About Us

To make travel easy and enriching by offering hassle-free, expertly designed trips at exclusive rates. We handle every detail from flights and transfers to accommodations and experiences so travelers can focus entirely on discovery and connection.

What fuels us daily (AKA our Why): To connect people and cultures through rich, hassle-free travel experiences so every journey makes the world feel closer.

Wingbuddy was founded over a decade ago by Chris Hakim, who saw firsthand how complicated it was for travelers to plan multi-stop, experience-rich trips. While flights and hotels had become easier to book online, cultural tours and organized itineraries were still fragmented, expensive, and stressful to arrange.

Chris envisioned a simpler way, where modern technology and expert guidance worked together to remove the hassle from travel. Starting from a single desk inside his mother’s travel agency, Wingbuddy was built to make organized travel seamless, accessible, and enriching.

From those early days, Wingbuddy has grown into one of Canada’s leading tour operators, serving travelers across Canada, the U.S., and beyond. We have helped well over 100,000 travelers explore the world while staying true to our founding vision: delivering rich, hassle-free travel experiences that connect people and cultures.

• Scale meets care: We combine the experience of handling high traveler volumes with personalized service and attention to detail.

• Exclusive rates and value: Our group booking power and strong supplier relationships unlock pricing that individual travelers rarely find on their own.

• End-to-end ease: Flights, transfers, accommodations, and curated itineraries are seamlessly bundled into a single, hassle-free booking.

• CX as our compass: We measure success through loyalty, repeat travelers, and NPS, using feedback to improve every trip we offer.

Local expertise: Every itinerary is crafted with firsthand experience and deep destination knowledge, ensuring authenticity and richness.

At Wingbuddy, technology is at the heart of how we deliver rich, hassle-free travel experiences at scale.

Seamless, End-to-End Booking

• We have built systems that make booking complex, multi-stop trips as simple as buying a flight. Our platform integrates flights, transfers, accommodations, and itineraries into one clear and easy process for travelers and advisors alike.

AI-Driven Insights and Efficiency

• AI helps us anticipate traveler needs, improve response times, and streamline workflows behind the scenes so our team can stay focused on delivering exceptional, human-centered service.

Data-Backed Product Development

• We use traveler feedback and real-time data to refine every itinerary, from optimizing pacing to negotiating better rates with partners. This approach ensures each trip reflects what travelers value most.

Dynamic Pricing and Inventory Control

• Our technology enables smarter contracting and inventory management, helping us secure competitive rates and ensure availability, even during peak seasons.

Connected Ecosystem

• Wingbuddy’s internal systems connect marketing, sales, product, and customer support, creating a cohesive experience for travelers from their first interaction to their return home.

We design over 200 air-inclusive, hassle-free packages that span the globe:

• Organized Tours with guided experiences and seamless logistics.

• Semi-Organized Tours blending structure with flexibility.

• Freedom Tours for independent travelers who still want simplicity.

• All-Inclusive River Cruises that bring you directly to the heart of charming villages and historic cities.

• All-Inclusive Ocean Cruises that blend comfort with curated itineraries to iconic global destinations.

Every package includes flights, transfers, quality accommodations, and inter-city transport, tailored to match the style of travel you choose.

Wingbuddy has evolved from a single-desk startup into a trusted leader in travel, all while holding to our promise of simplicity and service.

• We have served well over 100,000 travelers, and continue growing rapidly.

• We now offer 200+ curated packages worldwide.

• Our traveler loyalty has doubled in recent years, driven by our relentless focus on CX.

• We empower travel consultants with turnkey products that are easy to sell and deliver.

Despite our scale, our core remains the same: care deeply for travelers, design with simplicity, and deliver journeys that create lasting memories.

When you travel with Wingbuddy, you join a company built on care, simplicity, and connection. From the first quote to your return home, our team ensures every detail is handled so you can focus on what matters most: experiencing the world and the people who make it unforgettable.