The Outlaw Country Cruise is back for its 11th year! March 5–10, 2027, we're sailin' round-trip from Miami to Key West and Ocho Rios, Jamaica for the wildest hootenanny on the high seas. Join us for five wild nights of outlaw country, late-night jams, cold drinks, and whiskey-soaked mischief—from sunup on the pool deck to the last guitar ringing after midnight.
Five nights of outlaw country music sailing round-trip from Miami to Key West and Ocho Rios, Jamaica aboard Norwegian Jewel.
Steven Krumholz is the guy who actually picks up the phone — and the one who knows which cabin, which resort, and which party is worth your time. Decades of access, zero booking fees, all heart.
The Outlaw Country Cruise is back for its 11th year! March 5–10, 2027, we're sailin' round-trip from Miami to Key West and Ocho Rios, Jamaica for the wildest hootenanny on the high seas. Join us for five wild nights of outlaw country, late-night jams, cold drinks, and whiskey-soaked mischief—from sunup on the pool deck to the last guitar ringing after midnight.
Five nights of outlaw country music sailing round-trip from Miami to Key West and Ocho Rios, Jamaica aboard Norwegian Jewel.
Steven Krumholz is the guy who actually picks up the phone — and the one who knows which cabin, which resort, and which party is worth your time. Decades of access, zero booking fees, all heart.
A vibrant gateway to the Caribbean, Miami pulses with Latin energy, Art Deco architecture, and pristine beaches. Known for its dynamic LGBTQ+ scene, world-class dining, and year-round sunshine, Miami offers the perfect blend of urban sophistication and tropical paradise.
America's southernmost city is a laid-back tropical paradise known for spectacular sunsets, Ernest Hemingway's legacy, and its famously inclusive atmosphere. Key West has been a welcoming LGBTQ+ destination for decades, offering colorful streets, waterfront bars, and a celebration of diversity and individuality.
A day at sea offers the perfect opportunity to relax, recharge, and enjoy all the ship's amenities without distractions. Take advantage of pools, entertainment, dining experiences, and social activities while cruising the beautiful waters between destinations.
Ocho Rios is a vibrant coastal town located on Jamaica's north coast, known as a major cruise ship destination and resort hub. The town offers beautiful Caribbean beaches, lush tropical gardens, and exciting water activities including snorkeling, diving, and river exploration. Visitors can experience authentic Jamaican culture, local cuisine, and tropical fruit plantations. The area serves as a gateway to natural attractions like waterfalls and caves, making it a popular destination for both relaxation and adventure tourism.
A day at sea offers the perfect opportunity to relax, recharge, and enjoy all the ship's amenities without distractions. Take advantage of pools, entertainment, dining experiences, and social activities while cruising the beautiful waters between destinations.
A vibrant gateway to the Caribbean, Miami pulses with Latin energy, Art Deco architecture, and pristine beaches. Known for its dynamic LGBTQ+ scene, world-class dining, and year-round sunshine, Miami offers the perfect blend of urban sophistication and tropical paradise.
Norwegian Cruise Line
