscles all week! It was a full day of action with a captain who wanted this trip to be just as successful as we did. Jason knows the fish and the waters around Portland, and his experience really showed. We found our guy for the years to come! 🎣🦈 A huge thank you to Captain Jason for an unforgettable day on the water. We’ll definitely be back for the next adventure!

We had a great time with Captain Jason. The weather was warm, but he still got us on the fish. Also got to do some sightseeing and learn more about the area. The boat was comfortable, and he was great at helping our kids enjoy the experience.

We couldn’t go deep-sea fishing because of 20+ knot winds and rough seas. Our captain adapted the trip and took us striped bass fishing in the back bays instead. We caught fish, brought home dinner, and made great memories.
Grandson wanted to try for his birthday. Three 16 year olds and one grandfather. Everyone reeled in something. They would like to try shark fishing next summer. Thoroughly enjoyed! Would definitely recommend this company and the captain.

An abdolute blast out on the water, and great conversation with Captain Jason. We caught several species of fish in a short amount of time. I would recommend to anybody in Portland who is looking to do some fishing!
Jason was a great captian. Got everyone involved!! 4 hour trip success. Had a heat wave so fish didnt act great but still caught several aoecies. Thanks!!
Jason was an awesome captain. Caught fish and was like having a fishing excursion sightseeing tour all in one!
Everything was perfect. The Captain was very professional.
We went out for an eight hour striped bass fishing trip with Captain Jason in Portland, Maine. It was our first ever charter and we had an absolute blast. Jason is incredibly knowledgeable about the area and really takes his time sharing his skills with you. It felt like Jason personalized our trip just for us, which is what lots of other reviewers have said too. We started the morning fishing for mackerel for bait, then we drove on to an amazing fishing spot while Jason pointed out several landmarks. It felt like a sightseeing cruise and fishing charter all in one, which made my wife very happy. She got lots of pictures of light houses, seals, and other wildlife. We caught 11 huge striped bass and one was keeper size, which Jason filleted for us. He even gave lots of helpful cooking recommendations. Whether you are a complete beginner or experienced, you really can't do better than a charter with Captain Jason!
We had a great time on our trip with Jason. The boat is well equipped and Jason knows the area very well . The ones that were new to fishing on our trip had a blast catching the mackerel for bait, four at a time . They also enjoyed pulling up one of Jason’s lobster pots, and seeing the lobster , and hearing about the lobster fishery in Maine. Fishing was a bit slow this day, but Jason stuck with it and switched up spots a number of times, and we did catch a 28 inch striper. And Casco Bay scenery is beautiful. Will definitely give it another try with Jason when we are back up in the area again.