Have FUN in Annapolis and Baltimore - Take a Cruise!

Cruises on the Bay by Watermark offers a variety of sightseeing cruises during the late spring, summer and fall along the waterways of the Annapolis Harbor, Baltimore Inner Harbor and the Chesapeake Bay. Cruise for as little as 40 minutes all the way up to a full day on the Bay to the Eastern Shore and back. Browse our different offerings for Annapolis cruises and Baltimore Harbor cruises using the navigation above and to the right. Browse our cruise calendar to find great things do in Maryland when planning an upcoming trip. Our boat tours are a fun, easy and affordable way to get out on the water, sightsee, and relax! Watermark has been having fun cruising the area’s waterways for 40 years. Experience the scenic beauty and the unique treasures that can only be found in America’s largest estuary.

We offer a variety of narrated cruises that are great for group trips in Maryland. Our group tour specialists will help you plan the perfect day for students of all ages, school groups, scout groups, senior groups, families, church groups and more.

All of our vessels are available for private charter. We have the most diverse, largest and well maintained fleet of private yachts in the region. Visit Yacht Charters on the Bay to learn more about booking your private event aboard our boats.

Any cruise may be cancelled due to severe weather, mechanical breakdown or lack of participation.