Whether you’re displaying a rare burgundy in your superyacht’s glass-encased storage cellar or serving it at your 18-person dining table, the water raises certain concerns, according to Jeremy Backman, vice president of recreational marine for Chubb Personal Risk Services. Backman, who advises clients on yacht and marine insurance, says that storing wine on the water merits the same consideration as transporting an art collection or an exotic car. Unlike larders on land, yachts are vulnerable to mechanical failure, including water damage from burst pipes, as well as the pitch of rough waves.

Plus, the demands depend on the geography—the climate required to preserve a Chateau Margaux when sailing around Sardinia is different than in Scandinavia. Backup generators are crucial, as is making sure your crew knows how to present, serve, and protect your investment bottles. “It’s better to prevent than to respond,” Backman says. “Think ahead, and have a protection and maintenance plan in place.”

The risk hasn’t prevented superyacht owners from creating bespoke wine cellars brimming with their best bottles. Here are the vessels with the most jaw-dropping displays.