12 Trips in 12 Months: My Year of Adventure

It’s official–I’m 29. I had the most amazing birthday in Athens, Greece and that helped cushion the blow. But the reality remains that I have one precious year left in my twenties. While I’m excited about all that’s to come, I want to make sure I send this decade out in style.

Right before leaving for my Greece trip it occurred to me–why not attempt 12 trips in 12 months, as a sort of bucket list for my twenties? I can manage a budget and pulled off 6 trips last year to places like Machu Picchu and Barcelona.

I recently switched from private practice to nonprofit law and it’s like I’ve been given the gift of time. I’m out of the office by 5pm every day and have gone from only having Christmas off (sometimes, not even that) to having every federal holiday and 10 days of paid leave a year, accumulating on a biweekly basis.

Finally, after years of schooling, working long hours and having no time for myself, I’m getting the chance to reap the benefits of my sacrifices. In hopes of infecting you with my wanderlust, and simultaneously keeping me accountable for this lofty travel goal, I’m sharing my itinerary for the year.

The 12 trips I have planned so far are as follows:

January: Athens and Meteora, Greece; Milan, Italy

February: Florence, Italy; Pisa, Italy

March: Oranjestad, Aruba

April: Zion National Park, Utah; Antelope Canyon and Grand Canyon, Arizona; Las Vegas, Nevada

May: Santorini and Antiparos, Greece

June: Cancun, Mexico

July: Paris, France; Provence region, South of France

August: Toronto, Canada; San Juan & Vieques, Puerto Rico

September: Reykjavik, Iceland

October: Quito and Banos, Ecuador

November: Marrakesh, Morrocco

December: Thailand and Cambodia


I’m so excited for the opportunities these trips hold for me and hope to be able to report back as the year goes on with pictures, stories and solo travel tips. In the meantime, check out my first destination–Meteora, Greece! Pictured above, it is one of the most serene places I’ve ever visited.

Until next time, safe travels!

2018-12-16T22:20:31+00:0011 Comments


  1. Maceo April 10, 2017 at 6:27 am - Reply

    Where do you stay on your trips?

    • Jen on a Jet Plane April 10, 2017 at 4:38 pm - Reply

      Usually at a hotel or AirBnB, depending on the location and what deals I can get. Since my trips are 3-4 days on average I budget about $250 total for lodging. Just wrote a post about finding cheap accommodations here!

  2. Angelica April 30, 2017 at 4:51 pm - Reply

    Wow this is a great idea! Just curious.. I’m assuming that you don’t work remotely. How many vacation days do you get and how long are each of your trips? Good luck 🙂

    • Jen on a Jet Plane May 2, 2017 at 12:34 am - Reply

      Thank you Angelica! I get 4 hours of vacation leave a pay period and 3 hours of sick leave. Technically it’s 10 vacation days a year but it sort of replenishes as it goes, as well as all federal holidays. Benefits of being in the public sector versus private! I aim for at least 3 full days in each location not including travel. Sometimes it’s 2, sometimes it’s 4, depending on how far I’m going 🙂 For Asia at the end of the year I’m taking New Year’s week off so it’ll be 11!

      • Angelica May 6, 2017 at 4:36 pm - Reply

        That’s awesome! I’m so excited for you 🙂

  3. Marcela May 12, 2017 at 3:25 pm - Reply

    Hi Jen! I recently came across your blog. I also live in Fort Lauderdale (orginally from Miami) and actively travel while holding down a 9-5 job. Combining all my paid time off plus holidays I can manage 4-5 trips a year. Your 12 trip challenge sounds insane, exhausting… and AMAZING! But I’m wondering, when you take long-haul flights and only have 2-4 days to enjoy, do you find this worthwhile? I have a hard time wrapping my head around this concept. You really are a weekend warrior!

    • Jen on a Jet Plane May 13, 2017 at 2:31 pm - Reply

      Hi Marcela! So glad you found me and that you enjoy the blog. Thank you! I agree with all those adjectives haha. It’s tough fitting so much in during a short time but cities with a lot to do in a small area, like Amsterdam or Florence, make it well worth your time! 4-5 trips of a slightly longer duration sounds a lot more sane though, hopefully you’ve found some good flight deals from the Fort Lauderdale/Miami area!

  4. Globejamun July 18, 2017 at 2:03 pm - Reply

    OMG wow soooo lucky !!!

  5. Niki July 24, 2017 at 10:35 pm - Reply

    Ah I love the cover photo of my city!

  6. Fatima July 25, 2017 at 4:30 am - Reply

    Wow this is so amazing. You’re so damn luckyy!!

  7. Jully Jeams April 10, 2018 at 6:03 am - Reply

    Your 12 month 12trip is an awesome adventure. I am looking for this types of post and your post is inspiring me. I am bored in my life system office to home, home to the office for this I want to get an adventure in my life. That’s why your post is helpful for me.

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