This is not an itinerary; it is a curated celebration. Your journey begins the moment you land, bypassing the queues with a personal VIP Arrival service guided by our representative, Juan Carlos Borges. You’ll be escorted to a private lounge while your luggage is handled. From there, your Havana welcome becomes a cinematic event: a private convoy of ten gleaming 1950s convertibles awaits to whisk your party into the city’s golden-era glamour.
You will be personally greeted at your accommodation by your dedicated private concierges, who will be your hosts for this bespoke experience. A 24-seat private van with an English-speaking guide remains at your disposal for the duration of your stay. Your residence is a handpicked sanctuary, chosen from our premium portfolio: perhaps the Estancia Bohemia in a historic 1780s palace on Plaza Vieja , the laid-back luxury of the 1925 mansion Voya Boutique Hotel, the exclusive Tropical Villa in Miramar with its rooftop pool, or the art-filled Elvira Mi Amor, which boasts a private collection of contemporary art
Day 1: Colonial Heart & Cabaret Nights
Your immersion begins on foot with a private Old Havana walking tour led by a local historian. You will explore the city’s four iconic plazas—from Plaza de Armas to Plaza de la Catedral—uncovering the stories within the colonial stones. The tour concludes with a celebratory mojito at the legendary La Bodeguita del Medio and live music at La Vitrola. As evening approaches, you’ll ascend to La Guarida, Havana’s most iconic paladar. Your experience begins on its stunning new rooftop terrace for a private Cocktail & Mocktail Masterclass at sunset, followed by a Welcome Dinner in its unforgettable atmosphere. The night culminates in a spectacle: you will be escorted to the world-famous Tropicana cabaret to enjoy the show from the best seats in the house (second row). For those who wish to embrace the local nightlife, the evening can continue with a game of dominoes at El Bejuco, a favorite local spot.
Day 2: The Ultimate Birthday Celebration
Today is the main event—a day choreographed to capture the sun, the sea, and the soul of Havana.
- The Birthday Breakfast: Wake up to a Special Birthday Breakfast prepared at your accommodation—a spread of tropical fruits, Cuban coffee, and pastries to start the day with indulgence.
- Morning Discovery: Step out for a City Tour of Colonial Havana, wandering the cobblestone streets where history lives in the architecture. Your guide will lead you to La Vitrola, a retro gem pulsating with 50s nostalgia, for a mid-morning signature cocktail amidst its lively atmosphere.
- Noon by the Sea: At midday, trade the cobblestones for the sand. You will be whisked away to Playas del Este for a luxurious seafood lunch. Enjoy fresh lobster and crystal-clear waters at a reserved seaside table, soaking up the Caribbean sun in style.
- Afternoon Art & Rhythm: Refreshed by the ocean breeze, return to the city to immerse yourself in its creative pulse. Embark on a private Art Tour, visiting the galleries and studios that define contemporary Cuban culture. As the afternoon cools (around 5:00 p.m.), we will stop at the Casa de la Música in Miramar. Here, you will experience a true Habanero matinée—an electric session where you can watch (or join!) the locals as they dance authentic casino-style salsa.
- Sunset & Strings: At 6:30 p.m., retreat to your accommodation’s rooftop for Sunset Cocktails. If you wish, a live band can serenade you as the sky turns to fire over the city.
- The Birthday Dinner: For the celebratory meal, we recommend three distinct vibes:
- Arrecife: For those who love the ocean, offering excellent food with a pleasant sea view.
- Euforia: A stylish choice known for its outstanding cuisine and modern atmosphere.
- Grados: Our top pick for foodies. This intimate paladar, run by Chef Raulito Bazuka, offers exceptional food (think slow-cooked lamb in pru) accompanied by a traditional music trio and a special celebratory toast to cap the feast.
- The After-Party: The night is yours. Depending on the specific events scheduled for December 10th, we will guide you to the best salsa in town. Options almost certainly include:
- Jardines de 1830: The choice for a very local experience, dancing under the stars by the sea.
- Hotel Inglaterra Terrace: For spectacular views and a historic setting.
- Yarini Bar: The hip, new sanctuary of Havana’s nightlife scene in San Isidro.
Day 3: Culinary Arts & A Curated Farewell
For your final morning, you may choose your own cultural immersion:
- Option 1: The Art Tour. Journey to the city’s outskirts to explore Fusterlandia, the vibrant, surreal, Gaudi-inspired mosaic wonderland created by artist José Fuster. This inspiring visit is followed by lunch at Arrecife.
- Option 2: The Food Tour. Gain an insider’s understanding of Cuban culinary life with visits to a local produce market and a ration card store. This deep-dive culminates in a private lunch at Grados, the hip paladar of Chef Raulito, for a taste of long-lost recipes accompanied by a live Cuban trio.
Savoring the final moments of Cuban flavor, your private driver will escort you to Jose Marti Airport for your seamless departure.
Why Choose This Journey?
This is not a package; it is a performance. It’s a journey designed for those who understand that true luxury lies in absolute personalization and privileged access. We believe in crafting moments that are personally relevant and memorable, from securing a private concert with a world-class musician to transforming an arrival into a ten-car cinematic event. This is your Cuba, orchestrated to perfection.
Begin Your Journey
We believe every trip should be as unique as the traveler. To begin crafting your completely customized Cuban experience, please contact our team. We look forward to getting to know you and introducing you to the Cuba that only we know.
Get in touch today!
