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
    Full Day Trip
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 6:00 AM
    Seasonal trip Apr 20 - Nov 15
    $1,025
    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.
  • Private trip
    Half Day Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 6:00 AM
    Seasonal trip Apr 20 - Nov 15
    $775
    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.
There are 27 people looking at this charter.

About the Captain

Don Viprino
Orleans, Massachusetts, United States
17 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.

About this listing

Targeted Species

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

Haddock Haddock
Shark (Blue) Shark (Blue)
Tuna (Bluefin) Tuna (Bluefin)

Boat Specs

Bruno and Stillman (Saltwater fishing) originally built in 1981, and restored in 2005. Powered by a 375HP Caterpillar engine, with a maximum cruising speed of 17 knots.

Length
35 ft
Capacity
6 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing

Fishing Techniques

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

Amenities

Toilet
GPS
Fishfinder
Bed
Flybridge
Live Bait Well
Outriggers
Ice Box
Toilet
GPS
Fishfinder
Bed
Flybridge
Live Bait Well

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
First Mate
Fishing License

Cancellation Policy

Free cancellation up to 7 days prior to trip

Customers can cancel or modify their booking up to 7 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
Disabled Accessible

Payment

Book with 30% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 30% deposit to guarantee your reservation.
Pay remaining balance to captain
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

Orleans Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (30)
5.0
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 17 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
Fishing with Don
Fishing with Don
Fishing with Don
+27
Angler Rating
15
0
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
88%
Appropriate for children
90%
Satisfied with the boat
100%
Catch intended fish
100%
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Showing:
5 of 17 reviews
Keith K.
Huntington, NY
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Full Day Tuna and Stripers

VERIFIED   NEW  Full Day Trip on July 14, 2021
My wife and I had a spectacular day on our trip with the Osprey Sportfishing crew.  Captain Don welcomed us aboard the and...
Keith K. recommends Osprey Sportfishing
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Keith K. recommends Osprey Sportfishing
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Eric G.
Newton, MA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Great time - half day catching Stripers with Captain Don

VERIFIED   Half Day Trip on June 17, 2021
I took my adult children (son, daughter and daughter’s BF) for a half-day trip with Captain Don and had a great time.  BF’s...
Eric G. recommends Osprey Sportfishing
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You found this helpful
  Don Viprino Captain replied

Eric L.
North Andover, MA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Fishing with Don

VERIFIED   NEW  Half Day Trip on July 1, 2021
Truly a great day!!  Five trophy stripers and perfect crew. Thank you so very much for a lifetime memory!!
Eric L. recommends Osprey Sportfishing
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  Don Viprino Captain replied

David L.
Wilmington, Massachusetts
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half day trip

VERIFIED   NEW  Half Day Trip on June 28, 2021
Great trip Captain put us on the fish immediately. We caught about twenty five fish. Would recommend using osprey.
David L. recommends Osprey Sportfishing
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You found this helpful
  Don Viprino Captain replied

Michael Y.
Southampton, MA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Full Day with Captain Don

VERIFIED   Full Day Trip on June 16, 2021
We had fish hitting all day.  Only a couple of keepers most too small a couple too big. But everyone on the trip was in double...
Michael Y. recommends Osprey Sportfishing
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  Don Viprino Captain replied

FAQs about Osprey Sportfishing

Osprey Sportfishing offers the following trips to customers:
  • $775 per group - Half Day Trip (4 hours)
  • $1,025 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

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)