Gratitude Charters Southold, NY

04/21/2026

Gratitude Charters is ready for another season!🐟

As we gear up for another incredible season on the water, we just want to take a moment to say THANK YOU. To our returning clients, new faces, early bookings, and everyone who supports our charter — we wouldn’t be here without you.

There’s nothing better than watching memories being made out on the water… the laughs, the stories, the big catches, and the moments you’ll never forget.

Here’s to another season of tight lines, good vibes, and unforgettable days 🌊🎣

Let’s go!!

Gratitude Charters, Charter fishing boat in Southold, NY

04/16/2026

LET’S GO!! The Gratitude is officially in the water for the season. Prime dates are OPEN and they won’t last! Fishing season is right around the corner and we are READY to get you on the water 🎣

Big fish, good vibes, and unforgettable days ahead — don’t get left on the dock! Lock in your trip NOW before these dates are gone!
Call Captain Derek to book: (631)875-5612

04/08/2026

Create memories on the water that last a lifetime ⚓️☀️

There’s nothing better than sunshine, fresh air, and the excitement of reeling in the catch of the day. Whether you’re celebrating a special occasion, planning a family outing, or just looking for a relaxing escape, a day on the water is always the perfect choice.

Laugh, fish, explore, and enjoy every moment — because the best memories are made with salty air and good company. 🎣🌊

Book your trip today and let’s make it a day to remember
www.fishwithgratitude.com

04/05/2026

🎣 The Season Is Almost Here! 🚤

The wait is almost over — fishing season is right around the corner, and we’re ready to get back on the water! Whether you’re chasing your personal best, planning a fun family outing, or just looking to enjoy a relaxing day on the water, our charter trips are the perfect way to kick off the season.

🌊 Private charter experiences
🐟 Great for beginners & experienced anglers
👨‍👩‍👧‍👦 Family-friendly trips
📅 Flexible scheduling
🎯 Target seasonal favorites

Spots fill quickly once the weather warms up, so don’t wait to book your trip! Gather your crew, bring your excitement, and let’s make this fishing season one to remember.

📩 Message us to reserve your date
🎣 Tight lines — we’ll see you on the water!

03/06/2026

Come join Captain Derek at the Ward Melville fishing expo this Saturday. He will be giving a seminar on Blackfishing the eastern Long Island sound and beyond. Saturday March 7th at 2:30pm LGI at Ward Melville High School. 🎣

12/25/2025

Merry Christmas from all of us at Gratitude! 🎄
Wishing our friends, family, and clients a happy holiday season and all the best in 2026!

12/09/2025

That’s a wrap on our 2025 season! Despite a year of challenging weather, we pushed through and made it a memorable one. Now it’s time for some well-deserved rest and relaxation for both the crew and the Gratitude.

I want to personally thank everyone who sailed with us this year. Wishing you all a happy, healthy winter and a wonderful holiday season.

We’re now booking for the 2026 season—so if you have a date in mind, give us a call before they’re all gone!

11/21/2025

🚨 Weekend Blackfish Open Boat! 🚨
Sunday, November 23rd
Departing 6:00 AM from the Shoals in Southold, NY
Returning 2:00 PM
$200 per person

3 spots left— reserve yours now!
Call or text Captain Derek: 631-875-5612

11/17/2025

Open Boat Fishing Trip - November 19th! 🐟🌊

Date: Wednesday, November 19th
Departure Time: 6:00 AM (sharp!)
Return Time: 2:00 PM
Price: $200 per person
Location: Albertsons Marine 61500 Main Rd Southold, NY 11971
Contact: Capt. Derek at 631-875-5612 (Call or Text)

10/06/2025

Let’s go fishing! 🎣
Come aboard The Gratitude alongside Captain Derek for an unforgettable trip on the water. Make memories with your family and friends that will last a lifetime!

It’s almost blackfish season — who’s ready!? Dates are filling fast, so call today to reserve your spot! ⚓️

08/30/2025

Please support this cause and support American fisherman and their families! Save what’s left.

President Trump can secure his legacy as the hero of the ocean with an Executive Order banning industrial fishing