How old will your son be? At 3, 6, and 9 months, Madison just came along with us without a problem. She was an early riser so we were up and in the parks early, stayed all day and she napped in the Baby Bjorn or her stroller whenever she wanted to. Worked out perfectly for us. She didn't cry at all on any of those trips.
Then came 13-14 months (she turned 14 months on the trip) and it was a different story. We thought we could do the same thing, but she had different needs, primarily being that we got her in bed at a reasonable time. She was totally fine with staying in the parks all day again (she was up by 7 everyday so we were out early) and she'd nap in her stroller whenever she was tired. At night, however, she wouldn't just go to sleep in the stroller like she did when she was younger. Way too many exciting things going on to keep her up, so she stayed up later than she should have, and it took us a few days to realize that she needed the sleep even though she didn't act tired. She'd still fall asleep in the stroller at night (and we'd have her in her pjs) but she needed better quality sleep, like you get in a bed. Our only clue was that she'd have night terrors and we learned that if she went to bed (actually in a bed, not the stroller) then she was fine. We thought that since she napped when she needed to that she was okay, but we were wrong.
We just got back from a quick weekend trip (she's 19 months now) and this time she was fine with napping and going to sleep in the stroller, though we went back to the resort much earlier this time than the last trip. She goes to bed at 7 at home, and she so went to sleep later there, but maybe fell asleep in the stroller around 8-8:30 and then would sleep through me moving her to the bed at the resort. No night terrors and no grouchy baby!