FirstFlight Charters 

5.0
(4 reviews)
 Water Street 17, Kittery, ME 03904, United States

FirstFlight Charters 

Kittery, ME, United States
26 ft
4
5.0
(4 reviews)

Offering Scenic cruises around Portsmouth Harbor to the Isle of Shoals to reeling in the catch of a lifetime FirstFlight Charters will create some memorable times on the water! Having logged hundreds of hours on these tidal waters Captain Brent is prepared to take you for the trip of your choice along the beautiful Maine & New Hampshire coastline.

These waters are home to Atlantic Mackerel, Haddock, Cod, Striped Bass, Bluefin Tuna, Blue Shark, Whiting, Bluefish, Porbeagle Shark, Mako Shark, and more, depending on conditions.

For these species, you're likely to troll, anchor drift while bottom fishing using light to heavy tackle.
Select FirstFlight Charters are kid-friendly, so get 'em off the iPad and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. Max of two kids under 12. Feel free to bring your own food, drink & snacks to ward off any mid-trip fatigue! Ice and coolers are provided.

Your excursion begins aboard a 25' Pilothouse Boat with capacity for 4 passengers and two crew. It comes with all the essentials no fishing machine can run without. There's a toilet on board for your convenience.

Your captain will provide rods and reels, along with lures. Live bait is on offer, but be sure to ask about it so you know if you'll be catching it yourself.

This charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain.

You can't go wrong when you bring sunglasses, sunscreen (non-spray), bottled water, and a hat. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, but you should avoid hard liquor as well as glass bottles.

Now and then the fish might get away, but a day on the water never should. Time to make it happen, with FirstFlight Charters!

Offering Scenic cruises around Portsmouth Harbor to the Isle of Shoals to reeling in the catch of a lifetime FirstFlight Charters will create some memorable times on the water! Having logged hundreds of hours on these tidal waters Captain Brent is prepared to take you for the trip of your choice along the beautiful Maine & New Hampshire coastline.

These waters are home to Atlantic Mackerel, Haddock, Cod, Striped Bass, Bluefin Tuna, Blue Shark, Whiting, Bluefish, Porbeagle Shark, Mako Shark, and more, depending on conditions.

For these species, you're likely to troll, anchor drift while bottom fishing using light to heavy tackle.
Select FirstFlight Charters are kid-friendly, so get 'em off the iPad and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. Max of two kids under 12. Feel free to bring your own food, drink & snacks to ward off any mid-trip fatigue! Ice and coolers are provided.

Your excursion begins aboard a 25' Pilothouse Boat with capacity for 4 passengers and two crew. It comes with all the essentials no fishing machine can run without. There's a toilet on board for your convenience.

Your captain will provide rods and reels, along with lures. Live bait is on offer, but be sure to ask about it so you know if you'll be catching it yourself.

This charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain.

You can't go wrong when you bring sunglasses, sunscreen (non-spray), bottled water, and a hat. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, but you should avoid hard liquor as well as glass bottles.

Now and then the fish might get away, but a day on the water never should. Time to make it happen, with FirstFlight Charters!

Brent Skillings
Captain
Brent Skillings
6 years of experience
responds within an hour

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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Mackerel AM Trip
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
Mackerel (Atlantic)
US $550
Entire boat: up to 4 people
Mackerel PM Trip
FREE Cancellation 3 days notice
3 hour trip starts at 1:00 PM
Seasonal trip
Jun 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
Mackerel (Atlantic)
US $550
Entire boat: up to 4 people
Inshore Fishing (Striped Bass)
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
Bass (Striped)
Bluefish (Tailor)
Mackerel (Atlantic)
US $600
Entire boat: up to 4 people
Inshore Fishing (Striped Bass)
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
Bass (Striped)
Bluefish (Tailor)
Mackerel (Atlantic)
US $800
Entire boat: up to 4 people
Ground Fishing (Haddock & Cod)
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
May 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri, Sat)
Cod
Haddock
Kingfish (Southern)
Mackerel (Atlantic)
US $1,200
Entire boat: up to 4 people
Bluefin Tuna Fishing Offshore
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Nov 15 (Mon, Tue, Wed, Thu, Fri)
Tuna (Bluefin)
US $1,400
Entire boat: up to 4 people
Shark Fishing Offshore
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
Shark (Porbeagle)
Shark (Blue)
Shark (Mako)
Shark (Thresher)
US $1,400
Entire boat: up to 4 people
There are 3 people looking at this charter.

Customer reviews

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Rating

5.0
4 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (13)

All reviews (4)

Showing 14 of 4 reviews
Katie McCray
Katie McCray
us
Georgia, US
Member since 2026
5.0
Verified
Wonderful time - many big fish!
Bluefin Tuna Fishing Offshore on July 14, 20262 adults

We had a wonderful time fishing with Captain Brent Skilling and his first mate! I wanted to do something special that my youngest son loved to do before he left home, and this charter was the perfect choice. Caught a lot of big fish and stayed active the entire time. Captain was great teaching me how to fish for the first time. He knew the spots and had all the equipment necessary. I would recommend this charter to others.

Brent Skillings
Response from Captain

It was truly a pleasure having You & your Son out on the water. I'm glad we got on some Big Bass and enjoyed the Maine & NH seacoast. Looking forward to seeing you guys again soon.

Trisha Greenwood
Trisha Greenwood
us
New York, US
Member since 2026
5.0
Verified
Best trip ever!
Inshore Fishing (Striped Bass) on June 12, 20262 adults2 children

Captain was absolutely amazing. He was highly knowledgeable about the striped bass fishing as well as local wildlife. Very personable interacting with the adults and children. He made sure that we got to see lighthouses and seals! In addition, we caught amazing striped bass. Highly recommend this trip to anyone who is looking for a good time with personal service.

Reported catch:
Striped Bass
Atlantic Mackerel
Brent Skillings
Response from Captain

I had a great morning with your beautiful family. Picture perfect weather and we finally got on the big bass. Thank you for your kind words and hope you had an awesome time on the water?!

Lynn Chapin
Lynn Chapin
us
New York, US
Member since 2026
5.0
Verified
Fantastic Trip
Mackerel AM Trip on August 13, 20262 adults1 child

We caught some mackerel. It was a great trip. Brent showed us how to properly fish and he was very patient and kind. We will be back next year to go on another fishing trip with him.

Brent Skillings
Response from Captain

You guys were great. Sorry the bass fishinh was a bit slow, but we gave it our best. Happy to take you out on the Atlantic! Seeyou next year.

Colby Clark
Colby Clark
us
Connecticut, US
Member since 2026
5.0
Verified
Best Day!!! Best Captain!!
Inshore Fishing (Striped Bass) on August 5, 20262 adults2 children

Great experience all around. Baited for mackeral early and then ended up catching a huge stripper!! Highley recommended!!

Brent Skillings
Response from Captain

Adorable family. Happy to get them on a few fish & take them for a cruise around beautiful Portsmouth, NH.

FAQs about FirstFlight Charters

FirstFlight Charters offers the following trips to customers:
  • US $550 per group - Mackerel AM Trip (3 hours)
  • US $550 per group - Mackerel PM Trip (3 hours)
  • US $600 per group - Inshore Fishing (Striped Bass) (4 hours)
  • US $800 per group - Inshore Fishing (Striped Bass) (6 hours)
  • US $1,200 per group - Ground Fishing (Haddock & Cod) (8 hours)
  • US $1,400 per group - Bluefin Tuna Fishing Offshore (8 hours)
  • US $1,400 per group - Shark Fishing Offshore (8 hours)
When you book a trip with FirstFlight Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Live bait well
  • Wireless trolling motor
  • Ice box
  • Radar
Trips booked with FirstFlight Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting (Filleting will be done back at the dock & bagged for your catch to go home with you on ice.)
  • First mate
  • Fishing license
FirstFlight Charters offers the following types of fishing:
  • River fishing
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (Ground Fishing, Shark & Tuna fishing trips can be up to one hour ride offshore going out to about 30 miles.)
FirstFlight Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift fishing
  • Deep sea fishing
Top targeted fish species with FirstFlight Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Cod
  • Haddock
  • Kingfish (Southern)
  • Mackerel (Atlantic)
  • Shark (Blue)
  • Shark (Mako)
  • Shark (Porbeagle)
  • Tuna (Bluefin)

Your captain

Brent Skillings
Brent Skillings

Kittery, Maine, United States

4 Customer reviews
Typical response within an hour
Member since January 2026

Capt. Brent runs trips out of Kittery aboard 26' SteigerCraft Pilothouse. The crew has you covered if you wish to try bottom fishing, spinning, trolling, drifting, jigging, or other techniques. The only way to learn is to join them on the water.

Brent Skillings
Brent Skillings
4
reviews
2026
member since
~1h
response
Capt. Brent runs trips out of Kittery aboard 26' SteigerCraft Pilothouse. The crew has you covered if you wish to try bottom fishing, spinning, trolling, drifting, jigging, or other techniques. The only way to learn is to join them on the water.

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Haddock
Haddock
Southern Kingfish
Southern Kingfish
Atlantic Mackerel
Atlantic Mackerel
Blue Shark
Blue Shark
Mako Shark
Mako Shark
Porbeagle Shark
Porbeagle Shark
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Haddock
Haddock
Southern Kingfish
Southern Kingfish

Real catches by this captain

  • Wonderful time - many big fish!
    Katie M.
    Katie M.
  • Best trip ever!
    Trisha G.
    Trisha G.

What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
4 persons
Boat length
26 ft
Year built
2022
Boat manufacturer
SteigerCraft
Boat type
Pilothouse
Engine model
Mercury
Powered by
1 x 300HP
Max cruising speed
45 knots

What kind of fishing will you do?

River Fishing
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Ground Fishing, Shark & Tuna fishing trips can be up to one hour ride offshore going out to about 30 miles.

Which fishing techniques you can try

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

Which amenities are available onboard

Toilet
GPS
Fishfinder
Live bait well
Wireless trolling motor
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
Filleting will be done back at the dock & bagged for your catch to go home with you on ice.
First mate
Fishing license

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
No smoking
You keep catch

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

 Bank transfer

When paying the remaining balance with a credit card, an additional 5% charge will apply.

Compare similar fishing charters

Current
FirstFlight Charters
FirstFlight Charters
5.0
(4)
26 ft
Group size 1 - 4
1 - 4
Fish 1
Fish 2
+8
4 hour trip • 4 persons
US $600