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Trips Just a Drive Away

cyclists riding on a paved road through a rock wall pass

Whether you live near LA on the West Coast, New York City on the East Coast, or somewhere in between, we have a range of cycling trips less than a half day’s drive from nearly all major cities. Join us to explore our country’s national parks and incredible wildlife or to relax and rejuvenate in charming wine regions and beyond. Explore trips by driving distance from the city nearest you.

Driving trips from major US cities

Driving from New York City, New York

Looking to escape the big apple for a cycling vacation? Drive to a nearby East Coast adventure and step into a whole other world, riding along the shore of Vermont’s Lake Champlain and finding tranquility at a luxurious escape in the Smoky Mountains.

Driving from Los Angeles, California

Discover the beauty of California with us on cycling trips just a drive away in sunny Santa Barbara, Palm Springs, and more. Or venture out a little further to discover desert landscapes of Utah and New Mexico or the lush greenery of Crater Lake in Oregon.

Driving from Dallas, Texas

Head east from Texas on a road trip towards to rolling mountain views in the Appalachian range or head out west to uncover the delights of the American southwest, from delicious cuisine to beautiful desert riding.

Driving from Chicago, Illinois

Leave the windy city behind you as you discover the rolling green hills of Bourbon Country or the unique terrain and wildlife in the Badlands and beyond. No matter which destination you choose, a fun road trip awaits to get there!

Explore the Bourbon Trail on a bike tour through Kentucky with Trek Travel

Driving from Denver, Colorado

Pack up the car and hit to road from Denver to discover the natural beauty of the west. From desert landscapes in New Mexico to the unforgettable Mount Rushmore in South Dakota, explore a range of driveable destinations from Denver.

Glamp in the Badlands and Black Hills with Trek Travel and Under Canvas®

Driving from Seattle, Washington

Discover the Pacific Northwest and beyond with these trips that are just hours from Seattle, but will whisk you worlds away. With the quaint charm of the San Juan Islands or the awe-inspiring beauty of Crater Lake, there’s no shortage of places to discover by bike.

Trek Travel Washington's San Juan Islands Cycling Vacation


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 Explorer and Luxury hotels. Rest assured, no matter which hotel level 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