Begin with a scenic drive through the quaint streets of the Old Port where street lanterns highlight a gracious mix of architectural styles. Once the home of the warehouse district more than 100yrs ago, the red brick buildings have been transformed into charming restaurants, pubs, unique boutiques and galleries. Passing through the Urban Center, see Portland’s new arts district, as well as the thriving commercial and business districts. Situated just outside the city center and along the beautiful rocky coast of Cape Elizabeth is Fort Williams, once a military outpost for coastal defense and now the site of the America’s oldest lighthouse. First illuminated on January 10, 1791, Portland Head Light has since stood at the gateway to Portland Harbor for mariners traveling Maine’s perilous coast. A short photo stop will be made. Return to Portland to embark an authentic Maine-built, wooden schooner for a leisurely sail on Casco Bay. The schooners - 'Bagheera' and 'Wendameen' - are the ideal way to experience the beauty of Maine’s rugged coastline featuring lighthouses, seals and seabirds. Join the crew as they hoist the sails, take command at the ship’s wheel, or simply relax and enjoy the scenery as you ply the calm waters of Casco Bay. Under full sail you’ll glide past Portland’s bustling waterfront, secluded islands, historic forts and lighthouses perched along Casco Bay. Your guide will point out the sites along the way.