Next AvailableJul 01

Book with Jay Salvatore

Osprey Sportfishing Charters

5 12 reviews

Identity Verified

Groton CT

Jay Salvatore, Captain at Osprey Sportfishing Charters

Identity Verified

If you're planning a thrilling fishing trip in the Long Island Sound, look no further than Osprey Sportfishing Charters, led by the experienced Captain Jay Salvatore in Groton, CT. With an impressive track record spanning 50 years, Osprey Fishing Charters is the go-to charter boat fishing service for anglers from Connecticut, Rhode Island, New York, and Massachusetts, offering an unforgettable fishing experience.

Captain Jay Salvatore is a U.S. Coast Guard licensed captain with over four decades of expertise navigating the waters of Eastern Long Island Sound, Montauk, and Block Island. His wealth of knowledge ensures that you'll have a safe and successful fishing adventure every time you step on board.

The flagship vessel of Osprey Sportfishing Charters is THE OSPREY, a magnificent 38-foot, custom-built Harris boat powered by a reliable Cummins diesel engine. The boat's spacious cabin provides a clean, comfortable, and heated environment, ensuring that your time at sea is enjoyable regardless of the weather conditions. Whether you're a seasoned angler or a first-time fisherman, the Osprey Fishing Charters team is dedicated to creating an unforgettable fishing trip for you. Each excursion is accompanied by a professional first mate who will offer expert instruction, hands-on assistance, and even fillet and bag your catch. All bait and tackle are provided, and you'll have access to custom-built rods and high-quality reels, ensuring that you have the best gear for a successful fishing experience.

Osprey Fishing Charters offers a range of exciting fishing options to cater to all preferences. For inshore fishing enthusiasts, you can explore the abundant waters of Long Island Sound and Fisher's Island Sound. These areas are teeming with various species, offering ample opportunities for a thrilling catch.

If you crave offshore adventures, Osprey Fishing Charters will take you to the deep waters south of Long Island and Block Island. Here, you'll have the chance to target larger game fish and experience the excitement of battling powerful and elusive species in the open ocean.

Whether you're a local or visiting from Connecticut, Rhode Island, New York, or Massachusetts, Osprey Fishing Charters and Captain Jay Salvatore offer the premier charter boat fishing service in the area. Get ready to embark on the fishing adventure of a lifetime and create memories that will last a lifetime.

Upcoming Availability

July 2025

August 2025

Expertise & Attributes

fishing

Deep Sea Fishing

Good with Kids

Good with Large Groups

Master Guide

Nature / Wildlife Views

Fishing Techniques

Trolling FishingHeavy TackleLight TackleDeep Sea / Bottom Fishing

What's Included

Good to Knows

Your Guide has some important details about your trip with them.

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

What's Included

Good to Knows

Your Guide has some important details about your trip with them.

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Trips Available with Osprey Sportfishing Charters

Fishing

Starting At $1,100

CT Striper Fishing

Fishing: Inshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Prepare for an exhilarating striped bass fishing adventure in Connecticut with Osprey Sportfishing Charters. Particularly during the fall season, there is often a notable Fall-Run of sizable bass off Montauk, promising an exciting angling experience. Departing from the dock at 6:00 AM, this trip ensures that you have ample time to target these prized fish and capitalize on their seasonal abundance. Get ready to cast your lines, feel the thrill of the fight, and potentially reel in some impressive striped bass while enjoying the beauty of Connecticut's coastal waters. Book your charter now!

Fishing

Starting At $1,500

Fishing Charter Connecticut

Fishing: Inshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Fishing

Starting At $500

Sunset Cruise in CT

Fishing: Inshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Indulge in the enchantment of a sunset cruise in Connecticut with Osprey Sportfishing Charters. Running from 5:00 PM to 8:00 PM, this trip offers a delightful and picturesque way to combine fishing with the mesmerizing sight of the sun setting over the Long Island Sound. Experience the tranquility and beauty of the evening while casting your lines, creating unforgettable memories as you enjoy the magical ambiance of a Connecticut sunset on the water. Book your sunset cruise today and create new memories that will last a lifetime.

Fishing

Starting At $1,400

Shark Fishing Connecticut

Fishing: Offshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Prepare for an exhilarating adventure as you embark on a shark fishing trip with Osprey Sportfishing Charters. Departing from the dock at 4:30 AM, this excursion is dedicated to positioning ourselves in the perfect spot and creating the optimal conditions to attract sharks. With an experienced Captain and Mate at the helm, equipped with the right gear and bait, and supported by an optimistic and patient crew, every element aligns to maximize your chances of reeling in a magnificent shark. Get ready to embrace the thrill of the hunt and create memories that will last a lifetime! Book now!

Fishing

Starting At $930

Fishing Charters CT

Fishing: Inshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Set on an unforgettable full day fishing trip in Connecticut with Osprey Sportfishing Charters. Departing from the dock at either 4:30 AM or 10:00 AM, our Full Day trips provide extended hours on the water. During the week, we can tailor the sailing times to accommodate your party, depending on already scheduled trips. Offering greater options and flexibility, the Full Day experience is similar to the Half Day but with additional time for fishing. We have an excellent reputation of sending our customers home with their limit of fish. Book your charter today!

Fishing

Starting At $800

Fishing Charters in Connecticut

Fishing: Inshore

Fishing Boat:

The Osprey • 38' Harris (Custom-Built) • Max 6 guests (base trip price includes 6 guests)

Description:

Embark on an exciting 5-hour fishing trip in Connecticut with Osprey Sportfishing Charters. Departing from the dock at either 4:30 AM, 10:00 AM, or 12 Noon, these Half Day trips provide ample time to catch your limit of fish and savor the experience of being out on the water. While our most common request is to target Striped bass, we also cater to customers who enjoy a mix of both Stripers and Blues. Additionally, for those looking to spend their day Fluke fishing, we are more than happy to accommodate your preferences. Get ready for a thrilling adventure - book today!

Vehicle

The Osprey

Boat Type:

Boat Guest Capacity:

Boat Length:

38 ft

Manufacturer Name:

Harris (Custom-Built)

Model Year:

1998

Engine Manufacturer Name:

Cummins diesel

# of Engines:

Horsepower Per Engine:

200

Maximum Cruising Speed:

Features: Ice-Box Fish Finder GPS

The Osprey is a 38-foot custom-built Harris boat, equipped with a reliable Cummins diesel engine. Its spacious cabin is meticulously maintained, providing a clean, comfortable, and heated environment to ensure our customers have a pleasant experience on board.

Boat

The Osprey

Boat Type:

Boat Guest Capacity:

Boat Length:

38 ft

Vehicle Details

FAQs about Osprey Sportfishing Charters

What are the trip rates for Osprey Sportfishing Charters?

What's included in the trip price with Osprey Sportfishing Charters?

What types of Fishing does Osprey Sportfishing Charters offer?

What Fishing techniques does Osprey Sportfishing Charters offer?

Which Fishing species can I catch with Osprey Sportfishing Charters?

What is the cancellation policy for Osprey Sportfishing Charters?

Ratings & Reviews Summary

out of 5

Based on 12 ratings

recommended

Based on 12 recommendations

July 1, 2025

I had the most incredible fishing experience with Captain Jay and Osprey Sportfishing Charters. Captain Jay's knowledge and skill ensured an unforgettable day on the water, where we caught plenty of fish and created lifelong memories. Highly recommend!

July 1, 2025

My fishing trip with Captain Jay was absolutely fantastic. It was an incredible day on the water, with abundant fish and unforgettable moments. Great experience!

July 1, 2025

Captain Jay knows where all the fish are and 1st mate Tucker was a great teacher and very encouraging. It was the first time for the family and we caught our limit of monster Stripers and had plenty of time to catch other fish as well. Tucker was very skilled filleting all the fish for us. We all had a great time! Highly recommended!

July 1, 2025

Absolutely nothing better!!! There was 6 of us and we had plenty of room cap and first mate were amazing 100 percent going again!!!!

July 1, 2025

This was a great day for our family (parents and two teens)! Captain Jay knew where all the fish were, and First Mate Justin was a fantastic teacher (and a fish fileting wizard). The boat was clean and beautiful, and both Captain and First Mate were willing to answer never-ending questions about fishing and the area. Completely recommend booking with them.

July 1, 2025

The Osprey Fishing Charter is Amazing!! This was my 3rd time on this Charter and was extremely exciting every time! Captain Jay and Justin will keep your lines TIGHT!! Get ready for an excellent day of Fishing!! I got to make a great memory on The Osprey!!! My son and I doubled up for my sons 1st time fishing on the boat and my Sons 1st Striper was 40 plus pounds..A BIGGN!! Don’t hesitate !! Book your next fishing excursion on THE OSPREY and forget about the rest!!