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!



Select date to see available trips and rates:

  • Private trip
    Half Day Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip Apr 20 - Nov 15
    US $945
    Haddock trips are available through May, Striped Bass starting in June, then moving onto Bluefish and Bluefin Tuna! This trip is perfect for kids as it's just enough time to learn the basics of fishing and have an amazing time on the water. Your fishing equipment is provided, just bring some snacks and drinks.
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
  • Private trip
    Full Day Trip
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Apr 20 - Nov 15
    US $1,325
    This full-day trip gives you enough time to head out offshore in the pursuit of those big game fish, such as strong Bluefin Tuna or aggressive Blue Shark. The hunt depends on the season, so you may also be after Striped Bass, Cod, or Bluefish. Bring your snacks and drinks, everything else is provided.
    Targeted fish
    Tuna (Bluefin)
    Bluefin Tuna
    Bass (Striped)
    Striped Bass
    Shark (Blue)
    Blue Shark
There are 6 people looking at this charter.

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 37 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (48)
August fishing trip
Amazing 1\/2 day with Capt. Don
Captain Don and first mates rock
+45
Angler rating
31
2
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
89%
Appropriate for children
92%
Satisfied with the boat
100%
Caught fish
100%
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Showing:
5 of 37 reviews
John C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Don

VERIFIED   Half Day Trip on August 1, 2023
John C. recommends Osprey Sportfishing
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John C. recommends Osprey Sportfishing
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Dean C.
New Providence, New Jersey
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full day trip

VERIFIED   Full Day Trip on August 15, 2023
We booked a full day tuna trip with Capt. Dan. Because of the weather Capt. Don thought it would be best for us to stay inshore....
Dean C. recommends Osprey Sportfishing
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  Don Viprino Captain replied

David J.
Woodbine, MD
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fantastic Half Day Trip -

VERIFIED   Half Day Trip on July 18, 2023
Capt Don, Cam, & Landyn - provided all the support and coaching needed to have a successful fishing trip.  I highly...
David J. recommends Osprey Sportfishing
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  Don Viprino Captain replied

Antonia K.
Rhinebeck, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing 1/2 day with Capt. Don

VERIFIED   Half Day Trip on July 11, 2023
What a great experience. The kids loved it and we caught a bunch of striper. Great crew too. Would definitely book again.
Antonia K. recommends Osprey Sportfishing
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  Don Viprino Captain replied

Phil L.
Lake, MI
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip!

VERIFIED   Half Day Trip on June 14, 2023
We had a great trip caught lots of fish the guys were awesome fisherman! Highly recommended.
Phil L. recommends Osprey Sportfishing
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  Don Viprino Captain replied

FAQs about Osprey Sportfishing

Osprey Sportfishing offers the following trips to customers:
  • US $945 per group - Half Day Trip (4 hours)
  • US $1,325 per group - Full Day Trip (8 hours)

When you book a trip with Osprey Sportfishing, you can expect the following amenities onboard:
  • Toilet Enclosed
  • GPS
  • Fishfinder
  • Bed
  • Flybridge
  • Live Bait Well
  • Outriggers
  • Ice Box
  • Radar

Trips booked with Osprey Sportfishing include:
  • Rods, reels & tackle (Penn)
  • Live Bait (Prepared in advance)
  • Lures
  • Catch cleaning & filleting
  • First Mate (Works for tips; 15-20% of the trip price)
  • Fishing License

Osprey Sportfishing offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing (5 miles for Striped Bass)
  • Offshore Fishing (Up to 40 miles for Tuna)

Osprey Sportfishing offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Fly Fishing
  • Kite Fishing
  • Deep Sea Fishing

Top targeted fish species with Osprey Sportfishing include:
  • Bass (Striped)
  • Bluefish
  • Cod
  • Flounder
  • Haddock
  • Shark (Blue)
  • Tuna (Bluefin)

Meet the Captain

Don Viprino
Orleans, Massachusetts, United States
ID & license verified
37 Customer reviews
Response time 1 hour
Member since January 2017
Captain Don is Coast Guard licensed guide. He has been working on the Osprey since he was 10 as the first mate and fill in captain. He purchased the boat from Capt. Bob in 2000. Many of Capt. Bob's original customers are still fishing with him today. Capt. Don loves taking the kids out fishing, because they enjoy it more than anybody else and are usually even better than their dads.
Our Team
Camden V.
First mate

About this listing

Targeted species

Bass (Striped) Striped Bass
Bluefish Bluefish
Cod Cod
Flounder Flounder

Boat specs

Bruno and Stillman (Sportfishing) originally built in 1981, and restored in 2020. Powered by a 380HP Cummins QSB engine, with a maximum cruising speed of 20 knots.

Length
35 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
5 miles for Striped Bass
Offshore Fishing
Up to 40 miles for Tuna

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Fly Fishing
Kite Fishing
Deep Sea Fishing

Amenities

Toilet
Enclosed
GPS
Fishfinder
Bed
Flybridge
Live Bait Well

Trip includes

Rods, reels & tackle
Penn
Live Bait
Prepared in advance
Lures
Catch cleaning & filleting
First Mate
Works for tips; 15-20% of the trip price
Fishing License

Cancellation policy

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
No min. age policy; life vests supplied
You Keep Catch
Catch and Release Allowed
Disabled Accessible

Payment

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.
Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
Visa
Mastercard
American Express
PayPal
Checks
Bank Transfer
When paying the remaining balance with a credit card, an additional 2.5% charge will apply.

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