Having packed a Romany for four nights in Maine, there's no reason you can't pack a Greenlander. Rethink the thermarest. You may need to buy one of the lightweight ones - they easily fit inside a hatch, and you want it inside. Leave the water, or only carry what you need for a day. You're on freshwater, and its clean. I'm heading up there too... I'll keep an eye out for a Greenlander on that little pond...
ps - be careful if you roll... I have a tendency to keep on going with a loaded boat after I come up, and have to roll again! I was hesitant to roll at first with a full load, and was amazed how easy it was.
2-3 Canoe/Kayak Trailer
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