Cuba 14 Day Tour


Mar 12-25, 2018

$9,879 – base price

There’s plenty of soul-satisfying riding on this all-Cuba adventure to the far eastern end of the isle (and back). Acclaimed moto-journalist and Cuba expert Christopher P. Baker leads you from Havana to the city of Santa Clara, with its vast monument and mausoleum of Che Guevara and on to the stunning offshore Cayo Coco, where we snooze beside a snow-white beach. Then follow the Carretera Central to the historic Holguín, where you’ll visit Fidel Castro’s birthplace. We break our trip with a rest day in Santiago de Cuba, infused with vibrant Afro-Cuban culture and the city most associated with the Revolution (we’ll visit San Juan Hill and Fidel’s gravesite, among other important sites). A stunning ride along the Caribbean shore leads via Guantánamo and over the mountains to Baracoa: founded in 1511, it’s Cuba’s oldest city. You’ll then head back along the Carretera Central via the colonial cities of Bayamo and Camagüey to the charming UNESCO World Heritage City of Trinidad. Finally, visit the Bay of Pigs before ending your ride-of-a-lifetime in Havana.

Photos copyright Christopher P Baker


base price

What's Included?

  • Overnight stays in hotels/casas particulares
  • All breakfasts plus specific meals as listed
  • Motorcycle rental including unlimited kilometers
  • Motorcycle insurance (no deductible on damage)
  • Local Cuban guide on motorcycle acting as lead, plus Christopher P. Baker as Cuba expert and sweeper
  • Support bus for shuttle services and luggage transport, including driver
  • State-approved guide in support bus
Cuba Tour 14 Day Map


Day 1

Arrive Havana

This afternoon we meet at our hotel, the Four Points by Sheraton. After our introductory briefing, we’ll mount our bikes for a get-acquainted ride around Havana, taking in such highlights as the Plaza de la Revolución and seafront Malecón boulevard. This evening we’ll dine at one of Havana’s most exclusive paladares (private restaurants).
Overnight: Four Points by Sheraton
Meals: D

**Travel to Havana is individual’s responsibility. PLEASE BE SURE TO ARRIVE AT LEAST ONE DAY PRIOR**

Day 2


Head east today along the Autopista (freeway) for Cienfuegos, then through gorgeous farmland to El Nicho, a stunning waterfall at the base of the Sierra Escambray mountains. We’ll visit the Grupo Teatro de Los Elementos—a fascinating cultural program in a rural hamlet—then continue to Santa Clara to visit revolutionary icon Che Guevara’s mausoleum and museum before settling into the bucolic Hotel Villa La Granjita.
Overnight: Villa La Granjita
Meals: BLD

Day 3


Today we head east via the beautifully maintained colonial city of Remedios—a UNESCO World Heritage Site—to visit the Museo de Azucarero (Sugar Museum), in a former sugarcane processing mill. Continuing along the north coast road, we’ll lunch at La Picadora agrotourism project, near Mayajigua, then visit the Sitio Arqueólogico Los Buchillones, where a pre-Columbian village is being excavated from the sea. Morón is our gateway for an awe-inspiring ride along a pedraplen (causeway) leading over turquoise and azure waters to Cayo Coco. Tonight enjoy a well-earned beer beside a sugar-white beach.
Overnight: Hotel Tryp Cayo Coco
Meals: BLD

Day 4


Continue east along the north coast road today, diverting briefly to visit the crocodile farm at Senado and the nearby violin and guitar factory at Minas.
We’ll continue via Las Tunas or Puerto Padre to the historic city of Holguín, with its charming colonial plazas, rich cultural life, and great beer… which you can sample this evening at several cool taverns.
Overnight: Hotel Pernik or Hotel E Caballeriza
Meals: B

Day 5


We begin today with a visit to Fidel and Raúl Castro’s birthplace and family home at Complejo Museo-Histórico Birán. Then head south via Palma Soriano and a fast ride along the Autopista to Santiago de Cuba, arriving in time for lunch atop the clifftop restaurant beside El Morro—the splendid 17th-century castle guarding the harbor entrance. We’ll explore the castle before checking into our downtown hotel in this bustling city where the Revolution was birthed.
Overnight: Hotel Casagranda
Meals: B

Day 6


We make the most of our rest day off the bikes with visits to San Juan Hill, where Teddy Roosevelt led the charge of the ‘Rough Riders’… Cuartel Moncada, where the Revolution was launched on July 26, 1953… and Cementerio Santa Ifigenia, an impressive cemetery full of the tombs of iconic figures, including Fidel. Plus you’ll have plenty of free time for self-directed exploration.
Overnight: Hotel Casagranda
Meals: BL

Day 7


Refreshed, we’ll ride past sugarcane fields to the city of Guantánamo, where we head into the foothills to visit Zoológico Piedra, a remarkable ‘zoo’ of lifesize stone animals. We lunch at Mirador La Gobernadora, overlooking the U.S. Naval Base Then follow the Caribbean shoreline and ride up and over the Sierra Cristal to descend to Baracoa. Founded in 1511 as the first town in Cuba, Baracoa boasts a sensational setting in a bay cusped by dramatic mountains.
Overnight: Hotel El Castillo
Meals: BL

Day 8


Today a thrilling day as we head east to the rural community of El Guirito, where the community keeps alive their ancient colonial heritage with the Proyecto Cultural Kiriba-Ñengon. A brief but daunting ascent leads to coffee country and Punta Maisí, where a lighthouse marks the easternmost tip of Cuba. We return west to Guantánamo along a stupendously scenic and remote shoreline before arriving in Santiago de Cuba again.
Overnight: Hotel Casagranda
Meals: BL

Day 9


A relatively short ride today via the Carretera Central to the Basilica El Cobre, where Chris leads you to a hidden spot for a sensational view of the cathedral beyond a jade-colored lake. Our destination is Bayamo, a colonial city known as the ‘City of Horse-Carriages.’ We’ll visit Cuba’s only workshop where colonial-style carriages are still handmade, with plenty of time for exploring the city at leisure.
Overnight: Hotel E Royalton
Meals: BL

Day 10


Head northwest through a semi-arid zone to Las Tunas, then continue along the Carretera Central to Camagüey, in the very center of Cuba. We’ll arrive in time to hop aboard a fleet of bicitaxis to explore this important historic city known for its quaint colonial plazas, including cobbled Plaza del Carmen—setting for the studio of Chris’ friend, acclaimed artist Marta Jiménez. Dinner at leisure.
Overnight: Hotel E Camino de Hierro
Meals: BD

Day 11


Continue west via Ciego de Ávila and Sancti Spíritus, where we hope to meet with Cuba’s motocross champion—a chance, perhaps, to ride the challenging course yourself. Then through the lovely Valle de los Ingenios (Valley of the Sugar Mills) to arrive this afternoon in the exquisite colonial city of Trinidad—the perfectly-preserved crown jewel of Cuban colonial cities—where we’ll overnight with local families.
Overnight: Casas particulares (private homes)
Meals: BD

Day 12


An exciting day today as we head along the Caribbean shore to the lovely port city of Cienfuegos to learn about baseball in Cuba from one of Chris’ friends, a former national team pitcher. We then continue to the Bay of Pigs, with a stop at the excellent Museo Playa Girón telling the Cuban version of the failed CIA-sponsored invasion of 1961. We’ll lunch beachside in the Bay of Pigs before continuing to Havana via the Autopista, arriving in time to visit Museo Ernest Hemingway, in the author’s former home.
Overnight: Four Points by Sheraton
Meals: BL

Day 13


This morning we ride to Habana Vieja, the city’s remarkable cobbled colonial quarter, which we’ll explore on foot, including visits to the Taller Experimental de Gráfica. We’ll lunch at Azucar, overlooking Plaza Vieja, then further explore Havana by motorcycle (including a visit to a fascinating motorcycle mechanic’s workshop) before dropping off our bikes. This evening we’ll ride in classic convertible cars for a sensational dinner at La Guarida—Havana’s premier private restaurant.
Overnight: Four Points by Sheraton
Meals: BD

Day 14

Say farewell to Cuba

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