Happy Holidays! Cruise with Captain Santa on The Jolly Express!
Cruises on the Bay by Watermark
Celebrating over 40 years of fun! Special Event cruises are on our schedule through the end of 2014! Happening now: Jolly Express and Parade of Lights. Our regular cruising season has ended. On warm days, we may cruise in Annapolis.
Looking for cool fun things to do in Maryland? Cruises on the Bay by Watermark offers a variety of sightseeing cruises with climate controlled comfort during the boating season along the waterways of the Annapolis Harbor, Baltimore Inner Harbor and Chesapeake Bay. Experience the scenic beauty and the unique treasures that can only be found in America's largest estuary. Our cruises are a fun, easy and affordable way to enjoy and get out on the water. As we celebrate 42 years of being in business, our options for what to do in Baltimore and what to do in Annapolis have never been better! We specialize in Annapolis boat tours and Baltimore Harbor Cruises for visitors and locals alike. And we’re always planning something special for Annapolis events and Baltimore events.
Watermark has many unique things to do in Annapolis and Baltimore! Come explore the local Maryland waterways aboard the Chesapeake Bay's largest private fleet. Cruise for as little as 40 minutes on an Annapolis cruise aboard Harbor Queen, a city icon, or up to a full day on our Day on the Bay to St. Michaels Cruise. Our Baltimore Harbor cruises are a popular Baltimore Harbor attraction. A Baltimore Harbor Cruise is one of the best and most beautiful ways to explore Charm City. Explore the banks of the United States Naval Academy or marvel underneath the twin spans of the Chesapeake Bay Bridge.
Whether you are looking for family friendly things to do in Baltimore, are planning a group trip to Annapolis or want to enjoy a romantic outing, Watermark has the perfect cruise for you! Cruises are pet-friendly as long as Fido is friendly and on leash. All of our vessels have restrooms on board and most are climate controlled. Plan a group trip, field trip or private charter with our team of specialists.
Your Event...On a Private Yacht!
For true holiday magic, book your event on a Watermark yacht.
Private Charters Year-Round
You can create an event to remember on the Chesapeake Bay. Whether you are cruising from Annapolis or Baltimore, even the Maryland Eastern Shore, Watermark has a fleet of yachts just perfect for your special event.
What kind of events? Birthdays, Anniversaries, Corporate…just for fun! Starting at under $1,000 for 20 people for 3 hours, cruise Spa Creek and the Severn River for a weekday break. Looking for a larger group? Have a cocktail party aboard Lady Sarah for under $6,000 for up to 50 people (wine and beer included!). And your corporate crew will have a day to remember with a cruise to St. Michaels and back…your own Day on the Bay! Planning the Big Day? Be married on the water with a Wedding on the Bay.
Contact us with your Special Event plans today.