Charter Options

​​​​​​Phillip Rizzo

"Fished with Grand Slam Charters last fall. The boat was very well maintained - clean and up to date fishing gear. The Captain was very knowledgeable of the Montauk waters and the mate was very friendly and helpful. Everyone in my party had a great time; catching and releasing numerous striped bass. Looking forward to our trip this year!"

lisa spera

"Awesome Captain that put us on the fish and kept us on the fish the entire trip.  First mate Wayne was fabulous, and made filleting a fish look effortless. Highly recommended and will book again next time we're on Long Island."

david skalupka

"Capt. Tom came highly recommended and didn't disappoint.  One of my bucket list items was to striper fish Montauk.  Capt. Tom and mate Wayne made it an awesome trip. Tight lines to everyone who charters with Capt. Tom and Grand Slam Charters."

"A Business Built on Customer Satisfaction- Capt Tom"



Follow Grand Slam Charters Montauk on Instagram @CaptGrandSlam

KastKing Tackle on Amazon

Fishing for:

Striped bass, fluke, sea bass, porgy, blues, blackfish, sharks

Nighttime is the right time...

At Grand Slam Charters Montauk we love the aura and mystique of nighttime striped bass fishing.  If you're a "Striper Buff", Montauk Night striper fishing must be on your "bucket list".  

the Montauk Experience...

Montauk is a unique, beautiful place that lies on the tip of Eastern Long Island.  It's long been known as "A little drinking town with a big fishing problem". So,  bring your adult beverages aboard Grand Slam Charters and let Capt. Tom do the piloting to put you into some great Montauk charter boat fishing fun.

  • 1-6 Passengers
  • Full Day/Night Charters $1200 (8-HRS)
  • Half Day Charters $700 (4-HRS)
  • Half Night Monster Striper "Live Eel" Charters $750 (4-HRS)
  • Full Tide Night Monster Striper "Live Eel" Charters $900 (6-HRS)
  • Shark Fishing $1500
  • Veteran and Law Enforcement Discount
  • All Bait, Tackle, and Ice included
  • Customized combo trips for multi-species
  • Multi-boat charters easily arranged
  • "Open boat" slots ocassionally available, E-mail Capt. Tom to get on his customer list 516-457-5298


Tom Gahan

"Top Montauk charter fishing boat for striped bass, fluke, sea bass, and more. A lot of fun and a lot of fish."

Tim Sherman

"My family and I have fished with Capt. Tom for several years. The mates are very helpful and professional. Capt. Tom is personable and lots of fun to fish with. Highly recommended!!!"

Sea Bass

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And of course...the mighty striper


On Grand Slam Charters we love teaching anglers how to improve their skills. Also, Capt. Tom is usually in the cockpit, rod in hand, helping out to put fish in the boat.

Grand Slam Fishing Charters Montauk

Capt Tom Mikoleski

Grand Slam Charters Montauk, NY