Pilothouse in Bishopville

Experience a comfortable sightseeing and nature cruise through the ocean and bay waters surrounding Ocean City and Assateague Island National Seashore Park. Take in the stunning coastal views of our resort town from the ocean while keeping an eye out for dolphins and other marine life. Then, explore the tranquil bay waters behind Assateague Island, where you might catch a glimpse of the world-famous wild ponies and other wildlife that thrive in the National Park's beautiful and unique ecosystem.

Embark on a 4-hour cruise along the stunning Atlantic Coast of Ocean City, where you'll experience the beauty of the open waters. Along the way, keep an eye out for playful dolphins, soaring seabirds, and, with a bit of luck, the occasional whale making an appearance. The diverse marine life and breathtaking coastal scenery make this a truly unforgettable adventure. Whether you're a nature enthusiast or simply looking to relax, this cruise offers something for everyone.

Explore the Bay on a 3-Hour Cruise with Lost Sailor Guide Service! Join Captain Skip for a scenic 3-hour cruise from Fenwick Island to the Assateague Bridge, hitting all the best spots along the way. Glide through calm waters, take in stunning coastal views, and spot wildlife like ospreys, dolphins, and Assateague's wild ponies. Whether you want to relax, snap great photos, or enjoy the peaceful bay, this trip is the perfect escape. Bring your favorite drinks and snacks, and let the adventure begin!

Join Captain Mac for an unforgettable 2-hour cruise to spot playful Atlantic Bottlenose Dolphins in their natural habitat. Enjoy scenic views of Cape May while learning fascinating facts about these incredible creatures.