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Experience a stunning 1-hour sunset cruise in Annapolis, with scenic views of the harbor, historic buildings, and a lively playlist. Perfect for relaxing evenings.
The Annapolis Sunset Cruise offers a memorable one-hour journey through Annapolis Harbor with captivating views of the U.S. Naval Academy and the vibrant waterfront. Organized by Watermark Journey, this tour combines scenic beauty, relaxing music, and the chance to enjoy a full-service bar aboard a comfortable vessel. With a rating of 4.7, it appeals to visitors seeking a laid-back experience that captures the essence of Annapolis at sunset.
This cruise is ideal for those who want to unwind on the water, soak in historic sights, and enjoy beautiful scenery without a lengthy commitment. It features light snacks and beverages available for purchase and is suitable for most guests, including those who require wheelchair accessibility. While it is a short, one-hour trip, the focus on scenic views and a lively playlist makes it a standout option for a relaxed evening.


The tour departs from the end of Prince George Street, easily identifiable by a red umbrella and the Watermark ticket stand. The precise coordinates are 38.97718048095703, -76.48448181152344, making it straightforward to locate for both visitors and locals. The check-in process begins 15 minutes prior to the scheduled start, ensuring ample time for boarding.
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During this cruise, travelers enjoy uninterrupted views of Annapolis Harbor, featuring historic buildings along the waterfront. The U.S. Naval Academy, a significant landmark, is visible from the water, offering a different perspective from land-based tours. As the sun sets, the changing colors reflect off the water, creating a magical backdrop that captures the beauty of the Chesapeake Bay area.

A lively playlist plays throughout the cruise, adding an upbeat touch to the scenic surroundings. Passengers can relax with a full-service bar on board, where alcoholic drinks, non-alcoholic beverages, and light snacks are available for additional purchase. This setup encourages a convivial vibe, perfect for unwinding during the sunset hour.
Potential travelers can reserve their spot with flexibility through the “Reserve now & pay later” option, allowing them to book without immediate payment. The tour also offers full cancellation up to 24 hours in advance, providing peace of mind. Multiple start times are available, so guests can choose a slot that best fits their schedule.
More Great Tours NearbyThis cruise is wheelchair accessible, making it inclusive for guests with mobility needs. The tour prohibits weapons, smoking, large bags, pets (except assistance animals), and other safety concerns to ensure a comfortable environment for everyone onboard. Fishing, littering, fireworks, and nudity are explicitly not allowed, aligning with safety and decorum standards.
While the tour showcases Annapolis Harbor and the U.S. Naval Academy, routes are subject to change depending on weather and operational considerations. This flexibility ensures safety and optimal viewing conditions but means specific sights may vary slightly from trip to trip.

The Watermark Journey provider holds a 4.7-star rating, reflecting consistent quality and positive experiences. Their focus on scenic, relaxed cruises makes this Annapolis Sunset Cruise a popular choice for those seeking a leisurely evening on the water.
For visitors interested in other water-based activities, options include cruises to St. Michaels, historic ship painting classes, and harbor dinner cruises. These alternatives, linked in the offerings, extend the opportunity to explore Annapolis from the water or enjoy creative pursuits related to maritime culture.
The Annapolis Sunset Cruise stands out for its short, scenic, and relaxing nature. Its simple yet charming route around the harbor offers stunning sunset views and a lively atmosphere. The full-service bar and music playlist enhance the experience, making it ideal for families, couples, or anyone looking to unwind after a day exploring Annapolis.
While the one-hour duration is brief, it provides enough time to enjoy the sights, sounds, and vibrant colors of the evening. The easy meeting point and flexible booking options make this tour accessible and convenient. Overall, it offers a value-packed way to appreciate Annapolis’ waterfront charm during that golden hour of sunset.
Is the tour suitable for wheelchair users?
Yes, the Annapolis Sunset Cruise is wheelchair accessible, ensuring inclusivity for guests with mobility needs.
Can I purchase drinks or snacks on board?
Yes, a full-service bar is available, offering alcoholic and non-alcoholic beverages, as well as light snacks for additional purchase.
What is the best time to join the cruise?
The cruise occurs around sunset, with various departure times available. Check the schedule for options that suit your preferred timing.
Are there any restrictions I should be aware of?
Guests are not allowed to bring weapons, large bags, pets (except assistance animals), or engage in smoking, littering, or fireworks onboard. The vessel and route may change at any time for safety or operational reasons.