Let's Show You Around The Bay

Chesapeake Bay Boat Tours

Downtown Annapolis & Lighthouse Boat Tour

Enjoy a 3 Hour Tour of Annapolis and the Chesapeake Bay

We will depart from Herrington Harbor South and head North on the beautiful Chesapeake Bay towards Annapolis, MD. You can expect to see wildlife like Osprey, Eagles, Dolphins and much more on the way to Annapolis. Once we reach Annapolis we will tour the harbor through Spa Creek. We will see the US Naval Academy, the State Capitol, Ego Alley, and much more.

  • Optional Charcuterie & Wine Package
  • The Highest Quality Boats and Equipment
  • Expert USCG Certified Captains
  • Licensed, Insured, and Liability Coverage
Chesapeake Lighthouse Tour

Enjoy The Water

Downtown Annapolis & Lighthouse Boat Tour

We will have the opportunity to stop downtown for up to 45 minutes. Most of our clients use this time to enjoy ice cream at the famous Storm Brothers Ice Cream Factory and walk around the harbor. Our Evening trip will depart downtown with perfect timing to stop and watch the sunset over the iconic Thomas Point Lighthouse. Group photos are encouraged! Enjoy a relaxing ride back while the sun paints the sky.

Historic St. Michaels Boat Tour

Enjoy The Sights

Historic St. Michaels Boat Tour

We will have the opportunity drop guests off downtown for up to 3 hours. Most of our guests use this time to visit the shops on S Talbot St., grab bite at one of the many waterfront restaurants or tour the Maritime Museum. Group photos are encouraged! Enjoy a relaxing ride back across the Chesapeake to top off your amazing visit to St. Michaels.

Enjoy Our Historic St Michaels Boat Tour

A Five-Hour Boat Tour of the Chesapeake Bay & the Historic St. Michaels

We will depart from Herrington Harbor South and head East on the beautiful Chesapeake Bay towards the historic St. Michaels, MD. You can expect to see wildlife like Osprey, Eagles, Dolphins, and much more on the way. Once we reach St. Michaels we will tour the harbor. By Water, we will see the Chesapeake Bay Maritime Museum, Historic Work Boats, and more.

  • Optional Charcuterie & Wine Package
  • The Highest Quality Boats and Equipment
  • Expert USCG Certified Captains
  • Licensed, Insured, and Liability Coverage

We've Got You Covered

What To Expect On Our Chesapeake Bay Boat Tours

Our tours are designed to give you a unique perspective of the bay from the water. We grew up boating and fishing these waters and love to take folks around our home bay. Our boats are meticulously maintained and we guarantee you'll have a great time on the water with our licensed captains.

Before Your Trip

It's our goal to ensure you have the best time on the water with us and leave with memories of a fishing trip that you'll never forget. Leading up to your trip, we'll contact you to ensure we have all of our boxes checked. From what gear to bring to dietary restrictions and mobility considerations—we've got you covered.

Where We Meet

Meet us at the dock where you will see both boats lit up and your captains ready to hit the water. We operate out of two different marinas depending on the time of year. Both are conveniently located near local restaurants and attractions, ensuring you'll have a good time both on and off the water.

Enjoy A Three-Five Hour Tour

Our boats are open, roomy, and extremely comfortable. If interested in the Charcuterie & Wine Package, Please let us know and we will provide pricing for your trip. Charcuterie board prepared by the fine chefs at Herrington On The Bay. Additional time may be added at any part of the trip based on availability at the rate of $150/Hour. Please send requests for additional time at least 24 hours in advance.

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Frequently Asked Questions

Have Questions About Our Boat Tours? We've Got Answers!

Our top priority is ensuring that you will have a time on the Chesapeake Bay that you'll never forget. Leading up to your trip, if you have any questions for us, please do not hesitate to contact us. We're always happy to answer any questions about the bay or our trips.

Or Call

(443) 624-0088

Our Story

How We Are Changing The Way You Fish The Chesapeake Bay

Fishing the Chesapeake has always been a passion of ours. For years, we've put in time patterning these fish and dialing in our light tackle tactics. Wake up, fish, work, fish, go to sleep, and repeat. That was our routine until April 2021, when we decided to take the leap and start our own guide business. Now we are living the dream, showing folks like yourself the incredible fishing the Chesapeake Bay has to offer.

Real Reviews From Real Clients

Client Testimonials

From Bull Redfish to Stripers and everything in between, we've had the pleasure of showing some incredible folks how we fish the Chesapeake Bay.

Ian Holmes

The knowledge these two have of this fishery, paralleled with unbeatable gear, top-of-the-line electronics, and unmatched teaching ability for light tackle anglers is why we come back for more and more every time. Couldn’t recommend a better experience for light tackle anglers of all levels.

Ian Holmes

Google Review
Zachary Bradley

I can say without a doubt they are some of the most knowledgeable and, more importantly, personable guides out there. Anyone who steps on board will feel more like a friend than a client. The boats, electronics, rods, and tackle are truly the best of the best and will have you Dialed In every time.

Zachary Bradley

Google Review
Adam Krauss

Captain Steve is the man. Him, Drew and everyone else on board will make you feel right at home. Whether you are an experienced angler or beginner he's got you covered. Putting your skills to the test catching quality fish on light tackle.

Adam Krauss

Google Review
Kayla Norfolk

When we booked I said I wanted to catch a big fish and he sure delivered! Most of us had never fished before and Steve made sure we felt comfortable from the first cast while also teaching us about various species and migration patterns.

Kayla Norfolk

Google Review
Nicholas Edwards

Highly recommend chartering with Capt Steve. He is a great laid back captain and gets you on the fish. Fishing with light tackle makes for a much better experience not just reeling in a 5 gallon bucket. Thanks Capt Steve for putting me on my biggest light tackle rockfish

Nicholas Edwards

Google Review
Cindy T

Went on a Sunday morning rock fishing trip with Griffins Tour Guide & had a great time! Steve is very knowledgeable and helped even a beginner like myself reel in a 24-inch rockfish. His rods & lures are top-notch & were easy to cast and reel in.

Cindy Tefel

Google Review
Zachary Bradley

I can say without a doubt they are some of the most knowledgeable and, more importantly, personable guides out there. Anyone who steps on board will feel more like a friend than a client. The boats, electronics, rods, and tackle are truly the best of the best and will have you Dialed In every time.

Zachary Bradley

Google Review
Kayla Norfolk

When we booked I said I wanted to catch a big fish and he sure delivered! Most of us had never fished before and Steve made sure we felt comfortable from the first cast while also teaching us about various species and migration patterns.

Kayla Norfolk

Google Review
Nicholas Edwards

Highly recommend chartering with Capt Steve. He is a great laid back captain and gets you on the fish. Fishing with light tackle makes for a much better experience not just reeling in a 5 gallon bucket. Thanks Capt Steve for putting me on my biggest light tackle rockfish

Nicholas Edwards

Google Review
Cindy T

Went on a Sunday morning rock fishing trip with Griffins Tour Guide & had a great time! Steve is very knowledgeable and helped even a beginner like myself reel in a 24-inch rockfish. His rods & lures are top-notch & were easy to cast and reel in.

Cindy Tefel

Google Review