easy
2–3 hours
Minimal physical exertion required, suitable for most fitness levels
Experience Annapolis from a luxurious private yacht with Darling Charters. Ideal for special occasions, their custom cruises showcase historic waterways and stunning views.
Situated along the scenic Chesapeake Bay, Annapolis, Maryland, is a vibrant hub of history, natural beauty, and maritime culture. Darling Charters offers an exclusive private yacht experience, inviting guests to explore Annapolis's waterfront in unparalleled comfort and style. Their beautifully restored yacht, captained by Alexandra, combines luxury with a personalized touch, making it ideal for anniversaries, birthdays, or simply a peaceful day on the water. Annapolis is renowned for its sailing heritage, charming historic district, and stunning views of the Severn River and naval base. A cruise aboard Darling Charters provides access to these sights from a unique vantage point, passing by naval landmarks, pristine creeks, and quiet bays rarely seen by everyday visitors.
What sets Darling Charters apart is the thoughtful and attentive service delivered by Captain Alexandra, who customizes each cruise to match guest interests. Whether it's a sunny brunch cruise with champagne or an unforgettable evening sunset tour, the experiences here blend relaxation with rich local storytelling. Guests often highlight Alexandra’s knowledge of both Annapolis history and regional nature, enhancing the journey with fascinating insights.
The yacht itself offers an intimate setting for groups of up to a handful of passengers, ensuring a private and tranquil atmosphere. Featuring elegant amenities and a charming brunch board, it’s perfect for celebrations or small gatherings. The area’s combination of waterways, naval heritage, and ecological diversity provides plenty for visitors to admire. From the vantage point of the Darling, you can glimpse the graceful flight of the Blue Angels during air shows or spot local wildlife along the shoreline, including osprey and herons.
Darling Charters complements the outdoor recreation around Annapolis by offering a unique maritime adventure where guests appreciate the natural beauty from the water. This exceptional private charter stands out in the region, delivering personalized, memorable experiences that blend local culture, stunning scenery, and top-tier hospitality.
Reserve early to secure your preferred time, especially for holidays or air show events.
Wear layers and bring a light windbreaker for comfort on open water.
Capture distant views like naval ships and birdlife without needing to move around much.
Let the crew know in advance if you require special food or drink accommodations.
Annapolis has been a maritime center since the colonial era and serves as the home of the United States Naval Academy founded in 1845.
Local efforts focus on preserving the Chesapeake Bay’s water quality and habitat, encouraging sustainable boating practices.
Wear layers to stay comfortable as temperatures and wind conditions change on the water.
all specific
Protect your eyes from glare off the water during bright summer days.
summer specific
Capture breathtaking views and memorable moments along the cruise.
A windbreaker helps block chilly breezes common on open water.
spring|fall|summer|winter specific