TOP 10 Boating vacations in Baltimore, Maryland

Boat Baltimore offers exclusive private boat charters in the heart of Baltimore, Maryland. Located at 321 East Cromwell Street, our travel agency provides intimate sailing yacht cruises, large group charters, and fishing adventures. As Baltimore's only locally owned private boat charter, you'll never have to share the boat with strangers. Our 45ft sailing yacht, SAEDA, offers private two-hour cruises for up to six passengers departing from the Baltimore Peninsula four times a day. Kids sail for free!

Located at 208 Baltimore Avenue in Ocean City, Maryland, the Park Place Hotel is a deluxe lodging option with a prime Boardwalk location offering stunning views of the ocean and bay. Guests can enjoy clean, well-guarded beaches just steps away from the hotel, as well as easy access to nearby amusements and attractions. As part of the OCRooms portfolio, guests can take advantage of the VIP Rewards Program, which offers perks such as Free Vacation Vouchers, Special Rates, Welcome Gifts, and a Best Cancellation Policy for those who book directly. The hotel boasts an awesome pool deck with two heated pools, perfect for relaxing after a day of exploring the area.

BaySail School of Sailing, located at 100 Bourbon Street in Havre de Grace, Maryland, is an accredited American Sailing Association (ASA) school. Our institution offers professional instruction ranging from Introduction to Sailing to Advanced Sailing Classes. Conveniently situated just off I-95, we are only an hour away from Philadelphia and 45 minutes from Baltimore. Join us at BaySail School of Sailing to embark on a journey of learning and mastering the art of sailing.

Chesapeake Harbour Village Condo is a prestigious gated community located at 2014 Sams Way in Annapolis, Maryland. Residents of Chesapeake Harbour enjoy easy access to Annapolis, Baltimore, and Washington, DC, as well as the beautiful Chesapeake Bay for boating, fishing, cruising, and racing. This stunning home in Chesapeake Harbour has been extensively renovated since 2017, with a focus on perfection in every aspect, including the kitchen and bathrooms. The property offers unparalleled views of the marina and Chesapeake Bay, providing a vacation lifestyle for its residents.