Osprey Sportfishing 

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

Osprey Sportfishing 

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

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Rating

4.9
49 reviews
5
41
4
3
3
0
2
0
1
0
5.0
Boat & equipment
4.8
Captain & crew
5.0
Fishing Experience

Anglers' gallery (64)

Fun afternoon!
Fun afternoon!
Fun afternoon!
Best Day Ever!
Best Day Ever!
Best Day Ever!
+58

What anglers say

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

All reviews (49)

Filter
Showing 15 of 49 reviews
Adrian Zimbelman
Adrian Zimbelman
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!
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Amber Robert
Amber Robert
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!
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0
Justin Emmons
Justin Emmons
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
Review media 0
0
Kelsey Socha
Kelsey Socha
5.0
Verified
Awesome trip
Full Day Trip on July 9, 20253 adults2 children
Caught tons of stripers and they were great with my young nephews
Review media 0
Review media 0
Review media 1
Reported catch:
Striped Bass
0
Jimmy  Wilson
Jimmy Wilson
5.0
Verified
Fun for everyone !!
Full Day Trip on July 7, 20252 adults4 children
Everything was as good as it gets!
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Review media 1
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0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
February 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
FREE Cancellation 7 days notice
4 Hour Trip
starts at 7:00 AM
Seasonal trip
Apr 20 - Nov 15
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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
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US $1,325
Entire boat: up to 6 people
There are 2 people looking at this charter.

Rating

4.9
49 reviews
5
41
4
3
3
0
2
0
1
0
5.0
Boat & equipment
4.8
Captain & crew
5.0
Fishing Experience

Anglers' gallery (64)

Fun afternoon!
Fun afternoon!
Fun afternoon!
Best Day Ever!
Best Day Ever!
Best Day Ever!
+58

What anglers say

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

All reviews (49)

Filter
Showing 15 of 49 reviews
Adrian Zimbelman
Adrian Zimbelman
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!
Review media 0
Review media 1
Review media 2
0
Amber Robert
Amber Robert
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!
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
0
Justin Emmons
Justin Emmons
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
Review media 0
0
Kelsey Socha
Kelsey Socha
5.0
Verified
Awesome trip
Full Day Trip on July 9, 20253 adults2 children
Caught tons of stripers and they were great with my young nephews
Review media 0
Review media 0
Review media 1
Reported catch:
Striped Bass
0
Jimmy  Wilson
Jimmy Wilson
5.0
Verified
Fun for everyone !!
Full Day Trip on July 7, 20252 adults4 children
Everything was as good as it gets!
Review media 0
Review media 1
Review media 2
0

FAQs about Osprey Sportfishing

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The fish you can target

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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
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