Osprey Sportfishing 

4.9/5 (49 reviews)
 46 Anchor Drive, Orleans, MA 02653, United States

Osprey Sportfishing 

Orleans, MA, United States
35 ft
6
4.9/5 (49 reviews)

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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!

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!

Don Viprino
Captain
Don Viprino
30 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip Date:
Group Size:
August 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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Half Day Trip
FREE Cancellation 7 days notice
4 hour trip starts at 7:00 AM
Seasonal trip
Apr 20 - Nov 15
Bass (Striped)
Bluefish (Tailor)
US $945
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 7 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
Apr 20 - Nov 15
Tuna (Bluefin)
Bass (Striped)
Shark (Blue)
US $1,325
Entire boat: up to 6 people
There are 5 people looking at this charter.

Customer reviews

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Rating

4.9
49 reviews
4.8
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (64)

What anglers say

94%
Family friendly
100%
Friendly captain
100%
Good boat
90%
Recommended
100%
Caught fish

All reviews (49)

Frequently mentioned
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Showing 15 of 49 reviews
Adrian Zimbelman
Adrian Zimbelman
Repeat angler
us
Massachusetts, US
Member since 2022
2 trips
5.0
Verified
Fun afternoon!
Half Day Trip on September 4, 20256 adults

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!

John Coogan
John Coogan
us
Connecticut, US
Member since 2023
5.0
Verified
Fishing with Don
Half Day Trip on August 1, 20234 adults2 children

Patrick Walker
Patrick Walker
us
South Carolina, US
Member since 2024
4.7
Verified
Very Friendly, Knowledgeable and Efficient Crew
Half Day Trip on June 25, 20244 adults2 children

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.

Amber Robert
Amber Robert
us
Massachusetts, US
Member since 2025
5.0
Verified
Best Day Ever!
Full Day Trip on August 6, 20255 adults1 child

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!

Justin Emmons
Justin Emmons
Repeat angler
us
Texas, US
Member since 2021
2 trips
5.0
Verified
Don and his son Landon were great
Full Day Trip on June 26, 20253 adults

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

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 (Tailor)
  • Cod
  • Flounder
  • Haddock
  • Shark (Blue)
  • Tuna (Bluefin)

Your captain

Don Viprino
Don Viprino
Don Viprino

Orleans, Massachusetts, United States

1 Fishing Report
ID & license verified
49 Customer reviews
Typical response within an 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.

Camden V.

First mate

1 Fishing Report
ID & license verified
49 Customer reviews
Typical response within an 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.

Camden V.

First mate

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Flounder
Flounder
Haddock
Haddock
Blue Shark
Blue Shark
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Flounder
Flounder
Haddock
Haddock

Real catches by this captain

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What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
35 ft
Year built
1981
Restored in
2020
Boat manufacturer
Bruno and Stillman
Boat type
Sportfishing
Engine model
Cummins QSB
Powered by
1 x 380HP
Max cruising speed
20 knots

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.

More details

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 30% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 30% 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)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)
CodCod
FlounderFlounder
HaddockHaddock
Shark (Blue)Shark (Blue)
Tuna (Bluefin)Tuna (Bluefin)

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