Trips & Adventurous Activities in Annapolis

Check out happening trips & adventurous activities events all around Annapolis, MD

Maryland Day Celebration 2026 - filled with fun events!

 Thu, 19 Mar at 10:00 am Across Annapolis & Anne Arundel County, MD, United States, Maryland

Graham Nash at Maryland Hall for the Creative Arts

 Tue, 14 Apr at 07:30 pm Maryland Hall for the Creative Arts

Marcus Miller at Rams Head On Stage

 Sun, 24 May at 05:00 pm Rams Head On Stage

The High Kings at Rams Head On Stage

 Sun, 08 Mar at 05:00 pm Rams Head On Stage

John Moreland & Patterson Hood

 Sat, 14 Mar Rams Head On Stage

Madeleine Peyroux at Rams Head On Stage

 Mon, 11 May at 08:00 pm Rams Head On Stage

Spyro Gyra

 Wed, 04 Mar at 07:00 pm Rams Head On Stage

Dar Williams & Seth Glier

 Thu, 05 Feb at 07:00 pm Rams Head On Stage

John Moreland and Patterson Hood

 Sun, 15 Mar at 11:00 pm Rams Head On Stage - Annapolis

Joanne Shaw Taylor at Rams Head On Stage

 Sat, 28 Mar at 08:00 pm Rams Head On Stage

G Love and Special Sauce at Rams Head On Stage

 Tue, 03 Feb at 08:00 pm Rams Head On Stage

Glen Phillips of Toad the Wet Sprocket at Rams Head On Stage

 Mon, 09 Mar at 08:00 pm Rams Head On Stage

Army Black Knights at Navy Midshipmen Wrestling

 Sat, 21 Feb at 12:30 am Alumni Hall - Navy

Uli Jon Roth

 Mon, 27 Apr at 07:00 pm Rams Head On Stage

Marcus Miller

 Sat, 23 May at 07:00 pm Rams Head On Stage

Pablo Cruise at Rams Head On Stage

 Sun, 31 May at 08:00 pm Rams Head On Stage

Madeleine Peyroux

 Sun, 10 May at 07:00 pm Rams Head On Stage

The Young Dubliners: The HOT TODDY Tour at Rams Head On Stage

 Tue, 10 Feb at 08:00 pm Rams Head On Stage

Tommy Castro & The Painkillers

 Mon, 20 Apr at 12:00 am Rams Head On Stage - Annapolis

Jonathan Butler

 Fri, 17 Apr at 07:00 pm Rams Head On Stage

Satisfaction - The International Rolling Stones Tribute Show

 Sat, 31 Jan at 07:00 pm Rams Head On Stage

Billy Price Band

 Sat, 31 Jan at 07:00 pm Rams Head On Stage

Sweet Leda & Lower Case Blues at Rams Head On Stage

 Fri, 30 Jan at 08:00 pm Rams Head On Stage

Sue Foley

 Thu, 12 Mar at 07:00 pm Rams Head On Stage

Mike Dawes

 Wed, 04 Feb at 07:00 pm Rams Head On Stage

Penn State Nittany Lions at Navy Midshipmen Mens Lacrosse

 Sat, 21 Feb at 05:00 pm Navy-Marine Corps Memorial Stadium

The High Kings

 Sun, 08 Mar at 09:00 pm Rams Head On Stage - Annapolis

Parking Loyola Maryland Greyhounds at Navy Midshipmen Mens Basketball

 Sat, 31 Jan at 09:00 pm Alumni Hall - Navy

ZZ Ward

 Sat, 21 Mar at 07:00 pm Rams Head On Stage

Parking Lehigh Mountain Hawks at Navy Midshipmen Mens Basketball

 Thu, 19 Feb at 12:00 am Alumni Hall - Navy

Annapolis Opera: Hansel and Gretel

 Thu, 12 Mar at 07:00 pm Maryland Hall For The Creative Arts 401 to 466

Capitol Fools

 Fri, 06 Feb at 07:00 pm Rams Head On Stage

Reverend Horton Heat & Black Joe Lewis

 Tue, 07 Apr at 07:00 pm Rams Head On Stage

Vanessa Collier at Rams Head On Stage

 Sat, 14 Feb at 08:00 pm Rams Head On Stage

Reverend Horton Heat at Rams Head On Stage

 Wed, 08 Apr at 08:00 pm Rams Head On Stage

Penny and Sparrow

 Wed, 08 Apr at 07:00 pm Rams Head On Stage

Mike Doughty

 Fri, 10 Apr at 07:00 pm Rams Head On Stage

Sons of Cream feat. Kofi Baker & Malcolm Bruce at Rams Head On Stage

 Fri, 27 Feb at 08:00 pm Rams Head On Stage

Albert Castiglia at Rams Head On Stage

 Sat, 07 Mar at 01:00 pm Rams Head On Stage

Parking American University Eagles at Navy Midshipmen Mens Basketball

 Sat, 07 Feb at 09:00 pm Alumni Hall - Navy

End of the Line - Allman Brothers Tribute

 Sat, 21 Mar at 12:00 am Rams Head On Stage - Annapolis

Taj Farrant at Rams Head On Stage

 Wed, 18 Mar at 08:00 pm Rams Head On Stage

Duane Betts at Rams Head On Stage

 Tue, 21 Apr at 08:00 pm Rams Head On Stage

Albert Lee

 Sun, 15 Mar at 07:00 pm Rams Head On Stage

Ballet theatre of Maryland - La esmeralda at Maryland Hall for the Creative Arts

 Fri, 24 Apr at 07:30 pm Maryland Hall for the Creative Arts

Joanne Shaw Taylor

 Sun, 29 Mar at 12:00 am Rams Head On Stage - Annapolis

Walter Trout

 Sun, 05 Apr at 07:00 pm Rams Head On Stage

Femmes of Rock

 Sat, 25 Apr at 12:00 am Rams Head On Stage - Annapolis

Holy Cross Crusaders at Navy Midshipmen Mens Lacrosse

 Sat, 04 Apr at 07:00 pm Navy-Marine Corps Memorial Stadium

Back To The Garden 1969 at Rams Head On Stage

 Thu, 12 Mar at 08:00 pm Rams Head On Stage

Burning Witches

 Tue, 31 Mar at 07:00 pm Rams Head On Stage

Suede at Rams Head On Stage

 Fri, 20 Feb at 08:00 pm Rams Head On Stage

Suede

 Thu, 19 Feb at 07:00 pm Rams Head On Stage

Sweet Leda

 Sat, 31 Jan at 01:00 am Rams Head On Stage - Annapolis

Parking Dar Williams

 Sat, 07 Feb at 01:00 am Rams Head On Stage - Annapolis

Parking Bucknell Bison at Navy Midshipmen Wrestling

 Sun, 08 Feb at 07:00 pm Alumni Hall - Navy

Taj Farrant

 Tue, 17 Mar at 07:00 pm Rams Head On Stage

Capitol Fools at Rams Head On Stage

 Sat, 07 Feb at 08:00 pm Rams Head On Stage

Parking Billy Price

 Sun, 01 Feb at 06:00 pm Rams Head On Stage - Annapolis

Parking Satisfaction - Rolling Stones Tribute

 Mon, 02 Feb at 01:00 am Rams Head On Stage - Annapolis

Celtic Cinco de Mayo with La Unica at Rams Head On Stage

 Tue, 05 May at 08:00 pm Rams Head On Stage

Parking Bucknell Bison at Navy Midshipmen Womens Basketball

 Thu, 12 Feb at 12:00 am Alumni Hall - Navy

Parking Quinn Sullivan

 Sat, 21 Mar at 05:00 pm Rams Head On Stage - Annapolis

Parking Sons of Cream

 Sat, 28 Feb at 01:00 am Rams Head On Stage - Annapolis

Parking Jonathan Butler

 Sat, 18 Apr at 10:30 pm Rams Head On Stage - Annapolis

Annapolis First Sunday Arts Festival

Sun, 03 May at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Parking The Phil Collins Experience

 Wed, 18 Mar at 12:00 am Rams Head On Stage - Annapolis

Fallin Free - A Tribute to Tom Petty and The Heartbreakers

 Fri, 20 Feb at 07:00 pm Rams Head On Stage

VMI Keydets at Navy Midshipmen Mens Lacrosse

 Tue, 17 Feb at 11:00 pm Navy-Marine Corps Memorial Stadium

Green River - Tribute to CCR and John Fogerty

 Fri, 06 Mar at 07:00 pm Rams Head On Stage

Loyola Maryland Greyhounds at Navy Midshipmen Mens Basketball

 Sat, 31 Jan at 09:00 pm Alumni Hall - Navy

Iona Gaels at Navy Midshipmen Mens Lacrosse

 Sat, 07 Feb at 05:00 pm Navy-Marine Corps Memorial Stadium

American University Eagles at Navy Midshipmen Mens Basketball

 Sat, 07 Feb at 09:00 pm Alumni Hall - Navy

Dan Haas - reHAASh reTROSPECTIve

 Sat, 07 Feb at 07:00 pm Rams Head On Stage

John Moreland at Rams Head On Stage

 Sun, 15 Mar at 07:00 pm Rams Head On Stage

Navy Midshipmen Lacrosse vs. High Point Panthers

 Fri, 30 Jan Navy Marine Corps Memorial Stadium

Tinsley Ellis at Rams Head On Stage

 Wed, 11 Feb at 08:00 pm Rams Head On Stage

Parking Spyro Gyra

 Fri, 06 Mar at 01:00 am Rams Head On Stage - Annapolis

Know Return at Rams Head On Stage

 Sun, 29 Mar at 08:00 pm Rams Head On Stage

Parking Loyola Maryland Greyhounds at Navy Midshipmen Womens Basketball

 Thu, 05 Mar at 12:00 am Alumni Hall - Navy

Burning Witches

 Thu, 02 Apr at 12:00 am Rams Head On Stage - Annapolis

Matisyahu at Rams Head On Stage

 Wed, 04 Mar at 08:00 pm Rams Head On Stage

Thunder from Down Under

 Thu, 26 Mar at 07:00 pm Rams Head On Stage

Parking Young Dubliners

 Wed, 11 Feb at 01:00 am Rams Head On Stage - Annapolis

Parking Emmaline

 Mon, 16 Feb at 01:00 am Rams Head On Stage - Annapolis

Cherish the Ladies

 Mon, 02 Mar at 07:00 pm Rams Head On Stage

Jazzy Blu Presents Lovers & Legends: A Tribute to R&B's Greatest Duets

 Thu, 19 Feb at 01:00 am Rams Head On Stage - Annapolis

High Point Panthers at Navy Midshipmen Mens Lacrosse

 Sat, 31 Jan at 05:00 pm Navy-Marine Corps Memorial Stadium

Aaron Gillespie at Rams Head On Stage

 Tue, 10 Mar at 08:00 pm Rams Head On Stage

Wellness With a Little Drama

 Thu, 04 Jun at 06:30 pm 2158 Renard Ct Free

The Next Chapter: A Community Book Club

 Wed, 18 Feb at 06:00 pm Tatte Bakery & Cafe | Annapolis Free

Annapolis' Secret Society: Mystery Hunt

 Sat, 26 Jul at 05:00 pm 43 Calvert St USD 10 to 20

Parking Hollywood Nights

 Fri, 27 Mar at 12:00 am Rams Head On Stage - Annapolis

Navy Midshipmen Lacrosse vs. Holy Cross Crusaders

 Fri, 03 Apr Navy Marine Corps Memorial Stadium

Annapolis Spring Sailboat Show

 Thu, 23 Apr at 07:00 pm Annapolis City Dock

Become a GRIT Architect: Design a Life That Withstands Hard Moments

 Mon, 13 Apr at 06:30 pm 2158 Renard Ct Free

Jazzy Blu at Rams Head On Stage

 Wed, 18 Feb at 08:00 pm Rams Head On Stage

Albert Castiglia

 Sat, 07 Mar at 06:00 pm Rams Head On Stage - Annapolis

Zebra at Rams Head On Stage

 Wed, 25 Feb at 08:00 pm Rams Head On Stage

Annapolis Comic-Con

 Fri, 17 Apr at 07:00 pm Byzantium Event and Conference Center