What is the "This Guy Books" Experience with Teddy Swims?

The "This Guy Books" Experience with Teddy Swims is a special travel package offered by Booking.com in 2025, where 5 lucky couples will get to meet the Grammy-nominated singer and have him help them book their dream trip to Chicago.

Home / Arts and Entertainment / Teddy Swims Offers Couples Exclusive "This Guy Books" Travel Experience

Teddy Swims Offers Couples Exclusive "This Guy Books" Travel Experience

Q: How can I participate in the "This Guy Books" Experience with Teddy Swims?

The "This Guy Books" Experience with Teddy Swims will open for bookings on a first-come, first-served basis on November 25, 2025, at 10 a.m. ET. The package costs just $1.43, a nod to old-school pager code for "I love you."

Q: What does the "This Guy Books" Experience with Teddy Swims include?

The "This Guy Books" Experience includes a two-night stay in Chicago, a private meet-and-greet with Teddy Swims, $10,000 in Booking.com Travel Credits, tickets to a festive holiday performance, dinner for two at a romantic restaurant, and special treats like fireside cocktails or a winter stroll.

10 Nov

•

Summary

Teddy Swims partners with Booking.com for a unique travel campaign
5 lucky couples will meet Swims and book their dream trip in Chicago
Booking data shows women find partner booking trips more attractive than looks or money

Teddy Swims Offers Couples Exclusive "This Guy Books" Travel Experience

In November 2025, Teddy Swims, the Grammy-nominated singer, will be partnering with Booking.com to offer a unique travel experience for five lucky couples. The "This Guy Books" campaign will open for bookings on a first-come, first-served basis on November 25, 2025, at a special price of just $1.43.

The winners will get to meet Swims in person and work with him to book their dream trip to Chicago from December 7-9, 2025. The package includes a two-night stay at a Booking.com property, a private meet-and-greet with Swims, $10,000 in Booking.com Travel Credits, tickets to a festive holiday performance, dinner for two at a romantic restaurant, and special treats like fireside cocktails or a winter stroll.