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Osprey Sportfishing

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Orleans MA

Don Viprino, Captain at Osprey Sportfishing

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Explore the pristine waters of the northeastern coast alongside Captain Don Viprino on the luxurious Orleans Rock Harbor charter boat, Osprey. Experience the thrill of fishing in some of the region's most exclusive and bountiful fishing spots under the expert guidance of Captain Viprino. Cast your lines amidst the picturesque backdrop of Orleans Rock Harbor, known for its abundance of marine life and breathtaking scenery. Whether you're a seasoned angler or a novice enthusiast, embark on an unforgettable fishing adventure with Captain Don Viprino aboard the Osprey charter boat.


Captain Don is a licensed guide with the Coast Guard, boasting a wealth of experience aboard the Osprey that spans back to his youthful days at the age of 10, where he began as the first mate and occasionally assumed the role of captain. In 2000, he took the helm by purchasing the boat from its previous owner, Captain Bob. Remarkably, many of the original clientele who once ventured out with Captain Bob continue to cast lines with Captain Don to this day. An aspect of his job that Captain Don particularly cherishes is introducing youngsters to the joys of fishing. He finds that children often possess an unparalleled enthusiasm for the experience, frequently surpassing even their own fathers in skill and eagerness.


Captain Don extends a warm invitation for you to join him aboard The Osprey, a sleek 35-foot Bruno and Stillman vessel. Powered by a robust 375 HP Caterpillar engine, this boat offers both power and reliability. With space for up to 6 guests, you'll enjoy a comfortable and stylish fishing experience. The Osprey boasts a fully enclosed cabin, providing shelter during early and late season trips, ensuring your comfort no matter the weather. Additionally, it features amenities such as a private toilet and a cozy bed, ensuring convenience and relaxation throughout your journey. For those who love panoramic views, the flybridge offers an elevated vantage point to admire the surrounding seascape. Join Captain Don for an unforgettable fishing adventure where luxury meets the thrill of the catch aboard The Osprey.


As we embark on another exciting year filled with thrilling catches, Osprey Sportfishing eagerly anticipates sharing memorable moments with you. Secure your spot now for the ultimate fishing experience amidst the scenic beauty of Rock Harbor in Orleans, and get ready to reel in some remarkable catches!

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Upcoming Availability

May 2025
June 2025

Expertise & Attributes

fishing

fishing

Bass FishingBass FishingDeep Sea FishingDeep Sea FishingFly FishingFly FishingGood with FamiliesGood with FamiliesGood with KidsGood with KidsGood with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersLive BaitLive BaitMaster GuideMaster GuideSaltwater FishingSaltwater Fishing

Fishing Techniques

JiggingTrolling FishingFly FishingHeavy TackleLight TackleDeep Sea / Bottom FishingKite Fishing

What's Included

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Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

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

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License

License

Read about the licensing details that is / is not covered in the below trips.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

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

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What's Included

Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

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

Show More

License

License

Read about the licensing details that is / is not covered in the below trips.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

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

Show More

Trips Available with Osprey Sportfishing

Cape Cod Fishing Charter | Half or Full Day Charter Trip

Fishing

Starting At $945

Cape Cod Fishing Charter | Half or Full Day Charter Trip

Fishing Area: Cape Cod

Fishing: Offshore

Fishing Boat:

The Osprey • 35' Bruno and Stillman • Max 6 guests (base trip price includes 6 guests)

Description: Embark on an unforgettable adventure with our Massachusetts fishing charter! Nestled along the stunning coastline of the Bay State, our charter offers anglers of all levels the opportunity to reel in trophy catches while soaking in breathtaking ocean views. Whether you're seeking a day of relaxation on the water or a pulse-pounding battle with a trophy fish, our Massachusetts fishing charter promises an experience you'll treasure for a lifetime. Book your adventure today and let the sea set you free!

Vehicle

The Osprey

Boat Type:

Boat Guest Capacity:

6

Boat Length:

35 ft

Manufacturer Name:

Bruno and Stillman

Model Year:

1981

Engine Manufacturer Name:

Cummins QSB

# of Engines:

1

Horsepower Per Engine:

380

Maximum Cruising Speed:

23

Features: First Mate Bait Tank Outriggers Flybridge Bed Toilet Ice-Box Fish Finder GPS Radar

Osprey Sportfishing Bruno and Stillman Boat

The Osprey is a 35’ Bruno and Stillman vessel boasting a robust 375 HP Caterpillar engine and offering room for up to 6 guests. Experience fishing in luxury and convenience with its fully enclosed cabin, ideal for early and late season outings. Join the ride by booking today!

Boat

Osprey Sportfishing Bruno and Stillman Boat image 0

The Osprey

Boat Type:

Boat Guest Capacity:

6

Boat Length:

35 ft

Vehicle Details

FAQs about Osprey Sportfishing

Ratings & Reviews Summary

5.00
out of 5
Based on 5 ratings
100%
recommended
recommended
Based on 5 recommendations
5
5
4
3
2
1
Our Captain is loved for...
Great Guide
Great For Top Anglers
Best Vehicle
Best Spots
Good with Kids
Great For Novices

May 14, 2025

An amazing day of fishing as always. See you next year.

May 14, 2025

Great time every year! I’ve been going for 18 years and always on the fish and never disappointed. Highly recommend the osprey!

May 14, 2025

Had an awesome time , first time being out there and definitely won’t be my last . The captain and cam were very accommodating and friendly . Only good times with Osprey

May 14, 2025

Don is the best a catching fish when the fishing is slow, Always a good expeirence

May 14, 2025

Great boat and crew. Many fun trips over the years!!!

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