Founded in 2008, Cayamo was conceived as an annual festival at sea featuring the best singer-songwriters alongside up and coming musicians on the cusp of discovery. On Cayamo, music lovers could come together in the same space without the distractions of the real world. The first festival featured performances by Lyle Lovett, Emmylou Harris, John Hiatt, Shawn Colvin, Brandi Carlile, Buddy Miller, and many many more. What began as a trepidatious experiment soon blossomed into a beautiful celebration rooted in musical collaboration and shared experience. Cayamo is a made-up name spun from the word “cay,” for island, and “amo,” for love, and it wasn’t a vacation that was easy to explain at first. A music festival on a cruise ship? Well, yes, but as any past guest or artist will tell you, it’s also so much more. As the cruise expanded from five, to six, to seven days, and moved from a Carnival ship to Norwegian Cruise Line, where we would soon find our longtime floating home in the Norwegian Pearl, one thing became obvious – once you know, you know. 

Together we’ve welcomed back old friends year after year and embraced new faces with open arms. We’ve visited 19 unique ports and witnessed countless “only on Cayamo” musical collaborations, tributes, and unforgettable moments big and small. Musicians have played alongside their professional heroes and met their future collaborators for the first time, while guests have discovered their “new favorite artist,” or even met a new best friend or their future spouse. Cayamo’s line-up has seen repeat performances from all of the original 2008 headliners and also welcomed new artists into the fold including the late and great John Prine as well as Brian Wilson, Jeff Tweedy, Mavis Staples, Rodney Crowell, Jason Isbell and the 400 Unit, Dawes, Keb Mo, Billy Bragg, Indigo Girls . . . and that just covers a small portion of the last two years. Visit the Past Lineups Page for our full artist history. 


Who is Sixthman?

Since 2001, Sixthman has set the stage for moments that make life rock, serving over 300,000 guests unforgettable vacations on sand and at sea with their favorite artists, athletes, actors, comedians and brands. These carefully curated, intimate events bring non-stop performances, artist collaborations, in depth panels and Q&As, fan-artist activities, museums and overall truly immersive experiences that celebrate community and change expectations of what a vacation could be. Sixthman’s domestic home port of Miami takes guests to dream destinations in the Virgin Islands, Jamaica, Belize, Honduras, Mexico, and The Bahamas. In 2019, Sixthman expanded their festivals at sea to Europe, sailing from Barcelona, Spain to exotic Mediterranean ports. 2021 brings sailings through the Greek Isles. In addition to festivals at sea, in 2019 Sixthman began bringing their innovative vacation concept to world class, all-inclusive resorts in the Dominican Republic. Sixthman also powers the events of other producers and brands through their experience and suite of in-house services.

What is Sixthman? - LIVE LOUD with us at

Sixthman can be reached at 877-379-9175 or at