Thai retirement planning and travel strategy

’I am a a 62-year-old UK retiree planning a one-month “live like a local” trial in Chiang Mai to assess whether Thailand is a realistic long-term retirement option. I need a capable researcher/planner to build a shortlisted, evidence-based plan covering:

Flight options (UK → Chiang Mai, june travel window)

Relatively high-end rental accommodation suitable for a one-month stay


A structured agenda for a 7–10 day on-the-ground accommodation search, including pre-arranged contacts/meetings with reputable local estate agents / property managers

This is not a generic travel plan I’m looking for a retirement scouting pack that I can use immediately.
What I need you to deliver
1) Flight Research Pack (June travel)
Provide a comparison of real flight options from the UK (preferably Manchester or London airports, but include alternatives if materially better). Include:
1 stop max
Typical pricing ranges and best value options

Departure/arrival times, total journey duration, airline baggage policies (summary)

Practical notes: connection times, airports used, and any obvious trade-offs


Note: My intended travel window is June 2026
2) One-Month Accommodation Shortlist (Chiang Mai area) – “relatively high end”
Create a shortlist of 10–15 strong candidate rentals for a one-month stay, with:

Location (neighbourhood), map links, and a short “why this area” note

Monthly cost, deposits, inclusions (utilities/cleaning/Wi-Fi), and key rules

Property type and suitability (condo/house, noise, walkability, pool/gym, security, parking)


Booking source (platform or agent), cancellation terms, and any red flags

A top 5 recommended options with a simple ranking and rationale

3) Retirement Scouting Agenda (7–10 days) + Contacts
Build a realistic day-by-day agenda covering:

Neighbourhood orientation (2–4 target areas)


Scheduled viewings / meetings with estate agents or reputable property managers

A viewing route plan (logical groupings to avoid wasted travel time)

A checklist for evaluating properties for longer-term retirement suitability

4) Estate Agent / Property Manager Outreach (Chiang Mai)
You will:

Identify reputable, English-speaking agents/property managers who handle higher-quality rentals

Make initial contact (message/email/WhatsApp where appropriate)

Arrange 2–4 meetings (virtual first if necessary, then in-person during the scouting trip)

Provide a contact sheet with names, numbers, email/LINE/WhatsApp (as available), and notes

5) Handover Pack
Deliver everything in a tidy, usable format (Google Doc + Sheets or Word/Excel).
Include a “quick-start” summary so I can act on it immediately.
My preferences (so you can target properly)

Chiang Mai (not Bangkok), with an eye on comfort and longer-term livability swimming pool etc

Higher-end feel for the one-month trial (clean, quiet, secure, good amenities)

Practical retirement factors: walkability, access to services, peace and quiet, and overall quality of life

I’m happy to pay for quality research — I want this done properly, not scraped together.

What “good” looks like

Clear shortlists, no fluff

Evidence-based options with links and notes

Proactive comms with agents (not just a list of names)

A plan that makes the scouting trip efficient and purposeful

Contractor requirements
Please apply only if you can show:

Strong research and travel planning ability

Confidence dealing with property/agent outreach (polite, professional, persistent)


Excellent written English and clear presentation of options

Familiarity with Thailand/Chiang Mai rentals is a strong plus (but not essential if your research is solid)

Proposal format (keep it simple)

Your approach (how you’ll structure the work)