The Billionaire's Social Calendar: Inside the Year's Most Exclusive Destinations

There is a rhythm to how the world’s elite travel—and it is anything but random.

From superyachts in the Caribbean to couture-filled ballrooms in Paris, these destinations are more than just beautiful places. They are where new ideas are born, friendships deepen, and extraordinary memories are made. Over the years, I have been lucky to cross paths with a few of these moments—and this calendar reflects a mix of personal favorites and time-tested staples among the world’s most well-traveled.

Whether you are mapping out your next trip or simply curious what a well-lived year might look like, consider this your starting point. I will be diving into several of these events in more detail throughout the year, sharing behind-the-scenes stories, travel insights, and personal notes from the journey.

Let us take a look inside The Billionaire’s Social Calendar.

January: St. Barth’s for New Year’s Eve

The year begins in Gustavia Harbor, where the energy is unmatched and the boats gleam under a Caribbean moon. It is not just a party—it is a reunion of sorts, where familiar faces reconnect and the tone for the year ahead is set.

Why we go: Warmth, world-class music, and the best kind of buzz—social, not just champagne. 

Insider tip: Reserve your villa or charter by summer. The real currency here is timing. 

Source: Forbes Travel Guide

January: Sundance Film Festival, Park City

The snow may fall, but the conversations are warm. Sundance brings together creatives, investors, and visionaries. It is not unusual for a casual coffee on Main Street to turn into a new venture—or even better, a new friendship.

Why we go: A celebration of creativity, and a reminder of the power of storytelling. 

Insider tip: Skip the red carpet. The magic happens in the chalets. 

Source: The Hollywood Reporter

February: The Super Bowl (Various U.S. Cities)

Some come for the game. Others come for the energy. And everyone ends up somewhere between a luxury suite and a brand-hosted afterparty. It is loud, fun, and surprisingly strategic.

Why we go: To reconnect, reset, and ride the cultural wave of one massive weekend. 

Insider tip: The Friday night dinners are where real relationships are built. 

Source: Bloomberg

March: Spring Skiing in Aspen

Aspen in March has its own charm—sunshine on snow, fireplaces after full days, and runs that turn into long lunches. Whether on the slopes or in town, it is all about movement—on skis, in conversation, and in mindset.

Why we go: To slow down, catch up, and be surrounded by nature and good people. 

Insider tip: Make time for Cloud 9, and don’t underestimate the power of a quiet dinner at Casa Tua. 

Source: Town & Country

April: The Masters, Augusta, Georgia

The quiet of Augusta National holds a certain reverence. There is pageantry, yes—but also an unspoken understanding that those who gather here are bound by a love of legacy and excellence.

Why we go: For tradition, and for the handshake moments that happen away from the leaderboard. 

Insider tip: If Berckmans Place is on your invitation, cancel everything else.

Source: Golf Digest

May: Cannes Film Festival

Cannes is one of those places where you feel the creative pulse of the world. The premieres are legendary, but it is the long lunches, the late-night yacht convos, and the passion of the artists that keep you coming back.

Why we go: To support great storytelling—and to gather with people shaping culture. 

Insider tip: The tenders shuttle more insight than you’d expect. 

Source: Variety

May: Monaco Grand Prix

It is hard to describe the electricity of watching Formula 1 cars scream past historic buildings—especially from the deck of a yacht or the balcony of a grand hotel. Monaco is elegance in motion.

Why we go: For the adrenaline, the beauty, and the timeless glamour. 

Insider tip: Book rooms or boat berths a year in advance. You will not regret it. 

Source: F1 Experiences

June: Venice Biennale (every odd-numbered year)

The Biennale is more than an art show—it is a cultural pilgrimage. Venice itself becomes a canvas, with every palazzo and alleyway holding possibility. You never leave uninspired.

Why we go: To witness vision and innovation up close—and reconnect with the global creative community. 

Insider tip: Start early in the Arsenale and stay late for the conversations that spill into the canals. 

Source: La Biennale di Venezia

July: Wimbledon, London

There is something quietly powerful about Wimbledon. The tradition, the precision, the pride. It is an experience steeped in grace, best enjoyed with old friends and new introductions.

Why we go: Because some rituals never go out of style. 

Insider tip: Debenture seats are hard to come by—but they are worth every pound. 

Source: Wimbledon.com

August: Burning Man, Black Rock Desert

There is no experience quite like Black Rock City. While it is easy to focus on the spectacle, the real takeaway is introspection, expression, and genuine connection—with others and with yourself.

Why we go: For creativity, community, and the reminder that reinvention is always possible. 

Insider tip: Stay flexible. The best moments are unplanned. 

Source: Business Insider

September: Monaco Yacht Show

Superyachts, sea breeze, and serious conversations. The Yacht Show is not just a display—it is a deep dive into design, craftsmanship, and lifestyle dreams realized.

Why we go: To explore what is possible when vision meets craftsmanship. 

Insider tip: Get on the list early. Brokers book up months ahead. 

Source: Monaco Yacht Show

November: Le Bal des Débutantes, Paris

An evening of elegance, legacy, and celebration. Le Bal is a moment of old-world glamour in a modern world—where stories are passed down, and new chapters begin.

Why we go: Because tradition, when honored well, never feels outdated. 

Insider tip: Couture is expected. Confidence is key.

Source: Tatler

December: Art Basel, Miami Beach

As the year winds down, Basel turns up. Between the galleries, installations, and brand activations, the beach becomes a marketplace of ideas and energy. It is equal parts art and atmosphere.

Why we go: To wrap the year in color, creativity, and connection. 

Insider tip: Basel is only the beginning. Explore the satellite fairs and the quiet morning shows, too. 

Source: Art Basel

Final Takeaway

If there is one thing I have learned while traveling alongside entrepreneurs, creatives, investors, and friends—it is that the most meaningful moments are rarely about the place itself. They are about who you are with, and how present you are when you get there.

The destinations on this calendar are undeniably iconic. But what makes them unforgettable are the conversations over candlelit dinners, the spontaneous adventures, and the chance encounters that turn into lifelong friendships.

Where you go matters. But why you go—and who you share it with—matters even more.