Fountaine Pajot Saba 50



Category: ASA Sailing

Introducing Captain Suzy Acevedo: ASA Instructor

We are proud to announce that Captain Suzy will be offering women-only and Spanish-speaking ASA courses at Waypoints Annapolis Summer 2021!

Captain Suzy attended the University of Puerto Rico on a full scholarship to compete in track and field. There, she received a Bachelor’s Degree in Physical Education and has been teaching watersports since 1981. Suzy is a sailing instructor (ASA), as well as a scuba diving instructor N.A.U.I., a lifeguard, an aqua-aerobics and swimming instructor, and a U.S. Coast Guard licensed Master Captain.

“I have been sailing internationally for over 35 years,” Suzy said. “My mission is to promote safety on the sea and to inspire other women to get involved in water sports.” … Read More

Category: Uncategorized

Cruise Annapolis is Now Waypoints Annapolis®

Annapolis, Maryland, September 22 — Established yacht charter company Cruise Annapolis has announced its corporate name change to Waypoints Annapolis®, effective September 22, 2020. The company will continue providing full-service bareboat and captained charter vacations on the historic Chesapeake, and its headquarters will remain in Annapolis, Maryland.

The company has been a member of the Waypoints® charter network since the network’s founding in 2017. The name change reflects the continued growth of Waypoints®, which offers top-notch charter experiences at premier sailing destinations throughout the United States and the Caribbean. … Read More

Category: Around Annapolis, Charter Tips

Why Charter Local? Annapolis is the Sailing Capital of the U.S.!

The Chesapeake Bay is the largest estuary in the U.S., offering so many options to the sailor and boater. From amazing sails under the magnificent Chesapeake Bay Bridge, exploring the many inlets, dropping anchor in a quiet cove, watching the stars at night, or sailing by the famous Thomas Point Lighthouse.  

Not to mention, the many ports you can visit. Starting with Annapolis, you have the U.S. Sailboat Shows in the Spring and Fall, Blue Angels practice and main show during Commissioning week, and the historic treasures of downtown Annapolis to explore. Next is St.Michaels, a short day sail away with plenty to do, including a visit to the Chesapeake Maritime Museum, a tour of the local winery, and shopping. The local hotels on the water offer dockage and free use of the pool for those hot summer days. Oxford, Solomons, and Deale are other quaint little towns that offer a nostalgic feel and are known for their romantic destinations. If you are more into the big city life, Baltimore is close and easily reachable by boat.    … Read More

Category: Charter Tips

Choosing a Powerboat for Your Chesapeake Charter

Experience the thrill of a powerboat charter trip on the Bay. See more of what the Chesapeake Bay has to offer when you book a high-performance cruising yacht, with the option to take the helm yourself*, or with a Cruise Annapolis provided Captain. Below we explore the reasons why you should choose a powerboat for your next trip:

Powerboats Perks:


Have the need for speed? Look no further! The engine power of a powerboat allows you to zip around quickly and see more of the Chesapeake Bay. This gives you more relaxation time and less time underway. … Read More

Receive Updates & Special Offers