Annapolis and Southern Maryland Feature
- Overview
- Places to Explore
- Sights
- Restaurants
- Hotels
- Entertainment
- Travel Tips
- Features
- Fodor's Choice
- Deals
Sailing on the Chesapeake
Of course, one of the main attractions of Annapolis is the Bay itself. Short of owning your own boat, there are many ways for visitors to sample the sailing life on the Chesapeake. Many cruises—from as short as 40 minutes to as long as the entire day—leave from the City Dock.
Watermark Cruises is Annapolis's biggest charter and tour service, with many themed tours of varying lengths. Children might especially enjoy Watermark's "Pirates of the Chesapeake" cruise. This "high-seas adventure" is good for short attention spans and is just one hour. Private charters are also available from Watermark. City Dock, Historic District, Annapolis, MD, 21401-1814. 410/268-7601. www.watermarkcruises.com.
Probably the most economical way to get out on the water is on the Water Taxi that runs from Annapolis Harbor to Back Creek. For less than $5 per person you can get out on the water for a short trip. City Dock, Historic District, Annapolis, MD, 21401-1814. 410/263-0033.
For a long trip, consider a Boat & Breakfast on the Schooner Woodwind. Take a two-hour sail and then spend the night dockside in double-berth staterooms. 80 Compromise St. at the Annapolis Marriot Waterfront Hotel, Annapolis, MD, 21401-1810. 410/263-7837. www.schoonerwoodwind.com.
A comprehensive listing of all of the sailing possibilities is available on the Visitors Bureau Web site www.visitannapolis.org.
Free Fodor's Newsletter
Subscribe today for weekly travel inspiration, tips, and special offers.
Fodor's Trip Planning Ideas
- Weekend Getaways: Fodor's Recommends the Best Weekend Escapes in the US
- Great American Vacation: Find Your Next U.S. Trip with Fodor's
- 80 Degrees: Fodor's Helps You Find Your Best Beach Vacation Spots
- Go List: Fodor's Top 25 Places to Go in 2013
- Hotel Awards 2012: Fodor's 100 Top Hotels
- Best of Europe: Fodor's Picks the Best Places to Visit in Europe
Travel Deals in Annapolis and Southern Maryland
- $89.00 & up : 3-star hotels in Annapolis Hotwire
- Visit Annapolis for Less: Hotels Fr $118+/Nt Travelocity
- Annapolis Savings! Book at BEST WESTERN Annapolis Fr $140+/Nt — $140 Expedia
- Visit Annapolis for Less: Hotels Fr $128+/Nt — $128 Travelocity
- Small budget: Book Comfort Inn Annapolis 3 Nts in May Fr $157+/Nt — $157 Expedia


