OK, to follow-up here, and because another friend is looking for rental, I checked out rentals around my area (SF Bay) and requested pricing from Modern Classics. Around my area, most Triumphs start $120-140 per day, then discount for longer periods, and absolute minimum I found was $90 per day if you waive all insurance (then you need big bond payment about $2500/3000 I don't recall).
For Modern Classics in Orlando, here is pricing they told me (note, for 31 days or longer, they expect "weekly inspection" which is tough on cross-country trip!).
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The Bonneville (and Scrambler*) rents for $81 plus sales tax (6.5%) + mandatory Insurance $15 per day with a $3.00 processing fee to the insurance company. That insurance is for $10,000 liability. Optionally (and highly recommended), there is a $4.95 per day SLI available that raises the liability to $300,000. There is a $1000 deductible on the insurance that we place a hold on your credit card for. We DO NOT charge your credit card for that unless the bike is returned damaged. Most credit card companies hold pre-authorization amounts for 30 days.
If you choose the SLI, a 24 hour rental would come out to:
$81 day rate 24 hours
$15 Insurance (up to $10,000) per day
$4.95 SLI (up to $300,000) per day
$3.00 one time processing fee to the underwriter for entire term of rental
$5.27 sales tax
$109.22 per day insured up to $300,000 in liability
*The Thruxton is $111 per 24 hours plus the insurance and tax. A 24 hour rental on the Thruxton will total $141.17 per day insured up to $300,000 in liability.
We ask that with the 24 hour or multiple day rentals that you have a garage or covered and secure area to keep the bikes overnight. We don't want them to sit out in the elements or risk theft or vandalism. You are 100% responsible for the bike during the rental period. A suitable locked cover is acceptable, but not included in the rental.
Day Rentals are available. Rent a Bonneville or Scrambler for 8 hours for $49 plus tax and insurance, $69 for the Thruxton (plus trax & insurance).
Extended Rental Plans
Weekly rentals (7 consecutive days) receive just about a 20% discount off the rental rates, excluding insurance. The Bonneville & Scrambler are $65 per day, plus tax and insurance. The Thruxton is $81 plus tax and insurance.
Extended monthly rental plans for 31 days and up are $60 per day for the Bonneville & Scrambler and $75 for the Thruxton plus tax and insurance. Extended rentals will require a weekly inspection. MCMR reserves the right to charge a cleaning fee at the end of extended rental plans if the bikes are not kept up. We ask that all of our bikes are treated and maintained as if they were your own bike.
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Again, I recommend buy/sell - but then tricky bit is doing work ahead so you have proper title, registration and insurance in your name, but I'm sure some way to get help with that.
Regards
CHUCKLES