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Thailand Long Stay from Canada

A whole winter in the tropics for less — Bangkok, Chiang Mai and Phuket, in CAD.

Thailand Long Stay from Canada

For value, few winters beat Thailand — warm and tropical all season, with comfortable apartments, some of the world’s best food and easy living at a fraction of the cost of staying home. From the buzz of Bangkok to laid-back Chiang Mai and the beaches of Phuket, it’s a favourite for Canadians who want a longer, richer, cheaper escape. Fond Travels, an IATA-accredited Calgary travel agency, pairs your flights with the right long-stay base and books it all in one call, in Canadian Dollars, with our best unpublished rates by phone.

Call our specialists at +1 (587) 287 1191 and we’ll build your Thailand winter around your dates and budget — a month in Chiang Mai, a season split between city and beach, 8 AM–9 PM, 7 days.

Best bases for a Thailand long stay

  • Chiang Mai — the long-stayer favourite: cheap, calm, cultural and easy.
  • Bangkok — world-class food, shopping, healthcare and connections.
  • Phuket & Krabi — beach living on the Andaman coast.
  • Koh Samui — a relaxed island base on the Gulf side.

Know before you go

  • Length of stay: currently 60 days visa-exempt for Canadians, usually extendable by 30; longer via the DTV or retirement visa.
  • Best season: November to March is cool, dry and ideal for a winter escape.
  • Getting there: one-stop from Canada via Tokyo, Seoul, Hong Kong or the Gulf hubs.
  • Insurance: a long-stay travel medical plan that covers your full trip.

Why book your Thailand long stay with Fond Travels

  • Flights + apartment-style stay booked in one call, all in CAD, no hidden fees.
  • Unpublished, negotiated fares and the best long-stay routing from your city.
  • Guidance on the visa-exempt entry, extensions and long-stay insurance.
  • Internal flights, transfers and tours added to suit your winter.
  • Real people on the phone before and during your stay, 7 days a week.

Plan your Thailand winter

The best Thailand long stays come down to the right base (or two), the length that suits the visa rules, and a smooth routing from your city. Tell us your dates and budget, and we build the flights and stay around you, all in CAD.

Ready to escape winter? Call +1 (587) 287 1191, see more long stay vacations, read about Thailand vacation packages, compare a Bali long stay, or tell us your trip.

Prices vary by accommodation and dates and are quoted in CAD, subject to availability and change, and not guaranteed until booked. Visa and entry rules are general guidance only — confirm current requirements before you travel. Call for a live quote.

Thailand long stay — FAQs

Frequently asked questions

Air Canada flies nonstop from Vancouver and Toronto to hubs like Tokyo, Seoul and Hong Kong with easy onward connections to Bangkok (BKK), and there are many one-stop options from every Canadian city. We book the best routing as part of your long-stay package — call +1 (587) 287 1191.

Canadians can currently enter Thailand visa-exempt for up to 60 days for tourism, and that can usually be extended by a further 30 days at a local immigration office — giving roughly a three-month winter. For longer stays there are options like the Destination Thailand Visa (DTV) and retirement visas. We flag what fits your plan; always confirm current rules before you travel.

Thailand offers the best value of any long-stay destination — comfortable apartments, wonderful food and easy tropical living cost far less than winter at home. Add warm weather, friendly people and great healthcare in the cities, and a month or a season goes a long way.

Bangkok for city energy and connections, Chiang Mai for a cheaper, laid-back northern base loved by long-stayers, and the islands — Phuket, Koh Samui and Krabi — for beach living. Many snowbirds split their stay between a city and a beach. We help you plan the route.

Round-trip flights from Canada and apartment-style or hotel accommodation for the length of your stay, in Canadian Dollars. We can add internal flights, transfers, insurance and tours. Call +1 (587) 287 1191 to tailor it.

Yes — flights and accommodation are quoted in CAD with taxes and fees shown up front, and our best unpublished long-stay prices are available by phone.

Our happy Customers

Francis Firmin Ekollo
★★★★★

I went for a ticket booking changed at FondTravels. I was surprised by the disponibility of the people I met there. There very professional and they take all their time to listen to you so they …

Robin Detter
★★★★★

Donna made sure she took care of all my needs! She was amazing to work with on booking a family get away with the kids! Outstanding service and overall just a very pleasant person!

Douglas Mackenzie
★★★★★

I was trying to book a simple flight of short duration through one of your agents. His English was poor and the cell reception was awful. After putting me on hold for several minutes he said my 3 digi...

Nauman Islam
★★★★★

Sage was exceptional today and a lifesaver. I’ve been trying to get a reschedule and she was fast courteous and did not hang up until the job was done!!! Thank you!!

Tamayango1
★★★★★

Thanks you Markus for your great assistance. You did a fantastic service and you have been very responsive.