Orion'sMap
Map

Schooner Woodwind Sailing Cruises

Outdoor Venue

80 Compromise St, Annapolis, MD 21402

Event Types

other (52)food_drink (13)music (1)
View on MapDirections

Upcoming Events (25)

Wednesday Night Racing
Wed, Apr 29, 20265:30 PM

Via Facebook Events. Location: Annapolis

America 250 – Annapolis and the Birth of the Republic
Mon, May 4, 20265:30 PM
Get Tickets
History Monday
Mon, May 4, 20265:30 PM

Via Facebook Events. Location: Annapolis

Beer Tasting Sunset Sail
Tue, May 5, 20265:30 PM

Via Facebook Events. Location: Annapolis

Wednesday Night Racing
Wed, May 6, 20265:30 PM

Via Facebook Events. Location: Annapolis

Mother’s Day Brunch Sail
Sun, May 10, 202611:00 AM111.42
Get Tickets

Via Facebook Events. Location: Annapolis

The Animal that Built America – The Eastern Oyster
Mon, May 11, 20266:30 PM
Get Tickets
History Monday
Mon, May 11, 20266:30 PM

Via Facebook Events. Location: Annapolis

Beer Tasting Sunset Sail
Tue, May 12, 20266:30 PM

Via Facebook Events. Location: Annapolis

Wednesday Night Racing
Wed, May 13, 20266:30 PM

Via Facebook Events. Location: Annapolis

History of Greenbury Point
Mon, May 18, 20266:30 PM
Get Tickets
History Monday
Mon, May 18, 20266:30 PM

Via Facebook Events. Location: Annapolis

Beer Tasting Sunset Sail
Tue, May 19, 20266:30 PM

Via Facebook Events. Location: Annapolis

Blue Angels Performance Cruise
Wed, May 20, 202611:30 AM
Get Tickets
Wednesday Night Racing
Wed, May 20, 20266:30 PM

Via Facebook Events. Location: Annapolis

Acoustic Brunch Sail with Gareth Asher
Mon, May 25, 202610:30 AM
Get Tickets

Via Facebook Events. Location: Annapolis

America 250 – Annapolis and the Birth of the Republic
Mon, May 25, 20266:30 PM
Get Tickets
History Monday
Mon, May 25, 20266:30 PM

Via Facebook Events. Location: Annapolis

Beer Tasting Sunset Sail
Tue, May 26, 20266:30 PM

Via Facebook Events. Location: Annapolis

Wednesday Night Racing
Wed, May 27, 20266:30 PM

Via Facebook Events. Location: Annapolis

The Life & Times of Chesapeake Bound (1763–1765)
Mon, Jun 1, 20266:30 PM
Get Tickets
History Monday
Mon, Jun 1, 20266:30 PM

Via Facebook Events. Location: Annapolis

Beer Tasting Sunset Sail
Tue, Jun 2, 20266:30 PM

Via Facebook Events. Location: Annapolis

Wednesday Night Racing
Wed, Jun 3, 20266:30 PM

Via Facebook Events. Location: Annapolis

History of Watermen on the Chesapeake
Mon, Jun 8, 20266:30 PM
Get Tickets

Recent Past Events at Schooner Woodwind Sailing Cruises

Sailors Delight Cocktail CruiseFri, Apr 24, 2026
Wednesday Night RacingWed, Apr 22, 2026

Other Upcoming Events Near Schooner Woodwind Sailing Cruises

Business Pitch Competition
Pascal Center for Performing Arts · Arnold
Tue, Apr 28, 2026
Business Pitch Competition
AACC CADE Building · Arnold
Tue, Apr 28, 2026
Restricted content
Eastport Democratic Club · Annapolis
Tue, Apr 28, 2026
Uli Jon Roth
Rams Head Tavern · Annapolis
Tue, Apr 28, 2026
Uli Jon Roth: Pictures of Destiny Tour (rescheduled from 11/13/25)
Rams Head On Stage · Annapolis
Tue, Apr 28, 2026
GB: Pub Quiz 7:30pm (register 7pm)
Pirates Cove Restaurant and Dock Bar · Galesville
Tue, Apr 28, 2026
Aidan Ewald 5-8
The Point Crab House & Grill · Arnold
Tue, Apr 28, 2026
Visit Winterthur – A Bus Tour with Historic Annapolis
Museum of Historic Annapolis · Annapolis
Wed, Apr 29, 2026
PE or Music
Kaleidoscope Workshop · Edgewater
Wed, Apr 29, 2026
Science or Social Studies
Kaleidoscope Workshop · Edgewater
Wed, Apr 29, 2026

Nearby Venues in Annapolis

Links