CUBA |The Jon Cleary Music Project

Join Cross Cultural Journeys, Horns to Havana and the Jon Cleary Music Project on an exciting learning journey as we explore the roots of Cuban music, art and culture. Participate in Master Classes and rehearsals, as well as private and public concerts with Grammy Award Winner Jon Cleary, his US musicians and their Cuban brothers and sisters. Begin your journey in historic Santa Clara, then continue to the colonial towns of Cienfuegos and Trinidad before joining the Jon Cleary Music Project on a 5-day musical and cultural exchange in bustling Havana. Spend time with Jon, his band and up-and-coming Cuban music students in local studios and music conservatories. Interact with the Cuban people who always welcome visitors with friendly smiles, laughter, and conversation.

The emphasis of the journey will be on music, and exchanges with the Cuban people and the musicians in general. A full time schedule, for participants to experience Cuba up close on this “off limits” island, during a unique period of transition, as restrictions on open travel to Cuban are still in place*.



Travel to Cuba from the United States is allowed under 11 OFAC categories, with support from organizations such as Cross Cultural Journeys. 

Cross Cultural Journeys received a legal People-to-People license from the US government to take Americans to Cuba for the first time in 1998. With over 50 visits since that time, CCJ has built strong relationships in Cuba's cultural, music and arts scenes, as well as with government officials, teachers and many local communities and individual people across the island. In January of 2015, President Obama loosened the restrictions for Americans on some travel to Cuba. Since then, Cuba has seen an immediate surge in American travelers by the thousands, something that will expectantly continue for the next several years.

After a couple of years of tightening the US embargo  against our island neighbor, the current US administration prohibited travel under the category "People-to-People" on June 5th, 2019.

The Jon Cleary Music Project itinerary is tailored to the "Support for the Cuban People" category of travel.

Restrictions will apply. Individual travel and tourism without a full-time tailored itinerary and for a specific purpose is once again prohibited by the US government. 

If you have questions about traveling to Cuba after June 5th, 2019, please call our office at 1-800-353-2276.

Dates: December 14 - 21, 2019 (8 days)
Cost: $5,595 (double occupancy)

Add: $695 (single supplement)

Itinerary: Santa Clara, Trinidad, Cienfuegos, Havana


Daily Itinerary:

SANTA CLARA founded in 1689 in central Cuba, it is remembered throughout history for the Battle of Santa Clara in 1958. Featuring monuments to the fall of the Batista regime, it is also home to the mausoleum of one of Cuba’s most famous revolutionary leaders, Che Guevara.

Day 1 | December 14 | Home City to Santa Clara Arrive at the Santa Clara airport and be met by your Cuban English speaking guide. Drive to lunch at outdoor paladar, serving as an art and theatre project for local artists. A paladar is a privately owned restaurant usually in a private home. This afternoon visit the Che Guevera and Tren Blindado monuments and learn about the history of the Cuban Revolution. Check into your hotel with time for a swim and relaxation after a day of travel. Buffet dinner at the hotel.
 Santa Clara Hotel (L/D)

Trinidad in central Cuba, is one of the best-preserved cities in the Caribbean. Dating back to a time when sugar trade was the main industry in the region, it offers exquisite Spanish Colonial architecture and warm, friendly people. A day spent within Trinidad’s streets is essential to exploring local arts and crafts, especially textiles.

Day 2 |  December 15 | Trinidad After breakfast at the hotel, drive to the UNESCO town of colonial Trinidad, enjoying a walking tour of the historic area with a local guide. In the afternoon, continue to explore Trinidad on your own, or if you wish, with a guide. Visit the Romantico Museum of Decorative Arts.
Visit a women’s embroidery co-op and small artist galleries. Visit the artisan’s street for crafts or get into local music at Casa de Trova. Lunch on own at Sol y Ananda or any other of the numerous fabulous restaurants in Trinidad. In the early evening enjoy a group salsa class in the old ruins at Casa de la Música.
 Dinner at the hotel. Trinidad Hotel (B/D)

JC 3

CIENFUEGOS, Cuba’s La Perla del Sur, the “Pearl of the South” summons travelers from around the world, drawn into its seductive melee of French Colonial architecture and artistic spirit. A relatively young city, Cienfuegos was settled in 1819, by French and Louisianan immigrants, and to this day retains much of its former charm, leading to a 2005 declaration as an UNESCO World Heritage site.


Day 3 | December 16 | Cienfuegos After breakfast, we drive to the historic French colonial town of Cienfuegos, called the Pearl of the Caribbean. Your guide will teach you about the city’s history with the France and the state of Louisiana. After arrival at the Cienfuegos main plaza, enjoy a private presentation by the awe-inspiring Cienfuegos choir. Lunch on your own. In the afternoon, visit the Cienfuegos Plaza and the Thomas Terry theater. Dinner at Villa Lagarto. Cienfuegos Hotel (B/D)


HAVANA is a bustling hub at one of the world’s greatest natural harbors. This showcase of the wealth, power, and sophistication of Cuba stems from the time of its 16th century founding as the greatest port of New Spain. Today, it is a place of beautiful decay and the stirrings of change, along with all the best in Cuban art, music and culture.

Day 4 | December 17 | Havana After breakfast, depart for Havana. Lunch en route to Havana at a roadside stop famous for Cuban sandwiches. Arrive and check in to your Havana hotel. Then there will be time to relax poolside with a Mojito. In the evening, join the Jon Cleary Music Project for a lively rehearsal followed by an intimate welcome reception and dinner. Havana Hotel (B/L/D)

Day 5 | December 18 | Havana After breakfast, depart to join a Master Music Class at the Amadeo Roldán Music Conservatory or the Escuela Nacional de Arte (La ENA). Lunch at La Moneda, a rooftop paladar overlooking the old city and the fortress. After lunch, take a walking tour of Old Havana, visiting its four plazas and historic architecture. If time permits, visit the Taller de Grafica, an artist co-op started by Che Guevera. Dinner at the hotel, before departing for an evening performance by Jon Cleary and band at a Havana concert venue (TBD). Havana Hotel (B/L/D)

Day 6 | December 19 | Havana After breakfast we depart to join a Master Class at Amadeo Roldán Music Conservatory or Escuela Nacional de Arte (La ENA).  Lunch at a nearby paladar. The afternoon will have two different options: a) Visit Museo de Bellas Artes Cuban art collection and  the Museum of the Revolution in the Presidential Palace, or b) for those interested in learning about Cuba’s local food systems, visit the Alamar Organic Farm just outside Havana, where many of Havana’s paladares get their fresh lettuce and other vegetables. Dinner on your own. Havana Hotel (B/L)

Day 7 | December 20 | Havana After breakfast, depart to visit Ernest Hemingway's Finca La Vigia, his last residence in Cuba, followed by lunch at Casa Grande in Cojimar. Free afternoon for exploring Havana, before returning to the hotel to relax, pack and prepare for your journey home. Enjoy a farewell dinner at one of Havana’s finest paladares with the other members of your group to reflect on your experience and celebrate the completion of your lovely trip. Final concert with the Jon Cleary Music Project at Fábrica de Arte Cubano. Havana Hotel (B/L/D)

Day 8 | December 21 | Havana After breakfast, we bid Cuba farewell and depart for the José Martí Airport for our flights back home.

Journey Notes:

Donations: Musical instruments and art supplies are hard to come by in Cuba. We encourage our travelers to bring easily transportable supplies to give to Cuban artists and students who you may meet on this journey -- i.e. guitar strings, reeds, woodwind pads, paint brushes, drawing pads, etc. A portion of your trip fee will go to the Cross Cultural Journeys Foundation to provide much-needed support to the people and communities we visit.

NOTE: This itinerary is subject to change to take advantage of the serendipity of the moment when we are in Cuba; to meet someone special, to engage in an activity that might occur unexpectedly, or to accommodate circumstances beyond our control. Restaurants or hotels may change in similar category.


Travel to Cuba from the United States is allowed under 11 OFAC categories, with support from organizations such as Cross Cultural Journeys. 

Since 2017, after a couple of years of tightening the US embargo  against our island neighbor, the current US administration prohibited travel under the now obsolete category "People-to-People" on June 5th, 2019.

The Jon Cleary Music Project itinerary is tailored to the "Support for the Cuban People" category of travel.

INCLUDED: Documentation and itinerary for the "Support for the Cuban People" category of travel; medical insurance while in Cuba (i.e. not emergency evacuation – check with your health insurance); in country transportation per itinerary; accommodation in double occupancy; best available hotels outside Havana; full breakfast buffet (B) daily at the hotel; lunch and dinner (L/D) per itinerary; Cuban English speaking local guide; CCJ trip manager; guest speakers; all entrance fees on itinerary; preparation materials; tips for bellman and included meals on itinerary; bottled water on the bus.

NOT INCLUDED: International airfare, Cuban Entry Card (information will be sent after registration - Cuban Entry Card should be ordered under the legal OFAC travel category  of "Support for the Cuban People"); meals not on itinerary; alcoholic beverages; excursions not on the itinerary; tips for local guide and driver (optional, yet customary); travel cancellation and evacuation insurance (strongly recommended see below).

TRAVEL PROTECTION: For more information on the available plans or to enroll, click here or contact Travelex Insurance Services at 800-228-9792 and reference location number 47-0272. Please advise Travelex that Cross Cultural Journeys is the travel company for this trip.

Journey Host:

JC 5

Jon Cleary: Jon Cleary’s love and affinity for New Orleans music goes back to the rural British village of Cranbrook, Kent, where he was raised in a musical family. Cleary’s maternal grandparents performed in London in the 1940s, under the respective stage names Sweet Dolly Daydream and Frank Neville, The Little Fellow With The Educated Feet – she as a singer, and he as a crooner and tap dancer.

As a teen Cleary grew increasingly interested in funk-infused music and discovered that three such songs that he particularly admired--LaBelle’s “Lady Marmalade,” Robert Palmer’s version of “Sneakin’ Sally Through the Alley,” and Frankie Miller’s rendition of “Brickyard Blues” – were attributed to Allen Toussaint as either the songwriter, the producer, or both.

Cleary’s knowledge of Toussaint’s work expanded significantly when his uncle returned home to the U.K., after a two-year sojourn in New Orleans, with a copy of a Toussaint LP and two suitcases full of New Orleans R&B 45s.

In 1981 Cleary flew to New Orleans for an initial pilgrimage and took a cab straight from the airport to the Maple Leaf Bar, a storied venue which then featured such great blues-rooted eclectic pianists as Roosevelt Sykes and James Booker. Cleary first worked at the Maple Leaf as a painter, but soon graduated to playing piano there – even though his first instrument was the guitar, which he still plays and has recently reintroduced into his live performances.

As word of Cleary’s burgeoning talent began to spread around town, he was hired by such New Orleans R&B legends as Snooks Eaglin, Earl “Trick Bag” King, Johnny Adams, and Jessie “Ooh Poo Pah Doo” Hill, while also gaining the respect of the great Crescent City pianists Dr. John and the late Allen Toussaint. Years later, in 2012, Cleary recorded a critically acclaimed album of all-Toussaint songs entitled Occapella.

Today, Cleary’s work pays obvious homage to the classic Crescent City keyboard repertoire created by such icons as Jelly Roll Morton, Fats Domino, Professor Longhair, Art Neville, Dr. John, and James Booker – while also using it as a launching pad for a style that incorporates such other diverse influences as ’70s soul and R&B, gospel music, funk, Afro-Caribbean and Afro-Cuban rhythms, and much more.

Deciding to stay in New Orleans, Cleary recorded his first album of nine, to date, in 1989. His ever-elevating profile led to global touring work in the bands of Taj Mahal, John Scofield, Dr. John, and Bonnie Raitt. Cleary has led his own group, the Absolute Monster Gentlemen, for over two decades now, but he still collaborates frequently with these old friends. At the 2018 New Orleans Jazz & Heritage Festival, for instance, Cleary performed alongside Raitt in a heartfelt tribute to Fats Domino. Dyna-Mite (2018)

Following up on his critically acclaimed, Grammy-winning album GoGo Juice, Jon Cleary made a triumphant return with the infectiously ebullient Dyna-Mite (FHQ Records). Sly, slinky, and deeply soulful, the aptly entitled new release finds this Big Easy funk savant – a virtuosic keyboardist, profoundly expressive vocalist, and quite distinctive songwriter – in peak form on a set of all-original material. Like GoGo Juice, Dyna-Mite was co-produced by Cleary and the prolific John Porter, whose eclectic, behind-the-board credits include albums by Ryan Adams, Billy Bragg, Elvis Costello, B.B. King, Buddy Guy, R.L. Burnside, Taj Mahal, and the late Hammond B-3 master Jimmy Smith.

Dyna-Mite was recorded in several studios around New Orleans, including Cleary’s in-home facility, with accompaniment by a host of the Crescent City’s A-list musicians. These ace coconspirators include the Lettuce Horns, guitarists Leo Nocentelli (formerly of The Meters) and Shane Theriot, the rhythm sections of drummers Jamison Ross and A.J. Hall, bassists Calvin Turner and Cornell Williams, and the multi-instrumentalist and songwriting partner-in-crime Nigel Hall, among many others.

“There’s such a great pool of talent in New Orleans,” Cleary comments. “And it’s a real pleasure to work with such a wide variety of the local characters. I’ve been so lucky to have played with so many great New Orleans rhythm sections over the years. And I love recording with Nigel; he’s an inspiring creative accomplice.”

Dyna-Mite flows seamlessly, from straight-up New Orleans grooves à la Professor Longhair –such as the raucous, streetwise title track – to shades of classic ’70s soul reminiscent of Bobby Womack, as heard on the lush, plaintive “21st Century Gypsy Singing Lover Man,” which Cleary co-wrote with Taj Mahal. “That song is about a musician’s life on the road – we wandering minstrels represent the world’s second-oldest profession,” Clearly wryly notes.  “Skin In The Game” explores a similarly reflective mode, utilizing a deep-pocket 1-6-2-5 chord progression.

“Hit, Git, Quit, Split,” by contrast, is a joyous interlude of classic New Orleans wordplay and double-talk, as exemplified by such gems of skewed Crescent City logic as “Take your time, we ain’t got all night!”. “We were having so much fun with that song in the studio,” Cleary
recalls, “that it went on for about 20 minutes, so we had to trim it a bit to fit here on the finished album.”

“Big Greasy” incorporates a New Orleans sensibility with the related Afro-Caribbean sounds of Jamaica – “a hybrid,” Cleary explains, “of putting Crescent City funk and reggae through a blender.”

Cleary originally wrote “Frenchmen Street Blues” to be played at a friend’s funeral, and it was recorded again for use in the popular HBO television drama Treme. In reprising it here on Dyna-Mite, Cleary utilized an approach to songwriting in which compositions may be worked and reworked for years. “I have bits and pieces of songs on cassettes, hard drives, and scraps of paper. I love to keep tinkering with them, sometimes for years, until eventually I feel that they are finished and ready to record.” Dyna-Mite closes out, appropriately, with “All Good Things.”

Cleary is eager for his legions of fans to hear Dyna-Mite. “Dig this latest from my Big and Greasy, high-class symphony swamp orchestra,” he says with great exuberance. (Admirers of Cleary’s flair for verbiage are highly encouraged to read his lengthy and hilarious Facebook posts, which suggest a magical merger of Jack Kerouac and P.G. Wodehouse.) “A killer combination,” Cleary continues, “of horn howlers and snare snappers, bass bangers and guitar grinders. 21st-century gypsies, pickin’ up the gettin’ down from the old cats in the saloons, studios, and street parades of New Orleans.

“This particular party,” Cleary concludes, “has been a movable feast, recorded in between the gigs and tours that pay the bills and keep us out of the wrong sort of mischief (some of the time, at least.) Thank you, fans and music lovers, for being patient while we took the time to get it right. This will keep the fire burning ’til we next bring our funky Dyna-Mite to your town. Turn it up LOUD, and press play to detonate!”

Grammy Award for Best Regional Roots Music Album in 2015
#1 OffBeat Magazine The 50 Best Albums Of 2015
Best Songwriter and Best Piano/Keyboardist OffBeat Magazine Awards for 2019

Dates: December 14-21, 2019 (8 days)
Cost: $5,595 (double occupancy)

Add: $695 (single supplement)

Itinerary: Santa Clara, Trinidad, Cienfuegos, Havana

Our Team is Here to Help

321 High School Rd NE, Suite D3 Box 353, Bainbridge Island WA, 98110

Call: (800) 353-2276