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!

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!



Select date to see available trips and rates:

  • Private trip
    Kids trip 12PM
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 12:00 PM
    Seasonal trip Jun 1 - Sep 30
    US $400
    These trips take about two hours. We usually fish for mackerel with catch and release for the most possible fishing time and opportunities for trophy photos! This trip is ideal for kids aged 8 to 12, with younger kids not being quite ready. With the skills your kids pick up they should be ready to go on a more advanced fishing trip in the future.
    Types of fishing
    Nearshore Fishing
    Fishing techniques
    Jigging
    Targeted fish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    Kids trip 5PM
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 5:00 PM
    Seasonal trip Jun 1 - Sep 30
    US $400
    These trips take about two hours. We usually fish for mackerel with catch and release for the most possible fishing time and opportunities for trophy photos! This trip is ideal for kids aged 8 to 12, with younger kids not being quite ready. With the skills your kids pick up they should be ready to go on a more advanced fishing trip in the future.
    Types of fishing
    Nearshore Fishing
    Fishing techniques
    Jigging
    Targeted fish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    Kids trip 7AM
    FREE Cancellation 3 days notice
    2 Hour Trip, starts at 7:00 AM
    Seasonal trip Jun 1 - Sep 30
    US $400
    These trips take about two hours. We usually fish for mackerel with catch and release for the most possible fishing time and opportunities for trophy photos! This trip is ideal for kids aged 8 to 12, with younger kids not being quite ready. With the skills your kids pick up they should be ready to go on a more advanced fishing trip in the future.
    Types of fishing
    Nearshore Fishing
    Fishing techniques
    Jigging
    Targeted fish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    4 Hour Trip – Striped Bass - 12PM
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    Seasonal trip May 15 - Oct 15
    US $600
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • Private trip
    4 Hour Trip – Striped Bass 2PM
    In demand! Last booked: 2 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 2:00 PM
    Seasonal trip Jun 1 - Oct 9
    US $600
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • Private trip
    4 Hour Trip – Striped Bass 7AM
    In demand! Last booked: 4 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    US $600
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • Private trip
    6 Hour Trip – Striped Bass - 12PM
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 12:00 PM
    Seasonal trip May 15 - Oct 15
    US $800
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • Private trip
    6 Hour Trip – Striped Bass 7AM
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    US $800
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • Private trip
    8hr Striped Bass trip 7AM
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 15
    US $950
    Make the most of a beautiful summer day with fun and exciting Striped Bass Fishing Charter. Striped bass fishing is one of the easiest, most fun fishing trips you can go on. The fishing is fast-paced and exciting, perfect for those new to fishing and enthusiasts alike! This is one of the best trips to book for your first time out with Whiptail Adventures, because the quick pacing makes the trip a non-stop thrill.
  • 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
    US $1,000
    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
    US $1,250
    This is a combo trip. Target Groundfish and Shark with all the necessary equipment provided.
  • Private trip
    8 Hour Trip – Groundfishing
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip May 20 - Oct 15
    US $1,250
    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
    Just booked! Last booked: 29 minutes ago
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Jul 1 - Oct 15
    US $1,250
    If you want to fight the monsters, look no further. Target Mako, Thresher, Porbeagle, and Blue Sharks.
There are 17 people looking at this charter.

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 55 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (74)
Great for kids!
Strippers in October
Fantastic time in Portland
+71
Angler rating
52
2
1
0
0
Anglers claimed
Good experience
95%
Friendly captain
100%
Recommend this charter
98%
Appropriate for children
93%
Satisfied with the boat
100%
Caught fish
92%
Sort by:
Featured  
Showing:
5 of 55 reviews
Michael A.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing trip in August

VERIFIED   4 Hour Trip – Striped Bass - 12PM on August 10, 2023
Michael A. recommends Whiptail Adventures
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Michael A. recommends Whiptail Adventures
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1 person finds this review helpful
You and 1 other person found this review helpful

Dean C.
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 7AM on July 11, 2023
Dean C. recommends Whiptail Adventures
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful
Dean C. recommends Whiptail Adventures
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful

Maggie S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great for kids!

VERIFIED   NEW  Kids trip 12PM on June 9, 2024
This was our son’s first fishing trip on the coast and he said it was the best day of his life, despite rainy and chilly...
Maggie S. recommends Whiptail Adventures
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You found this review helpful
  Jason Eaton Captain replied

Lilly R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great family trip!

VERIFIED   NEW  Kids trip 5PM on June 19, 2024
Captain Jason Eaton was a wonderful captain and knew exactly where to go to catch fish! I would recommend whiptail adventures...
Lilly R. recommends Whiptail Adventures
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You found this review helpful
  Jason Eaton Captain replied

Henry M.
Bath, Maine
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

4 Hour day trip with Captain Jason

VERIFIED   4 Hour Trip – Striped Bass 7AM on August 21, 2023
4 hour day trip was a blast! Capt Jason is extremely knowledgeable about the fish and history of the port. Catching fish is...
Henry M. recommends Whiptail Adventures
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You found this review helpful
  Jason Eaton Captain replied

FAQs about Whiptail Adventures

Whiptail Adventures offers the following trips to customers:
  • US $400 per group - Kids trip 12PM (2 hours)
  • US $400 per group - Kids trip 5PM (2 hours)
  • US $400 per group - Kids trip 7AM (2 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass - 12PM (4 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass 2PM (4 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass 7AM (4 hours)
  • US $800 per group - 6 Hour Trip – Striped Bass - 12PM (6 hours)
  • US $800 per group - 6 Hour Trip – Striped Bass 7AM (6 hours)
  • US $950 per group - 8hr Striped Bass trip 7AM (8 hours)
  • US $1,000 per group - 6 Hour Trip – Groundfishing (6 hours)
  • US $1,250 per group - 8 Hour Trip – Combo (8 hours)
  • US $1,250 per group - 8 Hour Trip – Groundfishing (8 hours)
  • US $1,250 per group - 8 Hour Trip – Shark Fishing (8 hours)

When you book a trip with Whiptail Adventures, you can expect the following amenities onboard:
  • Toilet Small Head for emergencies
  • GPS Raymarine Axiom
  • Fishfinder Furuno
  • Live Bait Well
  • Radar Raymarine

Trips booked with Whiptail Adventures include:
  • Rods, reels & tackle
  • Live Bait (We will fish for mackerel prior to most Striper trips)
  • Lures
  • Catch cleaning & filleting (No charge)
  • Fishing License (All licenses are covered by the boat )

Whiptail Adventures offers the following types of fishing:
  • Inshore Fishing
  • Offshore Fishing (Depends on the the trip and species we will target. Typically we are 15-25 miles offshore )

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

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

Meet the Captain

Jason Eaton
South Portland, Maine, United States
ID & license verified
55 Customer reviews
Response time 1 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

Boat specs

Steiger craft (Pilothouse) originally built in 2009. Powered by 2 250HP Suzuki engines, with a maximum cruising speed of 35 knots.

Length
28 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Offshore Fishing
Depends on the the trip and species we will target. Typically we are 15-25 miles offshore

Fishing techniques

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

Amenities

Toilet
Small Head for emergencies
GPS
Raymarine Axiom
Fishfinder
Furuno
Live Bait Well
Radar
Raymarine

Trip includes

Rods, reels & tackle
Live Bait
We will fish for mackerel prior to most Striper trips
Lures
Catch cleaning & filleting
No charge
Fishing License
All licenses are covered by the boat

Cancellation policy

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
12yrs or older for offshore trips
No Alcohol
You Keep Catch
Catch and Release Allowed

Payment

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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