Save yourself the headache and don't leave your entertainment for the busy and impactful holiday season to chance.

The Holiday Booking Rush is Real

By the time October rolls around and you're thinking about your December holiday party, you're already behind. The best performers have been booking their holiday calendar since summer, and what's left available might not be what you had in mind for your celebration.

Here's the reality: professional entertainers treat November and December like their playoffs. It's their busiest season, when demand far exceeds supply. If you're not thinking about your holiday entertainment until the leaves start changing, you're competing for what's left over.

Why Smart Planners Book in Summer

Access to Premium Performers

When you book your holiday entertainment in July or August, you have access to the full roster of available performers. You can choose based on what's best for your event, not just who happens to still have December 15th open. This means the performers you actually want, not whoever's left.

Time to Create Something Special

Booking early gives you time to work with your chosen performers to create something truly memorable. Want custom arrangements of holiday classics? Need specific songs that tie into your company culture or event theme? These conversations happen best when there's time to collaborate, not when everyone's scrambling to confirm basic details.

What Gets Harder to Find Later

Specialty Acts and Full Holiday Repertoires

Looking for a jazz trio for your elegant cocktail reception? Not every band is equipped to handle holiday music with sophistication. The performers who specialize in holiday entertainment or have extensive, well-curated holiday repertoires book up first. By November, your options become significantly more limited.

When booking holiday entertainment in summer, ask about their holiday repertoire and how they handle the unique energy of holiday events. Get specifics about what "holiday entertainment" means to them — some performers have extensive collections of holiday music across different genres and eras, while others might have a handful of standards they can add to their regular set.

The Weekend Wars

December weekends are the most competitive dates of all. Everyone wants their party on a Saturday night, but there are only so many Saturday nights in December. Smart planners secure their preferred dates early or consider alternatives that still deliver the luxury experience they're seeking.

The Peace of Mind Factor

Perhaps the biggest benefit of early holiday booking is simply knowing it's handled. While your colleagues are stressed about finding quality entertainment in November, you'll be focused on the details that matter — creating an unforgettable experience for your guests.

There's something to be said for going into October knowing your entertainment is locked down with performers you're genuinely excited about.

Start Planning Now

Don't let another year go by where you're scrambling for holiday entertainment or settling for whoever happens to be available. Your celebration deserves better than leftovers.

Moonlighting understands the importance of holiday entertainment done right. Our holiday repertoire spans decades and genres, and we're already taking bookings through the end of 2025. Contact us while you still have the luxury of choice — your future self will thank you when December arrives and your entertainment is the highlight of the season, not a last-minute compromise.

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