Why You Need to Take a Cruise on the Chester River Packet!

There’s no better way to experience the beauty of the Eastern Shore of Maryland than a boat ride on the Chester River Packet! From the moment you climb aboard this classic 65-yacht, get ready for the experience of a lifetime. As you glide up and down the Chester River, you’ll enjoy spectacular views as well as fascinating explanations of sites and local history. Select cruises even offer delicious cuisine, brunch, and a cash bar. Bon voyage!

The Chester River Packet is one of many amazing things to do in Chestertown, MD. 

About the Chester River Packet 

The Chester River Packet operates from May through Labor Day. The vessel offers a regular schedule on weekends, but it’s also available for private cruises. Originally built in 1990, the USCG certified 1920’s-style tour boat has been completely restored. Relax in the climate-controlled salon or out on the breezy open-air forward and upper decks. Because it only holds up to 60 passengers, the Packet boat makes for an extremely comfortable cruise. 

Your tour begins in historic Chestertown. Boarding is at the Chestertown Town Dock at the end of High Street. Once you set sail, the fun begins! Enjoy gliding beneath beautiful blue skies, gorgeous sunset views, or a blanket of twinkling stars. As you navigate the river, the crew will point out historic landmarks while explaining the rich history of Chestertown. Whether you’re planning a romantic evening with your sweetheart, a fun family outing, or a night out with friends, this is the ideal excursion for any occasion. Come see for yourself why this is one of the best boat tours on the Eastern Shore of Maryland! It may just become your new favorite tradition. 

Schedule of Chester River Cruises

Before you board, we highly recommend checking the Chester River Packet calendar to check availability and current weather conditions. Reservations are required and can be made online or by calling 410-635-0321. Brampton Inn is also happy to make reservations for our guests! Boarding begins 15 minutes before departure time, so plan on arriving early. Below is the typical schedule for public cruises:


1:00-2:30 pm

1.5 Hour Cruise / $20 Per Person*

Cash Bar Available

Thursday, Friday & Saturday Nights:

6:00-8:00 pm (Spring and Fall hours)

7:00-9:00 pm (May through Labor Day)

2 Hour Cruise / $35 Per Adult / $20 Per Child 12 and Under

Treats Included

Cash Bar Available

Sunday Brunch:

12:30-3:00 pm

2.5-Hour Cruise / $40 Per Person / $20 Per Child 12 and Under

Brunch Included

Cash Bar Available

Book Your Stay at Brampton Inn

Outdoor DiningAfter a fabulous cruise on the Chester River Packet, come relax and unwind at Brampton Inn! Our romantic Maryland bed and breakfast offers the ideal accommodations for your stay. Just a stone’s throw from Chestertown, our historic 1860 inn is minutes from all of the best attractions, restaurants, and shops. During your stay, you can expect to start each morning right with a delicious complimentary breakfast. Then, come back in the afternoon for refreshments and appetizers in the dining room.

Each of our luxurious guest rooms and cottages is designed with your ultimate comfort in mind. For a truly unforgettable stay, we recommend booking our Sunset in the Garden Cottage. With a private entrance, whirlpool tub for two, wood-burning fireplace and outdoor brick patio, it has everything you need for a romantic escape. Don’t wait to start planning your Maryland getaway! Check our availability and book your stay today. We can’t wait to welcome you!

Book Now

Join Us for an Open House at Brampton 1860!

Learn about the events held on property and about opportunities to buy out the inn for your wedding, family reunion, retreat or other gathering. It’s also the perfect place for your family to stay while in town visiting. We’ll be providing tours and information on the history of the property along with discussion on all we have to offer.


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