Places to Play

Sail Selina II

Tours for six aboard vintage 41-foot 1926 sailing yacht; offering two-hour day sails and romantic sunset champagne cruises from Harbour Inn & Marina.

  • 410-726-9400
  • St. Michaels, MD 21663

Skipjack H.M. Krentz

Relaxing and educational sailing aboard historic skipjack; offering day sails, plus catered picnics, cocktails and hor d’oeuvres, or you can BYO food and beverages.

  • 410-745-6080
  • St. Michaels, MD 21663

Winnie Estelle

45-minute cruises, private charters, and educational tours aboard historic 1920s buyboat on the Miles River with up to 32 passengers, May through October.

  • 410-745-2916
  • St. Michaels, MD 21663