Chance Of A Lifetime Charters – Port Chester
Chance Of A Lifetime Charters – Port Chester
Chance Of A Lifetime Charters is located in Port Chester and offers to show you a memorable time in these waters.
Capt. Steve aims to tailor every trip to your specific needs, so let him know what you're after! The captain specializes in trolling trips, and you are looking at 6 to 8-hour adventures, where you'll mostly go after Striped Bass, depending on the weather and time of year.
Your fishing adventure starts on a 37' Trojan boat that can safely take up to 6 anglers. This boat features a toilet, AC, and an ice box.
All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing. The captain will supply all the needed fishing licenses for your trip.
You're welcome to keep all legal species caught during the trip.
Want to bring the rest of the family along for the ride? Kids are welcome aboard, so you're free to make it a family adventure.
Book your trip now and hit the water with Chance Of A Lifetime Charters – Port Chester.
Chance Of A Lifetime Charters is located in Port Chester and offers to show you a memorable time in these waters.
Capt. Steve aims to tailor every trip to your specific needs, so let him know what you're after! The captain specializes in trolling trips, and you are looking at 6 to 8-hour adventures, where you'll mostly go after Striped Bass, depending on the weather and time of year.
Your fishing adventure starts on a 37' Trojan boat that can safely take up to 6 anglers. This boat features a toilet, AC, and an ice box.
All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing. The captain will supply all the needed fishing licenses for your trip.
You're welcome to keep all legal species caught during the trip.
Want to bring the rest of the family along for the ride? Kids are welcome aboard, so you're free to make it a family adventure.
Book your trip now and hit the water with Chance Of A Lifetime Charters – Port Chester.
Select date to see availability
Trip availability and prices
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Customer reviews
Rating
Anglers' gallery (78)
What anglers say
Reviews (39)
Joe AgnelloRepeat angler•
New York, US•Member since 20262 trips5.0VerifiedNewWHAT A DAY!!
5 Hours - Up to 6 Passengers - 6:00 AM on August 26, 2026 • 2 adultsCaptain Steve took my son and I out today for our first ever striper fishing trip. all I can say is "WHAT A DAY!" from the second we dropped lines we were on the fish, captain Steve really knows his stuff he was super accommodating and very attentive to helping my son learn how to fish for these monsters! would highly recommend do yourself a favor and book a trip with Captain Steve ASAP!!
Jeremin Gil•New York, USMember since 20265.0VerifiedFathers Day
3 Hours-1/PM Up to 6 Passengers on June 21, 2026 • 4 adults • 1 childWe had an incredible Father’s Day fishing trip with Captain Steve. From the very start, he was patient and understanding while we were running a bit late, which immediately set a relaxed and welcoming tone for the day. Throughout the trip, he was friendly, accommodating, and made sure everyone felt comfortable and included. What really stood out was how knowledgeable he was he took the time to explain each step as he set up the lines, which made the experience both fun and educational for all of us.
Stephen Carboneau•North Carolina, USMember since 20265.0VerifiedGreat Day on the water
6 Hours - Up to 6 Passengers - 5:00 AM on August 4, 2026 • 3 adultsWe had a great day with Captain Steve on the water. He worked hard all day switching out tackle to get us on stripers. We knew going out in early August is always a gamble, but we caught fish and like I said, I’ve never seen a Captain so engaged with trying different techniques to get us on fish. Thank you, Captain Steve. 
Meghan HewittRepeat angler•New York, US•Member since 20256 trips5.0VerifiedReally was a chance of a lifetime!
4 Hours - Up to 6 Passengers - 4:00 PM on July 25, 2026 • 6 adultswe all had an absolute amazing time with Captain Steve! He helped create memories that will last a lifetime for me and my family! He got us on massive striped bass it was so much fun!
Madison CudheaMember since 20235.0Half Day Trip Aboard The Comfort Zone. A True Chance Of A Lifetime.
Half Day Trip (AM) on July 15, 2023This past weekend I had the opportunity to climb aboard the Comfort Zone owned and operated by Captain Steve. From the moment our party stepped on board it was nothing shy of a true comfort zone and ended in a true chance of a lifetime. Having little experience in sport fishing on the open waters Captain and his crew were beyond patient and understanding throughout our entire experience. It took a five minute prep followed by pep talk before we were unstoppable professionals. Catch after catch we found little time to rest. The team work, the excitement and everything in-between made this trip one myself or my group won’t ever forget. Ladies don’t be afraid to step outside your usual comfort zone, this comfort zone is truly a chance of a lifetime! You won’t be disappointed.
Andrew Krutchinsky•New York, USMember since 20255.0VerifiedWe were catching more fish that we can handle!
Half Day Trip-9AM on May 16, 2025 • 2 adultsAmazing experience! At some point we were catching more fish that we can handle. The captain was very nice, knowledgeable and kind to help us ( complete novices :) to have great experience! Try ! You will never regret!
Drew Schneider•New York, USMember since 20255.0Verified4 hour striped bass trip
4 Hours 7AM – Up to 6 Passengers on July 19, 2025 • 5 adultsCaptain Steve and first mate Eddie were fantastic. We had a blast. We pulled in 4 striped bass and 1 blue fish. I would highly recommend if you want to fish local for some monsters.
Shandra Mayhle-rhineMember since 20234.7Repeat customers, back for half day of fishing
Half Day Trip (AM) on June 29, 2023We had such a great time with Captain Steve! We wanted to take our daughter fishing, and since my husband had already been on a chartered fishing trip with Steve, we knew it was a given that we would book the trip through him. He involved us the whole time, having us help do various things, which we loved. We caught 9 fish total. He knows what he's doing, and where the fish are. Don't hesitate...book your trip with Captain Steve today! We are already trying to figure out when we can go back!
Jonathan Polanco•New York, USMember since 20235.0VerifiedBEST FISHING TRIP EVER!!
4 Hours - Up to 6 Passengers on June 25, 2023 • 6 adultsIf your looking to have a great day out on the water and catch some monster fish, then I highly recommend this charter. The captian was down to earth and got us on fish in less than 40 minutes. At one point we had 4 fish on at the same time. We caught so many fish that everyone complained that their arms were on fire.. lol.. Boat was super clean and the captian had the best play list..
Karissa Sullivan•Florida, USMember since 20255.0VerifiedAmazing trip
4 Hours - Up to 6 Passengers on July 10, 2025 • 6 adultsWill definitely do it again. Had a great experience.
Rating
Anglers' gallery (78)
What anglers say
All reviews (39)
Captain Steve took my son and I out today for our first ever striper fishing trip. all I can say is "WHAT A DAY!" from the second we dropped lines we were on the fish, captain Steve really knows his stuff he was super accommodating and very attentive to helping my son learn how to fish for these monsters! would highly recommend do yourself a favor and book a trip with Captain Steve ASAP!!
it was a pleasure to have you both out for a great day of fishing!
We had such a great time fishing with Chance Of A Lifetime Charters! The captain was great and made sure we all had a good time. They even surprised my son with a cake, which was so thoughtful and really made his day. 🎂❤️ Everything was great from start to finish. We had a lot of fun and would definitely go again. Highly recommend them! 🎣
We had an incredible Father’s Day fishing trip with Captain Steve. From the very start, he was patient and understanding while we were running a bit late, which immediately set a relaxed and welcoming tone for the day. Throughout the trip, he was friendly, accommodating, and made sure everyone felt comfortable and included. What really stood out was how knowledgeable he was he took the time to explain each step as he set up the lines, which made the experience both fun and educational for all of us.
it was great having you and crew. loved it. hope to see you again.
We had a great day with Captain Steve on the water. He worked hard all day switching out tackle to get us on stripers. We knew going out in early August is always a gamble, but we caught fish and like I said, I’ve never seen a Captain so engaged with trying different techniques to get us on fish. Thank you, Captain Steve. 
Was an amazing day on the water. Captain Steve was great and knew how to find the fish. At one point we had all 6 of us with fish on the line at the same time and my future son in law had 2 fish on his line. Thanks Captain Steve!
it was a pleasure having you all.
FAQs about Chance Of A Lifetime Charters – Port Chester
- US $800 per group - 4 Hours - Up to 6 Passengers (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 1:00 PM (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 2:00 PM (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 3:00 PM (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 7:00 AM (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 8:00 AM (4 hours)
- US $800 per group - 4 Hours - Up to 6 Passengers - 9:00 AM (4 hours)
- US $900 per group - 5 Hours - Up to 6 Passengers (5 hours)
- US $900 per group - 5 Hours - Up to 6 Passengers - 1:00 PM (5 hours)
- US $900 per group - 5 Hours - Up to 6 Passengers - 2:00 PM (5 hours)
- US $900 per group - 5 Hours - Up to 6 Passengers - 6:00 AM (5 hours)
- US $900 per group - 5 Hours - Up to 6 Passengers - 8:00 AM (5 hours)
- US $975 per group - 6 Hours - Up to 6 Passengers (6 hours)
- US $975 per group - 6 Hours - Up to 6 Passengers - 1:00 PM (6 hours)
- US $975 per group - 6 Hours - Up to 6 Passengers - 4:00 AM (6 hours)
- US $975 per group - 6 Hours - Up to 6 Passengers - 7:00 AM (6 hours)
- Toilet
- Air conditioning
- GPS Furuno
- Fishfinder Furuno TZTouch3
- Live bait well
- Refrigerator
- Multimedia system
- Outriggers
- Ice box
- Radar Furuno 45 Mile
- Rods, reels & tackle
- Lures
- Catch cleaning & filleting
- First mate
- Fishing license
- Inshore fishing
- Trolling
- Bass (Striped)
- Bluefish (Tailor)
Your captain
Port Chester, New York, United States
We have learned over the years that patience is an absolute necessity to being a great guide; no matter what skill level you are; novice or expert, We will take the time to properly instruct everyone how to rig the lines, do our best to guide them through the battle of landing the big one, and ensure that everyone has a safe and memorable time.
Real catches by this captain
What is the boat like?
What kind of fishing will you do?
Which fishing techniques you can try
Which amenities are available onboard
How cancellations work
You can cancel or modify your booking up to 30 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.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
How you can pay
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
Compare similar fishing charters
