15 Times I Attempted a Perfect Travel Selfie – and #FAILED

Admit it, we’re all on a never-ending quest for the perfect selfie. There’s some sort of sweet satisfaction after dropping a flawless selfie on the timeline. Some take their selfies more seriously than others and some have literally died in attempts of gaining an epic selfie.

When it comes to the selfie game, travel has substantially upped the ante. I’m no stranger to attempting to get the perfect selfie, especially when traveling. However, sometimes, it just doesn’t go as planned. Here are 13 times I tried to get the flawless selfie while traveling, and failed.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieThis was in the cute town of Menton, on the French Riviera. I fell. And my Go-Pro self timer caught it.

15 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieThis fail could actually be cute AF if I wasn’t trying so hard to “effortlessly” flip my hair.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieThis was also in France, on Rue Crémieux (possibly the most beautiful street ever in Paris. I’m not sure WTF I’m doing here. I also thought this pose would make for something great, I failed. Thanks to my friend Nicole at First Class Belongings for her patience with me this day!

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieHere I am at the Wynwood Walls in Miami taking that whole “blogger looking down” pose a little too seriously. Thanks to my friend Taylor from #TravelColorfully for keeping it real and letting me know that this pose wasn’t working.

15 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieShout-out to Taylor for telling me, “get your hands out of those pockets”. Putting my hands in those pockets made the cute cover-up resemble a potato sack. Oh, and shout-out to the buttons on my dress for failing, as well.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieHere I am water-selfie’ing in Bali. The saddest part of this selfie fail is that I really thought I was capturing “just exiting the water” gold here.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieI’m not sure what the bigger fail is here – my stoic resting bitch face or the awkward ass pose I’m doing with my left leg. I thought it looked “natural”. The fact that the Budapest Parliament building didn’t even make it into the frame properly is just icing on a “FAIL” cake.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieBecause a viewpoint over a quite literally named, “Dream Beach” on a remote island (Nusa Lembongan) in Indonesia is the perfect place for this straight ass-emotionless face.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieHere I am at a viewpoint over Vernazza in Cinque Terre, unimpressed with the woman who interrupted me getting my selfie on via my GoPro that was strategically placed into a rock wall.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieHere’s an awkward thing I do sometimes where I try to channel Leo in Titanic. I may not be the king of the world but I’m definitely the queen of the failed selfies.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieOh, Bali. One of the most beautiful places in the world and I manage to keep it funky and awkward, instead. Thanks to my friend Asdghik of The Jetsetter Diaries for attempting to take these shots for me!

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieJust when you think it can’t get any worse – I’m wearing something that resembles a king size comforter and when I tried to whimsically pose with my reject outfit – I appear to be yanking a giant wedgie from my giant outfit.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieIn my defense on this one, attempting to selfie with a freaking monkey on your head is next to impossible.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieMy Go-Pro’s auto timer snapped this little gem in Cinque Terre, Italy.

13 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With JackieOne last one, and not because I failed, but because theres a guy in the background (at a sacred temple in Bali, no less) peeling his shirt off.

They say travel is about the journey – not the destination. If you can’t look back at your journey and laugh a little (or in my case, a lot) at the things that didn’t go perfectly – you’re doing it all wrong! I hope you enjoyed my series of fails (with a capital F and a # in front of it) and I hope they encourage you to take your traveling, and life, with a grain of salt.

15 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With Jackie

15 Times I Attempted a Perfect Travel Selfie - and #FAILED - Get Lost With Jackie


68 comments so far.

68 responses to “15 Times I Attempted a Perfect Travel Selfie – and #FAILED”

  1. Christina says:

    HAHAH! I am dying over these photos. I think I could fill a 500 page book with all my failed travel selfies…

    • Jacklyn Shields says:

      LMAO! I could’ve gone on forever, honestly! I’m thinking I might make it a recurring series where I upload my failed pictures from every trip haha

  2. Layla says:

    Haha to be honest I love them all! Not failures at all! I actually love your back stories to every photo!! What a unique post & a great read beautful!

    • Jacklyn Shields says:

      You’re seriously far too kind LOL. I’m glad you enjoyed it <3 I'm thinking of making it a recurring series!!

  3. Kinda love this! I think I must have plenty of these including falling over or still clambering up a rock. Maybe you should open it up to guest entries I imagine every blogger must have a few “WTF was I “thinking” photos

  4. Omg I’m dying. But, tbh, some of these are totally adorable. Thanks for being real and sharing The not-so-glamorous side of travel!

  5. This is hilarious and great idea for a post. You actually manage to still look cute in most of these. Good job! I was dying at the one where the women interrupted your pic. I’ve had that look on my face many times!!! LOL

  6. Emily Hines says:

    Seriously can’t stop laughing. Many selfie fails are running through my head right now. The struggle is so real!

  7. Hahaha! I actually think the one with the money is cute 🙂 And the guy in the background is making a grand exit from the frame 😀 I like the theme of this post, can relate, as I also try to make nice pictures and sometimes think – what the hell is wrong with me?! Nothing turns out as nice as all those blogger girls pics! I either smile to wide (my teeth say – I am going to eat you!!!!!), or look moody (trying to be cool), or have something weird like socks, underwear showing where they shouldn’t, hair in my mouth and clothing looking all strange giving me a pregnant woman’s belly or making me look too tall (well, I guess I am, at 6ft :D) or too short (like how?!).

    • Jacklyn Shields says:

      HAHAHAHA OMG I just cracked up at smiling so wide your teeth say they’re going to eat you LOL!! It’s super difficult to get good selfies – I swear its an artform!

  8. Shelley says:

    LOL’ing so hard @ your stoic resting bitch face comment ?? love this post , it was such a fun read … we can’t always get the perfect selfie & the fails are sometimes the best part!!

    • Jacklyn Shields says:

      These fails were totally better than the good versions of their same pairs. I’m glad I made you chuckle!

  9. Kristine L. says:

    Lolll at the looking down part, Jackie! Hilarious post you’ve put together here! I think I can never muster the looking down post too. Guess I’ll make do with just standing and smiling at the camera.. hohoho.

  10. Veronika says:

    Haha love this! Still I feel like you look better than me on most of my selfie photos 😀

  11. C-Ludik says:

    Ha, ha what a funny post !! I love your comments on each pictures 🙂 You’re definitively the Queen of the failed selfies… please make a recurring series !

  12. Kelly says:

    Haha. Love this idea. You look great even in your selfie fails. Some of mine look truly heinous but this is so great. Travel is not as glamoroud as a lot of people make it out to be.

    • Jacklyn Shields says:

      Well, in all honesty, I have a ton that are waaaaaay worse than this LOL. It’s hardly as glamorous as we make it out to be – I hope to do a lot more like this!

  13. Corinne says:

    This is so funny. I feel your pain. I’m blessed with a natural awkardness, yet I still try to get a good selfie when I go somewhere new. Let’s just say that 9 times out of 10, the selfies don’t make it onto my blog! Thanks for sharing these.

    • Jacklyn Shields says:

      LOL YES 9/10 they weren’t making it here. I had good ones for all of these locations but felt like the crappy ones shouldn’t be wasted.

  14. Penny says:

    I absolutely LOVED this post. Worst (or best) part was that I could relate with most of them. But I think the one with the monkey is actually pretty cute!

  15. anna says:

    Funny snapshots 🙂 I struggled so much in Menton, took so many selfies here and not one was good xDDDD

  16. Alaska says:

    Love your confidence and the truth in this post! Haha, if I went back and looked at all my terrible selfies… Love the ones when people gatecrash your selfies, haha, especially the one with the man taking his shirt off. Talk about awkward… ^.^ Thanks for sharing! I’m sharing it on my fb wall!

    • Jacklyn Shields says:

      Thanks so much Alaska! I figured I had to do something with all these failed selfies LOL and that man taking his shirt off *insert covering eyes emoji* I couldn’t believe that when I saw it! Thanks for sharing <3

  17. Joanna says:

    lol this is hilarious. I don’t take much pics of myself while traveling, but I would like to. Do you use a tripod or do you have someone take it for you?

    • Jacklyn Shields says:

      Only on the ones that I credited did I have someone taking the photos for me but otherwise they were all with a self timer. I used to NEVER take pictures of myself abroad but now I’m so glad I do! I love having the photos of me as keepsakes!

  18. Haha the things we do for the gram. We can’t win them all, huh? But honestly, some of these candids are kinda cute…especially the monkey one! Love how down to earth you are in this post (well, you are in life too, but you know what I mean haha). Love the humor in this!

    • Jacklyn Shields says:

      You’re far too kind! That monkey one just throws me off because of my awkward stance. I’m glad you liked it!!

  19. Aubrie says:

    I loved this because I feel you so much on this! Haha I have so many failed selfies and photos that tourists have attempted to take for me. I seriously love the one with you and the monkey on you though, you look so cute!

    • Jacklyn Shields says:

      Haha so many people actually like that photo I feel like my stance is so weird! You have some of the most flawless selfies! You should totally do a series like this if you have a bunch of failed attempts at your perfect photos.

  20. Steph says:

    This post made me LOL. I have so many bloopers like this, especially when I was learning how to use my go pro. This article def shows the “real” and genuine side of travel blogging. It aint perfect 100% of the time. Love it !!

    • Jacklyn Shields says:

      Thanks so much Steph! It really, truly, isn’t perfect 100% of the time and I want to try to keep it as real as possible. I’m glad I made you giggle!

  21. Vrithi says:

    This made me have a good laugh. And I totally get you!! Love it


  22. Marvi says:

    this is sooo relatable. 😀 i often find myself getting silly with the poses just to take that ‘perfect selfie’.. hahahah.

  23. Justine says:

    This was a great post! It’s hard to take those magical traveling picture that those big travel instagramers have. A) They are pretty B) They have a great photographer. But practice makes perfect but we can all struggle together. LOL.


  24. Sylvanmist says:

    These are so hilarious! OMG I’ve taken more than a few doozies myself lol..thanks for sharing and giving us all a good laugh 🙂

  25. Lindsay says:

    These are hilarious. I can totally relate to ALL of them. Travelling solo is amazing, but leads to a lot of timed photos that create A LOT of outtakes.

    • Jacklyn Shields says:

      The best part is that I could make this a “101 failed selfies” post because of all those outtakes LOL

  26. Brit Hemming says:

    haha the struggle is so real!! I have so many of these failed attempts as well. Thanks for sharing this post made me giggle!

  27. Haha love this post! I like your “resting bitch face” picture though. I travel alone most of the time, and yes several times I fell with selfie.

  28. I love this! So great to be able to showcase “outtakes” – definitely refreshing to see some of the behind-the-scenes honest moments! This made me realize I really need to invest in a GoPro (and tripod?)… I’m so shitty about having my picture taken and always kinda forget when I’m by myself (and my family jokes that I may not have actually gone, just borrowed someone else’s pictures because I wasn’t in any lol)

    • Jacklyn Shields says:

      The tripod I use for my GoPro was only $20 and totally one of the best investments I’ve ever made. I’m really annoying about getting my photo taken to and it’s definitely been a feat adding “selfie time” into my solo travels.

  29. Meg says:

    This was a great post. Some of your horrible selfies? I liked a few of them! Kudos to you for even trying to take a selfie. Maybe I need to learn a thing or two!

    • Jacklyn Shields says:

      LOL well, thank you! I never used to try to get photos abroad but now I regret not being in some of my photos from certain trips – you should totally at least attempt some selfies abroad!

  30. Ioanna says:

    😀 Now I wished I hadn’t deleted all my failed selfies! All tons of them! Like trying to run fast to the spot I chose within the 10s, or trying to the “blogger jumping in front of a nice view” thing (and capturing the moment I hit the ground) or all the other just “meh” trials 😀

    I will keep some in the future 😉

    • Jacklyn Shields says:

      LOL, believe it or not I actually have ones that are even WORSE! haha. I have a ton of the same fails, its actually fun to keep because at the end of the day, nothings perfect!

  31. Jill Bowdery says:

    I absolutely love this post, Jacklyn, and identify with it SO hard!!!!! The way I look in my head just isn’t how it comes out in the picture, and that’s when I actually get everything in shot! Thanks for sharing and making us laugh!

    P.S. I actually think the monkey shot is really cute!

    • Jacklyn Shields says:

      Thanks so much, Jill! I’m glad I could create a post so many people related to! Stay tuned for my failed Morocco selfie post! I have SO MANY of them! <3, Jackie

  32. Jackie says:

    You look like you’re trying to moonwalk in that Wynnwood Walls Miami pic. Maybe you could tell people that’s what was going on? Cheers, from one Jackie to another! 🙂

    • Jacklyn Shields says:

      lmao! I’m not even sure what’s going on but having an excuse is definitely valuable! Thanks Jackie!! <3, Jackie

  33. Alicia M says:

    LOLOLOLOLOL my favorite post!

  34. Hahaha I actually love these! I have so many failed selfies that I’ve given up trying, haha! That one with the monkey is actually super cute, by the way!

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