
Embark on an adventure with Osprey Sportfishing! The team has had many happy fishermen over the past 33 years and the new season is no different! Capt. Don Viprino loves teaching novices to fish, especially children, so do not let the lack of experience stop you from having a great time!
Capt. Don invites you to join him on The Osprey, a 35’ Bruno and Stillman boat. She’s powered by a strong 375 HP Caterpillar engine and accommodates up to 6 guests. You will catch fish in comfort and style with the Osprey’s fully enclosed cabin for those early and late season trips. She also features a private toilet, a bed, and a flybridge.
If it’s fillets for the dinner table you seek, go out in late April or early May for Haddock. Head out a bit later in the season to enjoy some light tackle action for Striped Bass and Bluefish. Jigging and trolling for Striped Bass is Capt. Don’s specialty and these trips are bound to be successful. For those diehard anglers who are up for a challenge, join later in the season chasing Bluefin Tuna! You’ll go up to 40 miles offshore for this “top shelf” fish.
Your trip will include everything you need to make a great catch possible, from rods and reels to bait, lures, and even a complimentary fish cleaning service at the end of the trip. You only need to bring your snacks and drinks.
Rock Harbor is a tidal harbor. This means that the exact time of departure needs to be scheduled according to the tides. Contact Capt. Don to schedule your exact trip time.
Osprey Sportfishing is looking forward to a new year of bent rods and great catches. Book your charters now for best availability out of one of the Cape’s most beautiful destinations, Rock Harbor in Orleans!
Rating summary
Photos & videos by reviewers (64)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
94%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
90%
Caught fish
100%
Sep 4, 2025
Half Day Trip
Don and Cam were excellent. They took us out into the bay and found several really great spots for us to catch. We caught over 20 fish! They were both really supportive to both more experienced fishermen and total beginners. Would recommend, hope to book them again the next time we’re on the Cape!
Don and Cam were excellent. They took us out into the bay and found several really great spots for us to catch. We caught over...
Aug 6, 2025
Full Day Trip
We had an amazing experience and never stopped smiling and laughing. Great fishing. Don and Nick made us feel like pros even my 2 year old granddaughter!
We had an amazing experience and never stopped smiling and laughing. Great fishing. Don and Nick made us feel like pros even my...
Jun 26, 2025
Full Day Trip
Don and his son work hard to get us on fish. We limited out and I will be coming back in September for a tuna trip
Don and his son work hard to get us on fish. We limited out and I will be coming back in September for a tuna trip
Jul 9, 2025
Full Day Trip
Caught tons of stripers and they were great with my young nephews
Caught tons of stripers and they were great with my young nephews
Jul 7, 2025
Full Day Trip
Everything was as good as it gets!
Everything was as good as it gets!
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Rating summary
Photos & videos by reviewers (64)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
94%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
90%
Caught fish
100%

Experience:
Boat
Crew
Overall
Half Day Trip on September 4, 2025
Don and Cam were excellent. They took us out into the bay and found several really great spots for us to catch. We caught over 20 fish! They were both really supportive to both more experienced fishermen and total beginners. Would recommend, hope to book them again the next time we’re on the Cape!
Don and Cam were excellent. They took us out into the bay and found several really great spots for us to catch. We caught over 20 fish! They were both really supportive to both more experienced fishermen and total beginners. Would recommend, hope to book them again the next time we’re on the Cape!
Experience:
Boat
Crew
Overall
Full Day Trip on August 6, 2025
We had an amazing experience and never stopped smiling and laughing. Great fishing. Don and Nick made us feel like pros even my 2 year old granddaughter!
We had an amazing experience and never stopped smiling and laughing. Great fishing. Don and Nick made us feel like pros even my 2 year old granddaughter!
Experience:
Boat
Crew
Overall
Full Day Trip on June 26, 2025
Don and his son work hard to get us on fish. We limited out and I will be coming back in September for a tuna trip
Don and his son work hard to get us on fish. We limited out and I will be coming back in September for a tuna trip

Experience:
Boat
Crew
Overall
Full Day Trip on July 9, 2025
Caught tons of stripers and they were great with my young nephews
Caught tons of stripers and they were great with my young nephews

Experience:
Boat
Crew
Overall
Full Day Trip on July 7, 2025
Everything was as good as it gets!
Everything was as good as it gets!
