Trying to find a place to stay longer term is a challenge, to say the least. I realize more and more that I will have to settle, as nowhere is perfect.
I moved into a new area of town in Cebu today to change it up. The condo complex and area I stayed in the first time I visited and again for the last month had become mundane.
I needed a new routine and found it in my new pad, as it is in a different part of the city.
It is also a much nicer studio, and the building has a gym and a nicer pool as well. Plus, it is right across the street from a great mall.
I really think I am onto something longer term here!
I know I have said it before and I always “jump around”, but,
I am really feeling good about settling here and started making plans.
How amazing does that gym and pool look? It is super amazing!!
I may have finally found My Seasonal Home Base in paradise?!
Why Cebu is a perfect January–April Anchor for me!
After years of traveling, testing cities, chasing “maybe this is the one,” I’ve finally started to comprehend something: Cebu is my place — at least from January through the end of April.
And that realization feels like a massive win.
I just extended my lease through April 15th, 2026 — making it almost a three-month stay.
I’ve also booked the same condo for January–April 2027 four month stay.
That’s not a trial run anymore. That’s commitment.
And honestly? It feels right.
Why Cebu and the Philippines Work for me:
Cebu City is English-speaking
$450/month rent
Amazing studio in a great area
Perfect January–April cool weather window
For $450 a month, I get a clean, modern studio in a lively, walkable area. Good infrastructure. Solid WiFi. Cafés. Gyms. Grab rides. Amazing inexpensive bars and restaurants.
Everything I actually use is walking distance.
It’s also affordable without feeling like I’m sacrificing quality of life.
And more importantly, it feels stable.
That word matters more than I ever expected.
After years of constant movement, having a place I can return to — the same unit, same neighborhood, same rhythm — changes everything psychologically.
Cebu isn’t just cheap.
It’s comfortable.
A Launchpad to 200+ Islands
One of the biggest advantages of Cebu is its positioning within the Philippines.
From Cebu, I can take a $30 one-way flight, ferry, or bus to places like:
Panglao
Siquijor
El Nido
Coron
Bohol
There are over 200 habitable tropical islands in this country.
That means unlimited inexpensive road trips and island escapes — without giving up my base.
The difference now?
I’m not traveling to escape.
I’m traveling from home.
And then I come back.
Asia Is Still Within Reach
Cebu also puts me within striking distance of the rest of Asia.
For roughly $100+ one-way, I can be in:
Bangkok
Hanoi
Hong Kong
Kuala Lumpur
Bali
Tokyo
The key realization is this:
I loved those places.
I still love those places.
But I don’t need to live in all of them.
I can visit — and return to Cebu.
That subtle shift feels powerful.
The Real Win: A Seasonal Operating System
This isn’t just about rent or flights.
It’s about designing a year-round life rhythm.
May-December: Mesa, AZ / Rocky Point, Mexico
utilizing my AYCF (all you can fly) passes on Volaris and Frontier Airlines.
January–April: Cebu with road trips:
Warm weather.
Lower cost of living.
Living like a local.
Short adventure bursts when I want/need them.
Instead of constantly searching for “the perfect place,” I now have:
A predictable seasonal anchor
Lower decision fatigue
A familiar environment
The ability to build momentum year after year
Booking 2026 and 2027 isn’t just logistics.
It’s confidence.
After all the experimenting, all the flights, all the temporary apartments — I finally found a place that checks the boxes without draining me.
And at $450 a month?
That’s leverage.
Cebu isn’t just another stop.
It’s home — at least for this chapter of the year.
And that feels like a massive win.
Another major win in the Philippines is the personal care aspect.
I can get inexpensive over-the-counter care for minor issues and lean on my travel insurance for anything serious.
I have also found that weekly self-care is so important. The cost is affordable enough to have each of the following done at least once a week and more often if needed.
Massages
Spa time (Tokyo example below)
Face masks help the old man’s skin
Fat-burning shots
Vitamin IV to replenish the immune system

