Giveaway alert! Enter here to WIN A TRIP TO PERU!


Kalimera from a rooftop in Athens, Greece! (The Acropolis is right in front of me, the sun is SHINING so brilliantly, and I'm getting on a boat tomorrow for our island hopping biking adventure from Athens to Corfu, but I digress...)

I'll get right to the real reason you opened this email - YES you read that right - we have a massive GIVEAWAY happening right now through May 16th!

I've teamed up with Osprey and Oboz Footwear to give away a spot on my JUMP Adventures trip to Peru this September.

What you can win (ALL of this is going to ONE lucky winner):

  • Free spot on my JUMP Adventures Peru trip (Sept 24 - Oct 4, 2025) 🏔️
  • All-new Osprey Talon™ | Tempest™ 26 hiking pack + Transporter™ travel duffel 🎒
  • All-new Oboz Katabatic LT GTX hiking footwear 🥾

NO PURCHASE NECESSARY. Open to residents of the 50 United States and D.C., age 21 or older. Void where prohibited. One entry per person. Odds of winning depend on number of eligible entries received. Giveaway ends on May 16 at 11:59 p.m. MT. Full Terms & Conditions can be found on entry page.

Be a good friend and share it with your friends too! We still have 7 spots available for Peru as of right now, so even if you don't win, you can still come with us. 🥰

Good luck! And May the 8th be with you, or something like that. 🤓

JUMP with Traveling Jackie

Join me behind the scenes for podcast news, adventure opportunities, and personal journey updates.

Read more from JUMP with Traveling Jackie
Easter Island sunset dining

Hello and happy almost-November to you! I just recently returned from a month in South America, leading a group trip in Peru, attending the Adventure Travel World Summit in Chile, and... after 10 years of traveling to and from and around Chile, I finally made it to Easter Island! Known locally as Rapa Nui, Easter Island is one of the most remote inhabited islands on the planet. It's also a Chilean territory, and the only way to get there is to fly from Santiago – about a 4.5-hour flight WAY...

Happy September! I hope you had a great summer, mine was gloriously long and slow -- starting with 6 weeks in Europe, and then a couple solid months in Montana full of outdoor adventures, lots of ice hockey, and quality time with quality people. I can feel time speeding up now as I'm heading into my busier travel season, but before we get there, let's take a step back. We've had some incredibly inspiring people join us on the podcast this summer, and I am so impressed by them and the stories...

Best Luggage for Adventure Travel

Hello from Montana! I'm gearing up for my upcoming adventures to Peru and Chile starting next month, which includes making sure I have what I need BEFORE I travel. Figuring out what to pack for a trip can be hard enough on its own, but one thing people often overlook is choosing exactly the right luggage to pack and carry with you. I've made many mistakes in luggage choice over and over in my past 20+ years of traveling, and I'm here to help you get it right! Because the truth is... Your...