The Best Sailing trips for couples in Baltimore, Maryland

Cool Breeze Sailing Charters LLC is a premier travel agency located at 1900 Thames Street in Baltimore, Maryland. Specializing in sailing charters, they offer unforgettable experiences on the water for individuals, couples, and groups. Whether you're looking for a relaxing day cruise or a multi-day sailing adventure, Cool Breeze Sailing Charters LLC has the expertise and resources to make your nautical dreams a reality. With a fleet of well-maintained boats and experienced captains, you can trust that you'll have a safe and enjoyable voyage every time. Book your next sailing excursion with Cool Breeze Sailing Charters LLC and let the wind carry you to new and exciting destinations.

Island Chill Yacht Charters (ICYC) is a travel agency located at 1444 Shore Drive in Edgewater, Maryland, United States. We specialize in creating the 'Relaxing Excitement of the Islands' on private sail and powerboat cruises for families, friends, and couples. Conveniently situated in historic Londontowne, we are close to Washington D.C. and Baltimore, just 6 miles south of Annapolis - the 'Sailing Capital of America!' Our cruises are perfect for hot summer days and chill sunsets, making them ideal for birthdays, anniversaries, bachelorette parties, corporate retreats, national holidays, and special events. Choose from our 43-foot sailboat (Therapy), 34-foot powerboat (Irie Vibes), or 20-foot bow-rider powerboat (Tallawah) for captained cruises along the South and Rhode Rivers, Chesapeake Bay, and Thomas Point Shoal Lighthouse. Enjoy swimming, paddle boarding, floating lily pads, sunbathing, beaches, sandbars, islands, kayaking, and fishing options.