VisitAnnapolis.org

Cruisers University

Summer is right around the corner, and soon it will be time to set sail. We know cruising the beautiful blue waters of the Chesapeake is the ultimate way to spend your summer days. Never sailed before? Want to learn something new or need a refresher in marine weather forecasting? Cruisers…

Read More

Annapolis Film Festival – “The Big Picture”

It does not get any sweeter than this! The Annapolis Film Festival (AFF) is back, in person, for its 10 th year and it is bigger, better, and sweeter than ever! Opening night’s feature film “To Olivia,” follows the complex marriage between renowned author Roald Dahl and Oscar-winning actress…

Read More

New Chesapeake Bay Adventures

Breakwater Adventures Jet Ski Rentals is located in Butler's Marina. Image courtesy of Breakwater Adventures. “Water water everywhere” could arguably be the motto for the Chesapeake Bay area here in Maryland. From beautiful natural lakes boasting vast and serene landscapes to energetic…

Read More

Seas the Bay, Private Sailing Charters

The wind is blowing out of the south east, the motor is off and the sails are full as you head toward the Chesapeake Bay Bridge. Just when you think things can't get much better, First Mate, Susan Rosepepe pours you a little more champagne and brings out her homemade Anitpasto platter. A gal…

Read More

The Schooner, Liberté

The Schooner, Liberté The Liberté is a three-masted schooner built exclusively for Captain Chris Tietje for his sailing and chartering business. Liberté is French for 'freedom of thought and belief' and that is exactly how you feel when sailing on this schooner. With the wind in your hair…

Read More

The Woodwinds, Sailing into Spring

Bears aren't the only ones who hibernate throughout the winter. As soon as the birds begin to chirp and the flowers begin to blossom, the boats around Annapolis begin to find their way out of their plastic shrink wrap and into the cold waters of the Chesapeake Bay. When Annapolis Discovered…

Read More

The Wilma Lee Skipjack Sets Sail

The Wilma Lee sails into City Dock in Annapolis. Photo courtesy of Visit Annapolis. Built in 1940 and restored in 2019, the Wilma Lee was unveiled this past summer as the latest boat to set sail on the shores of the Chesapeake. This historic boat resides at the Annapolis Maritime Museum and…

Read More

A Quick History: Annapolis Sailing School

View of the Rainbow Dinghy Dock looking out onto the Chesapeake Bay. Photo courtesy of the author. Back in 1959, Annapolis resident and sailor, Jerry Wood was in the toy business. But, he realized there were no facilities available in the area for the rental of boats, he opened Annapolis Boat…

Read More