Osprey Sportfishing
+29Embark 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!
Captain
Don Viprino
Most popular features:
Trip availability and prices
In demand! Last booked: 3 days ago
Customer reviews
Rating summary
Photos & videos by reviewers (48)
+45Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
93%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
88%
Caught fish
100%
Experience:
Boat
Crew
Overall
Very Friendly, Knowledgeable and Efficient Crew
Half Day Trip on June 25, 2024
Six members of our family (4 adults and 2 children) had a wonderful trip on the Osprey with its father/son crew. Before leaving, they took the time to learn each of our names. We left the dock on time and had a good interactive discussion while traveling to the fishing spots. The fishing tackle was all set up in advance and the 1st mate did a great job of keeping things moving. Again, very efficient. I would highly recommend The Osprey and crew for your next fishing trip. We surely will go with them again.
Six members of our family (4 adults and 2 children) had a wonderful trip on the Osprey with its father/son crew. Before leaving, they took the time to learn each of our names. We left the dock on time and had a good interactive discussion while traveling to the fishing spots. The fishing tackle was all set up in advance and the 1st mate did a great job of keeping things moving. Again, very efficient. I would highly recommend The Osprey and crew for your next fishing trip. We surely will...
Experience:
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Crew
Overall
June fishing trip
Full Day Trip on June 4, 2025
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Crew
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Fishing with Don
Half Day Trip on June 18, 2024
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Fishing with Don
Half Day Trip on August 1, 2023
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August fishing trip
Full Day Trip on August 12, 2024
FAQs about Osprey Sportfishing
What are the trip rates for 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)
Which amenities are available onboard with Osprey Sportfishing?
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
What's included in the trip price with Osprey Sportfishing?
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
What types of fishing does Osprey Sportfishing offer?
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)
What fishing techniques does Osprey Sportfishing offer?
Osprey Sportfishing offers the following fishing techniques:
- Light Tackle
- Heavy Tackle
- Bottom Fishing
- Trolling
- Spinning
- Jigging
- Popping
- Fly Fishing
- Kite Fishing
- Deep Sea Fishing
Which fish species can I catch with Osprey Sportfishing?
Top targeted fish species with Osprey Sportfishing include:
- Bass (Striped)
- Bluefish
- Cod
- Flounder
- Haddock
- Shark (Blue)
- Tuna (Bluefin)
Your captain
Orleans, Massachusetts, United States
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.
Camden V.
First mate
The fish you can target
What is the boat like?
What kind of fishing will you do?
Inshore Fishing
Nearshore Fishing
5 miles for Striped Bass
Offshore Fishing
Up to 40 miles for Tuna
Which fishing techniques you can try
Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Fly Fishing
Kite Fishing
Deep Sea Fishing
Which amenities are available onboard
Toilet
Enclosed
GPS
Fishfinder
Bed
Flybridge
Live Bait Well
Outriggers
Ice Box
Radar
What’s included in the trip price
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
How cancellations work
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.
What the listing policies are
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
How you can pay
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.
What’s biting in Orleans right now
Bass (Striped)
Bluefish
Cod
Flounder
Haddock
Shark (Blue)
Tuna (Bluefin)