Lately, I’ve noticed more and more clients asking:
“Can I add a few extra days to explore while I’m already traveling for work?”
The answer is a big YES—welcome to bleisure travel: the perfect mix of business and leisure. Whether you’re heading to a conference in San Diego or a company meeting in Barcelona, adding a few vacation days is a smart (and fun!) way to maximize your time and budget.
Why Bleisure Is Booming
In 2025, flexible schedules and remote work options make it easier than ever to stay a few days after a work trip—or even bring a partner or friend along.
- You’ve already paid for the flight—why not stretch the value?
- Hotels often offer weekend discounts after weekday business stays.
- It’s a low-stress way to squeeze in some travel without planning a separate trip.
Top Bleisure-Friendly Cities
📍Chicago
Perfect for foodies, architecture lovers, and Lake Michigan views. After your meetings wrap, grab a deep-dish pizza and catch a show in the Loop.
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Photo by Chait Goli on Pexels.com
📍Lisbon
Great for European conferences and easy to explore solo. Stay a couple extra days to wander Alfama, sip vinho verde, and ride Tram 28.
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📍Austin
If you’re in town for a tech or creative conference, stay the weekend for live music, Barton Springs, and some of the best tacos you’ll ever eat.
Starship’s Bleisure Tips
✅ Extend strategically – Add a weekend before or after the work portion so you’re not using extra PTO.
✅ Bring your travel companion in later – Have your friend or partner fly in after the work part wraps up.
✅ Let me book it as one trip – I can organize separate invoices for your employer and your personal portion.
Client Highlight
One of our clients had a work trip in Rome and ended up spending three extra nights exploring the Amalfi Coast with her sister. The total cost was way less than booking a separate vacation—and the memories were priceless!
Ready to Turn Your Next Work Trip into a Mini Getaway?
Let’s plan something unforgettable—without the stress.
📧 info@starshiptravelagency.com
📞 (847) 394-1155