January 18 – February 4, 2021




It’s a mysterious place borne out of a revolution that has locked it in a time capsule. You know about Fidel Castro and the Cuban Missile Crisis, the Bay of Pigs and cigars. You know about the cars – old American 50’s icons that have been ‘preserved’ and are in everyday use.

Other than being a large Caribbean island, that’s about the extent of most people’s knowledge of this great country. Our rally gives you a chance to see and experience the Cuba that Fidel Castro created in your own classic. We have permission from the highest authority to bring in your own car – as long as it’s left hand drive – and share the open roads with the other Cuban classics.

The Rally explores virtually the entire island, which is about the size of the UK, from the hustle and bustle of Havana to the quiet countryside where the main form of transport is a horse and cart. We take in the small towns preserved in aspic from the pre-revolution times including the point where Christopher Columbus landed in 1492, claiming the Island for his Spanish masters. No visit to Cuba is complete without a trip to a cigar plantation and factory where you can discover the truth about cigars being rolled on the thighs of virgins! And you have to try the seven year old rum to drink with your cigar.

Now you can be part of a historic adventure, starting and finishing in Havana. By travelling the length and breadth of the island you see sights and experience local life in a way no other visitors can. We explore the interior, the towns, the history and byways, visiting colourful towns, tobacco plantations, waterfalls and inviting turquoise beaches. It’s all here including the incredible music and exceptional night-life. 

We drive La Farola, the best mountain pass in Cuba, we go round the Bay of Pigs, pass by Guantanamo, visit the memorial to Che Guevara in Santa Clara, drive the fantastic causeways up to 48kms in length that join romantic islands to the mainland, and try the food in a local Paladar.

Accommodation will be the best possible and we will have rest days at regular intervals so that you can enjoy the culture and life style of the Cubans. Navigation will be on our tried and tested system of a combination of roadbook, maps and apps to ensure you don’t get lost. All driving days are scheduled to be in daylight hours.

We are here to help you at all times including the shipping of your car, provide the all-important visas, money conversion and health matters. On the rally we have a professional mechanic to help you with your car and a medic to ensure you stay healthy throughout.

Bespoke Rallies - Cuba Classic Rally 2021, Worldwide Classic Car Rally & Touring Events


Day 1 – Monday, January 18th 

Arrival at Jose Marti International airport.VIP service on arrival. A VIP lounge attendant will meet you off your flight and escort you through customs to the VIP lounge where you can enjoy an open bar whilst your luggage is collected for you. Private transfer to Hotel in Havana (around 25 minutes drive). Three nights in Melia Cohiba
5 star hotel.

Day 2 – Tuesday, January 19th   

Collect and register the cars. Meet local car clubs. Group meal in the evening

Day 3 – Wednesday, January 20th 

Day sightseeing in Havana.

Day 4 – Thursday, January 21st    

Drive from Havana to Maria la Gorda (312kms). Two nights in Maria la Gorda Hotel

Day 5 – Friday, January 22nd  

Day to fish/dive or drive to Cabo
San Antonio

Day 6 – Saturday, January 23rd

Drive from Maria la Gorda to San Diego de los Banos via Vinales (229kms)

Overnight in Hotel Mirador

Day 7 – Sunday, January 24th   

Drive from San Diego de los Banos to Cienfuegos via the Bay of Pigs (417kms)

Overnight in Hotel Jagua.

Day 8 – Monday, January 25th

Drive from Cinfuegos to Trinidad over the hills. (100kms). Overnight in Trinidad in Casa Particular

Day 9 – Tuesday, January 26th 

Drive from Trinidad to Camaguey (257kms). Overnight in Casa Particular.

Day 10 – Wednesday, January 27th 

Drive from Camaguey to Santiago de Cuba (325kms). Overnight in the Melia Santiago, Santiago de Cuba.

Day 11 – Thursday, January 28th 

Drive from Santiago to Baracoa via La Firola mountain pass (240kms). Two nights in hotel El Castillo, Baracoa.

Day 12 – Friday, January 29th 

Day off in Baracoa.

Day 13 – Saturday, January 30th 

Drive from Baracoa to Guardalavaca (303kms). One night in the all-inclusive Paradisus Rio Oro, Playa Guardalavaca, Holguin.

Day 14 – Sunday, January 31st 

Drive from Guardalavaca to Cayo Santa Maria (550kms). Two nights in the all-inclusive Melia Buenavista.

Day 15 – Monday, february 1st 

Day off in Cayo Santa Maria.

Day 16 – Tuesday, february 2nd    

Drive from Cayo Santa María to Havana via Santa Clara and Hershey village (413kms). Two nights in the hotel Nacional de Cuba, Havana.

Day 17 – Wednesday,  february 3rd
Free time exploring Havana or relaxing by the pool.

Day 18 – Tuesday,  february 4th

Depart at noon

• Accommodations for all nights of the rally
• VIP Lounge at arrival
• Hotels/Casa Particulars
• Cuban music
• Special events
• Superb driving
• Historic locations
• Rally plates
• Experienced Rally Organiser
• Mechanical Support
• A medic
• Breakfast and most evening meals
• Local Culture
• 3rd Party Insurance
• Detailed Tulip Roadbook
• Photographic record of the event

US Citizens:
This rally is OFAC compliant and is a People to People event as we will have local drivers with us for the entire rally. Please see our website for the relevant information.


Download Entry Form here


Download Leaflet here



Bespoke Rallies - Worldwide Classic Car Rally & Touring Events

We’ve considerable experience of organising motoring events including classic car tours in SE Asia, India, South & Central America and Europe.

Bespoke Rallies - Worldwide Classic Car Rally & Touring Events

We covered all over the world from South America to South Asia, Hindukush to Himalaya with thousands of travellers.

Our experienced and passionate team will help you to organise your event or you can enjoy our own tailor made rallies.


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1 week ago

Bespoke Rallies

Come and pick up one of our Bespoke Rallies Passports - your guide to our 2020 -2023 Rally Calendar at The Goodwood Revival we are at tent 298 Over the Road. #worldwideadventure #bespokerallies #goodwoodrevival ...

Come and pick up one of our Bespoke Rallies Passports - your guide to our 2020 -2023 Rally Calendar at The Goodwood Revival we are at tent 298 Over the Road. #worldwideadventure #bespokerallies #goodwoodrevival

Comment on Facebook

Great idea!

I want one too 😉😪

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1 week ago

Bespoke Rallies

Good morning from The Goodwood Revival come and see us at tent 298 Over The Road, we look forward to saying hello. #goodwood #goodwoodrevival #revival #classiccars #bespokerallies #rally ...

Good morning from The Goodwood Revival come and see us at tent 298 Over The Road, we look forward to saying hello. #goodwood #goodwoodrevival #revival #classiccars #bespokerallies #rally

Comment on Facebook

Very sorry not to be there!! Looking great!!!

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1 week ago

Bespoke Rallies

Don’t Panic!...Revival is almost here. We are all set up, come and see us at tent 298 Over The Road. #goodwood #goodwoodrevival #revival #classiccars #bespokerallies #rally ...

Don’t Panic!...Revival is almost here. We are all set up, come and see us at tent 298 Over The Road. #goodwood #goodwoodrevival #revival #classiccars #bespokerallies #rally
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The Federation of British Historic Vehicle Clubs exists to uphold the freedom to use historic vehicles on the road representing over 250,000 members. We are proud to be a member of this fantastic federation.

Bespoke Handling have over 30 years’ experience in vintage, classic and racing car transportation and shipping. Whether it is for a rally, an auction or an exhibition they have the expertise to ensure that your valuable car arrives in perfect condition on the agreed day.

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Adrian Turner, The Slartibartfast 2017

“The genius of Slartibartfast is that it combines an eight day rally through the whole of Scandinavia with a luxury six day cruise and tour along the Atlantic coast of Norway; it takes you as far east as Egypt and further north than Alaska.”