Grand Slam Charters Montauk, NY

467 East Lake Drive
Montauk NY, United States

Grand Slam Charters target all inshore species, including Cod, Striped Bass, Flounder and Black Seabass, depending on the season, and offer a variety of trip lengths to suit your taste and ambition.

You will be fishing aboard a 35 ft T Jason Downeast, a sturdy and hardy vessel perfect for fishing the harsh North Atlantic seas. She is powered by a 420 HP CAT engine and cruises at a maximum of 21 knots.

On board you will find GPS, fishfinder, a head and a bed, and up on deck you will be supplied with everything you will need for your day out, including a choice of lures and live bait, and top-of-the-line tackle for a variety of fishing techniques including heavy and light tackle, spinning, trolling and bottom fishing. There will also be a top quality first mate aboard who will help keep you hooked up all day long.

Captain Tom Mikoleski is a seasoned captain and angler who has been fishing since he was a kid and has literally 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 in order to do so.  He and his crew prides themselves on always being courteous and professional.

Grand Slam Charters target all inshore species, including Cod, Striped Bass, Flounder and Black Seabass, depending on the season, and offer a variety of trip lengths to suit your taste and ambition.

You will be fishing aboard a 35 ft T Jason

Change Search

Select date to see available trips and rates:
Trip Date:

About this listing

Boat Specs

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

35 ft
6 persons
Types of Fishing
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Wreck Fishing
Fishing Techniques
Light Tackle
Heavy Tackle
Bottom Fishing
Drift Fishing
Targeted Species
Bass (Striped)


Seabass (Black)
Shark (Mako)
Air Conditioning
Fighting Chair
Life Jackets
Fly Fishing Equipment
Snorkeling Equipment
Live Bait Well
Multimedia System
Wireless Trolling Motor
Tuna Tubes
Spearfishing Equipment
Ice Box
Life Jackets
Trip Includes
Rods, reels & tackle
Live Bait
Catch cleaning & filleting
First Mate
Additional charge of 15-20% tip for mate.
Fishing License Included
Fly Fishing Equipment
FREE Cancellation
You can cancel or change your booking free of charge up to 14 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.

Other Policies  
Child Friendly
You Keep Catch
Catch and Release Allowed

10% deposit charged upfront by FishingBooker 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.

About the Captain

Thomas Mikoleski
Montauk, New York, United States
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.
Response time: within an hour
Response rate: 100%

Montauk Fishing Calendar

Customer Reviews

5 out of 5 stars from 5 reviews

5 stars
4 stars
3 stars
2 stars
1 star

Excellent experience. Thank you!

Fished June 16, 2017
  • Boat
  • Crew
  • Overall

Capt Tom knows his way around Montauk Long Island like you know the way to the bathroom in the middle of the night. His concerns for client safety are apparent as soon as you step aboard his boat, The Grand Slam. What’s more, Capt. Tom knows how to put you on fish. He is equally concerned that his customers have a good time and are catching fish. Capt. Tom is an experienced expert and wrote a book titled, Bass Buff- A Striper Fishing Obsession Guide. He doesn’t hold back any tactics or techniques in his how-to book or when you are aboard Grand Slam Charters.  We had two trips on Grand Slam Charters and he always does the right thing. Fishing around the historic Montauk lighthouse and the views are an added bonus. Professional, experienced,  courteous, knowledgeable—two thumbs up and 5 stars.

Fished August 28, 2015
  • Boat
  • Crew
  • Overall

Had a great day fishing on The Grand Slam with Captain Tom Mikoleski. We started out the day fishing for Striped Bass at Captain Tom’s favorite spots and had a good showing of bass to 30 lbs. When the tide slacked off we traveled for about 15 minutes and switched to Seabass and Porgies. The action was constant as we picked away at many large Seabass and Porgies and even a few surprise Fluke mixed in. When we had our fill of these bottom fish Capt. Tom asked if we wanted to try for some more Fluke in another spot, or go back to Striped Bass, we chose Striped Bass to finish off our trip. We had a great day fishing with Capt. Tom and crew on The Grand Slam and would recommend this boat to the seasoned angler or the beginner.

Fished August 11, 2015
  • Boat
  • Crew
  • Overall

Fishing Reports

Started Slow Ended with a Bang

July 12, 2017

The striper fishing started slow today as we had no fish for first two hours. I was just about to switch species when bam, they started biting. Read Full Report →

Whoppers on the Agenda

July 12, 2017

We headed out with ominous clouds on the horizon. Thankfully, the weather stayed to North. The Stripers certainly didn't mind. Read Full Report →