Cruise Maine’s rugged coastline with an optional lobster roll meal
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
Ride the ferry to Burnt Island and climb the lighthouse tower with staff guides
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
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
Paddle Portland’s East End waterfront by kayak or stand-up paddleboard
Sail Casco Bay at sunset with live music and a BYOB vibe
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 slow cruise for great views of Portland from the water
Relax on a 1.5-hour Casco Bay cruise with views of Portland
Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests
1.5-hour Casco Bay mimosa cruise for up to 12 guests