WEEKLY HAPPENINGS (113)

entertainment while you're here

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Pub Quiz Night at Galway Bay
Galway Bay

Pub Quiz night. Registration starts at 7:30. Teams compete to answer rounds of trivia questions. Winning team wins prize and chooses a chari ...

Pub Trivia Night at Brian Boru
Brian Boru

Pub Trivia in 3 rounds with prizes for the winners! 7-9pm Bring a team and have some fun! ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Roadhouse
Rams Head Roadhouse

Free live music every Tuesday at 7:30PM! ...

Free World Beer Club Membership
Rams Head Tavern

Join our World Beer Club for free on Tuesdays. As a member you will be sample 100 beer from around the world. Upon completion you will recei ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Annapolis Harbor & US Naval Academy Cruise
Watermark Tours, Charters, Cruises

A must-do Annapolis activity! Step aboard Harbor Queen for a narrated cruise of historic Annapolis Harbor and the banks of the U.S. Naval Ac ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

The Annapolis Shakespeare Company - The Miser
Reynolds Tavern

Experience The Annapolis Shakespeare Company’s 6th season in the Beer Garden of Reynolds Tavern as they present Moliere’s TARTUFF ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Tuesday Beer Tasting Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sample while you sail!  A representative from DC Brau in Washington, DC comes aboard and teaches you about their beer. 3 samples of beer ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Taco Tuesdays
Rico's Taco and Tequila Bar

ALL TACOS $3.00 ALL DAY! ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Karaoke Live!
Live! Center Stage

Take Center Stage and be the star of the show at Karaoke Live! Sing your favorite songs with a live band to back you up! Seating available o ...

Live Music with Sean Hetrick and $6 Burgers
Reynolds Tavern

Join us for a great Wednesday night of music and $6 burgers, inside the 1747 Pub at Reynolds Tavern.  Listen to live music by Sean Hetrick ...

Amber North
Rams Head Tavern

Join us every Wednesday night for live music with Amber North! No cover! ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Wednesday Night Sailboat Races

The passion of sailing is front and center during the Annapolis Yacht Club’s annual Wednesday Night Sailboat Races. Some 130 crews ra ...

Annapolis Harbor & US Naval Academy Cruise
Watermark Tours, Charters, Cruises

A must-do Annapolis activity! Step aboard Harbor Queen for a narrated cruise of historic Annapolis Harbor and the banks of the U.S. Naval Ac ...

Wednesday Night Races
Annapolis Sailing Cruises: Schooner Woodwind

Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will sta ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

Wednesday Night Races
Annapolis Sailing Cruises: Schooner Woodwind

Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will sta ...

Wednesday Night Races
Annapolis Sailing Cruises: Schooner Woodwind

Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will sta ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Music: Pete Best
Rams Head Tavern

Join us every Thursday night for live music with Pete Best No cover! ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

1/2 Price Maison Nicolas Wines
Reynolds Tavern

Every Thursday Night enjoy 1/2 Price bottles of Maison Nicolas Wines with food purchase.  Pinot Grigio, Chardonnay, Sauvignon Blanc, Merlot ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Annapolis Harbor & US Naval Academy Cruise
Watermark Tours, Charters, Cruises

A must-do Annapolis activity! Step aboard Harbor Queen for a narrated cruise of historic Annapolis Harbor and the banks of the U.S. Naval Ac ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Tides & Tunes Summer Concert Series
Annapolis Maritime Museum

The Tides & Tunes Summer Concert Series offers 10 weeks of popular music–from rock to folk to jazz–with the incomparable backd ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Ladies' Night
Rico's Taco and Tequila Bar

Ladies Night 1/2 off house drinks all day! ...

Songs For a New World
Annapolis Summer Garden Theatre, Inc.

It’s about one moment. It’s about hitting the wall and having to make a choice… or take a stand… or turn around and go b ...

Thursday Acoustic Music Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sit back and relax as the Eastport Oyster Boys entertain you while sailing on the Chesapeake Bay. The cruise departs from the Annapolis ...

Happy Hour at Rams Head Tavern
Rams Head Tavern

Happy Hour is every Monday through Friday from 3-7pm! ...

Art & Story Time
Chesapeake Children's Museum

We are eager to share the passion for great children's literature and creative visual expression with our youngest visitors. Children ages t ...

Live Music at Killarney House!
Killarney House

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules. ...

Friday Night Live!
Live! Center Stage

Friday Night Live! Join us for a night of fun and live entertainment as we bring you the top requested music at Live! Center Stage! 1st Fr ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

Happy Hour at Rams Head Roadhouse
Rams Head Roadhouse

Happy Hour is every Monday through Friday from 3-7pm! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

Happy Hour is every Monday through Friday from 3-7pm! ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Annapolis Harbor & US Naval Academy Cruise
Watermark Tours, Charters, Cruises

A must-do Annapolis activity! Step aboard Harbor Queen for a narrated cruise of historic Annapolis Harbor and the banks of the U.S. Naval Ac ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

Historic Ghost Walk
Watermark Tours, Charters, Cruises

Haunted ghost tour at night with period dressed guides. Led by candlelight through historic Annapolis. Learn the city's most chilling tales. ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Chesapeake Bay Bridges Cruise
Watermark Tours, Charters, Cruises

Marvel at the engineering feat as you cruise under the twin spans of the Bay Bridges that connect the eastern and western shores of Maryland ...

Scenic Severn River Cruise
Watermark Tours, Charters, Cruises

A spectacular 6-mile cruise on the beautiful scenic Severn River. View the historic Annapolis Harbor including the banks of the U.S. Naval A ...

Thomas Point Lighthouse Cruise
Watermark Tours, Charters, Cruises

One of the most recognized lighthouses in Maryland, view this National Historic Landmark while cruising the Chesapeake Bay. Beer, Wine, mixe ...

Songs For a New World
Annapolis Summer Garden Theatre, Inc.

It’s about one moment. It’s about hitting the wall and having to make a choice… or take a stand… or turn around and go b ...

Late Night Happy Hour!
Rico's Taco and Tequila Bar

Late Night Happy Hour! From 9PM-11PM Fridays and Saturdays ...

Summer Concerts at Annapolis Towne Centre : Chanssez
Annapolis Towne Centre

Maryland based artist, Chanssez is known for performing his original R&B songs as well covers of your favorite Motown hits from the 60's ...

Live Music at Killarney House!
Killarney House

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules. ...

Live Music at Brian Boru!
Brain Boru

Live music Thursday, Friday and Saturday nights, year round! ...

Live Music at Rams Head Dockside
Rams Head Dockside

Join us every Wednesday, Friday, and Saturday evening for free live music! No cover!  ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

Day on the Bay to St. Michaels
Watermark Tours, Charters, Cruises

Cruise across the Bay to spend over three hours at this quaint, historic village, enjoying fresh seafood, boutique shopping and historic sit ...

Historic Ghost Walk
Watermark Tours, Charters, Cruises

Haunted ghost tour at night with period dressed guides. Led by candlelight through historic Annapolis. Learn the city's most chilling tales. ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Chesapeake Bay Bridges Cruise
Watermark Tours, Charters, Cruises

Marvel at the engineering feat as you cruise under the twin spans of the Bay Bridges that connect the eastern and western shores of Maryland ...

Scenic Severn River Cruise
Watermark Tours, Charters, Cruises

A spectacular 6-mile cruise on the beautiful scenic Severn River. View the historic Annapolis Harbor including the banks of the U.S. Naval A ...

Thomas Point Lighthouse Cruise
Watermark Tours, Charters, Cruises

One of the most recognized lighthouses in Maryland, view this National Historic Landmark while cruising the Chesapeake Bay. Beer, Wine, mixe ...

Songs For a New World
Annapolis Summer Garden Theatre, Inc.

It’s about one moment. It’s about hitting the wall and having to make a choice… or take a stand… or turn around and go b ...

Late Night Happy Hour!
Rico's Taco and Tequila Bar

Late Night Happy Hour! From 9PM-11PM Fridays and Saturdays ...

Margarita Madness!
Rico's Taco and Tequila Bar

Margarita Madness $6 House Margaritas! From 2PM-4PM Saturdays ...

Music: Skribe
Rams Head Tavern

Join us every Sunday night for live music with Skribe! No cover! ...

$5 Burger Night at Rams Head Tavern
Rams Head Tavern

Serving up delicious burgers every Sunday night for just $5! ...

Award-winning Sunday Brunch at Killarney House
Killarney House

Join us every Sunday for our award-winning Sunday Brunch featuring breakfast favorites plus Irish specialties from our kitchen! 10-2pm Every ...

Live Music Sundays at Galway Bay
Galway Bay

Join us for live Irish music every Sunday from 4-8pm in the pub! ...

Smooth Sundays
Live! Center Stage

Smooth Sundays Ease into the week with martinis and Jazz Music on Sundays from 6:00PM - 9:00PM ...

Award Winning Sunday Brunch Buffet at Brian Boru
Brian Boru

Join us for brunch every Sunday! Voted Best Brunch by What's Up Magazine 2 years in a row! ...

$5 Burger Night at Rams Head Dockside
Rams Head Dockside

Serving up delcious burgers for just $5 every Sunday from 4-10pm! ...

$5 Burger Night at Rams Head Roadhouse
Rams Head Roadhouse

Serving up delicious burgers every Sunday night for just $5 from 4-10pm! ...

Bottomless Bloody Mary Bar at Rams Head Tavern
Rams Head Tavern

We provide the fixin's, you provide the mixin'! Enjoy $10 Finlandia Bottomless Bloody Mary Bar with the purchase of an entree. ...

Sunday Brunch at Rams Head Dockside
Rams Head Dockside

Join us for Brunch every Sunday from 10 AM to 2 PM! ...

Four Centuries Walking Tour at 1:30 PM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Four Centuries Walking Tour at 10:30 AM
Watermark Tours, Charters, Cruises

A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

Free Outdoor Movie Screenings
Reynolds Tavern

First of all, who doesn’t love a Free Movie Screening? Add the fact that it is outside under the beautiful Annapolis sky, and you autom ...

Annapolis Harbor & US Naval Academy Cruise
Watermark Tours, Charters, Cruises

A must-do Annapolis activity! Step aboard Harbor Queen for a narrated cruise of historic Annapolis Harbor and the banks of the U.S. Naval Ac ...

Daily Sailing on the Chesapeake Bay
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Sail times are 11:00-1:00, 1:30-3:30, 4:00-6: ...

Crowne Plaza Annapolis Welcomes June Company Of the Month! Anne Arundel Medical Center!
Crowne Plaza Annapolis

The Crowne Plaza Annapolis is pleased to Announce that AAMC has been chosen for June's Company of the Month. We will provide special offers ...

Happy Hour
Yellowfin Steak & Fish House

Best Happy Hour in Town 4pm to 7pm Everyday Happy Hour menus starting at $4. ...

Sunday Brunch
Yellowfin Steak & Fish House

Sunday Brunch Enjoy unlimited MImosas, made to order omletes and more, all while overlooking the beautiful south river. ...

Chesapeake Bay Bridges Cruise
Watermark Tours, Charters, Cruises

Marvel at the engineering feat as you cruise under the twin spans of the Bay Bridges that connect the eastern and western shores of Maryland ...

Scenic Severn River Cruise
Watermark Tours, Charters, Cruises

A spectacular 6-mile cruise on the beautiful scenic Severn River. View the historic Annapolis Harbor including the banks of the U.S. Naval A ...

Thomas Point Lighthouse Cruise
Watermark Tours, Charters, Cruises

One of the most recognized lighthouses in Maryland, view this National Historic Landmark while cruising the Chesapeake Bay. Beer, Wine, mixe ...

Songs For a New World
Annapolis Summer Garden Theatre, Inc.

It’s about one moment. It’s about hitting the wall and having to make a choice… or take a stand… or turn around and go b ...