Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide
1.5 hours
Guide, SUP lesson, dry bag
Explore Casco Bay during the hour before sunset on a guided stand-up paddleboard tour. Start with a quick lesson, then paddle the Portland waterfront as the harbor quiets down.
Ages 14+; youth participants must be accompanied by an adult. Be prepared to get wet, and boards are generally suitable for individuals weighing up to 250 pounds.
Cancel more than 48 hours in advance for a full refund. Cancel between 2 and 48 hours in advance for a 50% refund. Cancel less than 2 hours in advance for no refund. Full refund if the operator cancels due to weather.
Bring water, sun protection, and extra synthetic layers to stay warm. Wear clothes that can get wet, and plan to get a little damp while paddling.
No. Start with a quick stand-up paddleboard (SUP) lesson, and paddle with a licensed Maine Guide.
Join if you are age 14 or older. Youth participants must be accompanied by an adult.
1 Cutter Street, Portland, Maine
This kayaking outfit offers both guided tours and independent rentals along Casco Bay, and the guided experiences clearly shine. Tour leaders like Josh, Dan, Whitney, Joe, and Michael earn consistent praise for being knowledgeable, friendly, and skilled at mixing local history with wildlife spotting. People specifically mention seeing seals, ospreys, and herons, plus getting fascinating historical context about Fort Gorges and the coastline. The sunset and half-day bay tours seem to be crowd favorites, with guides creating that sweet spot between adventure and relaxation that makes for a memorable outing. Here's where it gets tricky: if you're planning to rent equipment independently rather than join a tour, you need to be extremely specific when booking. Several frustrated reviewers drove an hour after calling ahead, only to be turned away because staff didn't have time for the required safety course. There's also a concerning incident where someone felt their life jacket wasn't properly checked before heading out solo, leading to a dangerous situation in the water. The pattern is clear: the guided tours run smoothly with experienced, attentive staff, but the rental side seems to have communication and safety protocol issues. For off-peak visits, definitely book tours in advance since they may cancel without enough participants. If you're considering a rental, call ahead multiple times and confirm exactly what's required, or better yet, just spring for a guided tour where the stellar guides will take care of everything.
Great way to explore Casco Bay! If you are not doing a tour you're limited to exploring a certain zone - you'll only need 1 hour to fully paddle it. Next time we want to do the tour but if you're going during off peak season you should book in advance so they know not to cancel!
Christopher Roman
October 5, 2025
Great way to explore Casco Bay! If you are not doing a tour you're limited to exploring a certain zone - you'll only need 1 hour to fully paddle it. Next time we want to do the tour but if you're going during off peak season you should book in advance so they know not to cancel!
Christopher Roman
October 5, 2025