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.

Swims, whose real name is Jaten Dimsdale, says he's excited about the campaign because it aligns with his belief that "confidence is key" and that men taking the lead on travel plans can be a major turn-on for women. According to Booking.com data, 56% of women find their partner booking a trip as arousing as foreplay, and 93% find it more attractive than a good physique or big paycheck.

The collaboration also allowed Swims to tap into his "Anchorman" persona, with the commercial featuring him in a robe, being "sexy" while booking the trip. Swims hopes the campaign will help reframe the notion that men don't usually take charge when it comes to travel planning.