Trips & Adventurous Activities in Annapolis

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

Premier Lacrosse League: PLL All-Star Game & WLL All-Star Game

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

Graham Parker at Rams Head On Stage

 Sat, 02 May Rams Head On Stage

Brandy Clark at Rams Head On Stage

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

Stewart Copeland at Rams Head On Stage

 Tue, 21 Jul Rams Head On Stage

Nitro Circus 2.0 – Annapolis, MD

 Sun, 23 Aug at 06:00 pm 550 Taylor Ave, Annapolis, MD 21401, United States

Marcus Miller

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

Annapolis Spring Sailboat Show

 Sat, 25 Apr at 09:00 am Annapolis City Dock

Madeleine Peyroux at Rams Head On Stage

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

Annapolis Spring Sailboat Show 2026

 Fri, 24 Apr at 10:00 am Annapolis City Dock

Dave Alvin & Jimmie Dale Gilmore at Rams Head On Stage

 Sun, 26 Apr at 08:00 pm Rams Head On Stage

Uli Jon Roth

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

Al Jardine and The Pet Sounds Band at Maryland Hall for the Creative Arts

 Thu, 06 Aug at 08:00 pm Maryland Hall for the Creative Arts

Premier Lacrosse League - All Star at Navy Marine Corps Memorial Stadium

 Sun, 05 Jul Navy Marine Corps Memorial Stadium

Colin James at Rams Head On Stage

 Wed, 06 May at 08:00 pm Rams Head On Stage

Asleep at the Wheel at Rams Head On Stage

 Sat, 16 May at 01:00 pm Rams Head On Stage

Robyn Hitchcock at Rams Head On Stage

 Wed, 17 Jun at 08:00 pm Rams Head On Stage

Pete Yorn

 Tue, 02 Jun at 07:00 pm Rams Head On Stage

Annapolis First Sunday Arts Festival

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

Premier Lacrosse League - All-Star Games

 Sun, 05 Jul at 06:00 pm Navy-Marine Corps Memorial Stadium

The Lone Bellow at Rams Head On Stage

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

Madeleine Peyroux

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

Blue Angels Flotilla Paddle - Practice Day

 Tue, 19 May at 01:00 pm 680 Americana Drive, Annapolis, MD, United States, Maryland 21403

Colin James, Matt Andersen & Terra Lightfoot

 Thu, 07 May at 12:00 am Rams Head On Stage - Annapolis

Pablo Cruise at Rams Head On Stage

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

Here Come the Mummies at Rams Head On Stage

 Thu, 17 Sep at 08:00 pm Rams Head On Stage

Shawn Mullins at Rams Head On Stage

 Wed, 15 Jul Rams Head On Stage

Chantal Kreviazuk at Rams Head On Stage

 Wed, 20 May at 08:00 pm Rams Head On Stage

Annapolis Powerboat Show - Sunday

 Sat, 17 Oct at 07:00 pm Annapolis City Dock

Navy Midshipmen vs. Tulsa Golden Hurricane

 Fri, 09 Oct at 07:00 pm Navy Marine Corps Memorial Stadium

Gerald Albright at Rams Head On Stage

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

Los Lonely Boys at Rams Head On Stage

 Tue, 29 Sep at 08:00 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

Alan Doyle

 Wed, 29 Apr at 07:00 pm Rams Head On Stage

Rumours ATL - A Fleetwood Mac Tribute

 Wed, 24 Jun at 07:00 pm Rams Head On Stage

Colin James Matt Anderson & Terra Lightfoot

 Tue, 05 May at 07:00 pm Rams Head On Stage

L.A. Guns at Rams Head On Stage

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

Zepparella at Rams Head On Stage

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

Annapolis Powerboat Show - Saturday

 Fri, 16 Oct at 07:00 pm Annapolis City Dock

Bill Kirchen at Rams Head On Stage

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

Andrew Duhon at Rams Head On Stage

 Tue, 26 May Rams Head On Stage

Andrew Duhon

 Mon, 25 May at 07:00 pm Rams Head On Stage

Femmes of Rock

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

Stephen Lynch

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

Cracker

 Sat, 13 Jun at 07:00 pm Rams Head On Stage

Nao Yoshioka

 Wed, 27 May at 07:00 pm Rams Head On Stage

Pablo Cruise

 Sat, 30 May at 07:00 pm Rams Head On Stage

Livingston Taylor at Rams Head On Stage

 Fri, 19 Jun at 08:00 pm Rams Head On Stage

Lindsey Webster at Rams Head On Stage

 Fri, 01 May at 08:00 pm Rams Head On Stage

Anchors & Artisans @ Annapolis Town Center

 Sun, 17 May at 11:00 am Towne Centre Blvd, Annapolis, MD 21401, United States

Cirque De Paris

 Wed, 13 May at 07:00 pm Under Top Big Top! Annapolis Mall

Alan Doyle with Bandits on the Run

 Fri, 01 May at 12:00 am Rams Head On Stage - Annapolis

Shovels and Rope

 Thu, 09 Jul at 07:00 pm Rams Head On Stage

Tommy Prine at Rams Head On Stage

 Wed, 10 Jun at 08:00 pm Rams Head On Stage

Bill Kirchen Band

 Sun, 17 May Rams Head On Stage - Annapolis

Larry Campbell & Teresa Williams at Rams Head On Stage

 Sat, 01 Aug at 08:00 pm Rams Head On Stage

BulletBoys at Rams Head On Stage

 Thu, 06 Aug at 08:00 pm Rams Head On Stage

Rumours ATL: A Fleetwood Mac Tribute

 Thu, 25 Jun at 08:00 pm Rams Head On Stage

Jeopardy! Bar League National Championship at The Brass Tap Baltimore — Eve

 Thu, 23 Apr at 07:00 pm The Brass Tap Baltimore Free

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

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

Marion Meadows & Alex Bugnon

 Thu, 23 Jul at 07:00 pm Rams Head On Stage

Southern Culture On The Skids

 Fri, 25 Sep at 07:00 pm Rams Head On Stage

The Record Company

 Sun, 16 Aug at 07:00 pm Rams Head On Stage

Jackrabbit at Rams Head On Stage

 Sat, 30 May at 01:00 pm Rams Head On Stage

Nao Yoshioka at Rams Head On Stage

 Thu, 28 May Rams Head On Stage

Fink

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

Parker Barrow at Rams Head On Stage

 Sun, 05 Jul Rams Head On Stage

The Best of Broadway

 Sun, 14 Jun at 07:00 pm Cabaret Room at Classic Theatre of Maryland

Sirens of Spring at Rams Head On Stage

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

Cory Seznec at Rams Head On Stage

 Tue, 19 May 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 Comeunity Project: Annapolis | 20's Dinner Meetup

 Sat, 14 Mar at 07:00 pm Restaurant of the Week USD 25 to 105

PARKING: Navy Midshipmen vs. Towson Tigers

 Fri, 04 Sep at 07:00 pm Navy Marine Corps Memorial Stadium Parking Lots

PARKING: Navy Midshipmen vs. Tulsa Golden Hurricane

 Fri, 09 Oct at 07:00 pm Navy Marine Corps Memorial Stadium Parking Lots

Women, Wine, & Wisdom™ Annapolis -Field Trip to K&B Ace Hardware

 Tue, 18 Aug at 06:00 pm K&B Ace Hardware

Tartuffe

 Mon, 18 May at 07:00 pm Reynolds Tavern

Bus Trip to Pennsylvania

 Sat, 02 May at 09:00 am 321 Kinkaid Rd, Annapolis, MD 21402-1002, United States

Puzzling Adventures Scavenger Hunt - Annapolis

 Sat, 22 Feb at 11:00 am Recommended Parking to Begin Adventure USD 38

Amazing Annapolis Scavenger Hunt

 Wed, 14 Jun at 11:00 am Brown Mustache Coffee, LLC USD 25

Join Us for a Homeschool Meet-Up at Quiet Waters Park - Pirate’s Cove

 Fri, 24 Apr at 11:00 am Quiet Waters Park Annapolis, Md

Loyola Maryland Greyhounds at Navy Midshipmen Mens Lacrosse

 Fri, 24 Apr at 11:00 pm Navy-Marine Corps Memorial Stadium

Walking Tour: Lost History of Frederick (Bailey) Douglass in Old Annapolis

 Sat, 15 Feb at 08:15 am Kunta Kinte-Alex Haley Memorial USD 16 to 23

⁠Mindful Wellness Walk in Annapolis

 Wed, 01 Oct at 11:00 am Brown Mustache Coffee, LLC USD 25

Puzzling Adventures Scavenger Hunt - Annapolis

 Tue, 23 Jun at 10:00 am Recommended Parking to Begin Adventure USD 38

Self - Care City Scavenger Hunt – Based on Hot Habits [Annapolis Area]

 Thu, 10 Oct at 01:00 pm *Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 0 to 23