
Announcing the May 2026 Artist Lineup and On-Sale
We're spicing up the roster with a blend of returning favorites and first-time musicians.
The much-anticipated 2026 artist lineup has arrived and we couldn’t be more excited about this incredible collective. Curating the roster of musicians for a trip of this magnitude involves plenty of moving parts—the most important of which is making sure we have a team of artists that’s tailored to our adventure in paradise.

The roster boasts three returning all-stars and four talented new musicians that we’re thrilled to welcome to the R&S family. Returning artists include Rhythm & Sails Music Director Anders Beck of Greensky Bluegrass, bassist supreme Travis Book of The Infamous Stringdusters and guitar legend Mark Morris of Rapidgrass. With this trio comes an immense amount of musicianship and creativity, along with a wealth of knowledge about what it takes to make Rhythm and Sails so incredibly special.

New this year, four eclectic and talented individuals will add some serious spice to our Caribbean voyage:
Daniel Donato is a rising star that’s been lighting up stages across the US. As the frontman of Daniel Donato's Cosmic Country, he’s built a massive following with his high-energy, psychedelic honky-tonk sound. From main-stage festival sets to national television, he’s played just about everywhere—except the Grenadines. We’re about to change that. His new album, Horizons, is required listening, showcasing a songwriting depth and maturity that prove he’s far more than just a guitar wizard.
Nicki Bluhm is a Nashville-based singer-songwriter with a “CaliMemphis” sound that blends rock, soul and country. We first learned of Nicki from her work with Grateful Dead bassist Phil Lesh, but got to know the "real" Nicki with her 2018 release To Rise You Gotta Fall. Her voice shifts effortlessly between delicate and powerful—a sound we are dying to hear echo from yacht to yacht. Her new record, Rancho Deluxe, is the perfect soundtrack to Caribbean paradise.
Jon Stickley, a central figure in the jamgrass scene, leads the Jon Stickley Trio with flatpicking skills that defy logic and an avant-garde style that defies classification—every album is a combined masterclass and masterpiece. Outside of the Trio, Stickley regularly collaborates with bluegrass royalty like Billy Strings, and is the guy that bands like Kitchen Dwellers or The Infamous Stringdusters call when they need a hero to step in. He’s an improvisational savant and an absolute joy to be around. It also doesn’t hurt that he’s been playing music with Travis and Anders for more than 20 years!
Kellen Asebroek is a cornerstone of the acclaimed roots ensemble Fruition and has spent more than a decade blurring the lines between rock, soul and folk. We love his dynamic vocal range—capable of shifting from intimate whispers to rousing anthems— and, bonus: he’s a master of emotional storytelling. Fruition’s music has been the soundtrack to life for many of the Rhythm and Sails’ crew and Kellen’s songs don’t only make us dance, they make us think. He’s a welcome addition to our tribe.

Throughout the week, these artists will play dynamic shows in unique and stunning locations. They’ll schlep their instruments on and off boats, up and down beaches, in and around pools and jungles—whatever it takes to give you the most unforgettable trip of your life. And while you may think it’s all about the music, you’ll soon see that the shows are only one piece of this amazing experience.
For one week you’ll live aboard a luxurious sailing catamaran, complete with a captain, first mate and private chef to take care of all your needs. You’ll enjoy fresh meals served on board and an open bar, all week long. You’ll sail from one beautiful island to the next and enjoy every day at your own pace as you snorkel along beautiful reefs, relax on the beach, explore the islands and perhaps opt to join a diving trip along the way. Simply put, there is no trip out there that can compare to Rhythm & Sails. This is thanks in part to a limited capacity and now is the time to make sure you don’t miss the boat.
So, pick your travel partner wisely and inquire now to reserve a cabin for May 2-8, 2026.

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