Collecting Dating Disasters Like Passport Stamps with Tamara Robertson

Today's episode is one I’ve been so excited to record. It’s all about dating while traveling, and joining me is one of my closest friends and fellow globetrotter, Tamara Robertson. We’ve known each other for over 20 years, since our wild camp counselor days in California.

Tamara and I have shared countless travel stories-many hilarious, many horrifying, especially when it comes to dating. We’ve both been through the chaos of trying to find love on the road. Spoiler alert: it’s not easy. But, ironically, we both found serious relationships around the same time recently, and we finally get to reflect on all the frogs we kissed (metaphorically… mostly).

Tamara opens up about her mom’s influence on her love for travel (yes, she has the best flight attendant story involving the Mile High Club), how losing her parents pushed her to take a solo year-long trip around the world, and the memorable-and awkward-ways she spread her mom’s ashes across 24 countries.

We also dive into:

• What it’s really like to date when you’re constantly moving
• Our most cringey dating fails from around the world
• How grief, growth, and gut instincts led Tamara to a trip that changed everything
• Why finding love as a traveler is a whole different ball game

This episode is funny, heartfelt, and real—and I couldn’t think of a better person to share it with than Tamara.

So grab your headphones, settle in, and let’s talk about what it means to find love (or not) on the road.

Links & Resources

• Follow my personal IG: @lolawhiskey
• Follow my business IG: @lauraericsongrouptrips
• Follow our podcast: @type2travelpodcast
• Learn more about upcoming trips: lauraericson.com
• Check out our podcast page: lauraericson.com/podcast
• Join my Facebook group: @lolalovestravel

Hey everyone! I’m so excited for this episode of the Type Two Travel Podcast because I finally got to sit down and record a convo with my dear friend, retreat photographer, and fellow water-loving wanderer, Allie Jorde!

Allie and I first met when she shot my Arizona retreat a few years ago, and since then she’s joined me in Greece, danced with me in Oaxaca, and basically become my favorite person to laugh across continents with. Whether we’re floating in the Aegean or eating ceviche on a patio doing absolutely nothing—every trip with her is pure gold.

In this episode, we talk all things travel photography, from the gear she actually uses (spoiler: it’s not about having the fanciest stuff) to how she balances being present vs. capturing the moment. If you’ve ever wondered how to make your travel photos feel less basic and more story-driven, this one’s for you.

Here’s what we got into:

• How Allie went from Arizona weddings to photographing retreats around the world
• Her most surprising travel destination
• The real key to telling a story through your photos, not just snapping pretty pictures
• What to pack (and what to leave behind) if you’re traveling with camera gear
• Why your iPhone is more powerful than you think, especially when you’re just starting out

If you’ve ever felt overwhelmed by photography or unsure where to start, Allie’s advice is such a breath of fresh air. You don’t need a fancy camera. You just need to notice things and be intentional. That, and maybe be willing to look a little ridiculous in the middle of the road trying to get the perfect shot.

Cheers to that. (And yes, I was drinking rosé from our Greece trip during this episode. Obviously.)

xo,

Laura

Learn more about Allie Jorde Creative: https://www.alliejordecreative.com

Follow Allie’s work + travel adventures on Instagram: @alliejorde

Links & Resources (Laura)

• Follow my personal IG: @lolawhiskey
• Follow my business IG: @lauraericsongrouptrips
• Follow our podcast: @type2travelpodcast
• Learn more about upcoming trips: lauraericson.com
• Check out our podcast page: lauraericson.com/podcast
• Join my Facebook group: @lolalovestravel

Hey friends!

I’m so thrilled to welcome Angela Gentile to the show. She’s a speaker, storyteller, educator, podcast host of Empowered Millennials, and founder of the Single Childfree Community. Angela’s all about helping single and childfree people feel empowered, not shamed, for choosing to live life on their own terms.

I first discovered Angela when I was searching for childfree podcasts (shoutout to the algorithm for doing its thing). I knew immediately we had to connect. She said yes to my cold email, we vibed instantly on her show, and now—we’re about to meet IRL on my Cuba trip this winter. Even better? We’re also co-hosting a group trip to Morocco for other badass single, child-free women.

In this episode, we talk about:

• How Brazil surprised me (and why you should go)
• What it’s like to be chased by a hippo
• Angela’s journey to choosing a childfree life and never looking back
• The story behind her viral TikTok and accidental global community
• The freedom of solo travel—and the emotional labor of doing life on one income
• Why being single and child-free doesn’t mean lonely or less-than—it can actually mean limitless

Angela brings so much fire and honesty to this conversation. Whether you’re child-free by choice, curious about it, or just want to hear two women talk about living life unapologetically-you’re gonna love this one.

More on Angela:

Angela Gentile is a speaker, educator, podcast host, and community builder known for her bold voice and unwavering commitment to helping single and childfree people feel seen, supported, and empowered. As the host of Empowered Millennials and founder of the Single Childfree Community, Angela creates transformative spaces for those living life outside traditional norms.

With humor, heart, and no-nonsense honesty, Angela challenges societal “shoulds” and champions authenticity—especially for women carving their own path. Whether she’s speaking on stage, going viral on TikTok, or organizing global meetups, she’s on a mission to make sure no one feels like they have to explain their life choices ever again.

Angela lives in Boston, loves a strong aisle seat, and will absolutely talk your ear off about her husky, travel mishaps, and the freedom that comes with choosing yourself.

Upcoming Trips Mentioned:

[Cuba: Dec–Jan] – Angela’s coming too!

[Morocco: Spring] – Hosted by me + Angela for single childfree women

Links & Resources (Angela)

• Learn more about Angela: theangelagentile.com
• Follow Angela on IG: @theangelagentile

Links & Resources (Laura)

• Follow my personal IG: @lolawhiskey
• Follow my business IG: @lauraericsongrouptrips
• Follow our podcast: @type2travelpodcast
• Learn more about upcoming trips: lauraericson.com
• Check out our podcast page: