The best family-friendly activities in Maryland for parents and kids (Updated October 2026)

The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not...
$46

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take...
$45

The Maryland Coastal Bays Program has been protecting the pristine beauty of the coastal Ocean City region for more that 24 years. On this trip,...
$45

Experience a quieter, more intimate cherry blossom viewing on this half-day tour to Kenwood, one of the region’s most exclusive spring destinations. Skip the crowded...
$45

Kent Narrows Sunset Cruise
Experience an evening of beauty as we cruise into the golden hues of the sunset. All ages are welcome onboard, and for guests 21+, a...
$42

Immerse yourself in a glow-in-the-dark art adventure, where this brings an unforgettable community experience. Unleash creativity in a judgment-free zone, bonding over paint and tunes...
$40

Unlike a typical sip and paint, the Immersive Neon Starry Night Sip & Paint at Neon Paint Place surrounds you with moving projections, glowing stars,...
$40

Welcome the holidays with Watermark's Christmas in the Capital Tour: Annapolis Traditions and State House Trees. Meet your period-attired guide inside our cozy office before...
$40

Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles...
$35

Explore Baltimore's Inner Harbor on a captivating 45-minute narrated sightseeing cruise. This journey unveils the rich history and vibrant culture of Charm City while gliding...
$34

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage...
$34

Uncover the rich history of Annapolis on this engaging tour, showcasing Colonial Annapolis, the Maryland State House, and the U.S. Naval Academy. Guided by a...
$34

Historic Ghost Tour of Annapolis
Discover the haunted history of Annapolis on a captivating evening ghost tour. Travelers wander through narrow streets alongside a knowledgeable guide dressed in period attire...
$34

Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in...
$30

Sit back and relax on this up-close-and-personal cruise of Annapolis's waterways and scenic city shorelines on one of Watermark's 26-foot, open-aired vessels. Your captain will...
$30

Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian...
$28

Historical Tour in Baltimore with shuttle service is a 90 minute mobile tour that will allow you to see the diversity in our Baltimore neighborhoods....
$27

The original 90-min Annapolis Ghost Tours are the only tours created by our owner, noted local Maryland historian, and author of "Haunted Annapolis". Don't be...
$26

We are Baltimore’s original and only locally owned and operated haunted tour- since 2001! Our 1- 1.5 hour Original Fells Point Ghost Walk is located...
$26

Step into Annapolis's rich colonial past on a guided walking tour through the Historic District, led by a guide dressed in authentic colonial attire. Discover...
$26

Baltimore's sassy seaside town played a critical role in defeating the British Navy (twice!) and has become our go-to neighborhood for live music, vintage shopping,...
$23

