The 2026 season is set to be a spectacular year for luxury travel across the Mediterranean. Beyond the timeless appeal of the Riviera, the upcoming calendar is packed with elite sporting events, prestigious yacht shows, and high-fashion galas that make a private yacht charter the ultimate way to experience the action.
By chartering a superyacht, you secure a front-row seat to the region’s most exclusive gatherings while maintaining a level of privacy and comfort that land-based hotels simply cannot match. From the high-octane energy of the track to the artistic glamour of the red carpet, a yacht serves as your mobile VIP suite and a serene sanctuary all in one.
The 2026 Mediterranean Luxury Calendar
CANNES FILM FESTIVAL | MAY 12 – 23, 2026


While the world’s biggest stars grace the red carpet, the real spectacle often unfolds in the Vieux Port. For the 79th edition of the festival, a superyacht charter provides an unmatched vantage point in the heart of the action. Beyond the screenings and cinematic prestige, a private yacht serves as an elite sanctuary away from the crowds, a sophisticated base for stylish accommodation, and the ultimate venue for high-profile soirées. It remains the quintessential event for those looking to blend the glamour of the silver screen with the luxury of the French Riviera.
LES VOILES D’ANTIBES | MAY 27 – 31, 2026

Setting the stage for the Mediterranean summer, Les Voiles d’Antibes is a tribute to the “Golden Age” of yachting. Since 1996, this regatta has been the premier gathering for vintage and classic vessels. From the historic docks of Port Vauban—Europe’s oldest marina—competitors race across a stunning 23 km coastal course. The event is more than a competition; it is a cultural celebration featuring parades, exhibitions, and live concerts, making it an essential stop for those who appreciate maritime heritage and spirited sailing.
CANNES YACHTING FESTIVAL | SEPTEMBER 8 – 13, 2026


As the first major event of the autumn season, the Cannes Yachting Festival is Europe’s leading in-water boat show. Spanning the Vieux Port and Port Canto, it offers an exhaustive look at the industry’s latest innovations, from sleek day boats to majestic superyachts. Discerning visitors can engage in sea trials to experience performance firsthand or explore the “Luxury Gallery” dedicated to high-end lifestyle brands. For the superyacht community, it is the perfect fusion of business and pleasure, showcasing the latest advancements in sustainable design and naval technology.
Read also: Cannes Yachting Festival 2025 – Dates, Details & Location
MONACO GRAND PRIX & GRAND PRIX HISTORIQUE | May 2026

The Principality of Monaco remains the crown jewel of May. The Grand Prix Historique (May 8–10, 2026) offers a nostalgic journey as legendary F1 cars from the pre-war era through the 1980s take to the streets. Two weeks later, the Formula 1 Monaco Grand Prix (June 4–7) arrives. A trackside berth in Port Hercule provides an unbeatable vantage point, placing you in the center of the action, the parties, and the world’s most elite social scene.
LORO PIANA SUPERYACHT REGATTA | June 2026

Set against the emerald waters of Sardinia, the Yacht Club Costa Smeralda hosts this prestigious four-day event. It is a masterclass in elegance, featuring a diverse fleet of high-performance carbon racers and classic superyachts navigating the La Maddalena archipelago. For charterers, the blend of fierce competition and the exclusive social calendar in Porto Cervo makes this a highlight of the Italian summer.
THE SUPERYACHT CUP PALMA | June 24 – 27, 2026

Celebrating its 30th Anniversary in 2026, Europe’s longest-running superyacht regatta will be a landmark event in Mallorca. This milestone edition promises a massive turnout of the world’s most impressive sailing yachts, including the elegant J-Class, blending high-stakes racing with the vibrant lifestyle of the Balearics.
VENICE INTERNATION FILM FESTIVAL | September 2 – 12, 2026

The 83rd edition of the world’s oldest film festival returns to the Lido di Venezia. Arriving by yacht allows for a seamless transition from the red carpet to the privacy of your own deck, anchored in one of the world’s most atmospheric maritime settings.
MONACO YACHT SHOW | SEPTEMBER 23 – 26, 2026

In a significant calendar shift for 2026, the Formula 1 Louis Vuitton Grand Prix de Monaco moves to the first weekend of June. Witness the pinnacle of motorsport from a luxury yacht, where you are just meters from the tightest corners of the track, accompanied by world-class hospitality.
Read also: 10 LUXURY YACHTS MOST REMARKABLE
LES VOILES DE SAINT-TROPEZ | SEPTEMBER 26 – OCTOBER 4, 2026

This iconic regatta marks the grand finale of the Mediterranean season. Born from the legendary “La Nioulargue” in 1981, it now attracts over 300 of the world’s finest classic and modern yachts to the Bay of Saint-Tropez. The competition is fierce, with crews vying for the Rolex Trophy and BMW Trophy, yet the atmosphere remains one of camaraderie and celebration. For spectators, witnessing the contrast of ultra-modern carbon racers alongside historic timber masts against the Saint-Tropez skyline is a highlight of the yachting calendar.
Secure Your 2026 Mediterranean Experience
Navigating these exclusive events requires meticulous planning and early access. At Windward Yacht Charters, we specialize in connecting you with the world’s most elite vessels and securing prime berths at these high-demand venues. From the red carpets of Cannes to the historic races in Antibes, our consultants ensure your 2026 journey is defined by luxury and seamless service.
Read also: Why will the super rich always own yachts? Our take as a broker




