30 Best Road-Trip Songs… Ever

30 best road trip songs ever zen monkees travel

It’s obvious that Wind and I are travel lovers, so when we got married we had a travel themed wedding and made mix-CDs full of our favorite gypsy/ travel/ road trip themed songs for our guests (which is a good idea, btw- if you’re getting married this mix makes a fun gift!) It was also great for us – after our wedding we embarked on a month-long road trip and listened to our vagabond music non-stop.

And so, tried and true, here are our favorite travel songs… because no road trip is complete without music.

(Note: most of these songs are hyperlinked to iTunes so you can purchase them from here.)

1. Universal Traveler – Air

2. I’ll Slip Away – Searching for Sugar Man (Original Motion Picture Soundtrack) – Check out the fantastic documentary movie about Rodriguez, Searching For Sugarman.

3. The World I Know – Collective Soul

4. The Long Road – Dead Man Walking soundtrack

5. Everywhere – Fleetwood Mac: Greatest Hits

6. Carnival – Natalie Merchant

7. Gypsy Davy – The Asch Recordings, Vols. 1-4

8. Wind of Change – The Scorpions

9. I Still Haven’t Found What I’m Looking For – U218 Singles (Deluxe Version)

10. Went to See the Gypsy – Bob Dylan

11. World Traveler – Andrew Peterson

12. Thank You – Alanis Morissette: The Collection

13. Hobo Heaven – King of the Freight Train – Hobo Til I Die is another great one, but it’s not on iTunes.

14. Gypsy Road – Cinderella

15. Fader – The Temper Trap

16. Learning to Fly – A Foot In the Door: The Best of Pink Floyd (Remastered)

17. The Wanderer – Karunesh (not on iTunes either, but check out YouTube).

18. Beautiful World – Colin Hay

19. Down Under (Acoustic Version) – Man @ Work

20. The Wanderlust – Flogging Molly

21. Setting Forth – Into the Wild (Music for the Motion Picture) – From the ultimate road warrior movie, Into the Wild

22. Highwayman – Highwayman Super Hits – Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson… this is one of the best collaborative songs of ALL TIME!

23. On the Road Again – 16 Biggest Hits: Willie Nelson

24. Gypsy Eyes – Jimi Hendrix

25. Wheel In the Sky – Journey: Greatest Hits

26. San Francisco (Be Sure to Wear Flowers In Your Hair) – The Graduate Soundtrack

27. Travelling – Paper Lions

28. I Recall a Gypsy Woman (Remastered) – Waylon Jennings

29. The Raggle Taggle Gypsy – The Chieftans

30. Now We Are Free – Gladiator (Soundtrack from the Motion Picture)


What are your favorite road trip songs? Let us know in the comments section!

Also check out Living in the Trees in Thailand & Building an Earthship


3 responses to “30 Best Road-Trip Songs… Ever

  1. Howdy just wanted to give you a quick heads up. The words in your
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    I’m not sure if this is a format issue or something to do with web browser compatibility
    but I figured I’d post to let you know. The style and design look great though!
    Hope you get the issue resolved soon. Cheers


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