Whiptail Adventures 

4.9/5 (118 reviews)
 Spring Point Drive, South Portland, ME 04106, United States

Whiptail Adventures 

South Portland, ME, United States
28 ft
6
4.9/5 (118 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

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
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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
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 11 people looking at this charter.

Customer reviews

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Rating

4.9
118 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (151)

What anglers say

96%
Great experience
92%
Family friendly
100%
Friendly captain
100%
Good boat
97%
Recommended
93%
Caught fish

All reviews (118)

Frequently mentioned
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Showing 15 of 118 reviews
David Nassif
David Nassif
us
New York, US
Member since 2025
5.0
Verified
Killer Striper Guide!
8hr Striped Bass trip 7AM on August 27, 20253 adults

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!

Reported catch:
Striped Bass
Jason Eaton
Response from Captain

thank you for the kind words! had a great time with you guys! hope we can do it again!

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!

Josh Benefield
Josh Benefield
Repeat angler
us
Georgia, US
Member since 2026
2 trips
5.0
Verified
New
Fun Family Trip
4 Hour Trip – Striped Bass on July 3, 20264 adults2 children

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 Eaton
Response from Captain

awesome day with you guys. thanks

Lisa Charleson
Lisa Charleson
us
Pennsylvania, US
Member since 2026
5.0
Verified
New
Great boat, great day!
8 Hour Trip – Groundfishing on June 29, 20263 adults

Captain Jason was very knowledgeable and professional. Knew just how to find fish and kept us busy all day.

Reported catch:
Cod
Pollock
Haddock
Jason Eaton
Response from Captain

awesome day with you!!!

Brandy Butler
Brandy Butler
us
Texas, US
Member since 2026
5.0
Verified
New
Great trip!
4 Hour Trip – Striped Bass - 12:00 PM on July 21, 20266 adults

Jason was a great guide! We couldn’t fish due to high wind but he took us sightseeing & it was great!

Jason Eaton
Response from Captain

had a great time with your family. thanks

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
Jason Eaton

South Portland, Maine, United States

ID & license verified
118 Customer reviews
Typical response within 2 hours
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.

ID & license verified
118 Customer reviews
Typical response within 2 hours
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.

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

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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