Unwind on a sunset cruise in Ocean City that blends scenic views with fine wine and live entertainment. Experience the local waterfront in a new, memorable way.
Unwind on a sunset cruise in Ocean City that blends scenic views with fine wine and live entertainment. Experience the local waterfront in a new, memorable way.
Book with The Ocean Princess
Verified experiences and guided adventures in the surrounding area.
Operated by The Ocean Princess · Ocean City, Maryland
Ocean City, Maryland, offers a vibrant waterfront scene where the Chesapeake Bay meets Atlantic charm. The Sunset Wine Cruise with Windmill Creek by The Ocean Princess transforms this lively harbor into an elegant floating venue perfect for unwinding after a day of coastal adventures. This cruise stands out because it pairs scenic waterway views with a curated tasting experience, making it more than just a boat ride—it's a celebration of flavor and sunset hues. As you drift along the calm waters, you'll enjoy four specially selected wines from Windmill Creek Winery, complemented by a thoughtfully crafted charcuterie plate featuring local cheeses and meats. Live entertainment adds a lively background as the sun dips low, casting golden light across Assateague Island and the Atlantic horizon. What makes The Ocean Princess unique is its intimate atmosphere and expertly curated experience, blending the natural beauty of Ocean City with the sophistication of fine wine and good company. The crew’s hospitality ensures every guest feels relaxed while soaking in panoramic views of iconic landmarks, including salt marshes and historic lighthouses. This cruise isn’t just for wine lovers; it’s for anyone seeking a distinctive way to end a day along Maryland’s scenic coast. Whether you're a local looking for a memorable evening or a visitor wanting to savor the Maryland waterfront, this sunset cruise offers a perfect mix of relaxation, scenery, and exquisite tastes that highlight Ocean City’s vibrant maritime culture.
easy.
2–3 hours.
Suitable for all fitness levels, no strenuous activity involved
The cruise provides wine tastings and charcuterie but does not permit outside alcohol or food.
Yes, ample parking is available near the cruise terminal.
Yes, children are welcome, but the experience is best suited for ages 12 and up.
The boat is wheelchair accessible, but it’s recommended to contact the operator beforehand for specific arrangements.
The cruise may be rescheduled or canceled if weather conditions are unsafe—advance notice will be given.
The wine tasting portion lasts about 45 minutes to an hour during the cruise.
Ocean City has been a popular seaside destination since the late 1800s, with a rich maritime heritage reflected in its boardwalk and historic lighthouses.
The cruise emphasizes eco-friendly practices, including waste reduction and respectful wildlife viewing to preserve the area’s natural beauty.
The Ocean Princess operates from Ocean City, Maryland, offering a lineup of specialized offshore experiences focused on fishing, pelagic birding, and scenic cruises. The vessel serves anglers, birders, and coastal visitors with scheduled departures for night fishing, 6‑ and 7‑hour wreck trips, season-specific spring and fall specials, an extended deepwater pelagic birding voyage, and an exclusive Sunset Wine Cruise in partnership with Windmill Creek Winery. Trips are described clearly: deepwater pelagic birding ventures 70–75 miles into Maryland waters to target rare storm‑petrels and shearwaters while watching for dolphins and whales; night fishing runs in summer with floodlights and targets such species as sea bass, croaker, and triggerfish; wreck fishing trips focus on black sea bass, flounder, bluefish, and triggerfish at depths typically between 90 and 120 feet; spring and fall specials concentrate on sea bass and flounder with limited passenger counts for a comfortable experience; the sunset wine cruise pairs four wines from Windmill Creek Winery with a personal charcuterie plate and live entertainment while cruising near Assateague Island. The Ocean Princess emphasizes clear trip descriptions, regulated fishing practices, and passenger comfort. Capacity limits, seasonal schedules, and species targets are stated for each trip, giving anglers and birders reliable planning information. Booking details, safety briefings, gear recommendations, and catch‑handling guidelines are provided before each departure to support a safe, informed experience for passengers. Seasonal scheduling options are available.
Book with The Ocean Princess