Mission ✈️ Ready to Join the Classic Vacations Adventure? At Classic Vacations, we don’t just book travel—we craft unforgettable experiences. Think of us as the fairy godparents of luxury vacations, sprinkling magic (and a whole lot of strategy) over every itinerary we touch. But here’s the real secret sauce: it's our people and our purpose. We’re a crew of curious, collaborative, passionate pros who live by ten powerful principles that fuel how we work, connect, and grow together.
💼 What Makes Us… Us? We live by the mantra: "Put yourself in the shoes of our customers and partners." Yes, actual empathy. It’s not just a buzzword here. Whether it’s a dreamy honeymoon in Bora Bora or a complex group booking, we focus on what matters most to the people we serve.
Then there’s our team. One team. Group first. Forget silos and turf wars—we’re stronger (and way more fun) together. Classic is where high-fives meet high-performance.
We also have a serious bias for action. We don’t sit on ideas so long they fossilize. We move fast, we try new things, and sometimes we fail—but always forward. We’re allergic to stagnation. If you’re a “let’s do this!” type, you’ll fit right in.
🌟 Always Getting Better (Seriously) "Relentlessly Strive for Better" is not just wall art—it’s how we operate. Feedback isn’t scary here, it’s gold. We’re lifelong learners, tinkerers, dreamers, and doers. Want to pitch an idea, lead a project, or learn a new skill? Do it. You’ve got a whole squad cheering you on.
Big thinker? Great. Detail fanatic? Also great. We think big and small so we can zoom out and dream AND zoom in and execute like pros. Strategy and spreadsheets, baby. Both are welcome.
And we’re obsessed with using data—but we also trust our gut when the moment calls for it. Because being data driven and business judgment led is how we make decisions that are smart, fast, and customer-obsessed.
🧠💬 No Ego, Just Real Talk We simplify everything (jargon makes us itchy), we’re open and honest (straight-shooters with kindness), and we keep our egos in check. We believe humility isn’t weakness—it’s a superpower. We laugh a lot, ask questions, say “I don’t know” when we don’t, and give credit like it’s confetti.
And above all, we assume positive intent. If you’re an optimist who believes most people are doing their best—even on tough days—you’ll love it here. We’re not perfect, but we genuinely like each other and that makes all the difference.
🏆 Why Work Here? Because we’re not building a business—we’re building a culture that feels good to be part of. If you’re ready to bring your whole self, level up your skills, make a real impact, and do work that actually means something, we’ve got a seat at the table for you.
Classic Vacations: Where work meets wow
Description We’re not just another travel company. We’re Classic Vacations—where luxury travel dreams become real-life Instagrammable memories, and where the people behind the scenes (yes, that could be you) make it all happen with heart, hustle, and a whole lot of fun.
Born in 1978 with a vision to redefine luxury travel, Classic started out as a spark, before spreading its sunshine to travelers and travel advisors all across the U.S. Over four decades later, we’ve grown into a powerhouse in the premium and luxury vacation space, handpicking the world’s most spectacular destinations—from overwater bungalows in Tahiti to hillside villas in Italy—and pairing them with unbeatable service and insider perks. (Seriously, we’re like the fairy godparents of travel.)
But what really makes Classic, well... Classic? It’s not just the five-star hotels or the hand-crafted itineraries. It’s our people. We’re a passionate, quirky, supportive bunch who believe in doing things the Classic way—that means putting our customers and travel partners first, striving for better every single day, and showing up for each other with positivity and purpose.
We’ve seen the travel world change, evolve, flip upside-down (hello, 2020), and bounce back—and through it all, we’ve stayed focused on innovation, excellence, and connection.
At Classic, your voice matters. Your ideas matter. Your curiosity, creativity, and commitment to making things better every day? Those really matter. Whether you’re booking the perfect honeymoon, solving a tech challenge, or finding new ways to delight our customers, you’ll be part of a team that believes in celebrating wins, learning from misses, and never settling for average.
✨ Why Join the Classic Crew? Impact what matters: Your work helps create life-changing travel experiences.
No corporate robots here: We're human. We laugh, we learn, we grow.
Collaboration over competition: One team. All in. Every time.
Culture that cares: We lead with heart, operate with purpose, and always assume the best in each other.
If you’re passionate about travel, addicted to problem-solving, and love the idea of working somewhere where people genuinely care about one another—your next adventure starts here.
Classic Vacations. Luxury Travel, Powered by People.
Classic Vacations has an employee rating of 3.6 out of 5 stars, based on 71 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Classic Vacations employee rating is in line with the average (within 1 standard deviation) for employers within the Hotels & Travel Accommodation industry (3.6 stars).
Overall, 63% of employees would recommend working at Classic Vacations to a friend. This is based on 71 anonymously submitted reviews on Glassdoor.
70% of job seekers rate their interview experience at Classic Vacations as positive. Candidates give an average difficulty score of 2.5 out of 5 (where 5 is the highest level of difficulty) for their job interview at Classic Vacations.