Skip to main content

Life of a Guide: Home on the Road

group of people smiling while holding up an American flag

Hear from our guide, Max Ackermann, as he reflects on his experiences guiding and how he found home while on the road.

It’s the first night of our 42-day trip. We’ve finished our first ride, a few guests have knocked out an afternoon nap, and the first sips of Santa Ynez chardonnay go down smooth. It’s time to enjoy dinner and get to know our group as we settle in for the trip ahead.

The question “where’s home for you?” is tossed around the table. It’s a starter for small talk, quickly left behind as the conversation deepens. When it’s my turn to answer, I catch myself in a double take.

For a long time, the answer had been simple, even automatic. Now, after moving out, packing my life into two duffel bags, and saying a series of goodbyes, the question seems complex. Do they mean where I grew up? Or where I go when I’m not guiding? Where do I consider home?

Is home where we live or work? Where we find our sense of community? Is it where we go grocery shopping, enjoy a night out with friends, or wake up with our morning routine?

I glance across the table to my co-guides. One I met three months ago. Another I met three weeks ago, just before the three of us crossed the country in a minivan finalizing the trip. The last one I met three days ago. I think back to the evening when the four of us toasted to the start of what would surely be an unforgettable adventure, biking across America.

Just imagining my days guiding that lay ahead excited me. Wake up before the sun and immediately put on a kit. Pack everything neat and tight. Don’t forget to check under the bed. Greet the guests, then fill up all the coolers with ice. Squeeze in some breakfast and coffee. Pack the luggage and double check the lobby. Ride all day. Arrive at the rest stop to set up snacks. Collect mail and packages at the next hotel. Shower, make a grocery run, and eat dinner. Moonlight bike wrenching and laughs with co-guides. Sleep.

For the next six weeks, life would be simple. Thirty-five people, all from different and distant walks of life, would embark on the same crazy adventure together.

My mind returns to the table. I look at the people seated with me who were strangers not long ago but will be coworkers, best friends, and family by the time we cross from California to South Carolina. And after far too long a pause to maintain the coolness with which the question was initially asked, I can’t hide an emerging grin. “Here,” I answer, as if I hadn’t just figured it out right then and there.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself