Gloucester Fleet - Deep Sea Fishing & Charters

Gloucester Fleet - Deep Sea Fishing & Charters Come aboard the M/V "Lady Sea" and experience deep sea fishing at its finest with the best party fis Experience east coast fishing at its finest.

DEEP SEA FISHING AND PRIVATE CHARTERS OUT OF GLOUCESTER MASS. Come with us and experience deep sea fishing at its finest with the best party fishing boat, captain, and crew that Gloucester Harbor and Cape Ann have to offer. Gloucester Fleet offers you the possibility to discover fishing for all skill levels and ages. Gloucester Fleet runs safe, reliable deep sea fishing charters and evening cruise

s around Cape Ann led by some of Gloucester’s most accomplished captains and mates! Whether you're a season veteran or a greenhorn on vacation, we have a trip for you!

One of the best parts of deep sea fishing? You never know exactly what’s coming up next!From Stellwagen Bank to Tillies ...
09/04/2026

One of the best parts of deep sea fishing? You never know exactly what’s coming up next!

From Stellwagen Bank to Tillies Ledge and Jefferies Ledge, we’re fortunate to have some incredible fishing grounds within reach of Gloucester.

Ready to see what you can bring over the rail?

🎣 Book Now! Check our services: gloucesterfleet.com
💥 Use code FISHING2026 to skip the booking fee for the rest of 2026!

You don’t have to be a lifelong fisherman to spend a day on the water with Gloucester Fleet. 🎣A deep sea fishing trip is...
09/02/2026

You don’t have to be a lifelong fisherman to spend a day on the water with Gloucester Fleet. 🎣

A deep sea fishing trip is a great way to try something new, bring the family together or introduce someone to fishing for the first time.

And with half-day, 3/4-day and all-day trips, you can choose the adventure that works best for you.

The Lady Sea was built for fishing and comfort—with a wide beam, plenty of deck space, onboard galley and two full bathrooms.

Come see what fishing out of America’s oldest seaport is all about!

🎣 Book Now! Check our services: gloucesterfleet.com
💥 Use code FISHING2026 to skip the booking fee for the rest of 2026!

08/30/2026

Trade the conference room for the Atlantic. 🌊

A company outing aboard the Lady Sea is definitely not your average work event. Plan a private fishing trip, harbor cruise, sunset cocktail mixer or catered gathering for your team.

With plenty of room aboard, an upper deck, cabin seating, full bar and space for food, music and dancing, we can help turn your next company event into one people will actually be excited to attend.

⚓ Learn more about private and corporate outings at gloucesterfleet.com

Sometimes the best fishing trip is the one where you bring the whole crew.Charter the Lady Sea for a private fishing tri...
08/27/2026

Sometimes the best fishing trip is the one where you bring the whole crew.

Charter the Lady Sea for a private fishing trip and make the day your own! Family outings, friends, birthdays, bachelor parties, company trips, reunions—you bring your people and we’ll help take care of the details.

There’s something pretty great about having the boat all to yourselves. ⚓️

Interested in planning a private charter? Get in touch!

🎣 Book Now! Check our services: gloucesterfleet.com
💥 Use code FISHING2026 to skip the booking fee for the rest of 2026!

08/25/2026

Want MORE time at the rail? Our 12-hour Marathon Fishing Trips are made for serious fishing days.

We leave at 5 AM and return at 5 PM, giving us the opportunity to travel farther offshore and spend approximately eight hours actually fishing. With more time, we can explore grounds we can’t always reach on our regular trips—and move around when needed to find the action.

This is the trip for anglers who want to fill the freezer! 🎣

Space is limited on Marathon Trips, so don't wait.

🎣 Book Now! Check our services: gloucesterfleet.com
💥 Use code FISHING2026 to skip the booking fee for the rest of 2026!

08/23/2026

How much fishing do you have in you? 🎣

Whether you’re looking for a shorter adventure or want to spend the day chasing fish offshore, Gloucester Fleet offers:

⚓ Half-Day Fishing Trips
⚓ 3/4-Day Fishing Trips
⚓ All-Day Fishing Trips
⚓ Marathon Fishing Trips
⚓ Private Charters

Grab your fishing buddies, pick your trip and meet us at the dock!

🎣 Book Now! Check our services: gloucesterfleet.com
💥 Use code FISHING2026 to skip the booking fee for the rest of 2026!

Golden hour hits different out on the water. Book an evening charter with Gloucester Fleet, relaxed vibes, great fishi...
08/21/2026

Golden hour hits different out on the water. Book an evening charter with Gloucester Fleet, relaxed vibes, great fishing, unforgettable views.

Book Now! gloucesterfleet.com

***Thursday All Day Charter Report***Sticking to the same area we've been at for weeks, super productive and steady fish...
08/21/2026

***Thursday All Day Charter Report***

Sticking to the same area we've been at for weeks, super productive and steady fishing. A few big po***ck and cusk, mixed with a lot of really nice haddock and redfish. We only saw 2 dogfish all day. Fishing is still above average.

Still space available on Saturday and Sunday this weekend.

***Sunday half day***Sorry for the late post. Sundays half day trip was a perfect example what we're all about. Multipl...
08/20/2026

***Sunday half day***

Sorry for the late post. Sundays half day trip was a perfect example what we're all about. Multiple families and groups of friends, on the water to have a good time. There was action throughout the entire trip, with some beautiful haddock to bring home. All the codfish were safely released after taking quick pictures with some excited kids.

Spots available for Saturday and Sunday trips this weekend. Give us a call or book online.

There's a kind of connection you only find out on the water — no phones, no distractions, just good company and the thri...
08/19/2026

There's a kind of connection you only find out on the water — no phones, no distractions, just good company and the thrill of the catch. 🎣 Whether it's family, friends, or coworkers, a day of fishing with Gloucester Fleet has a way of turning "let's catch up" into memories you'll talk about for years.

Book Now! Check our services: gloucesterfleet.com Use code FISHING2026 to skip the booking fee.

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75 Essex Avenue
Gloucester, MA
01930

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