Photographing the classics is when the wide-angle lens comes out. You want everything in the frame — sweeping sheerlines, polished varnish, full sails, and crews moving in choreography. These yachts are beautifully restored and deeply loved, and the pride in this fleet shows in every detail.

Spray flies and adrenaline surges as the Swan fleet charges upwind through the Bonifacio Channel, where Corsica’s towering limestone cliffs funnel the Mediterranean mistral into one of the most demanding racecourses in Europe. During the Club Swan 36 Challenge, conditions delivered exactly what Bonifacio is known for: steep seas, accelerating pressure, and racing that leaves no room for hesitation.

These are the moments that define great calendar images — not just dramatic sailing, but sailing that tells a complete story in a single frame. Power, proximity, precision, and place all converge here. The fleet drives hard upwind, crews stacked to weather, bows punching through spray as control is constantly negotiated rather than assumed.

In a sport shaped by tradition, innovation, and the continued contributions of dedicated organizations, partnerships like this reflect the evolving ways sailors learn, connect, and celebrate their experiences.

Landfall’s roots in seamanship and safety, paired with Ultimate Sailing’s lens on the sport’s energy and artistry, create a richer offering for the community.

At its heart, this collaboration is a recognition of what both organizations have always believed: that sailing is supported not only with the right tools, but with the stories, moments, and imagery that remind us why we seek the water in the first place.

There’s nothing quite like a Transpac finish. There’s nothing quite like a Transpac finish.After more than 2,200 nautical miles of bluewater, teams surge into the Moloka‘i Channel for the final sprint to Diamond Head — running on grit, adrenaline, and the promise of land, loved ones, and an ice-cold Mai Tai. Months of preparation, sleepless nights, and ocean miles all lead to these last electrifying moments.

The December 2025 image captures FAST EXIT, with John Raymont and crew charging toward Diamond Head, the boat completely powered up — bow digging into massive Pacific waves, surfing down the faces, spinnaker blazing. You can feel the determination and adrenaline as they drive toward the finish. An aerial photographer’s dream. Pure Transpac energy in one frame.

It’s not every day you see sails gliding across the edge of a desert. But in Paracas, Peru, where golden dunes spill down to meet the Pacific, that’s exactly what you find — a sight so surreal it almost defies logic.

Timeless yachts, legendary sailors, and a championship decided on the final day — the 2023 12 Metre Worlds in Newport, Rhode Island, had it all.

It’s a twofer! We’ve combined Ultimate Sailing Calendar’s March and May features into one blog because all of these spectacular images were taken by the same dynamic duo.

Oh, that water! That sparkling, rich royal blue that caresses the yachts as they hurtle toward Honolulu on the Transpacific Yacht Race, as depicted in the April 2025 pages of the Ultimate Sailing Calendar.

We have excitedly shared Gilles’ exquisite work before in the Ultimate Sailing Calendar, and this month focus on the Maxi Yacht Rolex Cup in Porto Cervo. Here an impressive fleet of more than 40 behemoth, majestic maxi yachts battled their rivals and the seas, off the blustery coast of Sardinia.