1 hour ago, TnRiver46 said:

You must have gotten a bad Jeep. I’ve seen standard cherokees pull yachts, but they were the inline 6 motors, some of the torquing-est engines I’ve ever seen 

Maybe.  I won't rule out that it could have just been one bad example.  But I did go through three engines in that thing before selling it to a scrap yard after the third went down.  All due to cracked blocks, and they were all the inline 6.  I think I got maybe 150k miles on it, total.  To this day, that's the only car I've ever had to replace an entire engine on, and I did it twice.  Luckily, the first time didn't cost me a dime, or I wouldn't have done it a second.

50 minutes ago, Bankc said:

Maybe.  I won't rule out that it could have just been one bad example.  But I did go through three engines in that thing before selling it to a scrap yard after the third went down.  All due to cracked blocks, and they were all the inline 6.  I think I got maybe 150k miles on it, total.  To this day, that's the only car I've ever had to replace an entire engine on, and I did it twice.  Luckily, the first time didn't cost me a dime, or I wouldn't have done it a second.

Thrice? Ouch

You could always have hydraulic brakes installed on the trailer, but the real issue might be the transmission. IIRC the transmission has been the weak spot on the Odyssey so you might stress it past the limit.

 

I would also worry about a steep, slick ramp.

You could but I wouldn't. A three row suv would have been a better choice.

Your under the manufacturers max stated weight by a pretty decent amount. Don't over think this is will be fine. I sure as hell wouldn't be considering selling my boat because of it