Skip to main content

Nobody does America's classic highways like us. We've been in love with America's oldest roads for over 30 years, and it shows.

Filters

Activity Meter
Date
Availability

April 2026

  1. Route 66, The Main Street of America – Part I

    1. - (10 Days, 24 Meals)

      Limited Space Available
    2. - (10 Days, 24 Meals)

      Limited Space Available

    The repeat of a classic Sports Leisure adventure - a trip down "The Main Street of America"

    A journey down Route 66 is like cutting yourself a slice of All-American Pie. You’ll discover people and places you didn’t know existed – like the murals that line the walls of Pontiac, IL and Cuba, MO; Ted Drewes Frozen Custard in St. Louis and the magnificent Lincoln Presidential Library & Museum in Springfield, IL. Meet published Route 66 authors and experts, roadies and characters. If you love “off-the-beaten-track,” you’ve found your trip, a wonderful combination of history, Americana, and more great road food than you can imagine.

    $4925
    p.p./dbl.occ.
    $5820
    single

May 2026

  1. Route 66, The Main Street of America – Part I

    1. - (10 Days, 24 Meals)

      Limited Space Available
    2. - (10 Days, 24 Meals)

      Limited Space Available

    The repeat of a classic Sports Leisure adventure - a trip down "The Main Street of America"

    A journey down Route 66 is like cutting yourself a slice of All-American Pie. You’ll discover people and places you didn’t know existed – like the murals that line the walls of Pontiac, IL and Cuba, MO; Ted Drewes Frozen Custard in St. Louis and the magnificent Lincoln Presidential Library & Museum in Springfield, IL. Meet published Route 66 authors and experts, roadies and characters. If you love “off-the-beaten-track,” you’ve found your trip, a wonderful combination of history, Americana, and more great road food than you can imagine.

    $4925
    p.p./dbl.occ.
    $5820
    single