The very first trip Gray & Co. arranged was to South Africa in 2009, and our love affair with the country continues to this day. The South Africa experience offers a Mediterranean-like climate, countless smooth roads for biking and trails for hiking, world-renowned vineyards to explore and the most luxurious places to stay...

At Gray & Co., we embrace activity at all levels and ages. With our high staff-to-guest ratios, expert mechanics on every trip and follow-along support vehicles, we ensure that everyone has fun and makes it to lunch...

Give your Peloton a break and head south in 2020. January to April is a great time to road bike in Australia, New Zealand, California, Chile, Uruguay, Argentina and South Africa...

Team Gray & Co. has spent the last 10 years scouring the globe to chase down the next unearthed adventures. Here are some of our most memorable trips...