What to do and see in Baltimore, Maryland (MD): The Best Boat Tours & Water Sports

Welcome to Harbor Sail located in Historic Fells Point Baltimore, Maryland! Enjoy a day cruise or a sunset sail on the waterfront of the Baltimore Harbor. Sit back and take in the sites, hoist a sail or pull a line. Reservations are recommended, each sail is exclusive and limited to six guests or less. Sailing instruction and sailboat rentals are available by the hour and by the say. Thank you, Captain Virgil Hobbs

SV Pintita is a 45 foot sailboat available for charters, team-building outings, Boat and Breakfasts, and overnight trips on the Chesapeake Bay. Pintita is a coast guard inspected boat. The Pintita can accomodate up to 20 passengers for day charters, and operates principally out of Baltimore or Annapolis. We do private charters only, and at times that are convenient to our charterers. Although we can cater foor if desired, we allow our charterers to bring their own food, and are a "BYOB" boat.

The Downtown Sailing Center is an award-winning, nonprofit community sailing center offering sailing instruction and access to sailing without the cost of private ownership and boat maintenance since 1994. We cater to the surrounding Baltimore City community by offering day sails, lessons, memberships and tours of Baltimore's beautiful Inner Harbor. Contact our offices at 410.727.0722.

If you are looking for something different when you are in Baltimore, come sail with us! SeaAffinity provides private sailing charters for groups up to 6. During your sail you will see the best side of Baltimore. We can sail up into the inner harbor or out around Fort McHenry. Bring your own snacks and beverages on our 36-foot sailing vessel, Condor. Our USCG Captain will even let you steer!

Currently doing custom charters out of Anchorage Marina in downtown Baltimore, with quick access to BWI and public transportation. I do all-inclusive trawler charters up to one week long all around Chesapeake bay, visiting cool spots like St. Michaels, Annapolis, Georgetown and many anchors in the beautiful Bay. we also g up and down the East Coast on the IntraCoastal Waterway featuring stops in big places like Portsmouth ME, Portsmouth NH, Portsmouth VA, Beaufort SC, Beaufort NC, Baltimore, Annapolis, Savannah, Charleston, Jacksonville, Norfolk, or thousands of little places and beautiful anchorages along one of the finest cruising routes in the world. We send you a menu to pick food, adult beverages and other preferences for your custom cruise. All-inclusive, meaning all meals, beverages, anchoring and marina fees, bedding, towels, everything except expenses you injure ashore are .included in the price. $570/person per day, $40/person/day for each additional guest. Learn all about how to handle and care for a trawler or just sit back and enjoy the ride! We're also looking for folks to join us as we go down the ICW from Norfolk to Jacksonville this year, October through November. This will be at a reduced rate, as we have to go there anyway to get to the Bahamas.

Let's go sailing! Enjoy a tour on one of Baltimore's best attractions, the schooner Summer Wind. We sail from the Ritz-Carlton Dock, part of the Inner Harbor Marina. See all the famous Baltimore landmarks from the Inner Harbor, including the National Aquarium, the U.S.S. Constellation, Fort McHenry, the Domino Sugar Plant, and all the marina's of Baltimore's world-famous harbor. It's time for some fun in the sun, so come sailing with us!

Rent a luxury electric party boat where You can be the Captain! Bring your own food and drinks for a relaxing cruise on the Inner Harbor touring historic sites.

Spend a day on the Chesapeake Bay with Captain Chris and Teaser Charters. We offer 6 hour fishing charters on a 35 foot Chesapeake Bay Deadrise boat. Departing from Anchor Bay East Marina on Bear Creek. Here at Teaser Charters, we strive to give our guests a memorable experience on the bay. We are just minutes from downtown Baltimore and easily accessible from major interstates, I-95 and I-83.

Join us on one of our small group sailing cruises where we will show you the magic of the Chesapeake, without leaving the city. At Sea Baltimore we aim to create an experience that is at once serene and extraordinary.

Sailboat charter in Baltimore, MD. Spend a few hours or a day touring Baltimore from the water about a comfortable sailboat. A cruise itinerary is not required. The agenda can be as loose or as organized as you'd like. See my website for a few sample itineraries.