Wine Down Boston
Home
Trips & Rates
Gallery
Reviews
Reports
Target Species
Meet the Captain

Learn More

My Trips

  • Book your next Fishing adventure with one of the top-rated Captains in Cape Cod.
  • Book your next Fishing adventure with one of the top-rated Captains in Cape Cod.
  • Book your next Fishing adventure with one of the top-rated Captains in Cape Cod.

Cape Cod Fishing Charters

Book your next Fishing adventure with one of the top-rated Captains in Cape Cod.

100% Satisfaction Guarantee on All Charters *

Wine Down Boston Available Trips

01 / 5
Catch Big Striped Bass and Bluefish with Hands-On Local Guidance

Catch Big Striped Bass and Bluefish with Hands-On Local Guidance

Starting at $650.00

Reel in Cape Cod's Most Famous Saltwater Game Fish alongside a Knowledgeable Captain

02 / 5
Learn Saltwater Fishing Basics while Watching the Skyline Light Up

Learn Saltwater Fishing Basics while Watching the Skyline Light Up

Starting at $675.00

Smooth Waters, Helpful Crew Instruction, and Gorgeous Evening Coastal Views

03 / 5
Target Hard-Fighting Bottom Fish and Predators with Fast-Paced Offshore Techniques

Target Hard-Fighting Bottom Fish and Predators with Fast-Paced Offshore Techniques

Starting at $675.00

Maximize Your Catch with Dedicated Crew Support and Heavy-Action Waters

04 / 5
Catch Delicious Bottom-Dwelling Ocean Fish on an Extended Coastal Charter

Catch Delicious Bottom-Dwelling Ocean Fish on an Extended Coastal Charter

Starting at $850.00

Extra Time on Productive Feeding Grounds for Tasty Ocean Fish

05 / 5
Spend More Time Tracking Trophy Striped Bass and Aggressive Bluefish

Spend More Time Tracking Trophy Striped Bass and Aggressive Bluefish

Starting at $850.00

Cover Proven Hotspots and Hunt Aggressive Game Fish Across Cape Cod

Cape Cod Fishing with Wine Down Boston

Top Rated Fishing Charter on Cape Cod

Wine Down Boston

Meet the Captain

Captain Bill Silva

Cape Cod Fishing Charter

Captain Bill Silva, the seasoned captain behind Wine Down Boston, is a top choice for Cape Cod fishing charters. With years of experience navigating the Cape’s waters, he offers anglers of all skill levels a chance to enjoy expertly guided fishing trips. Using a variety of techniques like trolling, jigging, and bottom fishing, Captain Bill delivers productive and enjoyable days on the water. His deep knowledge of local fishing hotspots, combined with a friendly, approachable style, ensures every guest has a memorable Cape Cod fishing experience, whether you’re a beginner or a seasoned angler.


Targeting prized species such as striped bass, bluefish, flounder, and black sea bass, Captain Bill Silva maximizes your chances of a successful catch. His well-maintained boat and top-quality equipment create the perfect setup for an unforgettable day on the water. Beyond the fishing, Wine Down Boston charters showcase the stunning Cape Cod coastline and make each trip a personalized adventure. For anyone seeking the best Cape Cod fishing trips or unique local experiences, Captain Bill Silva delivers a combination of expertise, passion, and unmatched dedication to making every outing a highlight of your visit.

Wine Down Boston Fishing Photos

Cape Cod Catches & Fish Photos

Cape Cod Fishing Near Me

JOIN ME OUT ON THE WATER

Fishing Charter Locations on Cape Cod

Prices range from $650 - $850

5/5review_start_icon1 Reviewslocation_orange_icon.pngCape Cod

Cape Cod, a renowned destination in Massachusetts, is a paradise for fishing enthusiasts and adventurers alike. Known for its picturesque coastline, Cape Cod offers an array of Cape Cod fishing experiences that attract anglers from around the globe. The region's waters teem with a diverse range of species, including striped bass, bluefish, flounder, and black sea bass, making it a prime location for both novice and seasoned fishers. Whether you’re embarking on a solo fishing expedition or joining one of the many Cape Cod fishing charters, the thrill of the catch is always within reach.


Fishing in Cape Cod is not just about the catch; it's about the experience and history that accompany it. The area's rich maritime heritage dates back centuries, with fishing being a cornerstone of the local economy and culture. This historical backdrop enhances every Cape Cod fishing trip, as you navigate waters that have been fished for generations. Stories of legendary catches and time-honored techniques add depth to the adventure, creating a connection between past and present anglers. Whether you’re trolling the open ocean or casting along the shore, the legacy of Cape Cod fishing adds a unique dimension to your outing.

Cape Cod Fishing Locations

The map shows where we fish. The red area is our primary fishing area depending on time of year and fishing conditions. The pins represent guest meeting locations.

Our latest news and updates

Things To Do In Cape Cod
23July

Things To Do In Cape Cod

Read More arrowRightC
E-GIFT CARDS
23July

E-GIFT CARDS

Read More arrowRightC
Cape Cod Fishing Report | June 2024
1June

Cape Cod Fishing Report | June 2024

Read More arrowRightC

Soonest Trip Availability

MOST POPULAR TRIPS

Catch Big Striped Bass and Bluefish with Hands-On Local Guidance

Catch Big Striped Bass and Bluefish with Hands-On Local Guidance

Starting at $650.00

Reel in Cape Cod's Most Famous Saltwater Game Fish alongside a Knowledgeable Captain

Learn Saltwater Fishing Basics while Watching the Skyline Light Up

Learn Saltwater Fishing Basics while Watching the Skyline Light Up

Starting at $675.00

Smooth Waters, Helpful Crew Instruction, and Gorgeous Evening Coastal Views

Target Hard-Fighting Bottom Fish and Predators with Fast-Paced Offshore Techniques

Target Hard-Fighting Bottom Fish and Predators with Fast-Paced Offshore Techniques

Starting at $675.00

Maximize Your Catch with Dedicated Crew Support and Heavy-Action Waters

Catch Delicious Bottom-Dwelling Ocean Fish on an Extended Coastal Charter

Catch Delicious Bottom-Dwelling Ocean Fish on an Extended Coastal Charter

Starting at $850.00

Extra Time on Productive Feeding Grounds for Tasty Ocean Fish

Spend More Time Tracking Trophy Striped Bass and Aggressive Bluefish

Spend More Time Tracking Trophy Striped Bass and Aggressive Bluefish

Starting at $850.00

Cover Proven Hotspots and Hunt Aggressive Game Fish Across Cape Cod

View the 2026 trips for

Wine Down Boston

Contact Captain Bill

Contact Captain Bill Now

winedownboston@gmail.com

15089303112

Wine Down Boston

Follow Us

FacebookInstagram

Navigate

Home

Trips & Rates

Gallery

Reviews

Reports

Target Species

Meet the Captain

Gift Card

FAQ

Contact Us

FEATURED

Cape Cod Cast

Things To Do

Striper Spree

Bass Bonanza

Cape Reels

Cape Cod Catch

Cape Cod Fishing Charters

Wine Down Boston offers a wide variety of fishing trips. This is owned and operated by Capt. Bill Silva. He is a licensed and skilled fishing guide. You will surely enjoy saltwater fishing in Massachusetts with them. They have the best trip inclusions in the area. Book your trip today!

More about Wine Down Boston

© Copyright 2026. All rights reserved.

Powered by Guidesly

Terms of Service

Privacy Policy

Sitemap