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Discover Annapolis from the Water: Watermark Tours, Charters, and Cruises

Explore the beauty of Annapolis with Watermark Tours – your gateway to unforgettable boat adventures, weddings, and live music events.

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Nestled in the heart of Annapolis, Watermark Tours, Charters, and Cruises provides an unforgettable way to explore the stunning waterfront and historical landmarks of Maryland’s capital. As a premier boat tour agency, Watermark offers a variety of experiences, including sightseeing tours that highlight the rich maritime history of the region. Guests can glide through the tranquil waters, taking in breathtaking views of the iconic Chesapeake Bay and the picturesque Annapolis skyline. Each cruise is designed to provide a unique perspective, whether you're looking to soak in the sun or enjoy a romantic evening on the water. In addition to scenic tours, Watermark also serves as an event venue, making it a popular choice for weddings and special celebrations. Imagine exchanging vows with the gentle sound of waves and the stunning backdrop of the harbor. The venue can accommodate various events, ensuring a memorable experience for all guests. Live music events are also hosted, adding an extra layer of entertainment to your visit. With a dedicated team that prioritizes exceptional service, Watermark ensures that every guest feels special, whether they are on a leisurely cruise or celebrating a significant milestone. For those seeking adventure, Watermark offers private charters tailored to your preferences, whether for a family gathering, corporate event, or just a fun day out with friends. The knowledgeable crew is ready to share stories and insights about the area, enhancing your journey on the water. With convenient hours and a friendly atmosphere, Watermark Tours, Charters, and Cruises is an essential stop for any visitor eager to experience Annapolis from a unique vantage point.

Local tips

  • Book your tour in advance, especially during peak tourist seasons to secure your spot.
  • Arrive early to enjoy the views and take advantage of the photo opportunities at the dock.
  • Check the schedule for live music events; they often enhance the ambiance of your cruise.
  • Dress in layers; it can be breezy on the water, even in warmer months.
  • Consider a sunset cruise for breathtaking views and a romantic atmosphere.
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A brief summary to Watermark Tours, Charters, Cruises

Getting There

  • Car

    If you're driving, head towards Dock Street in Annapolis. From the main street, West Street, turn onto Calvert Street and then take a left onto Dock Street. Watermark Tours, Charters, Cruises will be on your left at 1 Dock St, Annapolis, MD 21401. Parking is available in nearby garages, but there may be a fee ranging from $1 to $2 per hour.

  • Public Transportation

    If you're using public transportation, take the Annapolis Transit bus route that services the downtown area. Disembark at the 'City Dock' stop. From there, it's a short walk to Watermark Tours, Charters, Cruises. Head east on Dock Street, and you will find the location at 1 Dock St. Be sure to check the bus schedule for the most current times and fares, which are typically around $1 per trip.

  • Walking

    If you are already in the Annapolis Waterfront area, simply walk towards the harbor. From the main shopping area, head towards the waterfront, and you will find Dock Street. Walk along Dock Street, and Watermark Tours, Charters, Cruises will be located at 1 Dock St. This is a pleasant walk with beautiful views of the harbor.

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