Captain
Chris Oliver

Member since March 2018 Poughkeepsie, United States
Background
Captain Chris Oliver is a lifelong Dutchess County resident who has been fishing the bountiful Hudson River since the age of five. What began as a childhood pastime quickly grew into a true passion, especially for targeting the powerful striped bass that migrate through the river each season. As he grew older, that passion only intensified. Captain Chris purchased his first boat and began running fishing charters as soon as he earned his captain's license. Over time, what started as a love for fishing evolved into a full-time career on the water. Captain Chris has dedicated himself to understanding the behavior and migrations of Hudson River striped bass and continually refining techniques to successfully target them. Known for his hands-on approach and willingness to adapt, he is always studying the fishery, developing new methods, and sharing his knowledge with anglers of all experience levels. When the striped bass season winds down, Captain Chris transitions from the river to the offshore grounds, running to blue water in pursuit of yellowfin tuna, bigeye tuna, and bluefin tuna. His experience across both inshore and offshore fisheries allows him to stay on the water year-round and gives clients the opportunity to experience everything from light-tackle river fishing to true big-game battles in the ocean. His goal on every trip is simple: provide a safe, enjoyable experience and put clients on fish while teaching them skills they can use long after the trip ends.

Hey, I'm Captain Chris Oliver

Poughkeepsie, United States
Background
Captain Chris Oliver is a lifelong Dutchess County resident who has been fishing the bountiful Hudson River since the age of five. What began as a childhood pastime quickly grew into a true passion, especially for targeting the powerful striped bass that migrate through the river each season. As he grew older, that passion only intensified. Captain Chris purchased his first boat and began running fishing charters as soon as he earned his captain's license. Over time, what started as a love for fishing evolved into a full-time career on the water. Captain Chris has dedicated himself to understanding the behavior and migrations of Hudson River striped bass and continually refining techniques to successfully target them. Known for his hands-on approach and willingness to adapt, he is always studying the fishery, developing new methods, and sharing his knowledge with anglers of all experience levels. When the striped bass season winds down, Captain Chris transitions from the river to the offshore grounds, running to blue water in pursuit of yellowfin tuna, bigeye tuna, and bluefin tuna. His experience across both inshore and offshore fisheries allows him to stay on the water year-round and gives clients the opportunity to experience everything from light-tackle river fishing to true big-game battles in the ocean. His goal on every trip is simple: provide a safe, enjoyable experience and put clients on fish while teaching them skills they can use long after the trip ends.

My Charter Listings

Excellent
5.0 / 5
(6 reviews)
Poughkeepsie
 Instant Confirmation
Trips from US $700
Excellent
5.0 / 5
(3 reviews)
New London
 Instant Confirmation
Trips from US $3,000
Lindenhurst
 Instant Confirmation
Trips from US $3,000

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 9 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (12)
So much more then anticipated
So much more then anticipated
So much more then anticipated
+9
Angler rating
9
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
100%
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Showing:
5 of 9 reviews
Ayoub A.
Yonkers, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Five-star charter

12 Hour Trip โ€“ Midshore Tuna on July 8, 2025
โ˜…โ˜…โ˜…โ˜…โ˜… Captain Chris from Keeping It Real Fishing Charter out of Connecticut delivered one of the best fishing...
Ayoub A. recommends Keepin It Reel Sportfishing โ€“ New London
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Tom B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

So much more then anticipated

VERIFIED   5 Hour Trip (PM) on April 29, 2026
2 couples in our 60s went out and could not have had a better time, Chris was amazing, we caught 28 stripers from 22 inches...
Tom B. recommends Keepin It Reel Sportfishing
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Zachary E.
Flanders, Connecticut
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Offshore Tuna

12 Hour Trip โ€“ Midshore Tuna on October 4, 2025
Iโ€™ve been on multiple offshore tuna trips with Capt. Chris and Keepin it Reel throughout the 2024 & 2025 seasons. Most recently...
Zachary E. recommends Keepin It Reel Sportfishing โ€“ New London
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James L.
Hyde Park, New York
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

July fishing trip

July 18, 2025
Captain Chris was great! I wish I had some photos of the Hugh stripers he put us onto. We were a group of four and we all got...
James L. recommends Keepin It Reel Sportfishing
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Jeff C.
Hopewell Junction, New York
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Day trip with Captain Chris

5 Hour Trip (AM) on May 30, 2025
Genuinely Captain Chris loves what he does. Every time Iโ€™m on the boat with him fishing on the Hudson River it is a highlight...
Jeff C. recommends Keepin It Reel Sportfishing
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