Charming, historic, idyllic – a bareboat yacht charter on the Chesapeake Bay is the perfect way to discover the shores of Annapolis, Maryland. Known as the largest estuary in the United States, the Chesapeake Bay is approximately 200 miles long from the Susquehanna River in the North to the Atlantic Ocean in the South. With 11,684 miles of shoreline, the Chesapeake offers sailors a treasure trove of historic points of interest complete with famed waterfronts that are home to quaint villages filled with shopping, restaurants and a multitude of cultural activities.
- 4pm Evening Starts Available
- Charter with or without a skipper
- Season: This charter destination is closed from November 1 - March 1.
- New for 2013 – Spend your last day on the Chesapeake for longer with our new 5pm end time!
An Annapolis bareboat yacht charter promises a rejuvenating sail along the Chesapeake Bay, which is home to numerous species of wildlife that migrate to the bay throughout the year. There are over 300 species of fish, complete with an abundance of shellfish and crabs that inhabit the area. Annapolis enjoys a temperate climate characterized by hot summers and cooler winters. July is the warmest month of the year with an average daily temperature of 81°F.
A thriving tobacco port in colonial times, present-day Annapolis is a major boating area thriving with picturesque anchorages. Famous for its stunning period architecture and lively seaport culture, Annapolis is a mecca for history buffs and adventure seekers. Check out the scene at the US Naval Academy, and then discover the sights, epicurean adventures and charming stops that this city has to offer before you set sail on your private yacht charter.
The quaint historic town is a popular destination for boaters due to its small town charm and a variety of gift shops, restaurants and bed and breakfasts. The main attraction here is the Chesapeake Bay Maritime Museum, an 18-acre waterfront museum that displays Chesapeake Bay artifacts and features programs about maritime history and culture. The museum has 9 buildings and includes a large collection of sail, power, and row boats. St. Michaels is one of the best Eastern Shore destinations for sailing, bicycling and eating freshly-caught crabs and oysters.
Salisbury, Maryland is the largest city on the Eastern Shore with approximately 24,000 residents. Attractions include the Arthur W. Perdue Stadium, home to the minor-league Delmarva Shorebirds, the Salisbury Zoo and Park and the Ward Museum of Wildfowl Art, a museum housing the largest collection of bird carvings in the world.
Known as one of the oldest towns in Maryland, Oxford is a haven for boaters who want to escape from the hustle and bustle of everyday life. The small, easily walkable downtown area is filled with enough shops, restaurants and attractions to satisfy most visitors. Its quiet charm, fresh air, summer breezes, and small-town life make it the perfect destination for sailors in search of tranquility and scenic landscapes.
Sail northward from The Moorings Annapolis base to reach Baltimore, Maryland, where you’ll experience a special blend of historic and contemporary sights to see. Take in the open-air entertainment, shopping and quaint neighborhoods of Inner Harbour or stroll along the cozy streets and historic inns at Fells Point.