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$650

Guides > Captain Bill Silva

Wine Down Boston

Hingham MA

Wine Down Boston
Wine Down Boston
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Guidesly Guarantee

Excellent

(9 reviews)

5

Your Captain

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Bill Silva

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Territory

Wine Down Boston Fishing Territory
Guides > Captain Bill Silva

Wine Down Boston

locationHingham MA

Guidesly Guarantee
5 9 reviews

Your Captain

guide pic

Bill Silva

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Bill Silva, Captain at Wine Down Boston

Embark on an exciting maritime journey with Wine Down Charters, a premier provider of Cape Cod fishing charters and sightseeing adventures. In its inaugural year, Wine Down Charters is making waves under the skilled guidance of Captain Bill Silva, a seasoned angler with a profound passion for the sea.

Situated in Hingham, MA, Wine Down Charters enjoys the privilege of a year-round fishing season, allowing enthusiasts to indulge in thrilling fishing escapades at any time. Captain Bill Silva, with his wealth of fishing experience, is committed to turning his lifelong passion into a professional venture, providing guests with unparalleled fishing and sightseeing experiences.


Step aboard the 28’ Shannon Brendan boat, thoughtfully designed to accommodate up to 6 guests in ultimate comfort. Powered by twin 250 HP Detroit engines, this vessel ensures swift navigation to prime fishing spots, enhancing the overall adventure. The boat is equipped with essential amenities, including a private toilet and basic kitchen appliances, ensuring a seamless and enjoyable journey.


Wine Down Charters offers a variety of specialized fishing trips tailored to your preferences. Whether you're targeting Haddock, Striped Bass, Bluefish, Flounder, or Black Seabass, Captain Bill Silva has you covered. The best part? Many of these catches are not only thrilling to reel in but also delicious. Guests are encouraged to keep their catch, and Captain Bill takes care of the cleaning process, ensuring you leave with fresh fish fillets ready for your culinary creations.


Included in the charter price are fully covered rods and reels, eliminating the need for guests to bring their own. Simply pack your snacks and drinks for the day, and you're ready to embark on a memorable fishing experience. Don't forget your hat and sunglasses to enhance your visibility and spot the fish with ease.

As you revel in the thrill of Cape Cod fishing trips with Wine Down Charters, tipping the dedicated crew with a 20% gratuity is a gracious gesture, showcasing your appreciation for their efforts in making your excursion unforgettable.


Wine Down Charters eagerly anticipates the opportunity to share their deep-seated passion for the water and fishing with you. Join Captain Bill Silva for an adventure that promises not only trophy catches but also lasting memories on the picturesque waters of Cape Cod.

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Upcoming Availability

September 2025
October 2025

Expertise & Attributes

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fishing

fishing

Master GuideMaster GuideDeep Sea FishingDeep Sea FishingDrift FishingDrift FishingGood with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersGood with FamiliesGood with FamiliesGood with KidsGood with KidsNature / Wildlife ViewsNature / Wildlife ViewsSaltwater FishingSaltwater FishingLive BaitLive Bait

Fishing Techniques

JiggingTrolling FishingLight TackleDeep Sea / Bottom Fishing

What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

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Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

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What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

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Trips Available with Wine Down Boston

Inshore Striped Bass and Bluefish Fishing Charter Cape Cod
Best Price Guarantee
Inshore Striped Bass and Bluefish Fishing Charter Cape CodTop-Rated
Inshore Striped Bass and Bluefish Fishing Charter Cape CodInstant Booking
Inshore Striped Bass and Bluefish Fishing Charter Cape CodFishing - Inshore
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod

Shannon Brendan (Downeast)28'Shannon Brendan (Downeast) Max 6 guests (base trip price includes 6 guests)

Inshore Striped Bass and Bluefish Fishing Charter Cape Cod

Join Wine Down Boston for a 4-hour inshore fishing charter in Cape Cod, targeting striped bass and bluefish. This trip is ideal for anglers of all skill levels, with a maximum of 6 guests for a personalized experience. Captain Bill Silva provides all fishing gear, guidance, and insider knowledge of local hotspots, ensuring productive time on the water. Guests are welcome to bring their own snacks and beverages. At the conclusion of your trip, a 20% tip for the crew is appreciated. Book your Cape Cod fishing charter today and enjoy a focused, hands-on angling adventure.

Morning Trip

Inshore Striped Bass and Bluefish Fishing Charter Cape CodMaximum 6 persons allowed
(base trip price includes 6 guests)
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod4 Hours
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod8:00 AM
$650

Pick Your Date

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Inshore Haddock and Black Sea Bass Fishing Charter Cape Cod
Inshore Haddock and Black Sea Bass Fishing Charter Cape CodTop-Rated
Inshore Haddock and Black Sea Bass Fishing Charter Cape CodInstant Booking
Inshore Haddock and Black Sea Bass Fishing Charter Cape CodFishing - Inshore
Inshore Haddock and Black Sea Bass Fishing Charter Cape Cod

Shannon Brendan (Downeast)28'Shannon Brendan (Downeast) Max 6 guests (base trip price includes 6 guests)

Inshore Haddock and Black Sea Bass Fishing Charter Cape Cod

Join Wine Down Boston for a 5-6 hour inshore fishing charter in Cape Cod, targeting haddock, black sea bass, flounder, and other local species. Designed for up to 6 guests, this trip is perfect for families, friends, or anglers of all skill levels. Captain Bill Silva and the crew provide all fishing gear, guidance, and local knowledge to ensure a productive day on the water. Guests may bring their own snacks and beverages, and a 20% tip for the crew is appreciated. Book your Cape Cod fishing charter today for a hands-on, expertly guided angling experience.

Morning Trip

Inshore Haddock and Black Sea Bass Fishing Charter Cape CodMaximum 6 persons allowed
(base trip price includes 6 guests)
Inshore Haddock and Black Sea Bass Fishing Charter Cape Cod6 Hours
Inshore Haddock and Black Sea Bass Fishing Charter Cape Cod8:00 AM
$850

Pick Your Date

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Inshore Striped Bass and Bluefish Fishing Charter Cape Cod
Inshore Striped Bass and Bluefish Fishing Charter Cape CodTop-Rated
Inshore Striped Bass and Bluefish Fishing Charter Cape CodInstant Booking
Inshore Striped Bass and Bluefish Fishing Charter Cape CodFishing - Inshore
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod

Shannon Brendan (Downeast)28'Shannon Brendan (Downeast) Max 6 guests (base trip price includes 6 guests)

Inshore Striped Bass and Bluefish Fishing Charter Cape Cod

Set out on a 6-hour inshore fishing charter in Cape Cod with Wine Down Boston, targeting striped bass and bluefish in local hotspots. This trip accommodates up to 6 guests, making it ideal for families or small groups of all skill levels. Captain Bill Silva provides all fishing gear, guidance, and insider knowledge to maximize your time on the water. Guests may bring their own snacks and beverages, and a 20% tip for the crew is appreciated at trip’s end. Experience focused, hands-on angling with professional guidance and secure your Cape Cod fishing adventure today.

Morning Trip

Inshore Striped Bass and Bluefish Fishing Charter Cape CodMaximum 6 persons allowed
(base trip price includes 6 guests)
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod6 Hours
Inshore Striped Bass and Bluefish Fishing Charter Cape Cod8:00 AM
$850

Pick Your Date

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Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodTop-Rated
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodInstant Booking
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodFishing - Inshore
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod

Shannon Brendan (Downeast)28'Shannon Brendan (Downeast) Max 6 guests (base trip price includes 6 guests)

Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod

Enjoy a beginner-friendly inshore fishing charter in Cape Cod with Wine Down Boston, targeting black sea bass, bluefish, flounder, and other local species. Designed for up to 6 guests, this afternoon trip departs at 4 pm and continues into the evening, offering stunning views of the Boston skyline. Captain Bill Silva and the crew provide all fishing gear, expert guidance, and local knowledge to ensure a smooth, rewarding experience for anglers of all skill levels. Guests may bring snacks and drinks, and a 20% tip for the crew is appreciated. Book your Cape Cod fishing adventure today for hands-on, guided angling.

Evening Trip

Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodMaximum 6 persons allowed
(base trip price includes 6 guests)
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod4 Hours
Beginner Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod4:00 PM
$675

Pick Your Date

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Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodTop-Rated
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodInstant Booking
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodFishing - Inshore
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod

Shannon Brendan (Downeast)28'Shannon Brendan (Downeast) Max 6 guests (base trip price includes 6 guests)

Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod

Join Wine Down Boston for a professional-level inshore fishing charter in Cape Cod, targeting black sea bass, bluefish, flounder, and other local species. This afternoon trip departs at 4 pm and extends into the evening, offering scenic views of the Boston skyline. The charter accommodates up to 6 guests, providing a focused and hands-on experience for experienced anglers. Captain Bill Silva and his crew provide all fishing gear, expert guidance, and local knowledge to maximize your catch. Snacks and drinks are welcome onboard, and a 20% tip is appreciated. Book your Cape Cod fishing adventure today.

Evening Trip

Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape CodMaximum 6 persons allowed
(base trip price includes 6 guests)
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod4 Hours
Professional Inshore Black Sea Bass and Bluefish Fishing Charter Cape Cod4:00 PM
$675

Pick Your Date

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Vehicle

Shannon Brendan (Downeast)

Boat Type:

Boat Guest Capacity:

6

Boat Length:

28 ft

Manufacturer Name:

Shannon Brendan (Downeast)

Model Year:

1988

Engine Manufacturer Name:

Detroit engines

# of Engines:

2

Horsepower Per Engine:

250

Maximum Cruising Speed:

22

Features: First Mate Bait Tank Kitchen Toilet Refrigerator Fish Finder GPS

Wine Down Boston Shannon Brendan (Downeast) Boat

The Shannon Brendan (Downeast) motorboat offers a comfortable and enjoyable experience. With a length of 28 ft, it accommodates 6 guests. Equipped with features like First Mate, bait tank, toilet, kitchen, refrigerator, GPS, and fish finder, this boat enhances your boating and fishing adventures.

Boat

Wine Down Boston Shannon Brendan (Downeast) Boat image 0

Shannon Brendan (Downeast)

Boat Type:

Boat Guest Capacity:

6

Boat Length:

28 ft

Vehicle Details

FAQs about Wine Down Boston

Reports and Expert Articles

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Cape Cod Fishing Report | June 2024

2 of 4 - only 1 keeper though

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Exciting Trip! Cape Cod Fishing Report

Seize a once in a lifetime opportunity and take advantage of the best Cape Cod fishing adventure. With gorgeous waterfront views and plentiful catches, you'll have a day out at sea that you won't forget. We got a Snook from our last trip. Get hooked today!

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Cape Cod Fishing Report

The Fishing has been Great out of Cape Cod, We are seeing large sized Striped Bass in large numbers! the early morning bite has been best and we are catching fish on the top water early on. Book a Cape Cod Fishing Charter today for your chance at a Trophy Striper. We are also seeing bluefish in decent numbers as well. The Bluefish off of Cape Cod are hungry and aggressive making them awesome targets on light tackle.

Ratings & Reviews Summary

5.00
out of 5
Based on 9 ratings
100%
recommended
recommended
Based on 9 recommendations
5
9
4
3
2
1
Our Captain is loved for...
Great Guide
Best Spots
Best Boat
Good with Kids

September 18, 2025

Our fishing trip with Captain Bill through Wine Down Boston was an absolute delight! From the scenic views to the thrill of the catch, it was an unforgettable experience. Captain Bill's expertise and enthusiasm for fishing added a special touch to the journey. Wine Down Boston ensured a perfect blend of relaxation and adventure. Highly recommend for anyone looking to combine a love for fishing with a touch of luxury!

September 18, 2025

This was an amazing trip for my father, son, and four grandsons. The Captain was well-informed, personable, and accommodating. Everyone caught fish, including the seven-year-old. We booked this as an unknown and were ecstatic with the results. From baiting the hooks to filleting the catch, all equipment was provided. It was a once-in-a-lifetime experience. We strongly advise. Thank you very much, Captain Bill!

September 18, 2025

I've chartered with Wine Down Boston multiple times and they never disappoint. We have caught haddock, flounder, cod, and stripers. Capt. Bill and his wife Gail are professionals, in tune with the local fishing chatter, and run a charter that always puts safety first. I give them my highest recommendation.

September 18, 2025

Capt bill and 1st mate Connor are nothing short of excellent! Not only did we hook up consistently but these guys are just awesome! Had drinks with them after we reached the dock. Thats how great these guys are! Also Connor works his butt off with the net.

September 18, 2025

We scheduled a six-hour trip. Bill's knowledge was evident. Everything from safety to cleanliness to knowledge and skill is covered. My grandchildren had the best time ever. They caught a lot of bait fish and three huge striped bass. First mate Matt was fantastic with the kids, and Bill, who is a teacher, taught them a lot about fishing as well as the science and history of fishing. My grandchildren did not tune out once in six hours. It was a truly wonderful experience that I highly recommend to parents and grandparents who want to give their children and grandchildren the best introduction to what fishing for big fish is all about!

September 18, 2025

My 17-year-old son and I had a fantastic morning striper fishing with Captain Bill and Conner. We caught a number of large stripers. Bill and Conner were both extremely nice guys who were also very knowledgeable and skilled fishermen. We had a great time and would recommend them to anyone looking to catch a lot of fish. Overall, a fantastic experience!

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