7th Annual Classic Wooden Sailboat Rendezvous & Race

National Sailing Hall of Fame 69 Prince George Street , Annapolis, MD, United States

This is sure to a great gathering of classic wooden sailboats, showcasing history and elegance. These historic boats will be on display at the National Sailing Hall of Fame docks on Saturday, Sept. 24, along with free demonstrations and talks, ability to board some of the boats, and a fun dingy/row boat/paddle boat race! The [...]

United States Sailboat Show

City Dock Annapolis, MD, United States

Head down to the City Docks in beautiful historic Annapolis and join sailors from all over the world who gather on the miles of docks for the United States Sailboat Show, the largest and oldest in-water sailboat show in the world. There will be the opportunity to compare boats from six feet to 80. New [...]

United States Powerboat Show

City Docks Annapolis, MD, United States

The City Dock of Historic Downtown Annapolis is the venue for the 44th United States Powerboat Show.  The miles of docks will exhibit everything from luxurious motor and ocean-going yachts and trawlers to high-performance powerboats and offshore fishing machines. Every type of boat including family cruisers, center console fishing collections, inflatables, paddleboards, ski boats, and [...]

Maritime Republic of Eastport’s Tug o’ War

Annapolis City Dock City Dock, Annapolis, MD, United States

The annual Maritime Republic of Eastport’s Tug o’ War charitable event is billed as the longest International Tug of War over water in the world.  It features a 1700-foot rope, 450 tuggers and 1000 spectators in a festival like atmosphere. Tugging begins promptly (more or less) at the crack o' noon.

Queen of All Food Drives

Harbor Queen’s slip City Dock, Annapolis, MD, United States

Watermark Presents the “Queen of All Food Drives” During Eastport Yacht Club Lights Parade Bring a donation…party with the Queen! Annapolis’ favorite boat, Watermark’s Harbor Queen is excited to host “The Queen of All Food Drives” during the Annual Eastport Yacht Club Lights Parade on Saturday, December 10from 5:30-8:30 p.m. The holiday food drive benefits [...]

Annapolis Spring Sailboat Show

City Dock Annapolis, MD, United States

The Annapolis Spring Sailboat Show will once again  amaze and entertain us at City Dock, with over 100 new and brokerage boats including catamarans, mono hulls, racing boats, and inflatables. Enjoy checking them all out and shopping for electronics, clothing and other accessories too. The show times are 10 a.m. to 6 p.m. Friday and Saturday [...]

Paint Annapolis

Streets and countryside of Annapolis and Anne Arundel County Annapolis, United States

Observe the talent of the artists who capturing the beauty of this amazing city of ours, Annapolis. This five-day plein air painting competition is hosted by the Maryland Federation of Art, and around 30 artists from all across the country will paint in Annapolis’s Historic District and the surrounding countryside from June 4-11.

12th Annual Bands in the Sand

Philip Merrill Environmental Center 6 Herndon Avenue, Annapolis, MD, United States

This is sure to be a fun-filled evening on the water's edge with live music, cool drinks, and mouth-watering grilled food at the Chesapeake Bay Foundation's annual Bands in the Sand event.

Spring Sailboat Show

City Dock Annapolis, MD, United States

This is the largest in-water boat show you'll find anywhere. The show runs from 10 a.m. to 6 p.m. Friday and Saturday and 10 a.m. to 5 p.m. on Sunday. General admission is $12; children under 12 are free.

Sunday in Annapolis, MD (Boating and Touring)

St. John's College 60 College Ave, Annapolis, MD, United States

Learn the history of the Naval Academy and Colonial Annapolis Lunch at one of Annapolis' most popular restaurants Enjoy a relaxing afternoon boat cruise on the Chesapeake Bay Spend a beautiful fun-filled day of activities in Annapolis, the capital of Maryland. 

$50
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