Annapolis is a popular sailing destination known for its picturesque coastline, rich maritime history, and variety of sailing opportunities. Whether you're a seasoned sailor or a beginner, Annapolis offers something for everyone. With its calm waters, beautiful scenery, and vibrant sailing community, it's the perfect place to explore the Chesapeake Bay and enjoy a memorable sailing experience.

  • Plenty of marinas and yacht clubs to accommodate sailors.
  • Numerous sailing schools offering lessons and certifications for all levels.
  • Perfect conditions for day sailing, with calm and protected waters.
  • Scenic anchorages and secluded coves to explore.
  • Opportunity to sail past iconic landmarks such as the United States Naval Academy and the Thomas Point Shoal Lighthouse.
  • Abundance of wildlife, including dolphins, ospreys, and bald eagles.
  • Diverse range of sailing events and races throughout the year.
  • Variety of sailing charters available for those who prefer a guided experience.
  • Plenty of waterfront restaurants and bars to enjoy after a day on the water.
  • Close proximity to historical sites and attractions in Annapolis, such as the Maryland State House and the Annapolis Maritime Museum.
JanuaryMild temperatures and occasional rain showers7C85mm60%5 hours10 knots
FebruaryChilly temperatures with occasional snow showers5C58mm50%6 hours12 knots
MarchCool temperatures with increasing chances of rain9C66mm55%7 hours11 knots
AprilMild temperatures with occasional rain showers14C70mm50%8 hours9 knots
MayWarmer temperatures with increasing sunshine20C62mm45%9 hours8 knots
JuneSunny and warm with occasional showers26C73mm40%10 hours7 knots
JulyHot temperatures with occasional thunderstorms30C90mm50%9 hours6 knots
AugustHot temperatures with occasional thunderstorms29C88mm55%8 hours7 knots
SeptemberWarm temperatures with decreasing chances of rain24C64mm45%8 hours8 knots
OctoberMild temperatures with occasional rain showers17C73mm50%7 hours9 knots
NovemberChilly temperatures with occasional snow showers11C80mm55%6 hours10 knots
DecemberCool temperatures with occasional rain showers7C78mm60%5 hours11 knots