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Make Your Dream Trip a Reality

with Chris Guillebeau and Stephanie Zito

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  •   Trailer

  •   05 Earn Miles While You Sleep

    24:04

Class duration: 15h 26m

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  • 100% recommended

    36 student reviews

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About The Class

plan, prepare, and pay for the adventure of a lifetime.


Who wouldn’t love to know how to earn enough miles and points for two airline tickets and three hotel nights? In Make Your Dream Trip a Reality, Chris Guillebeau and Stephanie Zito can show you how it's done. 

Travel feeds our creative spirits, allows us to discover new viewpoints, and fuels our work. In this class, you’ll find out how you can make your dream of journeying to the world’s most far-flung places a practical and affordable reality.

Chris and Stephanie have made it their life's mission to help others experience all the thrill and adventure that world travel can offer. In Make Your Dream Trip a Reality. 


Chris and Stephanie will help you: 

  • Master the system of Frequent Flier miles and hotel points
  • Set up a personal points-earning strategy – even if you don’t fly
  • Upgrade your dream vacation experience at no cost to you

In short, daily lessons, Chris and Stephanie will cover all aspects of how to plan your vacation including financing your trip. You’ll learn how to set your savings and point-earning strategy so you are armed with everything you need to relax and enjoy your vacation once you depart. They’ll teach you how to book flights and hotels so you get the very best experience at the absolute best rate. You’ll also get insider tips from professional globetrotters on traveling solo and as a family.

By the end of this course you’ll learn everything you need to know to save money, minimize hassle, and make the most of your travel experience.

Your dream destination, and a life of regular traveling, is now available to you – no matter your budget. 


Topics Covered


Lesson Plan

  1. 01

    Discover Your Dream Destination

    51:26
  2. 02

    Create Your Custom Travel Strategy

    39:18
  3. 03

    8 Actions to Get Started

    38:49
  4. 04

    Understand Airline Alliances and Partners

    27:31
  5. 05

    Earn Miles While You Sleep

    Learn how the Rewards Network operates and how joining can help you earn free airline miles!

    24:04
  6. 06

    Points for Money

    17:11
  7. 07

    The Single Best Way to Earn Miles Now

    35:40
  8. 08

    Multiply Your Bonuses

    28:33
  9. 09

    Earn 300,000 Miles or More in a Single Day

    26:30
  10. 10

    Get the Flights You Want

    35:00
  11. 11

    Advanced Award Booking

    32:37
  12. 12

    First Class Travel at the Price of Coach

    27:53
  13. 13

    Round The World Airfare

    31:18
  14. 14

    What Airlines Don't Want You to Know

    24:34
  15. 15

    Skype Check In

    25:24
  16. 16

    Where to Stay - Hotels

    29:18
  17. 17

    How to Stay for Free - Hotels

    26:43
  18. 18

    Make the Reservation - Hotels

    30:32
  19. 19

    Become a VIP - Hotels

    34:38
  20. 20

    Upgrade Your Accommodations

    27:47
  21. 21

    The Best Hidden Redemptions

    18:53
  22. 22

    The Secret World of Airline Lounges

    31:01
  23. 23

    Airline Status and Upgrades

    26:31
  24. 24

    Activities and Transport on the Ground

    36:40
  25. 25

    What Else Can You Do with Miles and Points?

    28:10
  26. 26

    How to Track Your Miles

    28:22
  27. 27

    Dream Trip Logistics: Visas and Packing

    28:55
  28. 28

    Couples and Family Travel

    25:30
  29. 29

    Troubleshoot Your Trip

    21:07
  30. 30

    Pack Your Bags!

    31:20
  31. 31

    Finale Update

    16:02
  32. 32

    Finale Q&A

    19:20

Meet Your Experts

Chris Guillebeau

Chris Guillebeau is the New York Times bestselling author of The $100 Startup. During a lifetime of self-employment, he visited every country in the world (193 in total) before his 35th birthday. Every summer in Portland, Oregon he hosts the ... read more

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Stephanie Zito

Stephanie Zito is a humanitarian globetrotter who lives by her personal motto: “See the world. Change the world. Have fun doing it.” Her expertise in all things travel comes from more than 20 years working on the road across 120 ... read more

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Bonus Material

Access your course materials here!

Get access to exclusive bonus content when you purchase this class.

  • pdf 40 Ways to Use Ultimate Rewards Points
  • pdf Dream Trip Workbook
  • pdf 7 Habits of Highly Effective Travel Hacking Couples
  • xlsx Dream Trip Credit Card Tracker
  • pdf Upgrade Unlocked Sneak Peak
  • pdf 10 Tips for Travel Hacking Families

100% of students recommend this class.
See what some of them have to say.

  • GratefulSoprano

    GratefulSoprano

    June 2015

    Highly recommended! This is one of the best CreativeLive courses I've ever taken and a great value. There's a lot of excellent information here, presented in a fun and accessible way. The CL "boot camp" approach was perfect for this topic because it dispenses the material in bite size pieces with very doable action steps along the way. The corresponding Facebook group adds even more value and camaraderie. It's a great place to clear up any questions or confusion that may come up. What an amazing resource! By the end of the course, not only will you have learned a tremendous amount, you will actually have something tangible to show for it!

  • Creativelive Student

    Creativelive Student

    May 2015

    As a bucket list fan and family bucket list advocate, I have plenty of dream trips I would like to take. But until now I have struggled with how to bridge the gap between my dreams and my budget. This course is exactly what I needed. After only watching the first three weeks of sessions I have already learned enough to make it worth way more than what I paid. In the next few years I don't doubt that my family will be taking multiple dream trips thanks to the travel hacking know-how I've gained from this course. Thank you, Chris & Stephanie! You are amazingly generous with all the content you share in this course. And you make it clear, doable and fun! I highly recommend this class!

  • Creativelive Student

    Creativelive Student

    May 2015

    This is a fabulous course. Stephanie and Chris are both so knowledgeable, helpful, and easy going. They clearly love and practice what they're teaching. And they're open to learning from the students too. The course is packed with information, delivered in an immediately useful way. In fact, they emphasize again and again that the point is to USE the information to REALLY take your "Dream Trip" soon! The Facebook group is the best I've ever experienced with an online course. Stephanie and Chris are remarkably present, responsive, understanding, and generous with their knowledge and experience. I highly recommend this course.

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