Best Online Travel Companies in Pennsylvania, United States
The 35 best Online Travel companies in Pennsylvania, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: ExpenseWatch.
Ranked: Best Online Travel companies in Pennsylvania
| # | Company | Disclosed funding | Last round | Stage | Founder | Founded | Tech stack | Recent signals |
|---|---|---|---|---|---|---|---|---|
| 1 | ExpenseWatch AI-powered travel and expense management solutions for businesses | $7M | 253 mo ago | Acquired | — | 2000 | — | — |
| 2 | Context Travel Expert-led private and small-group walking tours for immersive cultural experiences | $7M | 99 mo ago | Late Stage | — | 2003 | Cart FunctionalityRubyErlang+33 | — |
| 3 | TripScope Travel software simplifying business for agents with itineraries, CRM, and marketing | $2M | 130 mo ago | Acqui-Hired | — | 2013 | — | — |
| 4 | PackLate Last-minute vacation rental marketplace | $685K | 200 mo ago | Deadpooled | Steve Barsh CEO | 2009 | — | — |
| 5 | Brevity Online travel planning platform | $500K | 51 mo ago | Seed | — | 2021 | — | — |
| 6 | flyRuby CEO Charter Private Jet Online | $350K | 193 mo ago | Deadpooled | Michael Leek Founder & CEO | 2010 | — | — |
| 7 | ViaHero Online portal that makes on-demand travel plans for users | $185K | 75 mo ago | Seed | — | 2015 | — | — |
| 8 | TravelWits AI-powered travel booking solution for agencies and advisors | $50K | 139 mo ago | Seed | Armans Bimatovs Co-Founder | 2013 | Node.jsTailwind CSSJSS+16 | — |
Top 9 Online Travel companies in Pennsylvania
#1
Seed · Huntingdon Valley, Pennsylvania · founded 2021 · 8 employees$500Kraised▾
Online travel planning platform. The company's products and services cater to various aspects of life, including health, travel, and personal growth, helping individuals make the most of time.
- Jun 2022Seed$500K
#2
Late Stage · Philadelphia, Pennsylvania · founded 2003 · 6 employees$6.5Mraised▾
Expert-led private and small-group walking tours for immersive cultural experiences. We connect travelers with scholars and specialists for in-depth explorations of art, history, gastronomy, and architecture in global cities. Our tours offer engaging conversations and lesser-known stories, transforming sightseeing into meaningful discovery. We provide private tours, small group tours, museum & art tours, food, wine and market tours, tours for kids, excursions and day trips, audio guides and pre-trip lectures. We are a Certified B Corp, committed to sustainable tourism. Log in, Sign up, Book now, Cart, Advisor toolkit, Affiliate program, Gift cards, Blog, Newsletter, Cookies preferences.
- Jun 2018PE$1.5M
- Sep 2017PE$5M
#3
Acquired · Plymouth Meeting, Pennsylvania · founded 2000 · 16 employees$7Mraised▾
AI-powered travel and expense management solutions for businesses. It offers flexible solutions with proactive controls and insights for travel and expense management. The company provides travel management solutions focused on compliance and automated savings. Its payments and invoice solutions improve cash flow and automate tasks. The platform includes insights and analytics to manage cash flow and anticipate future spend, along with audit capabilities to identify and reduce wasteful spending. The AI platform categorizes expenses by industry, product, and integration. It provides expense automation for small to mid-size companies, and expense and invoice solutions for enterprise and global companies. The company offers a suite of products and add-ons, including cards, expense management software, invoice management software, and AI-driven audit and analytics tools. It is a B2B SaaS company offering cloud-based solutions, leveraging Artificial Intelligence for expense management, analytics, and audit.
- Aug 2005Series A$7M
#4
Seed · Pittsburgh, Pennsylvania · founded 2015 · 25 employees$185Kraised▾
ViaHero is an online portal where users can get custom trip plans through local experts. Users are asked for basic details of the trip & in return provides a complete trip itinerary. The application is available on the Android & iOS platforms.
- Jun 2020Seed—
- Mar 2020Seed—
- Oct 2016Seed$185K
#5
Acqui-Hired · California, Pennsylvania · founded 2013 · 26 employees$1.6Mraised▾
Travel software simplifying business for agents with itineraries, CRM, and marketing. It is a SaaS platform designed for travel agents, agencies, tour operators, DMCs, and tourism organizations. The software provides itinerary management, proposal and quote creation, CRM, custom forms, website building, and marketing tools. It aims to streamline workflows, enhance client experiences, and grow travel businesses. Key features include a drag-and-drop itinerary builder, secure CRM for client management, proposal generation, website creation, and mobile-first client experiences. It offers solutions for itinerary management, proposals, CRM, website and marketing, and a mobile app. It supports travel agents, DMCs, tour operators, DMOs, and host agencies. The platform emphasizes ease of use, customization, and dedicated customer support. It offers subscription-based pricing and a free trial. It is a cloud-based platform with login functionality.
- Nov 2015Seed$1.2M
- Seed$350K
#6
Deadpooled · Philadelphia, Pennsylvania · founded 2009$685Kraised▾
PackLate.com is last-minute vacation rental marketplace. They enable users to book vacation rentals closer to their date of travel. The users can monitor the price-change in real time and book at a lower price.
- Jan 2010Seed$685K
#7
Deadpooled · Pittsburgh, Pennsylvania · founded 2010$350Kraised▾
flyRuby.com is an online private jet marketplace to search, compare and book private jets for pleasure or business travel. It's platform scans through all available flight routes and present you with a list of bookable jets at the nearest airport. Users can then choose a plane and make payment on the site itself. The service was originally developed by Carnegie Mellon University as part of a project for the Defense Advanced Research Projects Agency (DARPA) that was supposed to help the air force manage its private jets.
- Aug 2010Angel$250K
- Apr 2010Angel$100K
#8
Seed · Pittsburgh, Pennsylvania · founded 2013 · 8 employees$50Kraised▾
AI-powered travel booking solution for agencies and advisors. They offer a cutting-edge, AI-driven online booking solution designed to supercharge travel advisors. This innovative platform aggregates travel data, utilizes modern UX design, and employs proprietary AI search algorithms to deliver next-generation travel search and booking technology. The platform aims to streamline workflows, reduce training time for new advisors, and eliminate silos in existing tools. It offers features like intuitive search, one-stop search and booking, and AI-generated tips for upselling and cross-selling. This is a B2B SaaS platform for travel agencies and advisors, offering a comprehensive solution to enhance their booking processes and improve client service.
- Feb 2015Seed$25K
- Seed$25K
#9
Deadpooled · Pittsburgh, Pennsylvania · founded 2017 · 5 employees—raised▾
Airbuy provides an AI-enabled in-flight B2B e-commerce platform for airports and airlines to optimize and manage ancillary revenue. The AI-enabled platform leverages the in-flight wi-fi system to provide personalized recommendations and content to travelers. Additionally, travelers can browse & order goods as well as manage deliveries/pick-up points.
- 2018Seed—
Funding & investor landscape
Market landscape — 10 sub-themes by coverage
Share of Online Travel coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising