Whiptail Adventures

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A Whiptail Adventure offers incredible sport fishing experience on the waters out of South Portland, Maine. Join Captain Jason Eaton and head out in pursuit of Cod, Halibut, Stripers, and Shark. Plus, there is also a great chance to spot a whale on your way to the fishing trip!

Captain Ja...

A Whiptail Adventure offers incredible sport fishing experience on the waters out of South Portland, Maine. Join Captain Jason Eaton and head out in pursuit of Cod, Halibut, Stripers, and Shark. Plus, there is also a great chance to spot a whale on your way to the fishing trip!

Captain Jason is an avid angler and a registered Maine State Guide. He has been fishing these waters for many years and enjoys sharing his knowledge and expertise with all his guests. The main goal of A Whiptail Adventure and Captain Jason is to provide their guests with the best sport fishing experience and send them home with a cooler full of memories.

Captain Jason welcomes you aboard the ‘Whiptail’, a 27’ Sailfish 2660 center console. She is a clean, seaworthy fishing machine with twin 150 HP Yamaha 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 fish finding 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. The Whiptail is ready to provide you with a fabulous trip!

A Whiptail Adventure provides everything you need for a successful and enjoyable day on the water. All trips include rods, reels, tackle, bait and your fishing license. You can keep your catch and Captain Jason will clean, fillet and package it for the trip home.
Feel free to bring your own non-alcoholic drinks and snacks to enjoy on your trip.

A Whiptail Adventure offers inshore and offshore trips out of Spring Point Marina. Captain Jason will utilize a variety of techniques to put you on the fish including jigging and spinning. While out on your fishing adventure you will be targeting species such as Striped Bass, Cod, Halibut, and various species of Sharks.

Grab your camera and come join Captain Jason and A Whiptail Adventure for an unforgettable fishing adventure.

Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Toilet On Board
  • Children Welcome
  • Fishing Tackle Included
  • Fishing Trips with Whiptail Adventures start at: $350.00

    View Trips
  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • Spring Point Drive South Portland, ME

    • Bluefish
    • Cod
    • Flounder
    • Halibut
    • Striped Bass
    • Sharks
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

Half Day Trip- Striped Bass

$600.00

Offered 05/15/25 - 10/15/25

Price includes up to 4 guests

7:00am - 11:00am EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

4hr Striped Bass trip utilizing chunk or live bait in and around Casco Bay.

3/4 Day Trip (AM)- Stripe Bass

$800.00

Offered 05/15/25 - 10/15/25

Price includes up to 4 guests

7:00am - 1:00pm EST (6 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

6Hr Stripe Bass fishing trip in and around the islands in Casco Bay. They 6hr trip is ideal because we can fish a full tide and change spots if needed. Highly recommended for the angler eager to catch some fish!

3/4 Day Trip (PM)- Striped Bass

$800.00

Offered 05/15/25 - 10/15/25

Price includes up to 4 guests

2:00pm - 8:00pm EST (6 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

6Hr Striped Bass fishing trip in and around the islands in Casco Bay. They 6hr trip is ideal because we can fish a full tide and change spots if needed. Highly recommended for the angler eager to catch some fish!

Full Day Trip- Striped Bass

$950.00

Offered 05/15/25 - 10/15/25

Price includes up to 4 guests

7:00am - 3:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

8hr Striped Bass trip utilizing chunk or live bait in and around Casco Bay.

Full Day Trip- Shark Fishing

$1,250.00

Offered 07/01/25 - 10/15/25

Price includes up to 4 guests

7:00am - 3:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

8hr Shark fishing trip offshore between 15-30 miles. Catch Blue, Thresher, Porbeagle and Mako sharks

Full Day Trip- Groundfish

$1,250.00

Offered 05/20/25 - 10/15/25

Price includes up to 4 guests

7:00am - 3:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Offshore adventure chasing Haddock, Cod and Pollack. A great trip for the angler looking for some tasty filets for the freezer.

Customer Reviews
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Half Day Trip- Striped Bass
Had a great time with captain Jason!
Had a great time with captain Jason!
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Life Raft
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Epirb
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Radar
  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle