Damn Good Annapolis Tour Guides

The best trips in Annapolis are:

• St Michaels Sailing Charters guided by Gerald B.
• FishPit Charters guided by Todd B.
• Stella Charters guided by Eric G.
• Endless Summer Charters MD guided by Rob C.

Our Damn Good Guides currently offer 8 private trips in Annapolis, and the most popular trips in the area are Private Morning Charter guided by Rob, Annapolis Afternoon Cruise guided by Rob, and Pasadena MD Cruises guided by Eric.

Our guides in Annapolis are rated a 5 out of 5 based on 9494 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for private kid friendly trips in Annapolis? Check out our beginner and family friendly trips in Annapolis.

Boat Cruise hunting is the most popular type of fishing in Annapolis as well as booze cruise hunting.

Prices in Annapolis can range anywhere from about $705 to $6,590, but the average price for a half day trip in Annapolis is $2,831. The average price for a full day trip in Annapolis is $5,816.

Hiring a guide provides a number of benefits and many choose to book a guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is in the wild every day and knows the area like the back of their hand is going to give you the best chances of having a great trip.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

The most popular season for tours in Annapolis is summer, and most people book their trips 126 days in advance.

Annapolis, Maryland, is a prime destination for inshore and nearshore anglers. Located along the Chesapeake Bay, this historic state capital is renowned for its sailing culture and offers excellent fishing opportunities. Striped Bass, or Rockfish, is the most sought-after species in these waters, but Redfish, Spotted Seatrout, Croaker, Black Seabass, Fluke, Spanish Mackerel, Tautog, Bluefish, and more can also be found.

Annapolis fishing charters provide a variety of trips to suit all levels of experience, from half-day excursions for beginners and families to full-day trips for avid anglers. The fishing season is open year-round, with the best action occurring from spring through the end of the year.

To fish in saltwater, your license will be included in your Annapolis fishing charter, and you only need to register with the Maryland Saltwater Fishing Registry. For freshwater fishing, you must obtain an MD freshwater license before traveling. Your professional guide will have all the necessary knowledge regarding bag and size limits and other regulations.

While the Chesapeake Bay is home to many species including bluefish, redfish, speckled trout, perch, and fluke, it is the striped bass(in the area commonly called rockfish) that takes the cake as the signature fish of the Bay. It is a state fish of both Maryland and Virginia because of its popularity among anglers for sport and food.

Trolling the Chesapeake Bay for rockfish is a great way for any angler to spend their day. Head out with an umbrella lure in the upper Bay during the May trophy season for your chance to land a beast. October (or Rocktober) is when the main season is firing on all cylinders and the fish go into a feeding frenzy when it starts to get colder. If trolling isn’t for you, rockfish arent too picky - you can fish with spoons as well, and many locals swear by nightcrawlers and bloodworms.

Annapolis fishing charters offer a variety of options for anglers of all levels. The most common types of fishing charters in Annapolis are Chesapeake Bay fishing charters, bottom fishing charters, and fly fishing charters.

Chesapeake Bay fishing charters are perfect for those looking to catch striped bass, bluefish, and perch. Bottom fishing charters are great for targeting species like flounder, sea bass, and tautog. Fly fishing charters are ideal for those who want to catch trout, shad, and smallmouth bass.

Annapolis fishing charters typically depart from landmarks like the Annapolis City Dock or the Chesapeake Bay Bridge. So, whether you're a seasoned angler or a beginner, there's an Annapolis fishing charter that's perfect for you.

Annapolis, Maryland is a great place for fishing enthusiasts. With its numerous waterways and abundant fish species, there are plenty of places to cast your line. Here are some of the best places to fish in Annapolis:

1. Chesapeake Bay Bridge - This iconic landmark is not only a great place to take in the views, but it's also a popular spot for fishing charters.

2. Jonas Green Park - Located on the Severn River, this park offers a peaceful setting for fishing and crabbing.

3. Sandy Point State Park - With its long stretch of beach and fishing pier, this park is a favorite among anglers.

4. Thomas Point Park - This park is known for its excellent striped bass fishing and is a popular spot for fishing charters.

5. South River - This scenic river is home to a variety of fish species, including largemouth bass, bluegill, and catfish.

6. Kent Island - Located just east of Annapolis, Kent Island is a great place for fishing charters and offers a chance to catch striped bass, bluefish, and more.

7. Severn River - This river is a popular spot for fishing charters and is known for its abundance of rockfish and blue crabs.

8. Herring Bay - This bay is a great place for fishing charters and offers a chance to catch striped bass, bluefish, and more.

9. Rhode River - This river is a peaceful spot for fishing and is home to a variety of fish species, including largemouth bass, catfish, and perch.

10. Magothy River - This river is a popular spot for fishing charters and is known for its excellent striped bass fishing.

While Annapolis fishing charters are a popular attraction, there are plenty of other things to do in this charming city. Take a stroll through the historic district and admire the colonial architecture, or visit the United States Naval Academy Museum to learn about the history of the Navy. For a fun family outing, head to the Chesapeake Children's Museum or the Annapolis Maritime Museum. If you're looking for outdoor activities, rent a kayak or paddleboard and explore the Chesapeake Bay, or take a scenic hike at Quiet Waters Park. And don't forget to indulge in some delicious seafood at one of Annapolis' many waterfront restaurants.