What's included

  • 12 Breakfasts, 2 Lunches, 3 Dinners <br />
12 Breakfasts, 2 Lunches, 3 Dinners
  • 13 night’s based on sharing twin rooms<br />
13 night’s based on sharing twin rooms
  • All activities with a local Flash Pack guide & driver throughout the tour All activities with a local Flash Pack guide & driver throughout the tour
  • max 14 max 14
  • 1 domestic flight from Baracoa to Havana 1 domestic flight from Baracoa to Havana
  • private minibus, classic convertible, riverboat ride & airport pickup no matter what time you arrive! private minibus, classic convertible, riverboat ride & airport pickup no matter what time you arrive!

To cruise around anywhere in a classic convertible is pretty awesome, let alone when it’s the colourful boulevards of Old Havana. Bringing shabby-chic to a whole new level, the candy-coloured streets of Cuba are timeless pieces of magic fuelled by their fascinating history and endless Latin music. Whether you’re salsa dancing to the beat of live music or dining in an authentic paladar, this tour grabs Cuba by its Flamenco sleeves and dives straight into its buzzing culture. It’s not all rum and dancing though as we’re talking beaches, waterfalls and mountains too. Hike the Sierra Maestra Mountains and enjoy wild water swimming in Parque Guanayara, or there’s always the beaches of Trinidad to fall back on (quite literally) for a white sandy paradise, palm trees ‘n all.


  • Tour the charming streets of Old Havana in a classic convertible
  • Dine in a traditional Cuban paladar
  • Explore the romantic, colonial city of Trinidad and its beaches at Playa Ancón
  • Take a dip in a waterfall and enjoy wild water swimming
  • See some of Cuba’s finest ballet dancers in Camaguey
  • Learn to salsa like the locals with your Flashpacker guide
  • Hike in Che Guevara's footsteps in the Sierra Maestro Mountains
  • Enjoy a Cuban cooking demonstration in Baracoa
  • See Cuba’s best local night spots & live music venues
  • Stay in locally run Casa's - the best way to experience Cuban life


Day 1: Me casa es su casa in Old Havana

After touchdown we’ll whisk you away to your Casa in Old Havana where you can wander around the charming cobbled streets at leisure. Admire the decaying beauty of the city before taking a stroll down by the romantic Malecón sea wall and feel your cares slip away as you watch the waves rock the bobbing fishing boats. Later in the evening you’ll meet your guide for an orientation meeting and eat dinner at an upscale local paladar, a privately owned restaurant often housed in locals’ homes. And if you aren’t too jet-lagged then our guide will show you the local hot spots for a mojito or two!

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Meet your Flash Pack Family

Watch the sun go down on the streets of Havana

Enjoy a mojito with your fellow Flashpackers

Day 2: Cruise around in a classic convertible

Spend the morning acting like a Hollywood star, cruising the broad boulevards of Havana in a genuine American classic convertible car. This is one of the coolest places to drive on the globe, and we’ve made sure you’ll be kitted out with a candy-coloured set of wheels to match the occasion. Spend the afternoon sampling the potent local rum, visiting the amazing mosaic-covered neighbourhood of Fusterlandia, or salsa dancing your way through the streets whilst puffing away on a hand-rolled cigar. It would be rude not to. Wrap up your 48 hours in this incredible city with a special farewell dinner in one of our favourite Havana restaurants.

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Hands up who wants to drive a classic convertible?

Prepare to step back in time

Park up at the Plaza de la Revolución

Drive to a secret location for roof top cocktails

Day 3: A feast on the beach in Trinidad

Trindad time! Bathed in pastel colours of sunset yellows, sky blues and mint greens, the colonial city of Trinidad is eye-wateringly beautiful. Step back in time to walk its narrow cobbled streets, where the occasional 1950s car or even a horse and cart will pass you by. Explore its numerous churches, museums and all round architectural splendor and, if you like your culture served up with a mini workout, climb the Museo Historico’s watchtower for the best views of the city. Trinidad is situated close to the stunning Valle de los Ingenios (Valley of Sugar Mills) and the gorgeous Playa Ancón, where you can enjoy long stretches of pristine, white beaches later in the afternoon. We finish the day off with a delicious home-prepared feast of traditional Cuban cuisine – if weather permits, we may have our meal on the glittering shores of Playa Ancón with the colourful sunset as our backdrop.

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Take a walk around the colonial streets of Trinidad

Hit the beach or relax in Trinidad

Be sure to check out the night club in a cave!

Important notes

Cuba is the most incredible destination but it’s definitely for the ‘hardier’ traveller, should we say! There is no such thing as a boutique hotel. We use local casas’ , which are B&B’s. Some are very basic and others are chic and cool. We can’t guarantee where you’ll be staying but we’ve never had any complaints about them so far.

The itinerary and structure could change at little notice but we can guarantee that if you’re up for an adventure, you’ll LOVE Cuba. Our guides will take care of absolutely everything but travellers have to be ready for changes to the itinerary  – which can also provide a lot of laughs and more spontaneity  – which is what we all ultimately looking for, isn’t it? Get in touch with our team if you are unsure if this is the right trip for you. 

Flashpacker pictures

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