Country Cruising 2027 Drops Final Lineup: Russell Dickerson, David Nail, Hannah Dasher & More Set Sail
If your idea of the perfect vacation involves an open bar, an ocean breeze, and a nightly setlist of country hits, clear your April 2027 calendar right now. Country Cruising just dropped the final wave of artist additions for its seventh sailing, and the lineup is loaded with hitmakers, viral sensations, and rising stars ready to turn the Caribbean into one big honky-tonk.
Leading the new additions is multi-platinum chart-topper Russell Dickerson, whose four billion career streams tell you everything you need to know about his staying power. From “Yours” and “Blue Tacoma” to his recent viral No. 1 “Happen To Me” and the genre-bending Fetty Wap collaboration “BOOTS,” Dickerson has built a catalog that hits just as hard live as it does on record. His extended RUSSELLMANIA TOUR proved he’s one of country’s most electric performers, and putting him on a stage in the middle of the ocean feels borderline unfair to everyone else.
Stream Russell Dickerson on Spotify: https://open.spotify.com/artist/3ApU0FGusBAKb2Vl4Ftbh
Joining Dickerson is GRAMMY-nominated singer/songwriter David Nail, whose forthcoming album “Flowers” arrives August 21. With No. 1 hits like “Let It Rain” and “Whatever She’s Got” already in the rearview, Nail’s more recent independent chapter — including “The Crown,” “Fare Thee Well,” and his stripped-down Down To The Studs Tour — has him doing some of the most honest work of his career. Expect goosebumps.
Then there’s Hannah Dasher, who Whiskey Riff has called “one of Nashville’s best kept secrets, much like Chris Stapleton used to be.” The CMT Next Woman of Country and Fender Next artist has racked up 1.5 million TikTok followers, opened for Reba, Hank Jr., and Lynyrd Skynyrd, and just published “Stand By Your Pan,” already a top-10 worldwide title in Southern Cuisine. She cooks, she writes hits, she throws a party — she’s basically the whole cruise in one artist.
Rounding out the additions: piano-pounding showman Jacob Tolliver, who cut his teeth in the Vegas production of “Million Dollar Quartet” and opened for the late Jerry Lee Lewis; FILMORE, the first country act signed to Pitbull’s Mr. 305 Records, bringing his 21-track “Atypical” swagger to the stage; and rising talents Tyra Madison, Maddie Rose, and Dawson Steagall, each carving out their own lane with viral streams, songwriter awards, and soulful storytelling.
These artists join a previously announced roster that already reads like a country festival wish list: Randy Travis’ More Life Tour, Craig Morgan, Paul Overstreet, Drake White, Alana Springsteen, Tiera Kennedy, and more.
Country Cruising, produced by the woman-owned Flying Dutchmen Travel, has spent seven sailings perfecting the formula of stacked lineups, intimate performances, and the kind of artist-fan proximity you simply can’t get at an amphitheater. If the 2027 lineup is any indication, this one’s going to sell out fast.
Cabins are available now at countrycruising.com — but if history is any guide, they won’t be available for long.

