The Wait’s Over… We’re Back on the Water

May the Fluke Be With You – May 4th Derby

MONDAY MAY 4TH

*WIN A SEASON PASS*

9AM TO 3PM

Catch the heaviest fluke and win a 2026 Season Pass (Port Jefferson)

DERBY RULES:

Winner determined onboard by the first mate by balance beam using the weight of the fish.

In the event of a tie :

Both fish will be weighed on a digital scale at the dock and the Captain or Captains who have final say.

If both fish are equal in weight both anglers will be awarded a season pass.

If multiple boats sail each boat will have its own prize

If no fish are caught the winner will be chosen by raffle. The raffle will be done onboard and each boat will still be awarded a season pass.

Season Pass Details:

Valid for the 2026 Port Jefferson season

Non-transferable and has no cash value

Unlimited trips reservations required

Valid for regular and specialty trips not private charters

Any attempt to alter fish weight will result in disqualification and a lifetime ban

We will be targeting fluke only during the derby.



Big Catch for Port Jefferson

We’re excited to welcome a wonderful new addition to our beautiful town.

With Port Jefferson’s history so deeply rooted in fishing, it’s great to see a big new bait and tackle shop open right across the street. Welcome, Port Tackle!

They’ll be open daily before our sail time, ready to help with anything you may have forgotten. The shop is packed with everything you need to give your tackle box an extra edge. I bet they have a derby winning bucktail on the shelf with a matching packet of GULP!

Stay tuned for more information and future collaborations between Port Jefferson’s finest bait and tackle shop and its premier fleet of fishing boat business!

The town of Brookhaven lot is a paid lot. They have already started charging for parking. Please make sure you get your parking permit online prior to arrival. If you do not get your permit you will have to pay $25.00 for the day of parking at the meter.

All our parking options are listed below for residents and non residents:

1. Brookhaven Lot (directly in front of the boat)

118 West Broadway

Free for Brookhaven residents with a permit. Non-residents can pay hourly at meters

(we recommend downloading the Flowbird app). Pay by license plate—no ticket needed. Cost to park in lot is $25.00 for the day.

2. Free Parking Lot for anyone visiting port Jefferson !

209 Barnum Ave

Look for the large red “FREE PARKING” sign.

We highly suggest using this lot of you are non resident.

3. Municipal Metered Lot

34 Roessner

Lower hourly rates. Pay at the meter or via the HONK app. You can add time if your trip runs late.

Parking is the responsibility of each guest. The boat is not responsible for tickets.

The Porgy Awakens - May 22nd Porgy Derby!

MAY 22ND 4:30PM TO 8:30PM

Catch the heaviest porgy and win a 2026 Season Pass (Port Jefferson)

Rules (please read):

Winner is determined onboard by the first mate using a balance beam. In case of a tie fish will be weighed on a digital scale at the dock and the Captain has final say. If still tied both anglers win a season pass. If multiple boats sail each boat will have its own prize. If no fish are caught the winner will be chosen by raffle.

Season Pass Details:

Valid for the 2026 Port Jefferson season

Non-transferable and has no cash value

Unlimited trips reservations required

Valid for regular and specialty trips (not private charters)

Any attempt to alter fish weight will result in disqualification and lifetime ban

We will be targeting porgies only during the derby

Don't Miss our May Specials!

MOTHER’S DAY SPECIAL:

MAY 10TH 9AM TO 1PM

MOMS FISH FOR FREE

Celebrate Mother’s Day on the water! All moms fish free on this special trip.

Reservations required.



MEMORIAL DAY SPECIALS:

MAY 25TH:

7AM TO 11AM

12PM TO 4PM

4:30PM TO 8:30PM

SPECIAL KIDS TRIP

12PM TO 2:30PM

Full day holiday fishing with a dedicated kids trip in the middle of the day.



Reservations required.

Your Daily Dose of Fishing!

MAY- JUNE FLUKE TRIPS:

MONDAY – FRIDAY 9AM TO 3PM

Catch the best fluke action all May long!

SATURDAY & SUNDAY:



9AM TO 1PM

Captain’s Choice

WEEKEND PORGY TRIPS

STARTING MAY 23RD



Give the gift every angler actually wants. Osprey gift certificates are always available and perfect for any occasion. Whether it’s for a seasoned fisherman or someone new to the water, it’s an easy way to treat them to a great day fishing.

Looking to plan something special on the water? Make it your own with a private charter aboard the Osprey. Perfect for parties, corporate outings, or a day with family and friends.

Call our office to get a custom quote and lock in your date—book your adventure today.



631-331-4153