THE HUDSON VALLEY
LATE SEPTEMBER - EARLY OCTOBER
See one of America's Autumn treasures - the Hudson Valley! This trip is our best option for couples and friend groups. Trip will be led by Road Scholar with proven experience leading groups in this region.
PATAGONIA
LATE JANUARY - FEBRUARY
Trip will require a high level of fitness and preparation for the best experience. Find out more by joining the conversation underway. Trip will be organized and led by Road Scholar with proven experience leading groups in this region.
GOLF PINEHURST
APRIL
Join us in April for a golfer's dream trip. Get your game ON and fitness up to enjoy this trip at a high level. Find out more by joining the conversation underway. Trip will benefit FirstTee.
SUMMIT MT. KILIMANJARO
September
Consider a summit above 19,000 feet and a safari. Trip will require a high level of fitness and preparation for the best experience. Find out more by joining the conversation underway. Trips are organized by a professional third party with proven experience leading parties in the region.
Welcome to the Second-Half Hero™ Challenge Trips!
This is where you're challenged to put an adventure on your calendar, and get your game ON and keep it ON in terms of wellness and strength for your second half.
If life feels like a race, these challenges and the resources we've brought together exist for bringing about even better outcomes for participants. It's an opportunity to be a part of a community that's curious about what's ahead and finishing well no matter what the first half looked like.
SPECIAL NOTE: This challenge is especially for those who think they have it all figured out. An open mind and a willingness to go beyond your silos of support and get clarity comprehensively, with a Second-Half Guide, is the goal here. Our process will either affirm your second half is optimized already, or you'll get additional clarity that you may not access otherwise.
Challenge Trips are to bucket-list destinations intentionally selected to disrupt everyday thinking and make these dream destinations a reality before it's too late. Changes in personal health, strength and finances are some of the top reasons why opportunities like these fade as we get older.
Go solo, with family or with a group. Trips can range from $1,500 - $12,000 depending on what you or your group want to do. Ideal group size is 5-12. Dates are subject to change per group's preferences and availability of guides.
Trips are organized by Road Scholar, Collette Travel and other travel guide services, each with experience leading and booking travelers for the selected destinations.
Real-World Results
Finishing well is a personal goal of mine and this is a good platform with solid resources
Grant H.
Good planning and good advice is like finding 'free speed' in my race.
Russell K.
After my father died, I had to learn how to manage my family's affairs more responsibly. I really appreciate the help and teaching.
Nina S.
I should have done this years ago!
Charles D.
Resource Providers Available Nationwide.
© 2026 Second Half HeroTM
Resource Providers Available Nationwide.
'Hope Rising' video courtesy of the Sarah Stitt Hope Foundation.