Historic cobbled streets dating back to the 17th century and over 300 glorious floral hanging baskets contribute to the romantic atmosphere of Annapolis, one of Maryland’s most popular couple’s retreats.

For a memorable day out, you can take a Chesapeake Bay cruise on the 74-ft Schooner Woodwind (if you are feeling particularly romantic you can book an overnight breakfast package) to see the beautiful coastline from the bay.

Back on land, you can tour a couple of well-preserved historic homes and gardens, including the William Packer House (and two-acre tiered garden) and the Charles Carroll House and Gardens. There are plenty of accommodation options ranging from quaint to opulent – take your pick and settle in for relaxing coastal weekend break.

Plan Your Trip

Get Ready to Go!

Need some more help?


Read our Reservations & Travel Planning Tips guide.