WEEKLY HAPPENINGS (65)

entertainment while you're here

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, all Spring and Summer long, in the Beer Garden. Listen to live music by Sean H ...

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!  ...

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 ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

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

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 ...

Rosé Night at Reynolds Tavern
Reynolds Tavern

Join us every Wednesday night for Summer's favorite wine in our beautiful Rosé Terrace. (it's an Instagrammer's Dream!) Each week we will f ...

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! ...

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 ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

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

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 ...

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 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!  ...

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 ...

Happy Hour at Rams Head Dockside
Rams Head Dockside

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

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 ...

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. ...

Friday Night Concert Series
Annapolis Towne Centre at Parole

Enjoy summer evenings 7 p.m. to 8:30 p.m. with Annapolis Towne Centre during our Friday Night Concert Series– featuring a rockin’ ...

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 ...

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 ...

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 ...

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

Spend a Day on the Bay and enjoy St. Michaels on land. Cruise across the Bay to spend over three hours at this quaint, historic village, enj ...

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. ...

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 ...

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! ...

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 ...

$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! ...

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 ...

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 ...