Cuba 2027
A deeply intentional, perspective-shifting journey to the heart of Havana. Explore what it means to practice presence, celebrate community, and discover joy as a profound form of resistance.
The experience
Cuba is currently navigating one of the most challenging periods in its modern history. Everyday Cubans face severe economic hardships, resource shortages, and systemic strain. As mindful travelers, we choose to meet it with open hearts, deep empathy, and a commitment to solidarity. Amidst these immense hardships, the spirit, ingenuity, and cultural resilience of the Cuban people remain entirely undiminished—expressed through a vibrant sense of community, shared laughter, and an inspiring capacity for joy.
What makes it special
Stay in casas particulares (private, family-run homes) and share stories with local families. We will support independent creators, chefs, and community projects, ensuring our economic impact directly benefits everyday Cuban neighborhoods.
Immerse ourselves in the vibrant, soul-stirring energy of Havana. We will witness how music, dance, street art, and spontaneous play are not just entertainment, but vital lifelines of celebration, connection, and survival.
Hold space for collective reflection, mindfulness, and dialogue as we process the complex intersections of history, politics, and human resilience, learning from a culture that fiercely protects its sense of community and warmth.
7 days, 8 nights in Old Havana
We are stationed right in the heart of Old Havana, where the opportunities for walking exploration are endless. In 1982, this historic neighborhood was inscribed on the UNESCO World Heritage List due to its unique Baroque and neoclassical architecture, its imposing fortifications, and its immense historical importance as a stop on the maritime route to the New World. Staying here allows us to walk through living history every single day.
Who This Is For
If you are looking for an isolated tourist resort, this trip is not for you. This journey is crafted for those who want to practice deep listening, celebrate incredible human strength, and explore how mindfulness, social justice, and collective joy intersect in a truly profound global setting.
Your itinerary
Our weekdays follow a nourishing, balanced rhythm designed to ground your mind and engage your spirit:
Begin each day with a rejuvenating yoga and mindfulness session on our private rooftop terrace, overlooking the historic streets of Old Havana.
Gather after practice for an engaging morning Spanish lesson to help you communicate and build authentic relationships with the locals we meet.
Enjoy fresh, home-cooked Cuban breakfasts and lunches provided daily at our venue. Dietary needs are embraced, with vegetarian and gluten-free options available.
Customize your afternoon: lean into action with meaningful community volunteer work, dive into history with guided sightseeing, or embrace rhythm and movement with lively local dance lessons.
Three unforgettable group dinners at scenic, carefully selected Cuban restaurants and venues, allowing us to taste the island's culinary creativity while soaking in beautiful vistas.
On the weekend, our schedule shifts to focus entirely on collective joy, cultural immersion, and playful exploration:
Roll through the historic plazas and hidden corners of Old Havana on a personalized, sustainable pedicab excursion.
Immerse yourself in the Afro-Cuban art community. Experience the electric energy of live Rumba music, vibrant street murals, and community dancing.
Travel just outside the city center to breathe in the ocean air, relax on the sand, and practice open-air presence by the sea.
Wander through this massive cultural warehouse market to shop directly from independent local artisans, painters, and craftspeople.
An old factory transformed into a mind-blowing mixed-media art and event venue—you will need a good nap before this one because it goes on and on into the wee hours.
About our lodging
We stay in private, family-run homes — casas particulares — right in the heart of Old Havana. This is intentional: your dollars go directly to Cuban families, and you gain an intimate window into daily life that no hotel can offer.
Casas particulares are double occupancy and will all be located close to the Spanish school where we eat, dance, learn, and gather. Lodging in dorm-style rooms also available for a lower rate.
Havana is full of stairs: steep, windy, uneven stairs. We will have access to one or two accessible lodging rooms, but the whole of Havana features rough, intriguing pathways and compelling staircases.
Included
Not included
Investment & Payment Plan
We believe in transparency and community solidarity. Our financial structure ensures fair compensation for our local hosts, guides, and project leaders while keeping the journey as communal and accessible as possible.
$1,850 per person
Based on double occupancy. A lower rate is available for dormitory-style shared accommodations.
The final cost is subject to group size. A smaller cohort may increase the cost slightly, while a larger group will lower it for everyone.
Submit a $200 fully refundable intent deposit. This helps us gauge real interest, which directly influences our final group pricing. Your deposit is completely risk-free and will be fully refunded if you choose not to move forward once the final registration price is released in late November. Payments can be made via Venmo, Zelle, or a check.
Definitive registration cost announced mid-November 2026.
Questions, answered
Reserve your place with a fully refundable $200 intent deposit. Final pricing announced mid-November 2026.
Contact Chiara for deposit detailsOr reach out via the contact page