Captain Al’s Fishing Charters 

4.8/5 (89 reviews)
 474 West Lake Drive, Montauk, NY 11954, United States

Captain Al’s Fishing Charters 

4.8/5 (89 reviews)
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474 West Lake Drive
Montauk, NY, United States

Design your own fishing adventure with Captain Al’s Fishing Charters, a first-rate provider of private fishing charters out of the Montauk Harbor, New York. Whether you are looking for a day of family fun, a hard-core sportfishing adventure, or an enjoyable corporate outing, Captain Al Cacciola and his team will help you put together a fishing charter ideally suited to your wants and needs.

You will be fishing aboard a 38’ Bertram boat that is fitted with two 450 HP powerful Detroit engines for speed and reliability. The boat features a full galley, a head (marine toilet), and a covered, air-conditioned cabin to keep you comfortable whatever the weather. With a very wide beam, the boat gives a comfortable ride, and its extremely spacious deck will allow everyone to get involved throughout the trip.

Captain Al’s Fishing Charters target a wide range of species on a variety of specially-designed trips that range from a three-hour evening trip targeting Striped Bass to extreme overnight adventures. Choose between fishing inshore, offshore, at the canyons, or around Block Island, and target species from Fluke to Cod to White Marlin.

Whichever option you go for, Captain Al will do his best to make sure it is a trip to remember. Top-notch gear by Penn and Shimano will be available for you to use, along with live bait and everything else you need to make a great catch possible. The only thing that’s missing is you!

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Customer reviews

Rating summary

4.8/5
out of 5 stars from 89 reviews
Boat
4.9/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (81)

First time Private Charter
First time Private Charter
Fantastic Fishing Trip
+78

Angler rating

80
2
2
1
1

Anglers claimed

Good experience

94%

Appropriate for children

86%

Friendly captain

94%

Satisfied with the boat

98%

Recommend this charter

91%

Caught fish

99%

Showing 1 - 5 of 89 reviews
Showing: 5 of 89 reviews
Matt L.
Matt L.
5.0/5

Jul 18, 2025

8 Hour Trip

Great Trip with Captain Al and Steve

VERIFIED

We had a really nice trip fishing for tuna with Captain Al and mate Steve. We caught fish and I had a really pleasant time talking with them both. Nice guys who are obviously very experienced and extremely knowlegable about fishing. Steve worked exceptional hard to give us the best chance to catch the most fish, and it really paid off. Comfortable and fast boat, very well equipped for fishing these waters.

We had a really nice trip fishing for tuna with Captain Al and mate Steve. We caught fish and I had a really pleasant time talking...  

 Matt L. recommends Captain Al’s Fishing Charters

Mark review as helpful

 Matt L. recommends Captain Al’s Fishing Charters

Mark review as helpful


Gary W.
Gary W.
5.0/5

Aug 12, 2025

5 Hour Trip (AM)

First time Private Charter

VERIFIED

Captain Al and first Mate Steve were great. They were personable and provided coaching where needed. The equipment was top notch, several steps up from the party boats we’ve been on. Captain Al was able to find some hot spots and we took home quite a few keepers, although I was the only one who caught our take home fish. I’d recommend this charter and would take it again if the chance came again

Captain Al and first Mate Steve were great. They were personable and provided coaching where needed. The equipment was top notch,...  

Review media 0
Review media 1
 Gary W. recommends Captain Al’s Fishing Charters

Mark review as helpful

 Gary W. recommends Captain Al’s Fishing Charters

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Philip K.
Philip K.
5.0/5

Jul 22, 2025

Shark Trip

Great all around

VERIFIED

We were originally scheduled for a different trip, but I let Captain Al suggest what to do, and how glad I am that we did. We certainly got lucky with a dozen Tuna nicely spread throughout the day, but both of them were great with my son who was also on the trip. Very encouraging as he worked to bring fish in himself. Came home with the limit of delicious fish.

We were originally scheduled for a different trip, but I let Captain Al suggest what to do, and how glad I am that we did. We...  

 Philip K. recommends Captain Al’s Fishing Charters

Mark review as helpful

 Philip K. recommends Captain Al’s Fishing Charters

Mark review as helpful


Adam K.
Adam K.
5.0/5

Aug 8, 2025

5 Hour Trip (AM)

Fantastic Fishing Trip

VERIFIED

Had a great experience fishing with Captain Al and first mate Steve. I took my college age son and his friends out for a morning trip and we caught more fish than they could eat. During the trip we hit fish at each spot and many of those hit on almost every cast. Happy to recommend for your next trip.

Had a great experience fishing with Captain Al and first mate Steve. I took my college age son and his friends out for a morning...  

Review media 0
 Adam K. recommends Captain Al’s Fishing Charters

Mark review as helpful

1 person finds this review helpful
 Adam K. recommends Captain Al’s Fishing Charters

Mark review as helpful

1 person finds this review helpful

Eric L.
Eric L.
2.7/5

Aug 30, 2025

9 Hour Trip - Offshore Bluefin Tuna

Hooked on Rudeness!!!

VERIFIED
NEW

A few days prior to the trip, I received a call from the Captain telling me Bluefin Tuna has been shut down. He asked if I wanted to cancel or discuss some other options- I said let’s discuss. I easily agreed to going for stripers, blues and sharks, no biggie. I thought this was being easy, accommodating and honoring the initial commitment so that small business didn’t take a financial hit- evidently, no good deed goes unpunished. Never before in 50+ years of party boats (head boats) or private charters, have I ever been treated with the level of utter disrespect and rudeness as I was today. The captain was at best unfriendly at the start and it only degenerated from there, the mate pivoted between mildly approachable to blatantly rude….both of them took turns yelling at me on a few occasions. I’m an experienced fisherman, yet they treated me like a novice with a learning disability; mate would say one thing, captain would yell at me to do the other, and vice versa. I kept silently eyeing my cousin who I gifted to this trip after each incident, with the ‘WTF was that look’….we couldn’t figure out what the hell was going on. Nonetheless, if this trip had not been a gift, I would have told them to take me back after an hour. Did we catch fish? Yes. Is the boat fast, clean and well maintained? Yes Is the equipment good? Yes Is the staff knowledgeable? Yes Is the staff friendly? Absolutely Not, they were beyond horrific So, if spending a few $000 to catch fish and live out your dark masochistic fantasy of paying for abuse is your thing- you will thoroughly enjoy your time with Captain Al.

A few days prior to the trip, I received a call from the Captain telling me Bluefin Tuna has been shut down. He asked if I wanted...  

 Eric L. does not recommend Captain Al’s Fishing Charters

Mark review as helpful

2 persons find this review helpful
 Eric L. does not recommend Captain Al’s Fishing Charters

Mark review as helpful

2 persons find this review helpful

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
5 Hour Trip (AM)
FREE Cancellation 14 days notice
5 Hour Trip, starts at 5:30 AM
Seasonal trip May 1 - Dec 1
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US $900 
Entire boat: up to 6 people
5 Hour Trip (PM)
FREE Cancellation 14 days notice
5 Hour Trip, starts at 12:00 PM
Seasonal trip May 1 - Dec 1
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US $900 
Entire boat: up to 6 people
8 Hour Trip
FREE Cancellation 14 days notice
8 Hour Trip, starts at 5:30 AM
Seasonal trip May 1 - Dec 1
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US $1,600 
Entire boat: up to 6 people
Shark Trip
FREE Cancellation 14 days notice
8 Hour Trip, starts at 5:30 AM
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US $1,850 
Entire boat: up to 6 people
9 Hour Trip - Offshore Bluefin Tuna
FREE Cancellation 14 days notice
9 Hour Trip, starts at 5:30 AM
Seasonal trip May 1 - Dec 1
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US $2,750 
Entire boat: up to 6 people
12 Hour Trip - Offshore
FREE Cancellation 14 days notice
12 Hour Trip, starts at 5:30 AM
Seasonal trip May 1 - Dec 1
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US $3,000 
Entire boat: up to 6 people
Overnight canyon trip
FREE Cancellation 14 days notice
2 Day Trip, starts at 8:00 AM
Overnight stay, liveaboard
Seasonal trip Jul 1 - Oct 1
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US $3,500 
Entire boat: up to 6 people
18 Hour Trip - Canyon
FREE Cancellation 14 days notice
18 Hour Trip, starts at 1:00 AM
Seasonal trip May 1 - Dec 1
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US $4,800 
Entire boat: up to 6 people
There are 8 people looking at this charter.

Customer reviews

Rating summary

4.8/5
out of 5 stars from 89 reviews
Boat
4.9/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (81)

First time Private Charter
First time Private Charter
Fantastic Fishing Trip
+78

Angler rating

80
2
2
1
1

Anglers claimed

Good experience

94%

Appropriate for children

86%

Friendly captain

94%

Satisfied with the boat

98%

Recommend this charter

91%

Caught fish

99%

Showing 1 - 5 of 89 reviews
Showing: 5 of 89 reviews
Matt L.
Matt L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Trip with Captain Al and Steve

VERIFIED

8 Hour Trip on July 18, 2025

We had a really nice trip fishing for tuna with Captain Al and mate Steve. We caught fish and I had a really pleasant time talking with them both. Nice guys who are obviously very experienced and extremely knowlegable about fishing. Steve worked exceptional hard to give us the best chance to catch the most fish, and it really paid off. Comfortable and fast boat, very well equipped for fishing these waters.

We had a really nice trip fishing for tuna with Captain Al and mate Steve. We caught fish and I had a really pleasant time talking with them both. Nice guys who are obviously very experienced and extremely knowlegable about fishing. Steve worked exceptional hard to give us the best chance to catch the most fish, and it really paid off. Comfortable and fast boat, very well equipped for fishing these waters.  

 Matt L. recommends Captain Al’s Fishing Charters

Mark review as helpful


Gary W.
Gary W.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

First time Private Charter

VERIFIED

5 Hour Trip (AM) on August 12, 2025

Captain Al and first Mate Steve were great. They were personable and provided coaching where needed. The equipment was top notch, several steps up from the party boats we’ve been on. Captain Al was able to find some hot spots and we took home quite a few keepers, although I was the only one who caught our take home fish. I’d recommend this charter and would take it again if the chance came again

Captain Al and first Mate Steve were great. They were personable and provided coaching where needed. The equipment was top notch, several steps up from the party boats we’ve been on. Captain Al was able to find some hot spots and we took home quite a few keepers, although I was the only one who caught our take home fish. I’d recommend this charter and would take it again if the chance came again  

Review media 0
Review media 1
 Gary W. recommends Captain Al’s Fishing Charters

Mark review as helpful


Philip K.
Philip K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great all around

VERIFIED

Shark Trip on July 22, 2025

We were originally scheduled for a different trip, but I let Captain Al suggest what to do, and how glad I am that we did. We certainly got lucky with a dozen Tuna nicely spread throughout the day, but both of them were great with my son who was also on the trip. Very encouraging as he worked to bring fish in himself. Came home with the limit of delicious fish.

We were originally scheduled for a different trip, but I let Captain Al suggest what to do, and how glad I am that we did. We certainly got lucky with a dozen Tuna nicely spread throughout the day, but both of them were great with my son who was also on the trip. Very encouraging as he worked to bring fish in himself. Came home with the limit of delicious fish.  

 Philip K. recommends Captain Al’s Fishing Charters

Mark review as helpful


Adam K.
Adam K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fantastic Fishing Trip

VERIFIED

5 Hour Trip (AM) on August 8, 2025

Had a great experience fishing with Captain Al and first mate Steve. I took my college age son and his friends out for a morning trip and we caught more fish than they could eat. During the trip we hit fish at each spot and many of those hit on almost every cast. Happy to recommend for your next trip.

Had a great experience fishing with Captain Al and first mate Steve. I took my college age son and his friends out for a morning trip and we caught more fish than they could eat. During the trip we hit fish at each spot and many of those hit on almost every cast. Happy to recommend for your next trip.  

Review media 0
 Adam K. recommends Captain Al’s Fishing Charters

Mark review as helpful

1 person finds this review helpful

Eric L.
Eric L.
2.7/5

Experience:

5.0/5

Boat

1.0/5

Crew

2.0/5

Overall

Hooked on Rudeness!!!

VERIFIED
NEW

9 Hour Trip - Offshore Bluefin Tuna on August 30, 2025

A few days prior to the trip, I received a call from the Captain telling me Bluefin Tuna has been shut down. He asked if I wanted to cancel or discuss some other options- I said let’s discuss. I easily agreed to going for stripers, blues and sharks, no biggie. I thought this was being easy, accommodating and honoring the initial commitment so that small business didn’t take a financial hit- evidently, no good deed goes unpunished. Never before in 50+ years of party boats (head boats) or private charters, have I ever been treated with the level of utter disrespect and rudeness as I was today. The captain was at best unfriendly at the start and it only degenerated from there, the mate pivoted between mildly approachable to blatantly rude….both of them took turns yelling at me on a few occasions. I’m an experienced fisherman, yet they treated me like a novice with a learning disability; mate would say one thing, captain would yell at me to do the other, and vice versa. I kept silently eyeing my cousin who I gifted to this trip after each incident, with the ‘WTF was that look’….we couldn’t figure out what the hell was going on. Nonetheless, if this trip had not been a gift, I would have told them to take me back after an hour. Did we catch fish? Yes. Is the boat fast, clean and well maintained? Yes Is the equipment good? Yes Is the staff knowledgeable? Yes Is the staff friendly? Absolutely Not, they were beyond horrific So, if spending a few $000 to catch fish and live out your dark masochistic fantasy of paying for abuse is your thing- you will thoroughly enjoy your time with Captain Al.

A few days prior to the trip, I received a call from the Captain telling me Bluefin Tuna has been shut down. He asked if I wanted to cancel or discuss some other options- I said let’s discuss. I easily agreed to going for stripers, blues and sharks, no biggie. I thought this was being easy, accommodating and honoring the initial commitment so that small business didn’t take a financial hit- evidently, no good deed goes unpunished. Never before in 50+ years of party boats (head boats) or...  

 Eric L. does not recommend Captain Al’s Fishing Charters

Mark review as helpful

2 persons find this review helpful

FAQs about Captain Al’s Fishing Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
38 ft
Year built
1986
Restored in
2012
Boat manufacturer
Bertram
Boat type
Sportfishing

Engine model
Cummins 6TCA
Powered by
2 x 450HP
Max cruising speed
34 knots
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