Grab your favorite dockside seat in America’s Sailing Capital to watch some 130 crews compete in midweek races that involve sailing around several marks in the Chesapeake Bay before heading back to Spa Creek for a finish in front of the Annapolis Yacht Club. For many, the post-race party is the official beginning of the weekend. Best places to view the race include Annapolis City Dock and the Spa Creek Bridge First gun is approximately 6:10 p.m.

Join the Chesapeake Bay Foundation for their Annual Bridal Showcase for a night of music, cocktails and hors d'oeuvres sampling, and raffle opportunities while taking in gorgeous views of the Bay! The Bridal Showcase will feature 25 wedding vendors and is free to attend!

In the elegant ballroom of the Hammond Harwood House, enjoy musical selections paired with wines curated by experts at Annapolis' Bin 201. Doors open at 6:30pm to allow guests to take a guided look at the historic house. The performance begins at 7:00 p.m. Tickets: $40 per person / $35 for members  

August 10 - Mike McHenry Tribe The Tides & Tunes Summer Concerts Series offers ten weeks of popular music from rock to folk to jazz with the incomparable backdrop of the Chesapeake Bay. Concerts are free; however, donations are requested. Food and spirits are available. The concerts are sponsored and supported by the popular Annapolis radio station WRNR.  

Explore Annapolis – a Museum without Walls – on this new architecture tour that connects the city’s most notable homes and buildings to history. Join a professional architect on a two-hour walking tour. Learn about some of the most notable 17th and 18th century architecture in Annapolis. An unforgettable narrative and leisurely trek awaits. Highlights of the tour include Shiplap House, Patrick Creagh House, Maryland State House, Hammond-Harwood House and Chase-Lloyd House. Departs from Information Booth at City Dock Admission: $22/Adults, $14/Children 3-11, 2 and under free

London Town was dominated by Scottish land owners. Learn about Scottish history in the colonial era and about the Scots that helped form Maryland culture by joining the Appin Historical Society for a weekend of fun.​ Included with general admission. Members are admitted for free.

The African American Experience Tour will cover the stories of men and women, both enslaved and free, who maintained, and lived in Hammond-Harwood House.  Attendees will learn about the lives of three enslaved women - Mary, Matilda, and Juliet - who worked at the house in the early to mid-19th century.  Other topics will include how petitions for freeing certain enslaved men and women were handled, the aims of the American Colonization Society, and the successes and setbacks of one early African-American artist. $5 per person/Members Free  

London Town was dominated by Scottish land owners. Learn about Scottish history in the colonial era and about the Scots that helped form Maryland culture by joining the Appin Historical Society for a weekend of fun.​ Included with general admission. Members are admitted for free.

At Capt. Avery Museum's August 13 Sundae Sunday, special guest Pamela Moore, director of Edgewater's National Ballet Company, will lead an interactive reading of The Tale of Peter Rabbit. Kids in the audience will be invited to participate and everyone can pet a real lop-eared rabbit. Also available: lawn games, sketching in the garden, and sundaes! Admission free. Sundaes $3 and $1.50 (kid size).

Sunday, August 13 - Guava Jelly Enjoy music in gardens overlooking the South River. Bring your family (and your dogs!) and spread out on our lawn for a relaxing time. Bring a picnic or visit a food truck! Drink purchases support London Town's programming. No alcohol is allowed to be brought on site but can be purchased at London Town. Rain or shine.​ Free with a suggested donation of $10 per person.