Grand Slam Charters Montauk, NY

Enjoy your day on the productive waters off the coast of Montauk, New York with Grand Slam Charters! Captain Thomas Mikoleski is passionate about fishing, and he can’t wait to take you to some of the richest waters in the area, making your trip as productive as possible.

You will be fishing aboard a 35’ T Jason Downeast boat, a sturdy and hardy vessel perfect for fishing the harsh North Atlantic seas. It is powered by a 420 HP Cat engine, developing some serious speed, and taking you to the honey holes in a matter of minutes. On board you will find GPS, fishfinder, a shower, and a bed, making this a comfortable boat for up to 6 anglers.

Capt. Thomas will supply everything you’ll need for your day out, including a choice of lures and live bait, and top-of-the-line tackle. You’ll try out a variety of fishing techniques including heavy and light tackle, spinning, trolling and bottom fishing. There will also be a first mate aboard who will help keep you hooked up all day long.

You’ll get the chance to target all inshore species, including Cod, Striped Bass, Flounder, and Black Seabass, depending on the season. There’s a variety of trip lengths to suit your taste and ambition, so choose one that speaks to you most, and start your new fishing adventure.

Captain Tom Mikoleski is a seasoned captain and angler who has been fishing since he was a kid and has written the book on Bass fishing. He has had a lifelong obsession with fishing, especially for Bass, and loves nothing more than to help others develop their skills, or help experienced anglers land their personal best.

He is dedicated to ensuring the best possible catch and prefers to sail according to tidal movement to do so.  He and his crew pride themselves on always being courteous and professional.

Join Grand Slam Charters and make some unforgettable memories in the waters of Montauk, New York!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip (AM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Nov 1
    US $850
    Get out on the water early and make the most of your morning. Explore the productive sounds and bays out of Montauk and go after a range of exciting and delicious fish. From Striped Bass to Flounder, Seabass to Cod, and many more tasty creatures, there's plenty to catch. Try trolling the open waters or bottom fishing the shallower spots for the best results and head home with something for lunch.
  • Private trip
    Half Day Trip (PM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 1:00 PM
    Seasonal trip May 1 - Nov 1
    US $850
    Spend your afternoon out on New York's famous sounds and bays, and out in the Atlantic as you try your hand at some serious fishing. Try trolling or bottom fishing when in the shallower waters, as you aim to catch plenty of delicious fish to take back for dinner. 4 hours should give you plenty of time to catch numerous Bass, Seabass, Flounder, Cod, and many more tasty creatures.
  • Private trip
    3/4 Day Trip – Full Tide
    Low rate deposit non-refundable
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Nov 1
    US $1,150
    When the tide is full, you'll have the pick of the fisheries. Get out and explore the productive nearshore and offshore waters off New York's rich coast. Target Bass, Seabass, Flounder, and Cod, among other tough-fighting and delicious creatures as you try to fill the boat and, then, fill the fridge to feed the family for weeks to come. You'll troll the open seas, while bottom fishing the shallow waters with live bait as you aim to catch the bite of all these incredible fish.
  • Private trip
    Full Day Trip
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Nov 1
    US $1,400
    8 hours of fishing will give you the best opportunity of reeling in a boatful of delicious fish to take back to shore. You'll be made to work hard, though, as you battle it out with Bass, Sea Bass, Flounder, Cod, and many more exciting species as you troll the open waters and bottom fish the shallower spots in an attempt to lure the bite of these creatures. With live bait, you'll have the best chance of attracting the bite, so make use of all the equipment on board and head home with a smile on your face.
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FAQs about Grand Slam Charters Montauk, NY

Grand Slam Charters Montauk, NY offers the following trips to customers:
  • US $850 per group - Half Day Trip (AM) (4 hours)
  • US $850 per group - Half Day Trip (PM) (4 hours)
  • US $1,150 per group - 3/4 Day Trip – Full Tide (6 hours)
  • US $1,400 per group - Full Day Trip (8 hours)

When you book a trip with Grand Slam Charters Montauk, NY, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Bed
  • Live Bait Well
  • Ice Box
  • Radar

Trips booked with Grand Slam Charters Montauk, NY include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • First Mate (Additional charge of 15-20% tip for mate. )
  • Fishing License

Grand Slam Charters Montauk, NY offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing
  • Wreck Fishing

Grand Slam Charters Montauk, NY offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Deep Sea Fishing

Top targeted fish species with Grand Slam Charters Montauk, NY include:
  • Bass (Striped)
  • Bluefish
  • Cod
  • Flounder
  • Seabass (Black)
  • Shark (Mako)

Meet the Captain

Thomas Mikoleski
Montauk, New York, United States
33 Fishing Reports
22 Customer reviews
Response time within an hour
Member since March 2016
A person is very lucky if they love their job. I'm pleased to say, I'm now a very lucky person because I run the Montauk charter boat Grand Slam. This was not always the case because for 20-years previous I was a member of two New York City Law Enforcement Departments. This initial career choice may have delayed "my luck" for a period of time, but being "on the job" gave me the opportunity to retire at a relatively young age. So, in 2006 I switched professions to pursue my long simmering obsession with the striped bass. An obsession with a fish may seem strange to normal people. However, in my world, it was destiny a long time coming.

About this listing

Targeted species

Bass (Striped) Striped Bass
Bluefish Bluefish
Cod Cod
Flounder Flounder

Boat specs

T Jason (Downeast) originally built in 2007. Powered by a 420HP Cat engine, with a maximum cruising speed of 21 knots.

Length
35 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Wreck Fishing

Fishing techniques

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

Amenities

Toilet
GPS
Fishfinder
Bed
Live Bait Well
Ice Box

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
First Mate
Additional charge of 15-20% tip for mate.
Fishing License

Cancellation policy

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% 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
When paying the remaining balance with a credit card, an additional 2.5% charge will apply.

Montauk Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 22 reviews
Boat
Excellent
4.7 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (19)
Great Morning
Great Morning
Half day with Capt. Tom
+16
Angler rating
18
4
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
81%
Satisfied with the boat
100%
Caught fish
94%
Sort by:
Featured  
Showing:
5 of 22 reviews
John D.
GRND VW HUDSN, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day with Capt. Tom

VERIFIED   3/4 Day Trip – Full Tide on October 2, 2021
Couldn’t be better. Capt. Tom knew where the fish where and we caught more than we could imagine by the end of our trip....
John D. recommends Grand Slam Charters Montauk, NY
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  Thomas Mikoleski Captain replied

Mark R.
Putnam Valley, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Morning

VERIFIED   Half Day Trip (AM) on August 21, 2022
Very friendly and accommodating. We had a great time ! Thank you Cap
Mark R. recommends Grand Slam Charters Montauk, NY
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  Thomas Mikoleski Captain replied

James S.
Cortland, NY
Very good
4.0 / 5
Experience:
Very good
4.0 / 5
Boat
Very good
4.0 / 5
Crew
Very good
4.0 / 5
Overall

3/4 day with Grand Slam Charter

VERIFIED   3/4 Day Trip – Full Tide on May 18, 2021
Captain Tom got us on fish.  Bluefish were hitting like crazy and were a lot of fun.  We also caught some Stripers, but...
James S. recommends Grand Slam Charters Montauk, NY
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  Thomas Mikoleski Captain replied

MIchael C.
Wading River, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Thomas

VERIFIED   3/4 Day Trip – Full Tide on August 10, 2021
MIchael C. recommends Grand Slam Charters Montauk, NY
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  Thomas Mikoleski Captain replied

Shawn S.
Boston, MA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Thomas

VERIFIED   Half Day Trip (PM) on August 10, 2021
Shawn S. recommends Grand Slam Charters Montauk, NY
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  Thomas Mikoleski Captain replied