For me I see no issues, of course this is dependent on how comfortable you are and your towing skills! I went from a 25ft To a 28ft with a conv van. Then the 28ft to a 32ft with my Excursion. One of the biggest factors is hitch setup and tongue weight. No matter what you tow you want a minimum of 12% tongue weight for the loaded ready to travel weight.
For me I have no issues towing, turning or backing with any length trailer. I've put my 35 foot trailer in spots where a lot of people have an issue with a 25 footer! And that includes driving through the campground. It all depends on your comfort level!
