Trips & Adventurous Activities in Annapolis

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

Annapolis Comic-Con

 Sat, 05 Apr, 2025 at 07:00 pm Greek Orthodox Church Byzantium Center

MASTERWORKS V: Fiesta

 Sat, 05 Apr, 2025 at 07:30 pm 801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401

Toast

 Fri, 04 Apr, 2025 at 07:00 pm Rams Head On Stage

Michael Lington at Rams Head On Stage

 Fri, 25 Apr, 2025 at 08:00 pm Rams Head On Stage

Joe Pug at Rams Head On Stage

 Sat, 27 Sep, 2025 at 08:00 pm Rams Head On Stage

Martha Wainwright at Rams Head On Stage

 Fri, 02 May, 2025 at 08:00 pm Rams Head On Stage

The Doo Wop Project

 Thu, 14 Aug, 2025 at 07:00 pm Rams Head On Stage

Chris Knight at Rams Head On Stage

 Tue, 01 Apr, 2025 at 07:00 pm Rams Head On Stage

Brad Tursi at Rams Head On Stage

 Wed, 16 Apr, 2025 at 07:30 pm Rams Head On Stage

Mindy Smith at Rams Head On Stage

 Fri, 11 Apr, 2025 at 08:00 pm Rams Head On Stage

BLK ODYSSY at Rams Head On Stage

 Wed, 23 Apr, 2025 Rams Head On Stage

Al Di Meola at Rams Head On Stage

 Fri, 04 Apr, 2025 at 06:30 pm Rams Head On Stage

Eli Lev at 49 West

Mon, 16 Jun, 2025 at 07:30 pm 49 West Coffeehouse, Winebar & Gallery

Damien Escobar

 Sun, 06 Apr, 2025 at 07:00 pm Rams Head On Stage

Our House - The Music of Crosby Stills Nash & Young

 Sat, 19 Apr, 2025 at 07:00 pm Rams Head On Stage

Jefferson Starship : 50th Anniversary Tour

Wed, 30 Apr, 2025 at 07:30 pm Rams Head On Stage

Joseph at Rams Head On Stage

 Sat, 10 May, 2025 at 08:30 pm Rams Head On Stage

Kasey Chambers at Rams Head On Stage

 Fri, 27 Jun, 2025 Rams Head On Stage

4/19/25: TIME WAITS GN Launch Signing with CHIP ZDARSKY & DAVID BROTHERS

 Sat, 19 Apr, 2025 at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Cowboy Junkies at Rams Head On Stage

 Sun, 13 Apr, 2025 at 08:00 pm Rams Head On Stage

First Sunday Arts Festival

Sun, 04 May, 2025 at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Brett Dennen & River Whyless

 Sat, 10 May, 2025 at 07:00 pm Rams Head On Stage

The Aristocrats

 Sun, 20 Apr, 2025 at 07:00 pm Rams Head On Stage

John Moreland and Ramsey Thornton at Rams Head On Stage

 Wed, 07 May, 2025 at 08:00 pm Rams Head On Stage

Downtown Annapolis Sunday Brunch

 Sun, 06 Apr, 2025 at 11:00 am 172 Green St USD 29 to 71

The Smithereens w/ Guest Vocalist John Cowsill

 Sun, 08 Jun, 2025 at 07:30 pm Rams Head On Stage

BoDeans at Rams Head On Stage

 Sat, 04 Jan, 2025 Rams Head On Stage

Anything Goes at Classic Theatre of Maryland

 Fri, 02 May, 2025 at 08:00 pm Classic Theatre of Maryland

The Samples at Rams Head On Stage

 Fri, 16 May, 2025 at 08:00 pm Rams Head On Stage

Cirque De Paris

 Wed, 02 Apr, 2025 at 07:00 pm Annapolis Mall

Jethro Tulls at Rams Head On Stage

 Thu, 10 Apr, 2025 at 08:00 pm Rams Head On Stage

Super Trans Am at Rams Head On Stage

 Sat, 07 Jun, 2025 at 08:00 pm Rams Head On Stage

Jane Monheit

 Wed, 02 Apr, 2025 at 07:00 pm Rams Head On Stage

Emily King at Rams Head On Stage

 Sun, 18 May, 2025 at 08:00 pm Rams Head On Stage

Duane Betts and Palmetto Motel at Rams Head On Stage

 Thu, 17 Apr, 2025 at 07:30 pm Rams Head On Stage

Blood Sweat and Tears at Maryland Hall for the Creative Arts

 Fri, 30 May, 2025 at 08:00 pm Maryland Hall for the Creative Arts

Army Black Knights at Navy Midshipmen Mens Lacrosse

 Sat, 12 Apr, 2025 at 04:00 pm Navy-Marine Corps Memorial Stadium

Martha Wainwright

 Thu, 01 May, 2025 at 07:00 pm Rams Head On Stage

Five For Fighting & String Quartet

 Sun, 18 May, 2025 at 07:00 pm Rams Head On Stage

The Power of Story – Shaping Your World Through Narrative with Jesse Tubb

 Mon, 21 Apr, 2025 at 06:30 pm 2158 Renard Ct Free

Keiko Matsui at Rams Head On Stage

 Thu, 15 May, 2025 at 07:30 pm Rams Head On Stage

Drag Brunch: The Pride Show

 Fri, 20 Jun, 2025 at 07:00 pm Rams Head On Stage

Punch Brothers at Maryland Hall for the Creative Arts

 Thu, 15 May, 2025 at 08:00 pm Maryland Hall for the Creative Arts

Eric Bibb at Rams Head On Stage

 Tue, 22 Apr, 2025 at 08:00 pm Rams Head On Stage

Fantastic Cat at Rams Head On Stage

 Wed, 09 Jul, 2025 Rams Head On Stage

The Yardbirds at Rams Head On Stage

 Tue, 15 Apr, 2025 at 08:00 pm Rams Head On Stage

Brad Tursi

 Tue, 15 Apr, 2025 at 07:00 pm Rams Head On Stage

Judy Collins at Rams Head On Stage

 Sat, 26 Jul, 2025 at 08:00 pm Rams Head On Stage

The Massacoustics

 Thu, 22 May, 2025 at 07:00 pm Rams Head On Stage

Ballet Theatre of Maryland - Momentum at Maryland Hall for the Creative Arts

 Fri, 21 Feb, 2025 Maryland Hall for the Creative Arts

North Mississippi Allstars at Rams Head On Stage

 Fri, 11 Jul, 2025 Rams Head On Stage

Hey Nineteen - A Tribute to Steely Dan

 Thu, 05 Jun, 2025 at 07:00 pm Rams Head On Stage

Eric Bibb

 Mon, 21 Apr, 2025 at 07:00 pm Rams Head On Stage

Ally Venable

 Tue, 13 May, 2025 at 07:00 pm Rams Head On Stage

Melissa Ferrick at Rams Head On Stage

 Sun, 08 Jun, 2025 at 01:00 pm Rams Head On Stage

Cami Clune at Rams Head On Stage

 Thu, 10 Jul, 2025 Rams Head On Stage

Dom Flemons at Rams Head On Stage

 Wed, 02 Jul, 2025 at 08:00 pm Rams Head On Stage

Keiko Matsui

 Wed, 14 May, 2025 at 07:00 pm Rams Head On Stage

Josh Radnor

 Thu, 29 May, 2025 at 07:00 pm Rams Head On Stage

Cirque De Paris at Westfield Mall Annapolis

 Thu, 03 Apr, 2025 at 07:00 pm Westfield Mall Annapolis

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Annapolis Area!

 Thu, 18 Jan, 2024 at 01:00 pm Truxtun Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 0 to 10

Eric Hutchinson at Rams Head On Stage

 Thu, 24 Apr, 2025 at 07:30 pm Rams Head On Stage

Josh Radnor at Rams Head On Stage

 Sat, 17 May, 2025 at 01:00 pm Rams Head On Stage

Stacey Kent (21+)

 Sat, 21 Jun, 2025 at 12:00 am Rams Head On Stage - Annapolis

VMI Keydets at Navy Midshipmen Football

 Sat, 30 Aug, 2025 at 07:30 am Navy-Marine Corps Memorial Stadium

Puzzling Adventures Scavenger Hunt - Annapolis

 Sat, 22 Feb, 2020 at 11:00 am Recommended Parking to Begin Adventure USD 35

Ally Venable at Rams Head On Stage

 Wed, 14 May, 2025 at 08:00 pm Rams Head On Stage

Lafayette Leopards at Navy Midshipmen Mens Lacrosse

 Fri, 04 Apr, 2025 at 11:00 pm Navy-Marine Corps Memorial Stadium

UAB Blazers at Navy Midshipmen Football at Navy Marine Corps Memorial Stadium

 Sat, 06 Sep, 2025 at 11:59 pm Navy Marine Corps Memorial Stadium

John Moreland

 Thu, 08 May, 2025 at 12:00 am Rams Head On Stage - Annapolis

Jefferson Starship (21+)

 Wed, 30 Apr, 2025 at 11:30 pm Rams Head On Stage - Annapolis

The Smithereens (21+)

 Sun, 08 Jun, 2025 at 11:30 pm Rams Head On Stage - Annapolis

Summer Camp Registration Open Now!

Fri, 14 Mar, 2025 at 12:00 am Compass Rose Theater

L.A. Guns (21+)

 Tue, 29 Apr, 2025 at 11:30 pm Rams Head On Stage - Annapolis

Puzzling Adventures Scavenger Hunt - Annapolis

 Tue, 23 Jun, 2020 at 10:00 am Recommended Parking to Begin Adventure USD 35

Keiko Matsui (21+)

 Thu, 15 May, 2025 at 11:30 pm Rams Head On Stage - Annapolis

BoDeans

 Thu, 08 May, 2025 at 07:00 pm Rams Head On Stage

The Samples

 Thu, 15 May, 2025 at 07:00 pm Rams Head On Stage - Annapolis

Annapolis epic fun-filled scavenger hunt! - Red Bricks & Blue Views!

 Thu, 29 Aug, 2024 at 10:00 am 100 State Cir USD 17

Buena Vista Social Club at Rams Head On Stage

 Thu, 31 Jul, 2025 at 08:00 pm Rams Head On Stage

Eilen Jewell

 Sun, 13 Apr, 2025 at 05:00 pm Rams Head On Stage - Annapolis

Valerie June

 Thu, 17 Apr, 2025 at 07:00 pm Rams Head On Stage - Annapolis

Damien Escobar (21+)

 Tue, 08 Apr, 2025 at 12:00 am Rams Head On Stage - Annapolis

Duane Betts & Palmetto Motel

 Wed, 16 Apr, 2025 at 07:00 pm Rams Head On Stage - Annapolis

BoDeans

 Thu, 08 May, 2025 at 07:00 pm Rams Head On Stage - Annapolis