About Trail Law

Trail Law is a solo law practice in Toronto, run by founder Yssenia Trail-Brissett. Trail-Brissett is licensed to practise law in both Ontario and Jamaica, with a combined ten years of legal experience across the two jurisdictions. The main office is a unit on Weston Road in Toronto, and a second office operates out of Montego Bay's City Centre in Jamaica, reachable by WhatsApp rather than a landline.

The practice covers real estate, wills and estates, business law, immigration, and notary services. Real estate sale, purchase, and title transfer services, along with wills and estate services, are also offered in Jamaica, a useful fit for clients who own property or have family ties in both places. Immigration files run from family sponsorships and visa applications through to citizenship applications, and the business side covers incorporations, asset sales and purchases, shareholder and partnership agreements, contract work, and liquor licensing. Trail Law offers free consultations on Tuesdays and Thursdays.

Good to know

A professional woman in a suit beside a briefcaseWoman-ownedA gold parking sign with a green checkmarkFree parkingAn office interior with a desk and chairsIn-person services

Fees & payment

A clipboard with a speech bubble and a no-charge dollar coinFree consultation

Offices 2

Unit 208, 2095 Weston Road, Toronto, Ontario, M9N 1X7

Suite 156, City Centre, Montego Bay, Jamaica

The neighbourhood

Trail Law's Ontario office is a unit on Weston Road in Toronto, and its second office is in Montego Bay's City Centre in Jamaica, reachable only by WhatsApp rather than a landline. Its real estate sale, purchase, and title transfer services, along with its wills and estate services, are also offered in Jamaica, a useful fit for clients whose homes span both countries.

Frequently asked questions

Can Trail Law help me buy or sell a home in the Toronto area?
Yes. The firm handles real estate sales, purchases, refinancing, title transfers, lease drafting, and status certificate reviews in Ontario.
I own property in Jamaica. Can Trail Law help with that too?
Yes. Trail Law offers real estate and wills and estates services in Jamaica as well as Ontario, since the firm is licensed in both countries.
Can Trail Law prepare my will and power of attorney?
Yes. The firm drafts wills, powers of attorney, and trusts, and handles survivorship and estate applications.
Can Trail Law help me sponsor a family member to come to Canada?
Yes. The firm handles family sponsorship applications, along with visa applications, invitation letters, work permits, and citizenship applications.
I'm starting a business. Can Trail Law incorporate it and draft a shareholder agreement?
Yes. Trail Law handles incorporations, asset sales and purchases, shareholder and partnership agreements, contract work, and liquor licensing.
Does Trail Law offer free consultations?
Yes, on Tuesdays and Thursdays. The firm can also notarize and commission documents for clients who just need that service.

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Listing compiled from the firm’s public website in September 2026. Verify licence status in the Law Society of Ontario directory ↗