TOP 10 Ocean sailing tours in Maryland

Ocean Princess is a charming lodging institution located at 11 134th Street in the beautiful coastal town of Ocean City, Maryland, United States. Situated just steps away from the sandy beaches and crashing waves of the Atlantic Ocean, Ocean Princess offers guests a serene and relaxing retreat by the sea. The cozy accommodations and friendly staff make for a truly unforgettable stay, with ocean views and easy access to all the attractions and amenities of Ocean City. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Ocean Princess is the perfect choice for your next coastal escape.

Sail Alyosha is a premier travel agency located at 12817 Harbor Road in Ocean City, Maryland. Specializing in providing unforgettable sailing experiences, Sail Alyosha offers a wide range of services including sunset cruises, private charters, and sailing lessons. Whether you are looking to explore the beautiful waters of the Atlantic Ocean or simply relax and enjoy the stunning views, Sail Alyosha has something for everyone. With experienced captains and top-of-the-line sailboats, you can trust that your sailing adventure will be both safe and enjoyable. Book your next sailing excursion with Sail Alyosha and create memories that will last a lifetime.

Miss Ocean City Fishing is the premier bay fishing boat in Ocean City, Maryland. Our 52-foot boat is certified by the United States Coast Guard and offers a clean and comfortable experience for all passengers. With plenty of seating and a clean restroom onboard, our 3-hour bay fishing trips are perfect for both experienced anglers and those new to fishing. We prioritize the comfort of our guests by limiting our trips to a maximum of 33 passengers, ensuring a more personalized experience. Book your trip online using special codes and secure your spot on the best bay fishing boat in Ocean City!

Bay Princess is a charming lodging institution located at 110 81st Street in the beautiful coastal town of Ocean City, Maryland. Situated just steps away from the sandy shores of the Atlantic Ocean, Bay Princess offers guests a serene and relaxing retreat. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can also enjoy stunning views of the ocean from the comfort of their rooms or take a leisurely stroll along the boardwalk. With its convenient location and warm hospitality, Bay Princess is the perfect choice for those looking to experience the best of Ocean City.

Sea Time North is a cozy lodging institution nestled in the heart of Ocean City, Maryland, United States. With its prime location just a stone's throw away from the beach, guests can enjoy breathtaking ocean views and easy access to the sandy shores. The institution offers comfortable accommodations, friendly staff, and a relaxing atmosphere perfect for a beach getaway. Whether you're looking for a weekend escape or a longer vacation, Sea Time North provides the perfect home away from home.

The Duckaneer Pirate Ship is a thrilling travel agency located at 311 Talbot Street in Ocean City, Maryland, United States. Step aboard this unique pirate ship and set sail on an unforgettable adventure on the high seas. With interactive pirate-themed activities, live entertainment, and scenic views of the coast, The Duckaneer Pirate Ship promises an exciting experience for all ages. Join the crew and embrace your inner pirate as you embark on a voyage unlike any other. Get ready to make memories that will last a lifetime at The Duckaneer Pirate Ship.

Located on 48th Street Bayside in Ocean City, Maryland, 48th Street Watersports is the ultimate destination for all your water sports and beach activities. Whether you're looking to sail, wind surf, paddle board, kayak, or simply relax on the water, we have everything you need for a day of fun in the sun. Our prime location behind the Princess Bayside offers a peaceful escape from the summer crowds, allowing you to enjoy the sparkling waters of the Isle of Wight Bay. With options for eco-tours, yoga classes, sunset paddles, and even night paddles, there's something for everyone at 48th Street Watersports. Plus, we offer free delivery of kayaks for those looking to explore beyond our midtown location. Come experience the best of Ocean City's water sports with our experienced and friendly staff at 48th Street Watersports.