Ride Cuba with Christopher P. Baker

Renowned moto-journalist and top Cuba travel expert Christopher P. Baker—the 2008 Lowell Thomas Award ‘Travel Journalist of the Year’—has three decades experience leading international tours for top travel companies, including group motorcycle tours to Cuba. He has written about Cuba and motorcycle touring as far afield as Scotland and South Africa for publications as diverse as Adventure Motorcyclist, Motorcyclist, National Geographic Traveler, Penthouse and Playboy. In 1996 Christopher shipped his BMW R100GS motorcycle to Cuba and rode 7,000 miles during a three-month journey to research the Moon Cuba guidebook. His award-winning literary travel book–Mi Moto Fidel: Motorcycling Through Castro’s Cuba–describing the journey was published by National Geographic Adventure Press and was named ‘Travel Book of the Year.’ His many other books include the Moon Cuba, National Geographic Traveler Cuba, and Eyewitness Top Ten Cuba guidebooks, plus Cuba Classics: A Celebration of Vintage American Automobiles. In 2013 he led the first group motorcycle tours in Cuba for U.S. citizens since the Revolution and has since led more than one hundred tours to Cuba on behalf of Lindblad Expeditions, National Geographic Expeditions, CNN’s Michael Smerconish, and more.

With Christopher as your tour leader guarantees that joining one of our group motorcycle tours will be immensely rewarding and memorable. Your itinerary will include activities that provide a fascinating overview of Cuba’s history and culture while maximizing interaction with Christopher’s personal acquaintances that include Cubans of renown from all walks of life… from world-class artists and baseball players to local harlistas (owners of pre-revolutionary Harley-Davidsons).

Christopher P. Baker with Ernesto (son of ‘Che’) Guevara’s 1948 Harley-Davidson Flathead, Havana

Tour Options:


Dec 2-9, 2017

$5,989 – base price

Including stops in Havana, Vinales, Bay of Pigs, Cienfuegos and Trinidad.


Dec 12-23, 2017

$8,095.50 – base price

Including stops in Havana, Vinales, Matanzas, Santa Clara, Cayos de Villa Clara, Trinidad, and Bay of Pigs.


Mar 12 – 25, 2018

$9,879 – base price

Including stops in Havana, Matanzas, Santa Clara, Cayos de Villa Clara, Camaguey, Holguin, Baracoa, Guantanamo, Santiago de Cuba, Trinidad and Bay of Pigs.


For five decades, from 1961, ordinary U.S. citizens were barred from visiting Cuba. Then, in 2011, President Obama created a new educational license category to permit “people-to-people contact.” The licenses were issued solely to organizations—not individuals—for group travel. In April 2016, the “people-to-people” license was extended to individuals. However… Forget taking your own wheels: It remains illegal under U.S. embargo laws to ship any motorcycle to Cuba. And the only bikes to be rented are flimsy scooters. The silver lining?… Every U.S. citizen can sign up for group “people-to-people” programs, which requires that each itinerary adheres to a full schedule of “meaningful interaction” with Cubans, as required by U.S. Treasury Department regulations.

Our programs are prepared under a general license for “people-to-people’” educational exchange per Cuba Assets Control Regulations, 31 CFR Part 515 administered by the Dept. of Treasury Office of Foreign Assets Controls, and have been prepared in accordance with said regulations.

Plus, we’ve designed our itineraries so that you can fly direct to/from Cuba using regular scheduled airlines via the U.S. gateway that best suits you. Want to explore Havana before or after our program? No problem! You are now legally entitled to arrive as early as you want, or to extend your stay, using the pre-approved individual “people-to-people” license.

Photos from the road:

We’d love to hear from you