Explore Watermark

Explore Watermark

Annapolis Tours by Watermark Over three decades of experience sharing four centuries of history. A story with every step! That is Annapolis Tours℠ by Watermark®. Walk side-by-side with Annapolis' most experienced tour guides into the history of one of America's most eventful destinations. Watermark's experienced guides provide walking tours through historic downtown Annapolis, the Maryland State House and the United States Naval Academy. You are shown the historic side of Annapolis from a Colonial period-dressed, knowledgeable and informative guide. Our tour guides undergo annual re-certification through an intensive training program each year. With passions for history, sharing stories and meeting new people, Watermark’s guides provide the unique experience of escorted tours by locals in a beautiful walkable city. When looking for things to do in Annapolis, start by exploring on foot!

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Yacht Charters on the Bay by Watermark A day on the water. A Chesapeake breeze. The luxury of an exclusive yacht. Yacht Charters on the Bay™ by Watermark® has the largest, meticulously maintained and most diverse private fleet of yachts on the Chesapeake Bay. Charter a vessel from our fleet for a memorable and easy affair on the water. From the quaint Miss Anne to the elegant, luxury yacht the Catherine Marie, Watermark has a boat to fit every event. With vessels in two home ports – Annapolis and Baltimore – and docking privileges throughout the region, Watermark offers numerous options and flexibility for any event.

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Cruises on the Bay by Watermark Cruises on the Bay℠ by Watermark® offers fun Annapolis cruises and Baltimore cruises that vary in duration, narration style – both recorded and live – and locales explored. Friendly Captain and crew will host you on an unforgettable journey. Come venture around the local Maryland waterways aboard the Chesapeake Bay's largest private fleet. Experience the scenic beauty and the unique treasures that can only be found in America's largest estuary. Choose from a variety of sightseeing cruises offered daily throughout the boating season. Whether you are looking for things to do in Baltimore, family activities, things to do in Annapolis, or a nice outing with a loved one, Watermark cruises has the perfect cruise for you!

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Destination Education by Watermark Trace the footsteps of heroes. Destination Education℠ by Watermark® makes it easy to have fun on an educational adventure! From walking tours to boat cruises, Watermark has been making history come alive and guiding field trips on land and water for over 30 years. Our tours provide educational field trips for students and easy planning experiences for teachers. In a region rich with history and the estuarine environment, educational opportunities for engaging field trips abound in Annapolis and Baltimore.

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Wedding on the Bay by Watermark Looking for Chesapeake Bay wedding venues? Look no further than a Wedding on the Bay. Wedding on the Bay℠ by Watermark® offers a refreshing alternative for Maryland weddings—luxury yachts with full amenities and professional planners. Your wedding day and wedding celebrations are days for you and your fiancé to remember forever. It should be enjoyable, beautiful, and one-of-a- kind for you and your guests. Our luxury yachts offer a stunning and magical setting for weddings, receptions, rehearsal dinners and more year-round. Wedding on the Bay by Watermark offers a personalized Chesapeake Bay charter wedding – choose your boat, your time, your city, your route, your entertainment, your caterer, your everything.

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Annapolis Water Taxi

Is there anything more fun than arriving by boat? The Annapolis Water Taxi is a fun, convenient and affordable way to get around the Annapolis area. Operated by Watermark, the Water Taxi fleet provides daily service mid-May through Labor Day with weather-dependent service bookending the regular schedule. The Water Taxi operates continuously on demand by calling 410-263-0033 or VHF channel 68. There is no set route. The City Dock Taxi Stand is adjacent to the Harbormaster’s office in Ego Alley.

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Purchase Tickets & Gift Certificates

How do I purchase tickets online? Advanced tickets are available for sale on our websites for many Annapolis cruises, all Baltimore cruises and all Annapolis walking tours. If advanced tickets are available for a particular cruise or tour, you’ll see a green “Book Now” button on our website. Click on the button and follow the steps for a secure online purchase.

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