A Whiptail Adventure

A Whiptail Adventure offers incredible sport fishing experience on the waters out of South Portland, Maine. Join their experienced captain and head out in pursuit of Groundfish and Shark. Plus, there is also a great chance to spot a whale on your way to the fishing trip!

Step onboard 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!

Your day with A Whiptail Adventure will begin when you cruise out of Spring Point Marina. The captain’s fishing spots are located 12-35 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 non-alcoholic drinks, some snacks, and the desire to catch fish!



Select date to see available trips and rates:

  • Private trip
    4 Hour Trip – Striped Bass
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    $550
    Striped Bass fishing in Casco Bay.
  • Private trip
    4 Hour Trip – Striped Bass - PM
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    Seasonal trip May 15 - Oct 15
    $550
    Striped Bass fishing in Casco Bay.
  • Private trip
    6 Hour Trip – Striped Bass
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    $700
    Striped Bass fishing in Casco and Saco Bay.
  • Private trip
    6 Hour Trip – Striped Bass - PM
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 12:00 PM
    Seasonal trip May 15 - Oct 15
    $700
    Striped Bass fishing in Casco and Saco Bay.
  • Private trip
    8hr Striped Bass trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    $800
    Explore Casco bay and experience a full tide swing chasing Stripers. Great full day experience fishing multiple spots and techniques.
  • Private trip
    6 Hour Trip – Groundfishing
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip Jun 1 - Oct 15
    $950
    This trip is ideal for any angler. Target Cod, Haddock, Pollack and Halibut. Don't miss the bite when it's hot!
  • Private trip
    8 Hour Trip – Combo
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Jun 1 - Oct 15
    $1,200
    This is a combo trip. Target Groundfish and Shark with all the necessary equipment provided.
  • Private trip
    8 Hour Trip – Groundfishing
    In demand! Last booked: 4 days ago
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip May 20 - Oct 15
    $1,200
    If you want a few more hours on the water, this is your trip. Your targeted species will include Cod, Haddock, Pollack, and Halibut.
  • Private trip
    8 Hour Trip – Shark Fishing
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Jul 1 - Oct 15
    $1,200
    If you want to fight the monsters, look no further. Target Mako, Thresher, Porbeagle, and Blue Sharks.
There are 8 people looking at this charter.

About the Captain

Jason Eaton
South Portland, Maine, United States
ID & License verified
5 Customer Reviews
Response time within an hour
Member since September 2017
Captain Jason Eaton is an avid angler and a registered Maine State Guide. He enjoys sharing his wealth of local knowledge with his customers and friends. Jason specializes in Groundfish, Striper and Shark fishing out of Maine. His main goal is to provide his clients with the best sport fishing experience and come back home with an ice-chest full of memories.

About this listing

Targeted Species

Bass (Striped) Striped Bass
Cod Cod
Haddock Haddock
Halibut Halibut

Pollock Pollock
Shark (Blue) Blue Shark
Shark (Mako) Mako Shark
Shark (Porbeagle) Porbeagle Shark

Shark (Thresher) Thresher Shark

Boat Specs

Sailfish 2660 (Center console) originally built in 2011. Powered by 2 150HP Yamaha engines, with a maximum cruising speed of 35 knots.

Length
27 ft
Capacity
4 persons

Types of Fishing

Inshore Fishing
Offshore Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Spinning
Jigging
Drift Fishing
Deep Sea Fishing

Amenities

Toilet
GPS
Fishfinder
Live Bait Well
Toilet
GPS
Fishfinder
Live Bait Well

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Fishing License

Cancellation Policy

Free cancellation up to 3 days prior to trip

Customers can cancel or modify their booking up to 3 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
No Alcohol
You Keep Catch
Catch and Release Allowed

Payment

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
Visa
Mastercard
American Express
PayPal

Customer Reviews

Rating Summary
Excellent
4.9 / 5
out of 5 stars from 5 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (23)
Half day inshore
Half day inshore
Half day inshore
+20
Angler Rating
5
0
0
0
0
Anglers Claimed
Good experience
80%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
80%
Sort By:
Featured  
Showing:
5 of 5 reviews
Margo B.
Oneida, New York
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Half day inshore

VERIFIED   NEW  6 Hour Trip – Groundfishing on June 18, 2022
Captain was great. Boat very nice. Weather not so good, but did what we could. We will try again.
Margo B. recommends A Whiptail Adventure
Mark review as helpful
You found this review helpful
  Jason Eaton Captain replied

Martin G.
Karachi, SD
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Jason

VERIFIED   4 Hour Trip – Striped Bass on July 7, 2019
Organised trip online from Wellington, New Zealand for my NY based son and me. We flew to Maine for our fishing experience....
Martin G. recommends A Whiptail Adventure
Mark review as helpful
You found this review helpful
  Jason Eaton Captain replied

Janna L.
Lewiston, ME
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

6 Hour Trip With Jason

VERIFIED   6 Hour Trip – Groundfishing on May 26, 2018
Had a wonderful time! Jason was great at communicating throughout the trip and made sure we were prepared for our adventure....
Janna L. recommends A Whiptail Adventure
Mark review as helpful
You found this review helpful
  Jason Eaton Captain replied

Dave P.
Portland, ME
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

August fishing trip

VERIFIED   4 Hour Trip – Striped Bass on August 4, 2018
Dave P. recommends A Whiptail Adventure
Mark review as helpful
You found this review helpful
  Jason Eaton Captain replied

John D.
Cadyville, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

June fishing trip

VERIFIED   8 Hour Trip – Groundfishing on June 23, 2018
John D. recommends A Whiptail Adventure
Mark review as helpful
You found this review helpful
  Jason Eaton Captain replied

FAQs about A Whiptail Adventure

A Whiptail Adventure offers the following trips to customers:
  • $550 per group - 4 Hour Trip – Striped Bass (4 hours)
  • $550 per group - 4 Hour Trip – Striped Bass - PM (4 hours)
  • $700 per group - 6 Hour Trip – Striped Bass (6 hours)
  • $700 per group - 6 Hour Trip – Striped Bass - PM (6 hours)
  • $800 per group - 8hr Striped Bass trip (8 hours)
  • $950 per group - 6 Hour Trip – Groundfishing (6 hours)
  • $1,200 per group - 8 Hour Trip – Combo (8 hours)
  • $1,200 per group - 8 Hour Trip – Groundfishing (8 hours)
  • $1,200 per group - 8 Hour Trip – Shark Fishing (8 hours)

When you book a trip with A Whiptail Adventure, you can expect the following amenities onboard:
  • Toilet (Small Head for emergencies)
  • GPS (Raymarine Axiom)
  • Fishfinder (Raymarine Axiom Chirp)
  • Live Bait Well

Trips booked with A Whiptail Adventure include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Fishing License

A Whiptail Adventure offers the following types of fishing:
  • Inshore Fishing
  • Offshore Fishing

A Whiptail Adventure offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Spinning
  • Jigging
  • Drift Fishing
  • Deep Sea Fishing

Top targeted fish species with A Whiptail Adventure include:
  • Bass (Striped)
  • Cod
  • Haddock
  • Halibut
  • Pollock
  • Shark (Blue)
  • Shark (Mako)
  • Shark (Porbeagle)
  • Shark (Thresher)