Skylark merges technology with luxury travel.

We got into this business because we love travel.

Since the beginning, Skylark has been dedicated to making our clients’ vacations exceptional: we only partner with the best hotels and resorts; we created a powerful online search and booking platform so planning the best getaways could be done whenever, wherever; and we built a team of experienced, savvy travel advisors to assist, advise, support, and service all of your travel—whether your trip’s a quick weekend in Miami or a two-month trek through Mongolia.

ONLINE OR OFFLINE: YOU CAN HAVE IT BOTH WAYS

The world has changed since the old days of brick and mortar travel companies—and we’re happy to be leading the pack. At Skylark, we believe details, consistency, quality, honesty, and trust matter.

We understand the value, ease, and convenience of online shopping, but we think the expertise and support of real human advisors is invaluable—especially now.

That’s why we built a platform that combines the best of the online and offline travel services:

  • A curated collection of over 1,500 best in class hotels and resorts which are bookable online with real-time, transparent pricing.
  • Industry-leading, privately negotiated contracts with every major airline that can save you up to 60% in Business class.
  • Skylark’s team of expert, in-house advisors who are at the ready in case anything comes up—without charging any extra hidden fees.
  • The result? A straightforward booking experience, exceptional vacations, and total peace of mind.

TRUSTED RELATIONSHIPS

Our trusted, preferred relationships span the entire industry, from over 1,500 of the best luxury hotels and resorts, to our elite flight contracts, to close relationships with local guides and concierge on the ground. We only work with the best so you never have to worry about being overwhelmed by irrelevant or deceiving options. This means you get insider deals, daily breakfast, free upgrades, resort credits, special experiences like tequila tastings, cooking classes, and more.

VIP SERVICE, EVERYWHERE YOU GO

When you travel with us, you can travel with the confidence that we’ve got your back. Our team knows that it’s our job to make every part of your vacation feel like a vacation—from our curated portfolio of properties to clear, upfront pricing all the way through booking to making sure you can reach out to our expert advisors and 24/7 support should you ever need assistance, advice, or help with anything from safaris to spa reservations.

The only thing you need to think about is, where are you off to next?

Our Team + Advisors

Paul Tumpowsky

CEO

Adam Singer

CTO

David Lerman

COO

Paul Metselaar

Chairman

Jessica Ware

Vice President, Marketing

Lauren Shook

Agency Manager

Kylie Courtney

Travel Advisor

Emma Morrison

Travel Advisor

Maddie Saiontz

Travel Advisor

Spencer Jones

Travel Advisor

Cezary Pietrzak

Marketing

Adam Gwosdof

Air Industry

Jess Bauer

Airdesk Manager

Hartanto Yuwo

Business Analyst

Kevin Shen

Data Marketing

Koushik Dasika

Engineering

Matthias Johnson

Devops

Lawrence Paulino

Agency Operations

Evan Konwiser

Advisor

Peter Frank

Editorial

Now Boarding

We‘re always looking for talented
engineers, agents and marketers.

Write us at careers@skylark.com