Westbound from Chicago to Santa Monica, here’s an in-depth look at the top highlights of a Route 66 journey, tailored to different travel styles.

Choose your traveler type and discover a personalized list of must-see attractions and experiences designed just for you!

The Adventure Traveler

Seeks thrills, challenges, and outdoor activities

Enjoys activities such as:

  • Hiking

  • Rock Climbing

  • Sky Diving

  • Scuba Diving

  • White-Water Rafting

The Budget Backpacker

Maximizes experiences while minimizing costs.

Enjoys activities such as:

  • Hostel Stays

  • Public Transportation

  • Street Food

  • Slow Travel

The Cultural Explorer

Deeply interested in learning about local traditions and customs.

Enjoys activities such as:

  • Homestays

  • Cultural Festivals

  • Artisan Markets

The Road Tripper

Loves the open road and exploring hidden gems along the way.

Enjoys activities such as:

  • Long Drives

  • Scenic Routes

  • Roadside Attractions

The Solo Traveler

Explores the world alone, embracing independence and self-discovery.

Enjoys activities such as:

  • Local meetups

  • Journaling

  • Cultural Immersion

The Family Traveler

Prioritizes kid-friendly experiences and multi-generational trips.

Enjoys activities such as:

  • Theme Parks

  • Zoos

  • Interactive Museums

The Wellness Traveler

Focuses on relaxation, self-care, and health-focused experiences.

Enjoys activities such as:

  • Yoga Retreats

  • Spa Treatments

  • Meditation

The History Buff

Seeks out historical sites, museums, and cultural landmarks.

Enjoys activities such as:

  • Walking Tours

  • Historic Reenactments

  • Museum Visits

The Foodie Traveler

Travels for culinary experiences, local flavors, and food tours.

Enjoys activities such as:

  • Street Food Hunting

  • Michelin-Star Dining

  • Cooking Classes

The Digital Nomad

Works remotely while traveling the world.

Enjoys activities such as:

  • Co-Working Spaces

  • Long-Term Stays

  • Slow Travel

The Urban Explorer

Loves big cities, street life, and modern culture.

Enjoys activities such as:

  • Cafe Hopping

  • Architecture Tours

  • Nightlife

The Luxury Traveler

Prefers high-end experiences, comfort, and exclusivity.

Enjoys activities such as:

  • Five-Star Resorts

  • Fine Dining

  • Private Tours

The Nature Lover

Finds peace and joy in natural landscapes, wildlife, and eco-travel.

Enjoys activities such as:

  • Camping

  • National Parks

  • Eco-Lodges

The Festival Goer

Travels for concerts, music festivals, and cultural events.

Enjoys activities such as:

  • Camping at festivals

  • Nightlife

  • Social Experiences