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

Yasmin Williams at Rams Head On Stage

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

Julian Lage at Maryland Hall for the Creative Arts

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

Technicolor Motor Home - A Steely Dan Tribute

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

Greg Hawkes at Rams Head On Stage

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

Four80East at Rams Head On Stage

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

The Australian Bee Gees

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

Close Enemies

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

Richard Thompson

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

Shaun Cassidy

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

Tall Tall Trees & Christopher Paul Stelling

 Fri, 24 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

Greg Hawkes and Eddie Japan

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

Four80East

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

The Annapolis Art Party: Five Years of Color

 Sat, 11 Oct at 05:00 pm AND Creative Studio Free

Navy Midshipmen vs. South Florida Bulls

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

Wishbone Ash

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

Annapolis Midnight Mile Vampire Run

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

Keb Mo at Maryland Hall for the Creative Arts

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

Ketch Secor

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

American Aquarium at Rams Head On Stage

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

The Amish Outlaws

 Thu, 16 Oct at 07:00 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

The Martin Sexton Abbey Road Show at Rams Head On Stage

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

GA20 at Rams Head On Stage

 Thu, 23 Oct at 08:00 pm Rams Head On Stage

Tall Tall Trees at Rams Head On Stage

 Sat, 25 Oct Rams Head On Stage

Shaun Cassidy at Rams Head On Stage

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

Lene Lovich

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

Tab Benoit

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

Jon McLaughlin and Friends: Home For The Holidays

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

Thomas Dolby

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

Lori McKenna

 Fri, 03 Oct at 07:00 pm Rams Head On Stage

Leftover Salmon

 Sun, 05 Oct 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

First Sunday Arts Festival

Sun, 05 Oct at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Cruise to OysterFest in St. Michaels

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

Giselle at Maryland Hall for the Creative Arts

 Fri, 17 Oct at 07:30 pm Maryland Hall for the Creative Arts

Chris Isaak at Maryland Hall for the Creative Arts

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

Pete Correale

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

Creek Critters Weekly Nature Walk every Thursday

 Thu, 02 Oct at 10:30 am 25 Silopanna Rd, Annapolis, MD, United States, Maryland 21403

Tab Benoit at Rams Head On Stage

 Sun, 07 Dec 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

Navy Midshipmen vs. Florida Atlantic Owls

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

Marshall Crenshaw

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

PARKING: Military Bowl

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

USA Rendezvous

 Fri, 10 Oct at 06:00 pm Federal House Bar & Grille Annapolis Md

Kashmir - The Led Zeppelin Experience

 Fri, 09 Jan at 07:00 pm Rams Head On Stage

The Jerry Douglas Band

 Tue, 04 Nov at 07:00 pm Rams Head On Stage

Military Bowl

 Fri, 26 Dec Navy Marine Corps Memorial Stadium

The Brit Pack at Rams Head On Stage

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

Uli Jon Roth

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

Halloween Ghost Hunt in Annapolis

 Thu, 30 Oct at 05:00 pm 40 Francis St USD 13 to 40

The Carole King & James Taylor Story - Tribute Show

 Fri, 14 Nov at 07:00 pm Rams Head On Stage

Macy Gray at Rams Head On Stage

 Sun, 02 Nov at 08:30 pm Rams Head On Stage

Pure Prairie League

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

Yasmin Williams

 Wed, 01 Oct at 07:00 pm Rams Head On Stage

Scenic Rivers Land Trust's Conservation Celebration 2025

 Thu, 23 Oct at 06:00 pm Philip Merrill Environmental Center USD 121 to 135

A Peter White Christmas at Rams Head On Stage

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

Atlanta Rhythm Section at Rams Head On Stage

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

2025 Bay Bridge Run 10K

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

Paula Poundstone

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

The High Kings at Rams Head On Stage

 Sun, 08 Mar Rams Head On Stage

Motown and More

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

Pure Prairie League at Rams Head On Stage

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

Happy Holidays Drag Brunch

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

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

 Sun, 02 Nov at 07:30 pm Francis Scott Key Auditorium at St. John's College

Atlanta Rhythm Section

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

Shakey Graves

 Sat, 13 Dec Rams Head On Stage

Carbon Leaf at Rams Head On Stage

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

The Ocean Blue

 Fri, 10 Oct at 12:00 am Rams Head On Stage - Annapolis

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

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

The Jerry Douglas Band at Rams Head On Stage

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

Carbon Leaf

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

The Dave Matthews Tribute Band

 Sat, 24 Jan at 07:00 pm Rams Head On Stage

Annapolis Boat Show 2025

 Thu, 09 Oct at 10:00 am Annapolis City Dock

Ana Popovic

 Sat, 10 Jan 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

Danny Burns Band

 Sun, 21 Dec at 07:00 pm Rams Head On Stage

Jarrod Lawson

 Fri, 16 Jan at 07:00 pm Rams Head On Stage

Mindi Abair & Vincent Ingala

 Wed, 03 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

PARKING: Navy Midshipmen vs. South Florida Bulls

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

South Florida Bulls at Navy Midshipmen Football

 Sat, 15 Nov at 08:30 am Navy-Marine Corps Memorial Stadium

Speaker: The How of WOW!!! by Karl Gercens, Longwood Gardens Conservatory Manager

 Tue, 04 Nov at 07:00 pm 1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

The Ocean Blue at Rams Head On Stage

 Thu, 09 Oct at 08:00 pm Rams Head On Stage

The Bacon Brothers

 Wed, 21 Jan at 07:00 pm Maryland Hall For The Creative Arts

Sierra Hull and John Craigie at Rams Head On Stage

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

Son Little at Rams Head On Stage

 Tue, 02 Dec at 08:00 pm Rams Head On Stage

After Dark Ghost Hunt in Annapolis: Face the Fright!

 Wed, 10 Sep at 06:00 pm 40 Francis St USD 10 to 20

Parking Sierra Hull with John Craigie

 Wed, 08 Oct at 12:00 am Rams Head On Stage - Annapolis

Ghosts of Annapolis: Join the Hunt!

 Fri, 05 Sep at 05:00 pm 40 Francis St USD 10 to 20

Air Force Falcons at Navy Midshipmen Football

 Sat, 04 Oct at 07:30 am Navy-Marine Corps Memorial Stadium

Bacon Brothers at Maryland Hall for the Creative Arts

 Thu, 22 Jan at 08:00 pm Maryland Hall for the Creative Arts

Vienna Teng

 Wed, 19 Nov at 07:00 pm Rams Head On Stage

The Empty Pockets

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

The Secret Sisters at Rams Head On Stage

 Mon, 27 Oct at 08:00 pm Rams Head On Stage

Micky Dolenz at Rams Head On Stage

 Tue, 04 Nov at 08:00 pm Rams Head On Stage

Jim Messina at Rams Head On Stage

 Tue, 25 Nov at 08:00 pm Rams Head On Stage

Sierra Hull with John Craigie

 Wed, 08 Oct at 12:00 am Rams Head On Stage - Annapolis