UPCOMING EVENTS (131)

events happening in the next 30 days

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Navy Baseball vs. Army
Terwilliger Brothers Field at Max Bishop Stadium

Come out and support the Navy Midshipmen Baseball team against rival Army in the final game of the three game series!   Limited parking is ...

Secret Society (Dance Floor!)
Rams Head On Stage

Formed in 2008, Secret Society, the brainchild of Washington-area musician Bryan Mills, was created to bring the “Live Band” sound ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Kris Kristofferson (2nd Night Added)
Rams Head On Stage

Kris Kristofferson has been making things happen his entire life. Born in Texas and raised in a military family, he was a Golden Gloves boxe ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Martin Barre Celebrates 50 YEARS OF JETHRO TULL feat. Clive Bunker, Dee Palmer & Special Guests
Rams Head On Stage

Martin Barre has been the guitarist of Jethro Tull for 43 years, his sound and playing having been a major factor in their success. Album sa ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Decorative Arts Tour
Historic Annapolis, Inc.

Colonial Annapolis was home to a number of highly-skilled craftsmen. The work of artisans like John Shaw and William Faris would have sat al ...

Kris Kristofferson
Rams Head On Stage

Kris Kristofferson has been making things happen his entire life. Born in Texas and raised in a military family, he was a Golden Gloves boxe ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

John O'Hurley: A Man With Standards
Rams Head On Stage

A MAN WITH STANDARDS is John O'Hurley's 90-minute retrospective on the songs of The Great American Songbook along with the musings from his ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Annapolis Spring Sailboat Show
City Dock

Celebrate the end of winter and the opening of the sailing year with the whole family.  Climb aboard sailboats on display in the water and ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

Sailor's Delight Friday Night Cocktail Sailing Cruise
Annapolis Waterfront Hotel Dock

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine, and beer as you enjoy the scenery of the ...

James Brice House Hard Hat Tour
Historic Annapolis, Inc.

Step inside the scaffolding at the James Brice House and discover preservation in progress both inside and out of this architectural gem! Ta ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Annapolis Spring Sailboat Show
City Dock

Celebrate the end of winter and the opening of the sailing year with the whole family.  Climb aboard sailboats on display in the water and ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

37th Annual Annapolis Cup Croquet Match
Annapolis Cup Croquet Match

You know spring has officially arrived when the St. John’s College “Johnnies” and the Naval Academy midshipmen compete in a c ...

Annual St. Johns/USNA Croquet Match
St. John's College

The "Johnnies" and the "Mids" vie for the coveted Annapolis Cup during this annual rite of spring. The croquet match brings together two sta ...

Cruise to WineFest in St. Michaels
Watermark Tours, Charters, Cruises

Travel in luxury to the St. Michaels Wine Festival. Take a cruise on a Watermark Yacht from Annapolis to St. Michaels. On board you'll enjoy ...

Food & Spirits Festival
Anne Arundel County Fairgrounds Events

Experience the most exquisite display of Wine, Beer, and Spirits Exhibitors who have been unified in one place for a single common purpose. ...

Lisa Loeb
Rams Head On Stage

Lisa Loeb is a touring artist, author and philanthropist who started her career with the platinum-selling Number 1 hit song “Stay (I Mi ...

Navy Baseball vs. Lehigh
Terwilliger Brothers Field at Max Bishop Stadium

Come out and support the Navy Midshipmen Baseball team against Lehigh in the first of a two game series!   Limited parking is available at ...

Navy Baseball vs. Lehigh
Terwilliger Brothers Field at Max Bishop Stadium

Come out and support the Navy Midshipmen Baseball team against Lehigh in the second of a two game series!   Limited parking is available a ...

Sailor's Delight Saturday Night Cocktail Sailing Cruise
Annapolis Waterfront Hotel Dock

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine, and beer as you enjoy the scenery of the ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Annapolis Spring Sailboat Show
City Dock

Celebrate the end of winter and the opening of the sailing year with the whole family.  Climb aboard sailboats on display in the water and ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

Cruise to WineFest in St. Michaels
Watermark Tours, Charters, Cruises

Travel in luxury to the St. Michaels Wine Festival. Take a cruise on a Watermark Yacht from Annapolis to St. Michaels. On board you'll enjoy ...

Food & Spirits Festival
Anne Arundel County Fairgrounds Events

Experience the most exquisite display of Wine, Beer, and Spirits Exhibitors who have been unified in one place for a single common purpose. ...

April Lighthouse Cruise
Annapolis Waterfront Hotel Dock

Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by ...

Navy Baseball vs. Lafayette
Terwilliger Brothers Field at Max Bishop Stadium

Come out and support the Navy Midshipmen Baseball team against Lafayette in the first of a two game series!   Limited parking is availabl ...

Navy Baseball vs. Lafayette
Terwilliger Brothers Field at Max Bishop Stadium

Come out and support the Navy Midshipmen Baseball team against Lafayette in the second of a two game series!   Limited parking is availab ...

Sail On: The Beach Boys Tribute
Rams Head On Stage

Sail On: The Beach Boys Tribute focuses on performing songs by America's Band, The Beach Boys, to sheer perfection. Members of Sail On have ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

Brian Auger
Rams Head On Stage

The legendary Brian Auger’s Oblivion Express has returned. The famed B3 and keyboard player, has created a distinct voice that combines ...

Start of 2019 Sailing Season
Annapolis Sailing Cruises: Schooner Woodwind

Help raise the sails, steer the boat or just sit back and relax aboard the Schooner Woodwind. Nancy Hammond's "Woodwind" print will be raffl ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

The Nighthawks & The Billy Price Charm City Rhythm Band
Rams Head On Stage

For more than three decades, The Nighthawks have earned a reputation as one of the best and hardest-working bands around. Their live shows a ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

May Day In Annapolis
City of Annapolis Events

The 63rd annual May Day basket competition, sponsored by the Garden Club of Old Annapolis Town, will be held May 1st in celebration of May D ...

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 12:30-2:30, 3:00-5:00, & 5 ...

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 ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

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 12:30-2:30, 3:00-5:00, & 5 ...

Thursday Acoustic Music Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sit back and relax as Stefan Heuer entertains you while sailing on the Chesapeake Bay. The cruise departs from the Annapolis Waterfront Hote ...

Wishbone Ash
Rams Head On Stage

The classic rock bands of the late ’60s and early ’70s enjoy a unique place in popular musical history. The Beatles had gone their ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

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 12:30-2:30, 3:00-5:00, & 5 ...

Graham Parker Solo
Rams Head On Stage

For more than 30 years, Graham Parker has been slinging a signature sound across continents and airwaves that has rightly earned him a spot ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

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 12:30-2:30, 3:00-5:00, & 5 ...

Derby Fest
Hammond-Harwood House

Annapolis gained fame in colonial times as the first site of city-organized horse racing. On the fairground north of West Street, George Was ...

Derby Fest
Hammond-Harwood House and Chase Lloyd House

Celebrate the Kentucky Derby at Two Great Houses of Colonial Annapolis    Annapolis gained fame in colonial times as the first site of ...

Todd Snider
Rams Head On Stage

One morning near the end of August, Todd Snider was relaxing with a visitor on the back porch of his house just outside Nashville, drinking ...

A New Brain, the musical
Colonial Players of Annapolis

A New Brain is an autobiographical musical by William Finn, of Falsettos and Spelling Bee fame, concerning his bout with an arteriovenous ...

Boat Maryland Week
Boat Maryland Week

Want to be a part of Annapolis’ boating scene? The inaugural Boat Maryland Week offers fun events, informative classes and exhibits c ...

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 12:30-2:30, 3:00-5:00, & 5 ...

Annapolis Opera Grand Finale: Denyce Graves in Concert
Maryland Hall for the Creative Arts

Recognized worldwide as one of today’s most exciting vocal stars, mezzo-soprano Denyce Graces has performed in the world’s great o ...

Hurray for May Day!
Historic Annapolis, Inc.

Welcome the arrival of spring this year at a family-friendly afternoon at the William Paca House and Garden. Children can make their own fl ...

Sunday Brunch with Music by Tony Luca
Annapolis Waterfront Hotel Dock

An Intimate, Acoustic Show with TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delic ...

Terry Reid & The Cosmic American Derelicts
Rams Head On Stage

Terry Reid, ‘Superlungs’ as he’s affectionately known, is without doubt one of the greatest rock/soul voices this country has ...

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 12:30-2:30, 3:00-5:00, & 5 ...

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 12:30-2:30, 3:00-5:00, & 5 ...

An Outreach for Children feat. Twisted Flags in Concert
Rams Head On Stage

The For Ellie Foundation includes in its mission statement the need to create a beautiful world through kindness, and maintains its Children ...

Tuesday Beer Tasting Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sample while you sail!  A representative from Flying Dog Brewery in Frederick, MD comes aboard and teaches you about their beer. 3 sample ...

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 12:30-2:30, 3:00-5:00, & 5 ...

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 ...

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 12:30-2:30, 3:00-5:00, & 5 ...

John Paul White
Rams Head On Stage

With The Hurting Kind, John Paul White has crafted a stunning album that draws on the lush, orchestrated music made in Nashville in the earl ...

Thursday Acoustic Music Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sit back and relax as Ship's Company entertains you while sailing on the Chesapeake Bay. The cruise departs from the Annapolis Waterfront H ...

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 12:30-2:30, 3:00-5:00, & 5 ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

The Clarks
Rams Head On Stage

Early on, The Clarks were once described as a bunch of out of tune country hicks. The band took irreverent offense to the comments, saying t ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

Alejandro Escovedo
Rams Head On Stage

Crossing borders, jumping barriers, taking risks, betting it all: that’s the path Alejandro Escovedo has been taking in his lifelong se ...

An Evening with Mac McAnally
Rams Head On Stage

In some ways, award-winning songwriter, instrumentalist, producer and artist Mac McAnally is a paradox. He is beyond dispute one of the mos ...

An Evening with Mac McAnally
Rams Head On Stage

In some ways, award-winning songwriter, instrumentalist, producer and artist Mac McAnally is a paradox. He is beyond dispute one of the mos ...

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: ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

William Paca Garden Plant Sale
Historic Annapolis, Inc.

A tradition for over 40 years, the William Paca Garden Plant Sale provides the opportunity to take home a piece of history. HA volunteers pe ...

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: ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

William Paca Garden Plant Sale
Historic Annapolis, Inc.

A tradition for over 40 years, the William Paca Garden Plant Sale provides the opportunity to take home a piece of history. HA volunteers pe ...

A Memorable Mother's Day
Flamant

For the first time, Flamant is open for Mother's Day on Sunday, May 12. Spoil Mom with a first-class brunch. Bring your Flamant Mother's D ...

Here Come The Mummies
Rams Head On Stage

Here Come the Mummies is an eight-piece funk-rock band of 5000 year-old Egyptian Mummies with a one-track mind. Their "Terrifying Funk from ...

Michael Martin Murphey
Rams Head On Stage

The original Cosmic Cowboy and Americana pioneer, Michael Martin Murphey launched his solo recording career from Austin in the early 70s wit ...

Mother’s Day Brunch Cruise in Annapolis
Annapolis

Happy Mother's Day! Treat Mom to a special brunch cruise for Mother's Day! Spend the morning enjoying a beautiful brunch and cruising on bo ...

Mother’s Day Dessert Cruise in Baltimore
Annapolis

Happy Mother's Day! Treat Mom to a special cruise for Mother's Day! Spend the afternoon on a yacht cruising on the Baltimore Harbor. Include ...

Mother's Day Brunch Sail
Annapolis Waterfront Hotel Dock

This wonderful three-hour brunch cruise includes one free Bloody Mary or Mimosa and delicious food.  Menu: Bacon, Ham, Caramelized Onion an ...

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: ...

Richard Thompson Solo Acoustic
Rams Head On Stage

Named by Rolling Stone Magazine as one of the Top 20 Guitarists of All Time, Richard Thompson is also one of the world’s most criticall ...

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: ...

Gordon Lightfoot
Rams Head On Stage

Back by popular demand, Rams Head is thrilled to welcome Gordon Lightfoot to Annapolis again! After 50 active years of hit song making it's ...

Tuesday Beer Tasting Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sample while you sail!  A representative from Flying Dog Brewery in Frederick, MD comes aboard and teaches you about their beer. 3 sample ...

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: ...

B.B. King Blues Band feat. Michael Lee
Rams Head On Stage

For over half a century, B.B. King and B.B. King’s Band defined the blues to the world, averaging over 250 sold out concerts per year, ...

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 ...

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: ...

Keller Williams
Rams Head On Stage

Since he first appeared on the scene in the early '90s, Keller Williams has defined the term independent artist. And his 16 recordings tell ...

Thursday Acoustic Music Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Sit back and relax as Ken Wenzel entertains you while sailing on the Chesapeake Bay. The cruise departs from the Annapolis Waterfront Hote ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

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: ...

Annapolis and Colonial Painters Tour
Historic Annapolis, Inc.

Some of the most well-known Colonial artists regularly worked in Annapolis. This curator-led tour of the William Paca House will provide an ...

The Capitol Steps
Rams Head On Stage

The Capitol Steps began as a group of Senate staffers who set out to satirize the very people and places that employed them. The group was ...

James Brice House Hard Hat Tour
Historic Annapolis, Inc.

Step inside the scaffolding at the James Brice House and discover preservation in progress both inside and out of this architectural gem! Ta ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

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: ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

Bobcat Goldthwait & Dana Gould: The Show With Two Heads!
Rams Head On Stage

Dana Gould - Dana Gould began his professional comedy career at the age of seventeen. Between Comedy Central, HBO and Showtime, Dana has si ...

Dishwalla
Rams Head On Stage

DISHWALLA: The platinum selling, award winning band with a career spanning over 2 decades and 5 albums. In 1994 Dishwalla signed to A&M ...

Nita Strauss
Rams Head On Stage

Los Angeles born guitarist Nita Strauss has become a force to be reckoned with in the music world, dazzling audiences across the US, UK, Eur ...

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: ...

Oliver! The Musical
Annapolis Shakespeare Company

This popular Broadway musical based on the classic Charles Dickens tale about an orphan turned pickpocket is filled with pathos and drama, w ...

Peter Mayer & Brendan Mayer: The Long Story Short Tour
Rams Head On Stage

Peter Mayer, guitarist, vocalist and songwriter with Jimmy Buffet’s Coral Reefer Band for nearly 3 decades, and artist in his own right ...

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: ...

Monday Chesapeake Bay History Sunset Sail
Annapolis Sailing Cruises: Schooner Woodwind

Enjoy learning about Annapolis with Jeff Holland. When you set sail from downtown Annapolis, you see the gorgeous historic skyline that has ...

The English Beat
Rams Head On Stage

One of the most popular and influential ska groups, The English Beat, rushed on to the music scene in 1979. With Dave Wakeling on vocals and ...

ONGOING EXHIBITS (22)

annapolis art and culture

Making Our Mark: Washington Print Club
Elizabeth Myers Mitchell Gallery/St. John's College

A Collective of Eight prominent regional Artists drawn together through Printmaking. The artists—Andis Applewhite, Jenny Freestone, Pau ...

Making Our Mark: Washington Print Club
Elizabeth Myers Mitchell Gallery/St. John's College

A Collective of Eight prominent regional Artists drawn together through Printmaking. The artists—Andis Applewhite, Jenny Freestone, Pau ...

Making Our Mark: Washington Print Club
Elizabeth Myers Mitchell Gallery/St. John's College

A Collective of Eight prominent regional Artists drawn together through Printmaking. The artists—Andis Applewhite, Jenny Freestone, Pau ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

WEEKLY HAPPENINGS (34)

entertainment while you're here

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 ...

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 ...

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! ...

$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 ...

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 ...

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 ...