I can’t believe it has already been 9 months since we moved into the van. Penny has taken Jared and me to some incredible places all over the west. we had no intention of taking Penny THIS far west, though, until the idea of it popped into my mind. It was cold and rainy in Oregon and I was dreaming of warm & sandy days. “What if we ship Penny to Hawaii?!,” I thought one random morning. The islands were finally opening back up again to tourism & we were already on the west coast, so the timing felt perfect.

COVID restrictions have definitely made living in a van more complicated than it already is. Most of the places we’ve been wanting to visit and experience are still locked down. So, we figured we would wait it out in a tropical paradise, then come back to the mainland to travel though the rest of the States. Doesn’t sound too bad, huh? 😉 It was one of the easiest decisions we have ever made.

Within a few weeks we were driving down to San Francisco to ship Penny off. We decided that Maui was the best Island for us. We have friends there & it offers a little bit of everything we were looking for. We still plan to island hop and leave our footprints on each Hawaiian Island, but we’ll spend most of our time in Maui.

We found an awesome shipping company that allowed us to ship the van with all of our things inside. We were originally told that we would have to remove everything, which would have been a hassle! If you are interested, the company is called, “Coastal Auto Shipping.” It was more expensive, but 100% worth it for us because we didn’t have to buy a storage unit or pay to ship our belongings to Maui.

Once we shipped the van, we stayed in San Fran for a couple nights before jet setting to Maui. For the following couple of weeks we stayed in a super cute Airbnb. We loved it! This is the exact one: https://abnb.me/ciDsLFH2Dfb

Every place I’ve been has been absolutely incredible & has taught me something new. But, over the past 9 months I’ve never had a problem continuing my journey & moving onto the next new destination…. until now.

There’s something so extraordinarily unexplainable about this place.

The people, the culture & the way that nobody feels like a stranger here. I am in love with the energy, the music, the fresh food & the natural beauty that makes me second guess if this is real life or a dream.

Maui has 100% stolen my heart. I’m not used to this feeling of complete contentment with where I am at. It’s an incredible feeling & I never want it to go away. We’re not going away. Not anytime soon. We don’t make plans anymore, we come and go when the time feels right. It’s feeling like we will be here longer than we expected.

Thank you for tuning into our adventures. We can’t wait to share more of Maui with you soon! 🌺

Video edit by: Clint Wright


  1. gram mccloud on August 18, 2022 at 3:30 am

    On day 31 he ran out of NBA jerseys…..

  2. Akshay Patange on August 18, 2022 at 3:32 am

    You guys should upload videos more often…

  3. GabeBleacher on August 18, 2022 at 3:33 am

    I’m doing this also! how much did it cost to ship it out?

  4. Joe Groeser on August 18, 2022 at 3:38 am

    Glad you were able to get your Van over there what an experience that will be…
    You will have to visit Maui CrossFit in Kihei the owners name is Paul Romero such a amazing person. Great gym, nice people…

  5. Nikki Wolfrey on August 18, 2022 at 3:38 am

    Where do you recommend parking the van overnight?

  6. Rich Barrett on August 18, 2022 at 3:43 am

    How much to ship the van?

  7. David Perea on August 18, 2022 at 3:44 am

    I’m so excited to see your future Maui adventures in your van! Can you tell us roughly how much it costs to ship the van? This is something I am considering doing when I retire 🙂

  8. PurpleHeart OoOo on August 18, 2022 at 3:48 am

    Looks like you guys a really enjoying Hawaii, have the most wonderful and adventurous time!.

  9. Dan Macwilliams on August 18, 2022 at 3:50 am

    Bummed that we didn’t run into you guys out there. It’s our favorite place, my wife cries every time we leave.

  10. Kitchen Hui on August 18, 2022 at 3:50 am

    Maui "No Ka’ Oi", I lived there for over 10 years, be extra careful where you leave your van while exploring, by a club for the steering wheel and be mindful where you park as your van will get broken into, sad but true, Charlies in Paia for breakfast, order the Cajun Ono Benedict or the pancakes. Take the van up to Poli Poli you can boondock there and watch amazing sunsets and don’t miss hiking the Waihee Ridge Trail also another possible boondocking site

  11. Life with 7chicklets on August 18, 2022 at 3:51 am

    Where’s the porta potty?

  12. Libbie Griffin on August 18, 2022 at 3:51 am

    I love u so much and. What u do

  13. Yvonne * on August 18, 2022 at 3:51 am

    Yeeeah finally a new video 😍🤩 its good to see you!!

  14. Brooke Marcel on August 18, 2022 at 3:52 am

    How exciting!! 🙌🏼 love your videos ❤️

  15. Charles O'Donnell on August 18, 2022 at 3:59 am

    Hello, what shipping company did you use?

  16. Suwan T on August 18, 2022 at 4:01 am

    Your van is so cool inside and out.

  17. shortround on August 18, 2022 at 4:03 am

    Ur freakin jacked

  18. Thomas Alden on August 18, 2022 at 4:04 am

    Anyone else think that Claire should have one million subscribers? Her content is so entertaining, and high quality

  19. Ella Row on August 18, 2022 at 4:04 am

    I’m a van lifer from UK. Before that I’ve been island hopping 4 times so am super excited to watch your adventures- whoop! Xx

  20. Our4feet Travelers on August 18, 2022 at 4:05 am

    we would love to go some day good video

  21. Eschen’s in the woods on August 18, 2022 at 4:06 am

    The necklace with the blue gems you were wearing in the first clip was so pretty where did you get it?

  22. Tommy Johansen on August 18, 2022 at 4:07 am

    So your selling cheap hats and promoting your boring life? Groundbreaking stuff.

  23. Nibu Sabu John on August 18, 2022 at 4:07 am


  24. Kayla Lawrence on August 18, 2022 at 4:07 am

    Ugh you’re literally so cute, and I love your lifestyle!!! I want to be able to travel alll the time too 💕🥰

  25. Mountain Goat on August 18, 2022 at 4:08 am

    The last thing Hawaii needs is more "haoles" taking another adventure trip to Hawaii.

  26. MrPichyPlayz on August 18, 2022 at 4:11 am

    I couldnt go on the link it said: Service request authorization error: You do not have permission to access this resource. (status code 403)

  27. Bobby Patrick on August 18, 2022 at 4:13 am

    I have a taste for pizza now

  28. S Hunt on August 18, 2022 at 4:17 am

    Wish I was Jared (boyfriend I assume) , LUCKY DUDE

  29. chrome112 on August 18, 2022 at 4:18 am

    Hawaiian pizza actually a Canadian invention. I know right

  30. BigMama TV on August 18, 2022 at 4:18 am

    How much was cost to ship van to Hawaii?

  31. Rich Kuhn on August 18, 2022 at 4:19 am

    Coastal Website says no Personal Items… maybe different because it’s considered a RV ? I asked about a ‘van’.

  32. Noobx on August 18, 2022 at 4:22 am

    Please make more content. Love your videos!

  33. Alexis Stevens on August 18, 2022 at 4:22 am

    So fun!!!!

  34. Brian Kop on August 18, 2022 at 4:26 am

    Glad that you are enjoying your time in Hawaii.

  35. Jonathan C. on August 18, 2022 at 4:28 am

    How much did it cost you? I’m looking to relocate for work. They’re said $6300 for a 170 wb extended be roof

  36. Kevin on August 18, 2022 at 4:28 am

    You should have left the succulents at your family’s house! Haha

  37. Jomar’s Fitness Official on August 18, 2022 at 4:29 am

    It’s been so long, Im waiting for your vlog.🔥💪 Hawaii has the best beaches around the world. My cousin is there. Enjoy!!🔥💪

  38. wander for miles on August 18, 2022 at 4:30 am

    Hi Claire, I’m wondering ….. do you need to change your plates or anything like that or are your Oregon plates okay for a certain amount of time in Hawaii?

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