BoatU.S. Santa Maria Cup Match Race
Wednesday-Saturday, June 2-5
Eastport Yacht Club, Annapolis
EastportYC.org
BoatUS.com
World-class sailboat match racing returns to Annapolis’ doorstep with the 20th annual BoatU.S. Santa Maria Cup. Watch ten of the world’s top women skippers dueling it out on the Chesapeake Bay in a series of matches over four days. Unlike many match races and regattas, where big budget, high-tech boats could have a pronounced advantage over their competition, BoatU.S. Santa Maria Cup captains and their three-women crews compete on near-identical J-22 sailboats, with teams switching boats after each race and winners determined through skill, tactics and finesse.
Wednesday Night Sailboat Races
Wednesday evenings, June 2, 9, 16, 23, 30, through September 8
6:05 p.m. first gun
Annapolis Harbor
410-263-9279
annapolisyc.com
Grab a dockside seat for midweek sailboat races in the Annapolis Harbor every Wednesday night. Some 150 yachts race around several marks in the Bay then back into Spa Creek for the finish in front of the Annapolis Yacht Club. For many, the post-race party is the official beginning of the weekend.
Annapolis Greek Festival
Friday, June 4 - Sunday, June 6
11:00 a.m. - 11:00 p.m. (11:00 a.m. - 7:00 p.m. Sunday)
Ss. Constantine & Helen Greek Orthodox Church, 2747 Riva Road, Annapolis
Admission: Free
410-573-2072
annapolisgreekfestival.org
Grab a taste of Athens, right here in Annapolis when you join in the fun at this annual event. Watch Greek dance groups perform, sample Greek foods, listen to Greek music, tour the beautifual Greek Orthodox church, and so much more. There's something for the entire family at this festival.
First Sunday Arts Festival
Sunday, June 6
Noon - 5:00 p.m.
First block of West and Calvert Streets, Annapolis
Admission: Free
410-741-3267
firstsundayarts.com
Join the fun on the first Sunday of each month when crafts vendors, artists, musical acts and street performers gather to celebrate the arts. New this year, open swing dance lessons and jitterbugging opportunities. Beginner lessons start at 1:30 p.m.; live music featuring the New Legacy Band and dancing follow at 2:00. Other entertainment includes Sparks, Raymond and McCoy at noon and the Unified Jazz Ensemble at 3:15.
Annapolis Arts and Crafts Festival
Saturday – Sunday, June 12-13
10:00 a.m. – 6:00 p.m.
Navy-Marine Corps Memorial Stadium, Annapolis
Admission: $8/Adults, $5/Youth and Seniors, free/under 12
410-263-4012
annapolisartsandcraftsfestival.com
Come check out this brand new two-day, outdoor celebration of the arts. View the juried works of approximately 150 of the regions’ best artists and craftsmen, sample fine cuisine and select wines, enjoy live entertainment and take a walk through history along the brick lined streets of historical Annapolis, a city recently recognized as one of the nation’s top 25 arts destinations in AmericanStyle magazine.
Canines & Cocktails for a Cause
Friday, June 18
Loews Annapolis Hotel, 126 West Street, Annapolis
5:30 - 7:30 p.m.
Admission: Free
410-263-8683
pawspetboutique.com
Bring your four-legged friend and kick off the weekend with the monthly dog-friendly happy hour hosted by Paws Pet Boutique and the Loews Annapolis Hotel. Tails wag and people smile as prizes are raffled off to benefit a different worthy cause. This month, we're having a dad/dog look-alike contest. The "happy-tail hours" take place rain or shine on the Weather Rail covered patio.
Chesapeake Green Living Festival
Saturday - Sunday, June 19-20
10:00 a.m. - 6:00 p.m.
Anne Arundel County Fairgrounds, 1450 Generals Highway, Crownsville, MD
410-263-4012
chesapeakegreenlivingfestival.com
It's about home, earth, you and the Bay. Join Annapolis Green, co-producer of the first-ever Chesapeake Green Living Festival -- a Chesapeake-centric show about all things Green. The festival is about saving energy, saving water and saving money. It's about all the latest green products and services, about tax credits, rebates and incentives, about green jobs and business opportunities, about recycling, about organic food, about cutting edge green technology, about conservation, about green building, about hybrid vehicles, about the environment, about wind power and solar energy, about sustainability, about climate change, about reducing our carbon footprint, preserving our resources and improving our health and well being in the Chesapeake region. It's about creating a marketplace where green commerce can increase the bottom line while healing the planet and educated consumers can affordably incorporate Going Green into their daily lives.
Eastport A Rockin’
Saturday, June 26
11:00 a.m. – 8:00 p.m.
Annapolis Maritime Museum, 723 Second Street, Annapolis
410-916-5500
eastportarockin.com
One day, three stages, 27 bands. Created as a way to expose local music to a larger audience, Eastport a Rockin' now draws attendees from throughout the neighborhood and across the region and is known as the local music festival of the summer. From rock to folk to roots to jazz to bluegrass to funk, the breadth of music found here is sure to please everyone. Streets and sidewalks are lined with vendors featuring local artisans, craft makers, non-profit organizations, entertainment and much more. The always-popular Kids Area features a moon bounce, face painters, tattoo artists, laser tag, cotton candy and other great family-friendly activities.
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