Keepin’ It Reel Charters 

4.9
(119 reviews)
 Freezer Road, Sandwich, MA 02563, United States

Keepin’ It Reel Charters 

Sandwich, MA, United States
27 ft
6
4.9
(119 reviews)

Keepin' It Reel Charters is a well recognized charter in Southern MA and Cape Cod. We trailer to specific boat ramps to target specific fish from Cape Cod to Boston and we offer a lifetime experience in these waters. I'll let the Reviews do the talking!

Captain Timmy will assure you not only to catch fish but also lots of laughs and good times that will never be forgot! This involves 4 to 10 hour trips, fishing for but not limited to Striped Bass, Black Seabass, Bluefish, Tautog, Scup, Flounder, Haddock and Bluefin Tuna depending on the season and conditions on the day. On these trips, you can expect to use techniques such as light tackle, bottom fishing, trolling, big game fishing, drift fishing, jigging, popping, and spinning.

Your fishing adventure starts on a beautiful and extremely clean
27' MayCraft boat that can safely take 4-6 anglers. This boat comes with an ice-box so you can store your food, beverages, and of course your fresh catch that we will clean for you!

All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing! Your trip will include all the necessary fishing licenses for the day.

Book your trip now and hit the water with Keepin' It Reel Fishing Charters for experiences you will talk about the rest of your life!

Note: if booking alone, we will need one more person to select same date, Contact me directly and I will make it happen!

Keepin' It Reel Charters is a well recognized charter in Southern MA and Cape Cod. We trailer to specific boat ramps to target specific fish from Cape Cod to Boston and we offer a lifetime experience in these waters. I'll let the Reviews do the talking!

Captain Timmy will assure you not only to catch fish but also lots of laughs and good times that will never be forgot! This involves 4 to 10 hour trips, fishing for but not limited to Striped Bass, Black Seabass, Bluefish, Tautog, Scup, Flounder, Haddock and Bluefin Tuna depending on the season and conditions on the day. On these trips, you can expect to use techniques such as light tackle, bottom fishing, trolling, big game fishing, drift fishing, jigging, popping, and spinning.

Your fishing adventure starts on a beautiful and extremely clean
27' MayCraft boat that can safely take 4-6 anglers. This boat comes with an ice-box so you can store your food, beverages, and of course your fresh catch that we will clean for you!

All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing! Your trip will include all the necessary fishing licenses for the day.

Book your trip now and hit the water with Keepin' It Reel Fishing Charters for experiences you will talk about the rest of your life!

Note: if booking alone, we will need one more person to select same date, Contact me directly and I will make it happen!

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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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5Hr BuzzBay Seabass/Tautog/Scup
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
May 16 - Jun 20
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US $300
Shared tour: 2 people
5hr spring Tautog open boat
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Apr 20 - Jun 1
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US $300
Shared tour: 2 people
Morning Squid
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Apr 25 - May 12
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US $300
Entire boat: 2 people
11-3pm Black Seabass/Scup open boat
FREE Cancellation 3 days notice
4 hour trip starts at 11:00 AM
Seasonal trip
May 16 - Jun 20
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US $300
Shared tour: 2 people
Evening Squid
FREE Cancellation 3 days notice
5 hour trip starts at 5:00 PM
Seasonal trip
Apr 25 - May 12
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US $300
Shared tour: 2 people
5hour AM Striper&Bluefish Open Boat
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Sep 10
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US $350
Shared tour: 2 people
Winter Flounder Half Day 5hrs
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Apr 30 - Jun 20
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US $350
Shared tour: 2 people
5hr Fall Tautog open boat
FREE Cancellation 3 days notice
5 hour trip starts at 7:00 AM
Seasonal trip
Sep 1 - Nov 11
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US $350
Shared tour: 2 people
4Hr P.M. Trip – Striper&Bluefish
FREE Cancellation 3 days notice
4 hour trip starts at 11:00 AM
Seasonal trip
Jun 1 - Sep 20 (Mon, Tue, Wed, Thu, Fri)
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US $350
Shared tour: 2 people
Afternoon Tautog
FREE Cancellation 3 days notice
4 hour trip starts at 11:00 AM
Seasonal trip
Sep 1 - Nov 14
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US $350
Shared tour: 2 people
5Hr Buzz Bay Tautog Private
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Apr 20 - Jun 1
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US $600
Entire boat: up to 6 people
5Hr BuzzBay Seabass/scup private
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
May 16 - Jun 20
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US $600
Entire boat: up to 6 people
5hr Striper&Buefish Private Boat
FREE Cancellation 3 days notice
5 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Sep 10
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US $700
Entire boat: up to 4 people
10 hour Tuna/Shark
FREE Cancellation 3 days notice
10 hour trip starts at 5:00 AM
Seasonal trip
Jun 9 - Nov 20
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US $1,200
Entire boat: up to 4 people
There are 6 people looking at this charter.

Customer reviews

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Rating

4.9
119 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (130)

What anglers say

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

Reviews (119)

  • Cole Cookingham
    Cole Cookingham
    us
    New York, US
    Member since 2026
    5.0
    Verified

    Timmy and Dave couldnt be anymore amazing

    4Hr P.M. Trip – Striper&Bluefish on June 24, 2026 • 2 adults

    The captain Timmy didn’t only look to put us on fish, he hunted for them, and he found them. His first mate, Dave, busted his ass all day setting and checking rods (personally the best mate I’ve ever seen). Sometimes these stripers get lockjaw and dont want to bite anything, but he will continuously hunt these fish for you. Like any other fishing charter, he cannot guarantee a bite - dont let these other guys make you think its a guarantee, go with timmy and he’ll make sure he does his best everytime to get you a fish. hope this helps!! 10/10 recommend

  • Rory Weier
    Rory Weier
    Repeat angler
    us
    Massachusetts, US
    Member since 2025
    3 trips
    5.0
    Verified

    You can’t control the weather but you can control the customer experience

    5hour AM Striper&Bluefish Open Boat on July 26, 2026 • 2 adults

    Highly recommend Timmy and Dave for their knowledge and professionalism. We booked a wickedly windy day and were thankful that they brainstormed a safe alternative on the fly so that we didn’t have to cancel. We caught a few fish, had many laughs, and enjoyed our morning on the water as out of towners despite the weather. We look forward to a future trip!

  • Robert Bryan
    Robert Bryan
    us
    Massachusetts, US
    Member since 2026
    5.0
    Verified
    New

    Great Experience

    4Hr P.M. Trip – Striper&Bluefish on August 25, 2026 • 3 adults

    Captain Timmy and his father, Dave, were awesome, certainly going above and beyond to try and get fish on the boat. Looking forward to our next trip.

  • Julian Martinez
    Julian Martinez
    us
    Connecticut, US
    Member since 2026
    5.0
    Verified
    New

    gerat trip awesome crew

    4Hr P.M. Trip – Striper&Bluefish on August 13, 2026 • 3 adults

    great fishing trip with excellent captain and crew had the best time fishing in Cape Cod we caught a lot of fish and enjoyed every minute thanks Timmy!

  • Cody Lewis
    Cody Lewis
    us
    Massachusetts, US
    Member since 2026
    5.0
    Verified

    Keepin’ It Reel is the real deal!

    5hr Striper&Buefish Private Boat on August 5, 2026 • 2 adults • 1 child

    Great fishing experience, caught a bunch of striper, we all hooked up multiple times, different locations. he put us on them, Captain Tim and first mate were a pleasure to be around, knowledgeable and friendly. 5 star review. will definitely book with them again.

  • Charles Ivey
    Charles Ivey
    us
    Tennessee, US
    Member since 2026
    5.0
    Verified

    Such a great time

    5hour AM Striper&Bluefish Open Boat - 7:00 AM on July 15, 2026 • 2 adults

    Captain Timmy and his dad are first-class. They put us rigit on the striper and they even did a great job assisting my wife, who’s 5 months pregnant but was excitedly to catch some fish. We will definitely be back

  • Tim Makosky
    Tim Makosky
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Great Experience and Great Crew!!

    5hour AM Striper&Bluefish Open Boat on June 15, 2026 • 2 adults • 1 child

    Tim and Dave were very helpful and they kept working to keep us on fish. the equipment and boat were very clean and organized. I will definitely fish with them again. Great for kids too. very patient.

  • Peter Elias
    Peter Elias
    us
    Florida, US
    Member since 2026
    5.0
    Verified

    Striper Mania

    4Hr P.M. Trip – Striper&Bluefish on June 3, 2026 • 4 adults

    Great trip - Capt. Arruda put us on lots of nice stripers in our afternoon trip into Cape Cod Bay. Knowledgeable captain and crew provided us with excellent instruction and insight for a memorable fishing trip!

  • Eric Davis
    Eric Davis
    us
    Illinois, US
    Member since 2026
    5.0
    Verified

    awsome crew

    5hour AM Striper&Bluefish Open Boat on June 3, 2026 • 3 adults • 1 child

    trip was fantastic, fish where minimal but cant blaim the captain for that, he went above and beyond to find them, great crew and vessel

  • Owen Mcnamara
    Owen Mcnamara
    us
    Orange, VA, US
    Member since 2023
    5.0
    Verified

    5hr Tautog

    5hr Fall Tautog open boat on October 25, 2025 • 2 adults

    my son and I really enjoyed the tautog trip. we caught many fish and had a few keepers. highly recommend.

Rating

4.9
119 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (130)

What anglers say

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

All reviews (119)

Frequently mentioned
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Showing 15 of 119 reviews
Cole Cookingham
Cole Cookingham
us
New York, US
Member since 2026
5.0
Verified
Timmy and Dave couldnt be anymore amazing
4Hr P.M. Trip – Striper&Bluefish on June 24, 20262 adults

The captain Timmy didn’t only look to put us on fish, he hunted for them, and he found them. His first mate, Dave, busted his ass all day setting and checking rods (personally the best mate I’ve ever seen). Sometimes these stripers get lockjaw and dont want to bite anything, but he will continuously hunt these fish for you. Like any other fishing charter, he cannot guarantee a bite - dont let these other guys make you think its a guarantee, go with timmy and he’ll make sure he does his best everytime to get you a fish. hope this helps!! 10/10 recommend

Reported catch:
Striped Bass
Atlantic Mackerel
Response from Captain

thank you Cole! you guys were awesome and a pleasure to have aboard! hope to see you guys in the future!

Matthew Hourin
Matthew Hourin
Repeat angler
us
Massachusetts, US
Member since 2021
2 trips
5.0
Verified
Never gave up!
5hour AM Striper&Bluefish Open Boat on July 23, 20262 adults2 children

Captain Timmy and his first mate Dave did everything they could to provide an outstanding experience. we started off on a very clean and well outfitted boat. We caught bait fish, almost immediately, which the kids loved. from there, even though it was very choppy seas, we scoured the coast to find the big fish. Captain Timmy, and his first mate took the time to explain everything about what we were doing, where we were going, and what we were looking for. It was a great experience and a great time with my family! 

Response from Captain

thank you Matt! you guys were a pleasure to have aboard!

David Figueiredo
David Figueiredo
us
Massachusetts, US
Member since 2026
5.0
Verified
epic fishing trip
4Hr P.M. Trip – Striper&Bluefish on August 4, 20262 adults

We had an absolutely incredible time out on the water with Keepin it Reel. From start to finish, the experience was top-notch and professional. It was clear the crew knew exactly where to go and what tactics to use to keep our rods bent all day. If you are looking for a premier Cape Cod fishing experience, look no further than Keepin it Reel. We will definitely be booking another trip!" thanks for an amazing experience!

Response from Captain

thank you David! you guys were a pleasure to have aboard! we look forward to seeing you in the future!

Jesica Frishkorn
Jesica Frishkorn
us
Pennsylvania, US
Member since 2026
5.0
Verified
New
Best trip ever!
5hour AM Striper&Bluefish Open Boat on September 4, 20262 adults

Best experience I’ve had on a fishing charter. The boat was comfortable, the captain and his father were very knowledgeable and helpful. They made a core memory for our vacation! We would 100% book again in the future.

Reported catch:
Striped Bass
Response from Captain

thank you so much! it was a pleasure having you guys aboard!

Rory Weier
Rory Weier
Repeat angler
us
Massachusetts, US
Member since 2025
3 trips
5.0
Verified
You can’t control the weather but you can control the customer experience
5hour AM Striper&Bluefish Open Boat on July 26, 20262 adults

Highly recommend Timmy and Dave for their knowledge and professionalism. We booked a wickedly windy day and were thankful that they brainstormed a safe alternative on the fly so that we didn’t have to cancel. We caught a few fish, had many laughs, and enjoyed our morning on the water as out of towners despite the weather. We look forward to a future trip!

Reported catch:
Striped Bass
Response from Captain

thank you Rory! i appreciate your patience and working with us to turn nothing into something! looking forward to seeing you both again!

FAQs about Keepin’ It Reel Charters

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The fish you can target

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Real catches by this captain

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What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
6 persons
Boat length
27 ft
Year built
2006
Boat manufacturer
MayCraft
Boat type
Pilothouse
Engine model
Suzuki
Powered by
2 x 250HP
Max cruising speed
35 knots
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