Guided Scenic Trip To Rock Hall

A 8-hour guided boat tour to Rock Hall.

A boat ride from the South River, Maryland, to Rock Hall, Maryland, is a scenic and peaceful
journey across the Chesapeake Bay, offering stunning views, historic landmarks, and plenty of
opportunities for adventure along the way.

Guided Rock Hall Trip Itinerary

Great for 1 – 30 passengers

Departure: South River, Maryland – 10am

The trip begins on the South River, a beautiful tributary of the Chesapeake Bay, just south of
Annapolis. As you depart, you’ll pass charming waterfront homes, marinas, and lush, tree-lined
shores. Keep an eye out for Thomas Point Shoal Lighthouse, a historic screw-pile lighthouse
that sits just outside the mouth of the South River. It’s a fantastic photo opportunity and a classic
symbol of the Bay.

Crossing the Chesapeake Bay

As you head east across the Chesapeake Bay, you’ll enjoy wide-open water views, often dotted
with sailboats, fishing vessels, and even the occasional pod of dolphins or ospreys hunting for
fish. If the weather is clear, you’ll see the Chesapeake Bay Bridge stretching north, connecting
Maryland’s western and eastern shores.

  • Wildlife Watching: The Bay is home to bald eagles, great blue herons, and rockfish
    jumping from the water.
  • Fishing: This route crosses some excellent fishing spots for striped bass, bluefish, and
    crabs.

Approaching Eastern Bay and Kent Island

As you near Kent Island, you’ll pass by Bloody Point Bar Lighthouse, another historic
lighthouse that marks the southern entrance to Eastern Bay. You can take a slight detour up

Eastern Bay to visit St. Michaels, a charming waterfront town with excellent seafood restaurants, boutique shopping, and the Chesapeake Bay Maritime Museum.

If you continue past Kent Island, you’ll enter the Chester River, a calm and scenic waterway
lined with peaceful creeks and inlets. This is a great spot for kayaking or anchoring for a
swim.

Arrival in Rock Hall, Maryland (Arrival at 12:30pm Depart at 3:30pm)

Rock Hall, known as the "Pearl of the Chesapeake," is a picturesque, small fishing town with a
relaxed, nautical charm. As you arrive, you’ll see Rock Hall’s harbor lined with sailboats and
classic watermen’s boats.

Things to Do in Rock Hall:

  • Enjoy Fresh Seafood: Try Waterman’s Crab House for a classic Maryland crab feast
    with stunning waterfront views.
  • Visit the Rock Hall Beach: A small but beautiful beach perfect for a stroll or picnic.
  • Explore Eastern Neck National Wildlife Refuge: Just south of Rock Hall, this
    protected area offers hiking trails and excellent birdwatching.
  • Attend Local Festivals: Rock Hall hosts events like the Pirate & Wenches Fantasy
    Weekend and the FallFest.

Back to the South River at 6 PM

Final Thoughts

This boat trip is a perfect blend of adventure, nature, and relaxation. Whether you're looking for
great seafood, scenic views, or a little history, this journey from South River to Rock Hall
captures the very best of the Chesapeake Bay.

⭐⭐⭐⭐⭐

Seriously so amazing!!! The best experience ever. We did a pontoon and it was the funnest time. Great employees and amazing captain. You will not be disappointed!

Explore Rock Hall Maryland

Why Choose Us

We specialize in power boat rentals and charters on the Chesapeake Bay for family, social and corporate outings. Knowing you have lots of choices when planning your next outing, we work hard to make sure your experience is one that you will want to repeat again and again!

About us

Over 30 Years Of Serving Boat Rentals On The Chesapeake Bay.

As a privately-owned company with over 30 years of experience, our reputation is based on the quality and our belief in first-class customer service. Our friendly and knowledgeable team will help you choose the right boat and will also recommend destinations, activities, and enhancements to ensure your outing is all that you imagined.

Contact us now to book your Chesapeake Bay Experience on a boat from South River Boat Rentals!

Leading Boat Rental Company on the Chesapeake Bay

Tubing, Skiing, Wakeboarding and Kneeboarding Options

Captains Hold US Coast Guard 50 Plus tonnage Master Licenses

Our Fleet Of Power Boats Is Professionally Maintained

Our Customers Love Us!

 Just Google "South River Boat Rentals" to see all the positive reviews we have earned throughout the years. Customer service and ensuring you have an excellent day on the water is our top priority.

"

We used South River boat rentals this past weekend for a bachelorette party and had the absolute best time. Special thanks to Captain Chris and the rest of the crew who were all kind, courteous, and informative. Definitely will be returning! - Gabby Cooper

Amazing day on the pontoon boat with our extended family. Graham was a WONDERFUL captain and host. He took us to a quiet area to swim, dragged all 4 kids in the tube, and slowed the boat so we could look at wildlife up close. Worth every penny! Highly recommend requesting Graham as your captain. - Meredith Bove

Thank you for a memorable experience. Would recommend this place to everyone. Can’t wait to make another reservation in the future. A big thank you to Nancy for your amazing customer service and friendly personality!! - Nicole Wilkinson

Thank you for an amazing time. We rented the 26' Chaparral for a day of cruising and tubing. We could not be more grateful. The boat ran perfectly and the staff was king, courteous and accommodating. We will return! - Garrick Muench

Had a great experience with them. I even had to reschedule for a later date and they were able to accommodate! Would definitely recommend the 50' Trawler! - Kourtney Ramseur

Such an amazing company to work with!!! From scheduling, to weather related rescheduling, the captain, and the overall boat condition and experience - I cannot say enough good things about South River Boat Rentals! Definitely will return! - Tara Klimovitz

The boat was ready and waiting for us; the service was good from booking to returning the boat. South River made it an easy and enjoyable experience. - Judy Graham

So much fun renting a boat for the day. Our Captain Wayne was awesome and took us wherever we wanted to go. He gave suggestions based on weather/water conditions/our ideas of what we wanted to do. It was really a great day! - Sarah Edwards

Outstanding Labor Day out on the water thanks to South River Boat Rentals! Best prices in the area, great vessel, easy to use, a lot of fun for our family! - Mark Fratto

The staff was awesome and super hospitable. They walked us through everything and made sure we felt comfortable on the boat. Boat was in great condition too! - Dylan Stoskus

We had a wonderful experience with South River Boat Rental! The boat was in perfect condition, very clean, and the staff was a pleasure to work with. Would highly recommend! - Liz Gillette

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