Directions to the Schooner Woodwind

Annapolis Waterfront Hotel

Annapolis Waterfront Hotel (Schooner Woodwind is located on the dock)

Schooner Woodwinds are docked at the Annapolis Waterfront Hotel.
Address: 80 Compromise Street, Annapolis, MD 21401

Prinatable Bus Driver Directions
Printable Directions to Schooner Woodwind

Pittsburgh: Route 76E (PA Turnpike) to Route 70S to Route 270S to Route 495E to Route 50E to Rowe Blvd. (Exit 24). (242 Miles)

New York: New Jersey Turnpike to Route 95S to 895S (Harbor Tunnel) to Route 97S to Route 50E to Rowe Blvd. (Exit 24). (220 Miles)

Philadelphia: Route 95S to 895S (Harbor Tunnel) to Route 97S to Route 50E to Rowe Blvd. (Exit 24). (120 Miles)

Baltimore: Route 97S to Route 50E to Rowe Blvd. (Exit 24). (20 Miles)

Richmond: Route 95N to Route 50E to Rowe Blvd. (Exit 24). (136 Miles)

Washington D.C.: Route 50E to Rowe Blvd. (Exit 24). (30 Miles)

From Rowe Blvd (also see map below):

  • Go into Annapolis towards the Capital
  • Take right onto College Ave. and around Church Circle.
  • Follow around Church Circle (stay in right lane(s))
  • Veer right off Church Circle at Duke of Gloucester St.
  • Follow Duke of Gloucester St., take left onto St. Mary’s St.
  • At the base of this street is Compromise Street and the Annapolis Waterfront Hotel
Ticket and Dock Office for the Schooner Woodwind

Ticket & Dock Office


Woodwind is located on the dock on the waterside of the hotel. Walk through the lobby of the hotel and through Pusser’s Landing restaurant and onto the dock, or walk around the right side of the hotel to the entrance to the dock where you’ll see a “Woodwind Sailing Cruises” sign. You will be looking for a little kiosk that is our “Ticket” Office.



There is a parking lot (Paul’s Parking) on the right-hand side of the Annapolis Waterfront Hotel that charges by the day. Space is very limited. And prices vary from $10-15 a day.

$1 Rides on the Circulator!
The map below shows the City Parking Lots with the Circulator Trolley route that efficiently moves the public from the City’s four garages around town. And it is only $1! (Whether you park there or not!)

Ride the Annapolis Circulator, Parking MapClick here for more detailed info about the Circulator and Parking Garage Rates.

Printable Annapolis Circulator Map with Woodwind Location

Interactive Circulator Map

Other parking: If you take a left onto Compromise Street (at the foot of St. Mary’s), on the left before Main Street is the Green Street Parking Lot. A school runs this lot, so it is open during non-school hours only.

Street Parking: There is metered parking on the street. If there are no meters, assume it is residential parking with a time limit. Read all signs! During weekends, we strongly recommend that you park at the Naval Stadium on Rowe Blvd. (on the right as you came in) where parking is $5 all day, with $2 Shuttle Service downtown to Main Street.

Free parking: In Eastport (other side of bridge leading from Compromise Street) there are no residential parking limits. If you see a space on the street, you can take it. No parking on red or yellow curbs. And on Fourth street there might be signs of how long you can park there. From Eastport, you can walk a short couple of blocks or take a water taxi from Carrol’s Creek Cafe or the Chart House Restaurant.

Everything is in walking distance!!

Woodwind and “the Waterfront” does not validate or reimburse for parking or parking tickets.

Dock & Ticket Office: 410-263-8994

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