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Festival Details

2,200 Passionate Music Lovers. 5+ Venues of Music. Rare Artist Collaborations. Endless Magical Moments. The Best Journey Through Song You'll Ever Experience.

Over the past twelve years we have taken over 9,500 guests on a Journey Through Song. Whether you are returning for another Cayamo voyage or you’re sailing for the first time, we invite you to journey with us February 10-17, 2019 from Tampa, Florida to Montego Bay, Jamaica and Costa Maya, Mexico.

Join Jason Isbell and the 400 Unit, Dawes, Emmylou Harris, Keb' Mo', Billy Bragg, Indigo Girls, Josh Ritter and so many more artists for seven days filled with rare collaborations, jam sessions, storytelling, and irreplaceable moments that you will cherish for years to come. 

Over 100 amazing shows in six music venues await you on Cayamo—take the plunge and get ready for the best week of your year!

Cruise Itinerary

(Subject to change)

When booking flights we recommend that you arrive in Tampa no later than 12:00pm on February 10. Return flights should be arranged to leave Tampa after 12:00pm on February 17.

Please allow additional time for customs clearance for international flights.

  • Sunday, February 10
    Depart Tampa, FL
    (approx 3:30pm ET)
  • Monday, February 11
    Day At Sea
  • Tuesday, February 12
    Day At Sea
  • Wednesday, February 13
    Montego Bay, Jamaica
    (8am to 5:30pm)
  • Thursday, February 14
    Day At Sea
  • Friday, February 15
    Costa Maya, MX
    (8am to 5:30pm)
  • Saturday, February 16
    Day At Sea
  • Sunday, February 17
    Arrive Tampa, FL
    (approx 8:00am ET)

Ahoy, Vacation!

Montego Bay, Jamaica

Montego Bay, Jamaica

Wednesday, February 13, 2019

Montego Bay (affectionately nicknamed Mobay), is a tropical paradise of golden beaches, lush landscape, and historic plantation countryside. The second largest city of Jamaica, located on it's north coast, is a popular tourist destination with plenty of restaurants, shopping, and attractions to explore. Visitors have a plethora of experiences to choose from between the beach resorts, golf courses, guided river tours, fishing, horseback riding, and more. Snorkel or dive under the sea as you explore Montego Bay Marine Park's beautiful coral reefs. If soaking up sun on a lounger is more your style, Doctor's Cave Beach's white sands and calm waters will suit your beach desires. However you choose to fill your day during our stop, Montego Bay will leave you feeling 'irie' and refreshed!

Shore Excursions in Montego Bay, Jamaica

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Costa Maya, Mexico

Costa Maya, Mexico

Friday, February 15, 2019

Costa Maya is a coastal paradise in the Yucatan peninsula of Mexico that features stunning beaches with soft sand and blue skies. Travel to see ancient Mayan ruins in this region rich with archeological sites.

Shore Excursions in Costa Maya, Mexico

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