image-1790723322395
  • About Us
  • Trips
    • Destinations we Visit
    • Categories
    • Departing Soon
  • How We Travel
  • Community
  • Contact Us
Join Our Community
  • About Us
  • Trips
    • Destinations we Visit
    • Categories
    • Departing Soon
  • How We Travel
  • Community
  • Contact Us
Join Our Community
A Wheel & Anchor host holding up a Canadian flag in Kyoto's bamboo forest
  1. Help Center
  2. Preparing

Travel Insurance Tips & Information

Travel insurance is one of those things nobody enjoys shopping for, but everybody is glad to have when something goes sideways.

Updated November 5, 2026

First, an important note: This document is not insurance advice or a recommendation. As a travel agency and tour operator, we're not permitted by law to give insurance advice or answer questions about what a specific policy covers. We can share general information, provide quotes and policy documents from the insurers we work with, and point you to the insurer for anything policy-specific.

Do I need travel insurance?

We strongly recommend it. At a minimum, please have emergency travel medical coverage. Your provincial health plan covers little or nothing of the cost of emergency care outside Canada, and a hospital stay or evacuation abroad can cost thousands of dollars or more.

Travel insurance is not included in the price of any Wheel & Anchor trip.

What kinds of insurance should I consider?

There are two main types:

  1. Emergency travel medical insurance. Covers the cost of medical care if you're injured or fall ill while away, and sometimes the cost of getting you home if needed.
  2. Trip cancellation and interruption insurance. This reimburses what you've paid for your trip if you have to cancel before departure, or cut the trip short and return home, for a reason the policy covers. The financial risk is real, but it's limited to the cost of your trip and your way home, which is usually far less than a medical emergency.

Most insurers also sell packages that combine both, often called "all-inclusive" or "comprehensive" plans. These may add baggage, flight delay, or other benefits.

Some insurers also offer a Cancel for Any Reason option, which lets you cancel for reasons a standard policy wouldn't cover. It usually reimburses only part of your trip cost, has to be bought within a short window after booking, and can add to the total cost.

When should I buy it?

Sooner is almost always better. Many cancellation policies must be bought at the time of booking, or within a short window after your first deposit, to get full coverage. Some benefits only start after a waiting period, so the insurer isn't selling coverage for a problem you already know is coming.

Buying early also protects you from "known events." Once a storm, strike, conflict, or government travel advisory is public, insurers generally won't cover losses caused by it for policies bought afterward.

What happens if Wheel & Anchor cancels or changes a trip?

We work hard to avoid it, but events outside our control sometimes make it necessary. What we owe you in that situation is set out in the terms and conditions for each trip, and our obligations are also governed by Ontario's Travel Industry Act, 2002.

If we cancel a trip outright, your cancellation insurance may cover you. If we postpone it or offer a credit toward a future trip, insurance may not cover that amount. Insurance covers actual losses, so it won’t refund your money and also leave you with a credit for a future trip.

Which insurance company should I choose?

Wheel & Anchor can provide quotes from two of Canada's largest travel insurers, Manulife and Travel Guard. Quote prices depend on many factors like your destination, residence, current health, and activities.

Download the full guide

There's more info in the full guide. Download a PDF copy of the full Travel Insurance Guidelines to print or keep:

[LINK to PDF]

In this topic

  • Transfers: Airports, hotels, and activities
  • Travel Insurance Quotes From Wheel & Anchor
  • Vaccinations and Travel Health
  • Why We Can't Provide Transfers Outside of Trip Dates
All articles in Preparing

Can't find what you need? Talk to us.

Call 1-888-247-1480 or email info@wheelandanchor.ca. A real person will get back to you.

Contact us Call us
logo-stacked-reverse
Small-group journeys for Canadian travellers who would rather arrive than tour. Fifteen years, one community, and a lot of long tables.

Explore

  • Explore Our Trips
  • Destinations We Visit
  • Categories
  • Departing soon
  • Trips by Date
  • Trip Types

Learn

  • Meet our Hosts
  • How we Travel
  • Travel Guides
  • Webinars
  • FAQs

Information

  • About W&A
  • The Wheel and Anchor Way
  • Companions for the Road
  • Reviews
  • Join our Community
  • Contact Us

Talk to a specialist

Call 1-888-247-1480 and dial 1 from the welcome message. Or email info@wheelandanchor.ca.

Monday to Friday, 9am–5pm Eastern. We call back the same day.

Wheel & Anchor
8133 Warden Avenue, Suite 606
Markham, Ontario L6G 1B3
1-888-247-1480
info@wheelandanchor.ca

TICO Reg. 1817786

All tours sold by New Sky Travel, 8133 Warden Avenue, Suite 606, Markham, Ontario L6G 1B3.

© 2026 Wheel & Anchor

  • Proudly Canadian
  • Privacy policy
  • Terms and conditions
  • Accessibility
  • Sitemap