Traveling across international borders should be about new experiences and family memories—not unexpected legal roadblocks. But for many Canadians, past criminal charges or overlooked immigration rules can turn a dream vacation into a stressful ordeal. From denied entry at the U.S. border to missing travel documents, legal surprises are more common than most people realize.
To help families and travelers prepare, we asked four legal professionals to share their insights: Austin Mandall, an immigration lawyer with Mandall Immigration Law in Ottawa, and three Brampton-based criminal lawyers: Gurasish Pal Singh of GPS Criminal Lawyers, Akash Dhillon of A Dhillon Law, and Ahmad Karzai, a criminal lawyer also located in Brampton. Together, they explain what every traveler should know about criminal records, visas, and crossing borders safely.
Immigration Rules: The Foundation of Stress-Free Travel
For immigration lawyer Austin Mandall, preparation is the key to avoiding problems at the border.
“Every traveler should start with the basics: passports, visas, and status documents,” Mandall explains. “Expired documents or missing visas are among the most common reasons people are denied entry, and these are problems that could be prevented with early planning.”
Mandall also warns families traveling with children to bring consent letters if both parents aren’t present. “Border officials may ask for proof that the trip has been approved by the non-traveling parent. A notarized consent letter can prevent unnecessary delays.”
He also stresses that travelers with permanent residency or work permits in Canada need to confirm their documents are valid for re-entry. “It’s not just about leaving—it’s about making sure you can come back without issues.”
Past Charges and the U.S. Border
For many Canadian travelers, the biggest shock is learning that prior charges—even minor ones—can affect entry into the United States. Criminal lawyer Gurasish Pal Singh with GPS Criminal Lawyers located in Brampton often sees clients blindsided at the border.
“Americans take impaired driving, assault, and even certain shoplifting charges very seriously,” Singh explains. “A conviction, or in some cases even a withdrawn or pardoned charge, can raise red flags.”
He advises anyone with a past record to seek legal advice before booking travel. “There are waiver processes available, but they take time. The worst mistake is to ignore the issue and hope it won’t come up.”
DUIs and Border Restrictions
Brampton DUI lawyer Akash Dhillon adds that impaired driving convictions are one of the most common problems for Canadian travelers heading south.
“People don’t realize that a single DUI conviction in Canada can result in being denied entry into the U.S.,” Dhillon says. “Even if the case is years old, border officials have access to records and can refuse entry on the spot.”
Dhillon emphasizes honesty when speaking with border officers. “Never lie about your history. If you’re caught being dishonest, you can be barred for much longer. Always answer truthfully and deal with the issue before you travel.”
Lesser-Known Legal Triggers
Not all travel problems involve major charges. Brampton Criminal lawyer Ahmad Karzai points out that even what may seem like minor youthful mistakes can create future obstacles.
“I’ve represented clients who were stopped at the border because of shoplifting charges from their teenage years,” Karzai explains. “Even small offences can stay on record and impact travel decades later.”
Karzai also highlights that travelers should be mindful of ongoing charges. “If you have a case before the courts, it can complicate your ability to cross borders. Always check with your lawyer before making travel plans.”
Practical Advice for Families
So, what should families do to ensure their trips go smoothly? The four lawyers shared several practical tips:
- Check documents early. Make sure passports are valid for at least six months past your return date. Confirm visas and entry requirements well before departure.
- Carry consent letters. If only one parent is traveling with children, bring a notarized letter from the other parent to avoid delays.
- Be honest about your history. Never lie to border officers about past charges or convictions.
- Get legal advice if needed. If you or your spouse has a criminal record, speak with a lawyer about waiver options or restrictions before booking travel.
- Plan for re-entry. If you’re a permanent resident, student, or worker in Canada, ensure your documents are valid to return home.
Traveling with kids should be about creating lasting memories, not facing unexpected problems at the border. By preparing passports and visas in advance, carrying the right documentation, and addressing any criminal record concerns ahead of time, families can travel with confidence.
As Austin Mandall puts it: “The best trips are built on preparation. When documents are in order, families can focus on enjoying their time together.”
Gurasish Pal Singh adds: “Even one mistake from the past can affect travel today. Don’t wait until you’re standing at the border—get advice before you go.”
Akash Dhillon emphasizes: “Be truthful. Lying to border officials can make things far worse. Honesty and preparation are your best tools.”
And Ahmad Karzai reminds us: “No matter how small a charge may seem, it can have lasting consequences. Parents should be aware of this, especially when guiding their teens.”
With the right planning and awareness, families can keep their focus where it belongs: on new adventures, shared experiences, and stress-free travel.

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