Jerry & Sheila Island Living

🛑 Stop guessing which neighborhood is safe.
👇 Read the full guide here:
www.jerrysheilaislandliving.com/post/safe-sound-th…
We get asked every single day: "Is Santo Domingo actually safe?" The honest answer? It depends on the street.

We just updated our blog with a brand new Comparison Table breaking down the Top 5 Neighborhoods for Expats. We compare them by: ✅ Safety Rating (Veteran Approved) ✅ Walkability & Vibe ✅ The "Red Zone" areas you need to AVOID.

Don't guess with your safety. Get the facts from a US Veteran and a Local.

20 hours ago | [YT] | 19

Jerry & Sheila Island Living

DID YOU MISS THE PARTY? 🥳🇩🇴

The replay is officially UP! We had such a blast celebrating Jendry’s 1st Birthday yesterday. If you want to see a true Dominican birthday fiesta, you have to check this out.

What you missed: 🎂 The Cake Smash (it got messy!) 🪅 Jendry vs. The Piñata ❤️ A special moment singing "Cumpleaños Feliz"

Thank you to everyone who joined us live! If you missed it, catch the replay here: 👇👇👇 youtube.com/live/LthXM61uRn8?feature=share

23 hours ago | [YT] | 127

Jerry & Sheila Island Living

🎉🎂 Today our little king turns ONE! 🎂🎉

It’s Jendry’s 1st birthday 🥹🙏🏽
One full year of love, growth, sleepless nights, laughs, and blessings we never saw coming.

If you’ve been rocking with our journey, take a second and drop a HAPPY BIRTHDAY for Jendry in the comments 💙🇩🇴
We want him to look back one day and see how much love he had from the Island Living fam.

Thank you all for being part of our story and watching our family grow.
We don’t take this support lightly — it means everything.

🎈🎉🎂
Thanks for watching fam! 🙏🏽👊🏽
#jerrysheilaislandliving #jerryandsheilaislandliving

2 days ago | [YT] | 149

Jerry & Sheila Island Living

On a day like today, my son Jendry was born ✨
That day, time changed its rhythm, the heart understood its true purpose, and life took on a meaning greater than any plan. You arrived to remind us that miracles exist, that love multiplies, and that some blessings can’t be explained—they’re honored every single day.
Happy life, my greatest gift 💙🙏🏽👊🏽
#jerrysheilaislandliving #jerryandsheilaislandliving

Skip the Carousel

1 2 3

2 days ago | [YT] | 66

Jerry & Sheila Island Living

We’re talking about this in our latest video! If a man is doing his part—providing and leading—where does the respect break down? 👇
Check out the new video here:
https://youtu.be/MhPCtCOhyRU
In a relationship where the man provides and leads, what is the #1 way a partner should show respect?

2 days ago | [YT] | 11

Jerry & Sheila Island Living

New video drops TODAY at 5PM EST ⏰🔥

We’re breaking down a hard truth a lot of people don’t want to hear: when a man provides, leads, and still gets NO respect… something is broken. This one isn’t about hype — it’s about reality, accountability, and culture clashes people keep ignoring.

If you’re dating, married, or even thinking about relationships in the DR (or anywhere), don’t miss this one.

👉 Set your reminder, tap in, and come ready for real conversation.
Thanks for watching fam! 🙏🏽👊🏽
#jerrysheilaislandliving #jerryandsheilaislandliving

2 days ago | [YT] | 26

Jerry & Sheila Island Living

When a man provides everything but gets NO respect, what is the main cause?

3 days ago | [YT] | 16

Jerry & Sheila Island Living

Sometimes the biggest upgrade isn’t more money or more motion… it’s learning how to slow down and choose peace. 🇩🇴

This season looks different—and I’m good with that.

Thanks for watching fam! 🙏🏽👊🏽
#jerrysheilaislandliving #jerryandsheilaislandliving

4 days ago | [YT] | 81

Jerry & Sheila Island Living

Thinking about moving to the Dominican Republic in 2025? 🇩🇴
This is the real talk we wish someone gave us before we packed up and left — no sugarcoating, no influencer nonsense.
Read the full blog and learn the 5 things that matter before you make the move 👇🏽

👉 Link www.jerrysheilaislandliving.com/post/real-talk-top…

Thanks for watching fam! 🙏🏽👊🏽
#jerrysheilaislandliving #jerryandsheilaislandliving

5 days ago | [YT] | 15

Jerry & Sheila Island Living

Be honest: If you had $2,500 USD a month in the DR, would you live like a King/Queen or just 'get by'?

6 days ago | [YT] | 11