Top 5 Cruise Nights Every Entrepreneur Should Experience:
Find out which night interests you:
Here’s the thing—when I first stepped onto a Virgin Voyages ship, I thought the themed nights were just for fun. But what I didn’t expect was how much they’d actually teach me about business. Every time I’ve leaned into one of these nights, I’ve walked away with more than just good memories. I’ve left with clarity, fresh ideas, and connections that stuck long after the cruise ended.
That’s the Out of Office lifestyle in action—using travel as a reset that fuels your business instead of pulling you away from it. If you’re an entrepreneur, these are the cruise nights you don’t just want to attend—you need to experience them.
Scarlet Night (Virgin Voyages)
Scarlet Night transforms the ship into a glamorous playground of bold reds, high-energy dancing, and spontaneous surprises. It’s the perfect environment for letting your guard down—where real insights and authentic connections happen.
Why it matters for business owners:
Creative energy boost – Immersing yourself in pure joy sparks fresh ideas.
Uncommon connections – Shared experiences create genuine bonds, far more memorable than boardroom chats.
Letting go – Hours of theater, costumes, and dance clear the mind better than a strategy session.
Lifestyle alignment – Scarlet Night showed me exactly what OOO stands for: business doesn’t have to feel heavy. It can feel vibrant, alive, and aligned.
White Party / All-White Dress Code Night:
There’s something magical about hundreds of travelers dressed in white—elevated, elegant, and unified. The aesthetic alone lifts the mood. Empresarios and creatives often find these nights spark deeper engagement, whether in spirited conversations or quiet connection.
Why it matters for business owners:
Visual reset – The all-white Virgin Voyages White Party” creates calm and harmony, refreshing overstimulated minds.
Elegant networking – Conversations feel easy and authentic without rigid formality.
Presence over pressure – It’s about showing up as yourself, not hustling to impress.
Photo-worthy reflection – Serene surroundings encourage you to pause, reflect, and regain clarity.
Decades Night (70s, 80s, 90s Themes):
Step into another era and recharge through music, nostalgia, and themed fun. Whether it’s disco, 80s rock, or 90s classics Virgin Voyages Decades Night is a joy-filled reset.
Why it matters for business owners:
Creative reset through nostalgia – Revisiting another decade sparks fresh thought pathways.
Organic connections – Shared enthusiasm for music or costumes breaks the ice naturally.
Presence over performance – Being fully immersed in the moment disrupts the “always-on” mindset, restoring clarity and perspective.
Whether you’re shimmying to disco or vibing to your favorite 90s track, Decades Night on Virgin Voyages is a business reset disguised as fun.
Masquerade or Costume Night
Masks blur roles—who is “the CEO” when everyone's behind a mask? It's the ultimate permission slip to relax, reflect, and connect authentically without expectation.
Why it matters for business owners:
Creative freedom – Drop the CEO role and rediscover play, where clarity often hides.
Elegant presence – Style and atmosphere do the talking—it’s about being, not pitching.
Organic connection – Mystery levels the field, allowing conversations to unfold without pressure.
A cruise masquerade night creates a level playing field, where entrepreneurs connect without titles or expectations.
Why These Nights Are OOO Essentials
Every one of these Virgin Voyages themed nights reminded me of the OOO truth: business and lifestyle don’t have to be separate.
They taught me to:
Value presence over performance.
Make space for creativity, connection, and clarity.
Trust that the best business insights don’t always happen in meetings—they happen when you’re living.
So yes, these nights are fun. But for me, they’ve become more than that. They’re part of my business strategy. They’re how I reset, recharge, and return with the ideas and energy that actually move me forward.
Because sometimes, the best strategy session doesn’t happen in a boardroom—it happens under red lights, on a dance floor, or behind a mask at sea.
Every Cruise Night is an opportunity to make rest part of your business strategy—not just downtime. Whether it's scarlet, neon, retro, or mysterious, your next getaway can fuel both your soul and your enterprise.
