Pair fresh oysters and prosecco with Portland coastal views
Taste local flavors while exploring Maine’s historic coastal lighthouses
Follow seasonal migration with an expert guide, local tastings, and comfortable transportation
Cruise Casco Bay at sunset past lighthouses, forts, and islands
Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons
Relax on a 1.5-hour Casco Bay cruise with views of Portland
Sip local beer and wine and savor fresh Maine oysters during a scenic two-hour harbor cruise.
Sail Casco Bay at sunset with live music and a BYOB vibe
Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide
Build Part I skills and practice an open-water crossing in Casco Bay
Paddle Portland’s waterfront on a slow-paced, family-friendly sea kayak tour
Learn capsize recovery skills in a 3-hour sea kayak lesson
Build sea kayaking skills in a small-group lesson on Casco Bay
Join a Monday evening kayak or paddleboard race at East End Beach
Paddle with a morning group on Tuesdays or Thursdays
Build core strength with a paddleboard workout on the water
Private Casco Bay cruise with a guided Maine oyster tasting
Private coastal sunset cruise with oyster tasting and room for your own drinks
Learn recreational kayaking while exploring Sebago Lake’s streams and Jordan Bay

Launch from Sebago Trails’ private site and paddle for up to 4 hours
Rent a kayak, canoe, or paddleboard for up to 24 hours
Paddle through autumn color with local river stories
Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep