Guided Trip To Annapolis

Departure from South River 9:30 am or 2 pm
You’ll start in the South River, a beautiful estuary lined with waterfront homes, marinas, and quiet coves. The river has several small inlets, such as Glebe Bay, Harness Creek, and Church Creek, where you might spot herons, ospreys, and even bald eagles.

Quiet Waters Park: As you head toward the mouth of the river, you’ll pass by this scenic park with wooded trails, kayak rentals, and a dog beach. Londontowne & Historic London Town and Gardens: On the southern shore of the river, this historic site features colonial-era buildings and beautiful gardens. Entering the Chesapeake Bay As you leave the river and enter the Chesapeake Bay, the water opens up, and you’ll feel the salty breeze. The bay can get a bit choppy depending on the weather, but the views are fantastic.

Thomas Point Shoal Lighthouse: A must-see! This is one of the last remaining screw-pile lighthouses in the Chesapeake, standing on stilts above the water. It’s a famous landmark and an excellent photo opportunity. Exploring the Severn River (Optional Side Trip)
Before heading into Annapolis, you might take a detour up the Severn River. This river is home to some of the most beautiful waterfront properties and offers a chance to see:

Naval Academy Bridge: A large steel bridge that provides great views of downtown Annapolis. United States Naval Academy: You’ll see the academy’s impressive buildings along the river, including Bancroft Hall, the largest dormitory in the world. Arrival in Annapolis 10:45am or 3:15 pm Depart Annapolis 12:15pm or 4:45pm As you approach Annapolis Harbor, you’ll be greeted by the city’s historic skyline, with the Maryland State House dome visible above the treetops.

Ego Alley: This narrow waterway is a famous spot where boats parade up and down for all to see. It’s a great place to dock and watch the bustling harbor activity.

City Dock: The heart of Annapolis, lined with restaurants, bars, and boutiques. You might tie up at Pusser’s Caribbean Grille for a drink or grab some fresh seafood. Annapolis Waterfront Hotel & Marinas: A picturesque spot to end your ride, with plenty of space to dock and enjoy the lively atmosphere. Other Sights Along the Way

Wildlife: Keep an eye out for dolphins (occasionally seen in the Bay), ospreys nesting on channel markers, and crabs scuttling near the docks.

Sailboats: Annapolis is the sailing capital of the U.S., so you’ll likely pass by dozens of sailboats, from small dinghies to massive yachts.

Back to the South River at 1:30 pm or 6 pm
This trip offers a mix of natural beauty, history, and classic Chesapeake Bay charm—whether you’re cruising slowly, stopping to explore, or just enjoying the ride!

• Capacity: 6
• Weight limit: 1410 lbs

Cancel up to 2 days before the start time.