Cruise Maine’s rugged coastline with an optional lobster roll meal
Taste Maine oysters with rooftop wine pairings and coast stories
Walk a working waterfront, uncover shipwreck lore, and learn to shuck Maine oysters
Trace Portland’s ghost stories through its historic West End
Cruise Boothbay Harbor on a one-hour mailboat tour with quick island stops
Fish for mackerel on a 2-hour cruise aboard The Miss Boothbay
Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip
Take the outbound boat to Monhegan Island and explore trails, galleries, and ocean views
Return to Boothbay Harbor from Monhegan Island on a passenger ferry
Ride the ferry to Burnt Island and climb the lighthouse tower with staff guides
Walk Boothbay Harbor’s haunted waterfront and end at Footbridge Brewery
E-bike the Boothbay peninsula with coastal views and a stop at Villard Studios
Paddle to Fort Gorges and explore ashore with a Maine-licensed guide
Island-hop by sea kayak in Casco Bay with a beach break
Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour
Reserve camping and paddling gear rentals with limited availability
Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle
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
Join a Monday evening kayak or paddleboard race at East End Beach
Paddle with a morning group on Tuesdays or Thursdays
Choose your craft and explore Casco Bay from Portland’s waterfront
Explore Portland’s East End waterfront with gear included