HeadBox vs Sailo
Side-by-Side Comparison
| Metric | HeadBox | Sailo |
|---|---|---|
| Founded | ||
| Founded | 2015 | 2015 |
| Headquarters | ||
| Headquarters | London, United Kingdom | New York, United States |
| Employees | ||
| Employees | 67 | 55 |
| Industry | ||
| Industry | E-Commerce, Internet, Marketplaces | E-Commerce |
| Funding Stage | ||
| Funding Stage | Not tracked yet | Seed |
| Total Funding | ||
| Total Funding | $13.40M | $2.22M |
| Funding Rounds | ||
| Funding Rounds | 6 | 3 |
| Services | ||
| Services | Venue Booking Platform, Event Planning Assistance, Venue Finding Services, AI-driven M&E Solutions, Host and List Event Spaces | Not tracked yet |
| Target Customers | ||
| Target Customers | Corporate Event Planners, Private Party Organizers, Businesses with M&E Programs, Individuals Planning Personal Events | Not tracked yet |
| Taxonomy | ||
| Taxonomy | Event TechnologyVenue BookingEvent Management SoftwareMeeting PlanningHospitality TechnologySaaS Solutions +9 | Boat RentalsYacht ChartersGlobal MarketplaceSailboatsMotorboatsMega Yachts +6 |
| Website | ||
| Website | headbox.com | sailo.com |
About HeadBox
HeadBox, founded in 2015, is a UK-based event technology company with a mission to bring people and spaces together to make brilliant things happen everywhere. It stands out as the easiest solution for event planning, allowing customers to book, manage, and deliver events seamlessly with its innovat...
About Sailo
Sailo is a global online boat rental and yacht charter marketplace that connects renters to one of the largest supply of sailboats, motorboats, and mega yachts in the world. Founded in 2014 by former entrepreneurs and engineers from Silicon Valley, Sailo has positioned itself as a significant player...
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Compiled from the BounceWatch company index. We last looked at HeadBox on 11 Jan 2026, and Sailo on 12 Sep 2024. Where a field is blank here, it means we have not recorded it — not that the answer is zero. How we source and date this.
