Trips & Adventurous Activities in Annapolis

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

Undead Mile Run – Annapolis, MD

 Sat, 25 Oct at 08:00 pm Annapolis, Annapolis, Maryland

Nils at Rams Head On Stage

 Sat, 06 Sep at 08:00 pm Rams Head On Stage

10000 Maniacs at Rams Head On Stage

 Sat, 13 Sep Rams Head On Stage

Leftover Salmon

 Sun, 05 Oct Rams Head On Stage

Hermans Hermits

 Sat, 27 Sep Rams Head On Stage

Technicolor Motor Home - A Steely Dan Tribute

 Sat, 11 Oct at 07:00 pm Rams Head On Stage

Casey Abrams

 Sun, 14 Sep at 07:00 pm Rams Head On Stage

Navy Midshipmen vs. Rice Owls

 Fri, 26 Sep at 07:00 pm Navy Marine Corps Memorial Stadium

Greg Hawkes at Rams Head On Stage

 Fri, 03 Oct at 08:00 pm Rams Head On Stage

Navy Midshipmen vs. Air Force Falcons

 Fri, 03 Oct at 07:00 pm Navy Marine Corps Memorial Stadium

Shaun Cassidy at Rams Head On Stage

 Sat, 18 Oct at 08:00 pm Rams Head On Stage

The Australian Bee Gees

 Sat, 04 Oct at 07:00 pm Rams Head On Stage

Family Art Nights at ArtFarm

 Fri, 19 Sep at 05:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Ballet Theatre of Maryland - The Nutcracker at Maryland Hall for the Creative Arts

 Sat, 13 Dec at 07:00 pm Maryland Hall for the Creative Arts

The Hot Sardines at Rams Head On Stage

 Thu, 18 Sep at 08:00 pm Rams Head On Stage

Thomas Dolby - The Iconic 80s at Rams Head On Stage

 Fri, 24 Oct at 08:00 pm Rams Head On Stage

Maysa

 Fri, 19 Sep at 07:00 pm Rams Head On Stage

Dirty Heads

 Thu, 11 Sep at 07:00 pm Calvert Street Stage

Winterthur Bus Trip

 Sat, 27 Sep at 10:00 am 1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

Navy Midshipmen vs. Florida Atlantic Owls

 Fri, 24 Oct at 07:00 pm Navy Marine Corps Memorial Stadium

Al Jardine at Maryland Hall for the Creative Arts

 Sat, 13 Sep Maryland Hall for the Creative Arts

Four80East

 Fri, 24 Oct at 07:00 pm Rams Head On Stage

Al Jardine and The Pet Sounds Band

 Fri, 12 Sep at 07:00 pm Maryland Hall For The Creative Arts

Greg Hawkes and Eddie Japan

 Thu, 02 Oct at 07:00 pm Rams Head On Stage

Yasmin Williams at Rams Head On Stage

 Thu, 02 Oct at 08:00 pm Rams Head On Stage

Songwriters In The Round - Friday at Rams Head On Stage

 Fri, 12 Sep at 07:00 pm Rams Head On Stage

Joe Pug at Rams Head On Stage

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

Annapolis Midnight Mile Vampire Run

 Sat, 11 Oct at 06:00 pm Annapolis, Annapolis, Maryland

10 000 Maniacs

 Fri, 12 Sep Rams Head On Stage

Scandalous Annapolis

 Sat, 06 Sep at 07:30 pm 188 Main St, Annapolis, MD 21401-2008, United States

Navy Midshipmen vs. South Florida Bulls

 Fri, 14 Nov at 07:00 pm Navy Marine Corps Memorial Stadium

Dirty Heads at Calvert Street Stage

 Fri, 12 Sep Calvert Street Stage

Ballet Theatre of Maryland: Giselle

 Thu, 16 Oct at 07:00 pm Maryland Hall For The Creative Arts

Full Moon Paddle-Back Creek Annapolis

 Sun, 07 Sep at 06:30 pm Ellen O. Moyer Nature Park at Back Creek

First Sunday Arts Festival

Sun, 07 Sep at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

The Amish Outlaws

 Thu, 16 Oct at 07:00 pm Rams Head On Stage

Michael Yo

 Sat, 20 Sep at 07:00 pm Rams Head On Stage

Keb Mo at Maryland Hall for the Creative Arts

 Fri, 21 Nov at 08:00 pm Maryland Hall for the Creative Arts

American Aquarium at Rams Head On Stage

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

Atlanta Rhythm Section at Rams Head On Stage

 Sat, 06 Dec at 08:00 pm Rams Head On Stage

The Ocean Blue & Brian Tighe of The Hang Ups

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

Robert Cray Band at Rams Head On Stage

 Mon, 22 Sep at 08:00 pm Rams Head On Stage

Maysa at Rams Head On Stage

 Sat, 20 Sep at 05:30 pm Rams Head On Stage

PARKING: Navy Midshipmen vs. Rice Owls

 Fri, 26 Sep at 07:00 pm Navy Marine Corps Memorial Stadium Parking Lots

Julian Lage at Maryland Hall for the Creative Arts

 Sat, 04 Oct at 07:30 pm Maryland Hall for the Creative Arts

The Martin Sexton Abbey Road Show at Rams Head On Stage

 Fri, 21 Nov at 08:00 pm Rams Head On Stage

Jon McLaughlin and Friends: Home For The Holidays

 Sat, 20 Dec at 07:00 pm Rams Head On Stage

Chesapeake Region Accessible Boating (CRAB) Group Sail

 Thu, 18 Sep at 10:00 am 7040 Bembe Beach Rd, Annapolis, MD 21403-3107, United States

Motown and More

 Fri, 28 Nov at 07:00 pm Rams Head On Stage

Skerryvore

 Sun, 07 Sep at 07:00 pm Rams Head On Stage

The Annapolis Art Party: Five Years of Color

 Sat, 11 Oct at 05:00 pm 1851 McGuckian Street, Annapolis, MD, United States, Maryland 21401

Satisfaction - The International Rolling Stones Tribute Show

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

Dan Navarro at Rams Head On Stage

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

Weird, Wacky, & Unusual History of Annapolis Tour

 Sat, 13 Sep at 10:30 am 188 Main St, Annapolis, MD 21401-2008, United States

PARKING: Military Bowl

 Fri, 26 Dec at 07:00 pm Navy Marine Corps Memorial Stadium Parking Lots

Thomas Dolby

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

Songwriters In The Round

 Thu, 11 Sep Rams Head On Stage

Close Enemies

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

Four80East at Rams Head On Stage

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

Chris Standring at Rams Head On Stage

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

Jarrod Lawson

 Fri, 16 Jan Rams Head On Stage

Carbon Leaf

 Fri, 12 Dec at 07:00 pm Rams Head On Stage

Chris Isaak at Maryland Hall for the Creative Arts

 Sun, 07 Dec at 08:00 pm Maryland Hall for the Creative Arts

Captain Curiosity Show

 Sat, 20 Sep at 10:00 am 89 Bennion Rd, Annapolis, MD 21402-1119, United States

Richard Thompson

 Sat, 01 Nov at 07:00 pm Francis Scott Key Auditorium

Marshall Crenshaw

 Thu, 13 Nov at 07:00 pm Rams Head On Stage

Skipjack Race Watch Party on MILDRED BELLE

 Sun, 14 Sep at 11:00 am Sandy Point State Park USD 13 to 45

Old Fox Bibliophiles Book Club

 Wed, 17 Sep at 07:00 pm 35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

Shaun Cassidy

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

Crack the Sky at Rams Head On Stage

 Fri, 31 Oct at 08:00 pm Rams Head On Stage

Anchors & Artisans @ Annapolis Town Center

 Sun, 28 Sep at 11:00 am Annapolis Town Center

The Brit Pack at Rams Head On Stage

 Sat, 22 Nov at 08:00 pm Rams Head On Stage

Day On The Bay To St Michaels

 Thu, 11 Sep at 10:00 am 1 Dock St, Annapolis, MD

Give Back Days - Turning Adventure into Impact

 Sun, 21 Sep at 09:00 am 311 Third Street, Annapolis, MD, United States, Maryland 21403

Uli Jon Roth

 Wed, 12 Nov at 07:00 pm Rams Head On Stage

2025 Bay Bridge Run 10K

 Sun, 09 Nov at 05:30 am Annapolis, MD

Cruise to OysterFest in St. Michaels

 Sat, 25 Oct at 09:00 am 1 Dock St, Annapolis, MD, United States, Maryland 21401

A Peter White Christmas at Rams Head On Stage

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

Bruce In The U.S.A. - Bruce Springsteen Tribute

 Thu, 22 Jan Rams Head On Stage

The Sixties Show at Maryland Hall for the Creative Arts

 Sun, 09 Nov Maryland Hall for the Creative Arts

Ketch Secor

 Sun, 02 Nov at 07:00 pm Rams Head On Stage

GA20 at Rams Head On Stage

 Thu, 23 Oct Rams Head On Stage

Paula Poundstone

 Thu, 18 Dec at 07:00 pm Rams Head On Stage

Tall Tall Trees at Rams Head On Stage

 Sat, 25 Oct Rams Head On Stage

Tab Benoit

 Sat, 06 Dec at 07:00 pm Rams Head On Stage

Richard Thompson at Francis Scott Key Auditorium at St. John's College

 Sun, 02 Nov Francis Scott Key Auditorium at St. John's College

Tom Sandoval

 Mon, 29 Sep Rams Head On Stage

Carbon Leaf at Rams Head On Stage

 Fri, 12 Dec at 08:30 pm Rams Head On Stage

Ocean City Rock & Ride

Thu, 11 Sep at 08:00 am Annapolis Mall

Pure Prairie League at Rams Head On Stage

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Lene Lovich

 Tue, 30 Sep at 07:00 pm Rams Head On Stage

Pete Correale

 Thu, 06 Nov at 07:00 pm Rams Head On Stage

Tab Benoit at Rams Head On Stage

 Sun, 07 Dec Rams Head On Stage

Military Bowl

 Fri, 26 Dec Navy Marine Corps Memorial Stadium

Parking Military Bowl

 Sat, 27 Dec at 04:00 pm Navy-Marine Corps Memorial Stadium

The Jerry Douglas Band at Rams Head On Stage

 Wed, 05 Nov at 08:00 pm Rams Head On Stage

The Jerry Douglas Band

 Tue, 04 Nov Rams Head On Stage

Pure Prairie League

 Thu, 04 Dec at 07:00 pm Rams Head On Stage

Military Bowl at Navy Marine Corps Memorial Stadium

 Sat, 27 Dec at 11:00 am Navy Marine Corps Memorial Stadium

Tom Sandoval at Rams Head On Stage

 Tue, 30 Sep at 08:00 pm Rams Head On Stage