Whiptail Adventures 

4.9
(126 reviews)
 Spring Point Drive, South Portland, ME 04106, United States

Whiptail Adventures 

South Portland, ME, United States
28 ft
6
4.9
(126 reviews)

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!

Jason Eaton
Captain
Jason Eaton
12 years of experience
ID & credentials verified

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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Almost there...
Kids trip
FREE Cancellation 3 days notice
2 hour trip multiple starting times (7:00 AM, 12:00 PM, 5:00 PM)
Seasonal trip
Jun 1 - Sep 30
Mackerel (Atlantic)
US $400
Entire boat: up to 6 people
4 Hour Trip – Striped Bass
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:00 AM, 12:00 PM)
Seasonal trip
May 15 - Oct 15
Bass (Striped)
US $600
Entire boat: up to 6 people
4 Hour Trip – Striped Bass 2PM
FREE Cancellation 3 days notice
4 hour trip starts at 2:00 PM
Seasonal trip
Jun 1 - Oct 9
Bass (Striped)
US $600
Entire boat: up to 6 people
6 Hour Trip – Striped Bass
Just booked! Last booked: 10 minutes ago
FREE Cancellation 3 days notice
6 hour trip multiple starting times (7:00 AM, 12:00 PM)
Seasonal trip
May 15 - Oct 15
Bass (Striped)
US $800
Entire boat: up to 6 people
8hr Striped Bass trip 7AM
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
May 15 - Oct 15
Bass (Striped)
US $950
Entire boat: up to 6 people
6 Hour Trip – Groundfishing
FREE Cancellation 3 days notice
6 hour trip starts at 7:00 AM
Seasonal trip
Jun 1 - Oct 15
Cod
Halibut
Pollock
Haddock
US $1,050
Entire boat: up to 6 people
8 Hour Trip – Combo
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
Jun 1 - Oct 15
Shark (Porbeagle)
Cod
Halibut
Pollock
+4
US $1,300
Entire boat: up to 6 people
8 Hour Trip – Groundfishing
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
May 20 - Oct 15
Cod
Halibut
Pollock
Shark (Blue)
+1
US $1,300
Entire boat: up to 6 people
8 Hour Trip – Shark Fishing
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
Jul 1 - Oct 15
Shark (Porbeagle)
Shark (Blue)
Shark (Mako)
Shark (Thresher)
US $1,300
Entire boat: up to 6 people
There are 6 people looking at this charter.

Customer reviews

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Rating

4.9
126 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.8
Fishing Experience

Anglers' gallery (168)

What anglers say

96%
Great experience
92%
Family friendly
100%
Friendly captain
100%
Good boat
98%
Recommended
93%
Caught fish

All reviews (126)

Frequently mentioned
Showing 15 of 126 reviews
Olivier Cloutier
Olivier Cloutier
Repeat angler
ca
Quebec, Canada
Member since 2023
2 trips
5.0
Verified
New
We’e going to be sore for the entire week!!
8 Hour Trip – Groundfishing on August 15, 20265 adults

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!

Reported catch:
Haddock
Blue Shark
Pollock
Cod
Jason Eaton
Response from Captain

Thanks! i had a great time on the water with you guys! Hopefully we can do it again sometime!!!

Wesley Deisher
Wesley Deisher
Repeat angler
us
Texas, US
Member since 2023
2 trips
5.0
Verified
New
Great Outing
8 Hour Trip – Combo on August 27, 20262 adults

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!

Reported catch:
Cod
Pollock
Haddock
Jason Eaton
Response from Captain

Great day with you guys!

Tim Evan
Tim Evan
us
Texas, US
Member since 2026
5.0
Verified
Excellent trip
4 Hour Trip – Striped Bass - 12:00 PM on May 26, 20263 adults

Captain Jason was awesome. he was extremely knowledgeable about the area and the waters. I had my 2 boys with me (19 and 17), and none of us had done any ocean fishing. Jason was extremely patient in teaching everyone the proper techniques. I’d definitely recommend Whiptail to others and would go out on the water with Jason again.

Jason Eaton
Response from Captain

had a great tome with you guys!

Jamie Dorland
Jamie Dorland
Repeat angler
us
Colorado, US
Member since 2022
10 trips
5.0
Verified
Great Afternoon On The Water
4 Hour Trip – Striped Bass 2PM on August 1, 20262 adults2 children

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.

Jason Eaton
Response from Captain

great time with you guys!

Jeff Hardimon
Jeff Hardimon
Repeat angler
us
Pennsylvania, US
Member since 2018
2 trips
5.0
Verified
Great father & son day!
6 Hour Trip – Striped Bass - 12:00 PM on June 19, 20263 adults

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.

Jason Eaton
Response from Captain

Awesome time with you guys on the water!

FAQs about Whiptail Adventures

Whiptail Adventures offers the following trips to customers:
  • US $400 per group - Kids trip (2 hours)
  • US $400 per group - Kids trip - 12:00 PM (2 hours)
  • US $400 per group - Kids trip - 5:00 PM (2 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass (4 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass - 12:00 PM (4 hours)
  • US $600 per group - 4 Hour Trip – Striped Bass 2PM (4 hours)
  • US $800 per group - 6 Hour Trip – Striped Bass (6 hours)
  • US $800 per group - 6 Hour Trip – Striped Bass - 12:00 PM (6 hours)
  • US $950 per group - 8hr Striped Bass trip 7AM (8 hours)
  • US $1,050 per group - 6 Hour Trip – Groundfishing (6 hours)
  • US $1,300 per group - 8 Hour Trip – Combo (8 hours)
  • US $1,300 per group - 8 Hour Trip – Groundfishing (8 hours)
  • US $1,300 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)

Your captain

Jason Eaton
Jason Eaton

South Portland, Maine, United States

ID & license verified
126 Customer reviews
Typical response within 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.

Jason Eaton
Jason Eaton
Fully verified
126
reviews
2017
member since
~2h
response
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.

The fish you can target

Striped Bass
Striped Bass
Cod
Cod
Haddock
Haddock
Halibut
Halibut
Pollock
Pollock
Blue Shark
Blue Shark
Mako Shark
Mako Shark
Porbeagle Shark
Porbeagle Shark
Thresher Shark
Thresher Shark
Striped Bass
Striped Bass
Cod
Cod
Haddock
Haddock
Halibut
Halibut
Pollock
Pollock

Real catches by this captain

  • Great Outing
    Wesley D.
    Wesley D.
  • We’e going to be sore for the entire week!!
    Olivier C.
    Olivier C.
  • Great Afternoon On The Water
    Jamie D.
    Jamie D.
  • Fishing with Jason
    Damir T.
    Damir T.
  • Fun Family Trip
    Josh B.
    Josh B.
  • Fishing with Jason
    Noah W.
    Noah W.
  • Great father & son day!
    Jeff H.
    Jeff H.
  • A day well spent!
    Lynn P.
    Lynn P.
  • Killer Striper Guide!
    David N.
    David N.
  • Nothing Short of Amazing
    George R.
    George R.

What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
6 persons
Boat length
28 ft
Year built
2009
Boat manufacturer
Steiger craft
Boat type
Pilothouse
Engine model
Suzuki
Powered by
2 x 250HP
Max cruising speed
35 knots

What kind of fishing will you do?

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

Which fishing techniques you can try

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

Which amenities are available onboard

Toilet
Small Head for emergencies
GPS
Raymarine Axiom
Fishfinder
Furuno
Live bait well
Radar
Raymarine
What's included in the trip price
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

How cancellations work

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.

More details

What the listing policies are

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

How you can pay

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

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