Angler holding a trophy striped bass at sunset on the Long Island Sound

Summer · May 1 – Oct 10

Half-Day Mixed Bag

$600/ boat · 1–4 anglers · ~4 hours

The bread and butter of a Long Island Sound season. Captain reads the morning tide, weather and recent reports and picks the spots — trolling for stripers, jigging for bluefish, drifting for fluke, or sitting on structure for sea bass and porgies. Trip style adjusts in real time to what's biting.

Target species

  • Striped Bass
  • Bluefish
  • Fluke (summer flounder)
  • Black Sea Bass
  • Porgies (scup)

What's included

  • All rods, reels, lures, jigs and live bait
  • NY State fishing license (covered under charter)
  • USCG safety gear & insurance
  • Fish cleaned, filleted & bagged at the end
  • Captain instruction — beginners welcome
Book a half-day →
Trophy blackfish (tautog) caught on a fall charter off Mount Sinai

Fall · Oct 11 – Dec 1

Fall Blackfish (Tautog)

$700/ boat · 1–4 anglers · 6 hours

October through early December is tautog season on the Sound, and the central Long Island grounds hold some of the best blackfish water on the east coast. We anchor over hard structure with crab bait and heavy rods. Cold, focused, rewarding — and the table fish are legendary.

Target species

  • Blackfish (Tautog)

What's included

  • Custom blackfish rigs & fresh green crabs
  • Heavy structure-fishing rods & reels
  • Coffee & warm boat cabin breaks as needed
  • Catch cleaned & bagged for the table
Book a fall trip →

Custom trips

Special requests, parties & family days.

The boat goes out for more than fishing. Birthdays, bachelor parties, corporate days, kids' first cast, sunset cruises, ash scatterings at sea — call and we'll build the trip around what matters.

Family & kids

We've taken hundreds of first-timers. Patient, safety-first, and we'll find the action that keeps kids engaged.

Bachelor / bachelorette parties

Up to 4 (sometimes 5) on the boat. Trophy photos, BYO snacks & cold drinks. No glass, no hard liquor.

Corporate & client days

Quietly entertain a client or team. Wi-Fi-free water time that nobody complains about.

Sunset & harbor runs

No rods required. Charter the boat for a private sunset cruise of Mount Sinai Harbor and the Sound.

All rates & policies

What it costs. What's included. What to expect.

Half-Day Mixed Bag
May 1 – Oct 10 · ~4 hours · 1–4 anglers
$600
Fall Blackfish
Oct 11 – Dec 1 · 6 hours · 1–4 anglers
$700
5th passenger
Case-by-case, ask in advance
+$150
Booking deposit
Non-refundable except if captain cancels
$150
Captain gratuity
20% minimum customary, paid at dock
20%+

Deposit & payment

A $150 non-refundable deposit secures your date. The balance plus gratuity is paid at the dock on trip day. We accept:

  • Venmo @captainskippycharters
  • PayPal
  • Cash App
  • Zelle
  • Check
  • Cash

Cancellation

Captain reserves the right to cancel any trip due to weather, sea conditions, or extenuating circumstances. If Skippy cancels, your deposit is refunded in full or applied to a rescheduled date — your choice. Customer cancellations forfeit the deposit.

Bring & leave

Bring: sunglasses, sunscreen, hat, snacks, soft-side cooler (small).
Required: closed-toed shoes.
Not allowed: glass bottles, hard liquor, oversize coolers.

Pick a date. Skippy will pick the spot.

Weekends from June through August book first. Reserve early.

Call SkippyBook a trip