Ahoy! Step aboard the Express Royale and enjoy one of our delightful cruise packages or design your own adventure! The possibilities for fun, relaxation and celebration are limited only by your imagination!

Our experienced skippers and guides are intimately acquainted with the Chesapeake Bay, its rivers, marshes and creeks. We’ll introduce you to many species of native inhabitants and we’ll point out the well known as well as the not-so-well known points of interest and landmarks along the way. Or, if you prefer a more intimate setting, we’ll just drive the boat and leave you to bask in the beauty of nature!

Bring the family, the gang from the office, the wedding party, the neighborhood – or just that special someone – and make your next event the best ever!

Note: Cruises are offered by reservation to organized groups only and not to the general public on a “walk-in” basis, except where noted. For example, Wine on the Water Cruise is available to the public when it is hosted in conjunction with Hair of the Dog or some other liquor vendor; Champagne Sunset Cruise is offered to the public out of Tilghman only (Other ports of departure can be arranged as a charter). Day on the Bay is available to the public by reservation with no minimum number of passengers.

Crab Feast Cruise
2 hours
June – October
Your group of 10-24 people

There is no better setting in which to enjoy the Chesapeake Bay Blue Crab than cruising its native waters! Spend a relaxing afternoon or evening feasting on this delectable treat, while soaking up the breathtaking scenery. If you’re a rookie crab picker, don’t worry… free lessons are available if you need them! Cruise departs from Tilghman Island.

Champagne Sunset Cruise
90 minutes
April – October
10-49 people

What a perfect way to relax and unwind at the end of the day! See the sights along scenic shorelines, silhouetted against a colorful western sky. This cruise is available to the general public out of Tilghman. It can be arranged out of other ports by charter. Complimentary champagne, beer and soft drinks are included.

Wine on the Water
90 minutes
April – October
10-35 people

Enjoy soft Bay breezes, unforgettable sunsets and superb refreshments that blend to create the ultimate wine tasting experience! We’ll have experts onboard who will select some very interesting varieties for sampling, paired with the appropriate accompaniments. Cruise departs from Tilghman Island.

Crabbin’ Cruise
3-4 hour
May – October
Up to 6 people
Available to the general public by reservation
minimum of 2 people

Be a Waterman for the Day, ride along with our Crabbing Captain and become “working mates”. Be involved in all aspects of catching your own crabs. Our Captain will teach you how to use the traditional method of trotlining to catch Chesapeake Bay Blue Crabs. After a hard day of crabbing you get to take some of the catch Home or we will have it cooked for you and ready for Dinner.

Themed Cruises
Minimum 90 minutes
April – October
Your group of 10-35 people

Let Dockside Express help you create the perfect theme for your next party, office function or family reunion. Choose a Caribbean flair for a summer event or a haunted harbor tour for the fall. We’ll work with you to turn your idea into a memorable event! Themed cruises depart from Cambridge, Easton, St. Michaels or Tilghman Island.

Chesapeake Bay Sport Fishing
Half day (6 hours)
Full day (Whatever it takes)
May – November
Your group of 6 people maximum

The bounty of the Bay gets up close and personal when you experience the thrill of reeling in a feisty bluefish or a trophy striper! Fishing gear and licenses are provided; all you have to do is bait up and go fishing! Boxed lunches and beverages are available. Cruise departs from Tilghman Island.

Wedding Charters and Transportation