Float into evening on a three-hour Valentines Dinner Cruise from Nautilus Point Marina in Annapolis. Enjoy a buffet, dancing, and sunset views of the Chesapeake—bring a jacket and your camera for the best memories.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3 hours
Fitness Level
Minimal physical fitness required; you should be comfortable standing and moving on a vessel for a few hours.
Wildlife
History
Annapolis is Maryland's state capital and home to the United States Naval Academy; the city's maritime history shapes its waterfront culture.
Conservation
Pack out all trash or give it to crew for proper disposal, and avoid feeding wildlife; shallow estuaries are sensitive to disturbance.
Island Princess Cruises
Island Princess Cruises operates seasonal sightseeing and dinner cruises from Annapolis, Maryland, specializing in two-hour excursions on the Severn River. The company offers a small fleet experience aboard the Island Princess, focusing on close-up views of the United States Naval Academy, Annapolis Harbor, and local wildlife. Each cruise is narrated unless specified otherwise, providing historical context about Annapolis landmarks, maritime heritage, and regional ecology.
The Sunset Cruise blends scenic river travel with interpretive commentary, while the Severn River Cruise emphasizes peaceful sightseeing along tidal channels and waterfront neighborhoods. The Sunset Dinner Cruise • No Narration pairs sunset views with local Maryland cuisine for a relaxed, food-focused evening without guided commentary. Island Princess Cruises prioritizes passenger comfort and clear safety practices, following local regulations and standard boating procedures. Reservations are available for public sailings and private charters, accommodating couples, families, and small groups seeking a maritime experience near downtown Annapolis. The operator is known for launching from convenient Annapolis piers with easy access to parking and the historic waterfront district. Seasonal scheduling aligns with spring through fall weather patterns to maximize scenic conditions and wildlife sightings. Photographers and history enthusiasts often choose Island Princess Cruises for unobstructed harbor views and close proximity to iconic Annapolis sites. The company’s emphasis on short, two-hour itineraries makes trips accessible for visitors with limited time while delivering a concentrated Annapolis cruising experience. Public tickets are sold online and at the dock, with staff available to answer scheduling and accessibility questions. Booking is recommended in advance.
Duration
2 hours
Short, accessible cruises
Location
Annapolis, MD
Severn River departures
Tours Offered
3 experiences
Sunset, sightseeing, dinner
Highlights
Naval Academy views
Iconic Annapolis sights
Limited seating on two-hour Sunset and Dinner Cruises — book online to secure preferred dates and times.
Dress in layers
Even summer nights on the Chesapeake get chilly after sunset—bring a light jacket or wrap for the open deck.
Arrive early to board
Boarding begins at Dock C, Nautilus Point Marina; arrive 20–30 minutes early to find parking and check in.
Stabilize camera gear
Use a wrist strap or small tripod for low-light photos—decks can move and rails are wet.
Bring ID and proof of age
This cruise is for adults 21 and over; carry valid ID if you plan to purchase alcohol on board.
Layered jacket
Protects against cooling bay breezes after sunset.
Non-slip shoes
Helps maintain footing on wet decks and while boarding.
Compact camera or phone with zoom
Capture birds, shoreline details, and sunset reflections.
Motion-sickness remedy
Useful for those prone to seasickness in confined or rolling conditions.