Top 20 Travel Angel Investors in Canada in May 2026

Portfolio highlights

• Busbud — Travel the world by bus. Compare and easily book bus tickets from thousands of bus companies for your next destination with Busbud.
• Snapcommerce — A new way to shop that maximizes savings, benefits and rewards on mobile.
• Super.com — Through rich rewards and everyday savings, Super helps you access more of what you want at better prices, escape overspending, and level up life.

Portfolio highlights

• Hostaway — Hostaway vacation rental software and airbnb management system helps you grow your vacation rental property management business by automating and streamlining every aspect of your business across airbnb, vrbo, booking.Com, expedia, and many more.

Portfolio highlights

• Wishroute — Gain, retain and engage customers with conversational text messaging built for wellness apps, products and services. We do the 2-way texting for you and will help you optimize user experiences to increase revenue, engagement, conversion rates, activation rates, retention and more.
• LumiQ — LumiQ makes earning CPD hours fun and accessible for individual accounting professionals and teams on-the-go. Get started now!
• Pilot — Social Trip Planner that makes building an itinerary with friends easy. Easily plan trips, and see where friends have been so you can go too.

Portfolio highlights

• Buyosphere —
• GuestDriven — GuestDriven is a hospitality-focused guest engagement solution. We help hotels directly interact with guests, learn their preferences, build relationships and upsell inventory through personalized, moment-based targeted offers and communications.Guests are empowered with the ability to personalize and take full control of their stay, resultingin higher satisfaction, better reviews and more brand advocates.Founded in 2010 and headquartered in Montreal, Canada, GuestDriven has implementations in over 60 cities worldwide. Our team is dedicated to revolutionizing the most universal industry in the world.

Portfolio highlights

• Outway — Inspiring personal bests.
• Defined — Real-time token prices, charts, wallet tracking & trading terminal for Solana, Ethereum, Base, Arbitrum, Sui, BSC, Tron & many more networks
• Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.

Portfolio highlights

• Sherpa° — eVisas and travel requirements information for every step of your customer journey.
• Swept — Swept is a tech company that develop software solutions for the janitorial industry. Swept was founded by Matt Cooper and Michael Brown in August 2014 and is based in Nova Scotia.

Portfolio highlights

• DealGuru — DealGuru is a stealth startup in a ecommerce space.
• Serviceform — Welcome to future of communication - the truly all-in-one conversion and management software built for established businesses. Start now!
• Fiksuvuokraus.fi — Fiksuvuokraus.fi is an apartment renting platform for long-term contracts. In our service, the rental process is simplified and accelerated with the latest technologies that are primarily used only for apartment selling. We think that also rental apartments deserve to be found with modern tools.

Portfolio highlights

• Step — Build credit, bank smarter, and grow your money with Step. No hidden fees, no minimums. Join 7M+ users taking control of their finances. Start free today.
• Super.com — Through rich rewards and everyday savings, Super helps you access more of what you want at better prices, escape overspending, and level up life.
• TMRW Sports — TMRW Sports is harnessing technology to build modern approaches to sports, media, and entertainment.

Portfolio highlights

• Plannin — Plannin is a travel booking platform that offers travelers tools and resources.
• @hotel — Tripscout is the center of the world for passionate travelers. We bring you the best articles and videos to satisfy your wanderlust and help you plan amazing trips.
• Cruisebound — Cruising made simple. Cruisebound makes it easy to book your cruise online. Compare cruises from major cruise lines and find the best fit for your vacation needs.

Portfolio highlights

• Practice — Sell your expertise online, and manage your business, all in one place.
• Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.
• Windsor.io — Windsor lets sales and marketing teams improve conversion with personal videos. Record a single video, hook up your CRM and hit send. Our AI will create and send a personal video to every recipient

Portfolio highlights

• MinuteBox — Centralize legal entity records with MinuteBox. Automate compliance tracking and governance processes. Improve corporate record-keeping accuracy.
• Enso Connect — Seamless digital guest experience from booking through the entire stay and long-lasting relationships after check-out. Vacation rentals & Hotels remarketing tool.
• GoBolt — Elevate your logistics game while reducing your carbon footprint with GoBolt, your trusted 3PL provider focused on sustainability.

Portfolio highlights

• Hostaway — Hostaway vacation rental software and airbnb management system helps you grow your vacation rental property management business by automating and streamlining every aspect of your business across airbnb, vrbo, booking.Com, expedia, and many more.

Portfolio highlights

• Outway — Inspiring personal bests.
• Checkfront — With over 4000 customers in 120 countries, Checkfront is an Built on the _Saas_ model, Checkfront is a fully managed solution. It includes automated updates, backups, and industry-leading security on a high speed, highavailability network.

Portfolio highlights

• Checkfront — With over 4000 customers in 120 countries, Checkfront is an Built on the _Saas_ model, Checkfront is a fully managed solution. It includes automated updates, backups, and industry-leading security on a high speed, highavailability network.
• Social Nature — Join 1M+ members earning cash back on better-for-you products. Discover new brands by reading verified reviews, get exclusive cash back offers, and save money with Social Nature.
• Shadow Networks — Shadow Networks is a privately-held company that provides wireless internet service, cybersecurity, web designing, and hosting services. The company led by an experienced management team comprising former executives from networking and security leaders like Cisco, McAfee, Symantec, as well as top government research labs. They building a newgeneration of Active Threat Deception™ security solutions designed to combat today’s most dangerous and pervasive threats on Enterprises, Service Providers, and Government networks.Shadow Networks’ solutions will detect and mitigate a large number of new sophisticated attacks on enterprise and government networks; in particular, they targeting Advanced Persistent Threats (APTs) that have proven extremely vexing for existing security solutions–many of them are not caught today despite organizations spending over $9B on overall network security.With a proven foundation based on over 5 years of Government-funded research, and with technologies already deployed and proven at the US Department of Defense and other government agencies, the Shadow Networks platform aims to change the economics for APT attacks and turn the tables on attackers.

Portfolio highlights

• Connect4 — The client-centric platform for you and your team. Consistently deliver outstanding client meetings. Every single time.
• E-State Planner — Cloud-based estate planning software - for lawyers by lawyers. Save time, reduce malpractice errors, and improve your service delivery.
• Float Financial — Float Financial: Corporate cards, expense management, bill payments & high-yield accounts for Canadian businesses. Modern banking built for growth.

Portfolio highlights

• Kiind.me — Buy, send and track digital gift cards for your reward and incentive programs.
• Checkfront — With over 4000 customers in 120 countries, Checkfront is an Built on the _Saas_ model, Checkfront is a fully managed solution. It includes automated updates, backups, and industry-leading security on a high speed, highavailability network.

Portfolio highlights

• instaHOP — We inspire you to craft personal travel plans... and create unforgettable experiences. Adventure awaits - lets make it happen!

Portfolio highlights

• Sherpa° — eVisas and travel requirements information for every step of your customer journey.

Portfolio highlights

• Enso Connect — Seamless digital guest experience from booking through the entire stay and long-lasting relationships after check-out. Vacation rentals & Hotels remarketing tool.

Portfolio highlights

• Topkey — Topkey is an app that tracks expenses by property, sync transactions across systems, and save tons of money on bookkeeping. Topkey was founded in 2020 and was headquartered in San Francisco, USA.
• Enso Connect — Seamless digital guest experience from booking through the entire stay and long-lasting relationships after check-out. Vacation rentals & Hotels remarketing tool.