The Exhale: Havana Weekend
February 14-17, 2026
Havana, Cuba
Havana is vibrant, buzzing, full of stories. Havana is history and heartache and hope. Havana is adventure and contemplation. Havana is a feeling that will never leave you. We’re spending four days experiencing the magic that is Havana. The music, the food, the people, the joy, the gratitude. Inhale. Exhale.
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Havana
Step into the vibrant cityscape of Havana, where history and passion intertwine to create a truly enchanting experience. You’ll be surrounded by colorful colonial architecture and the rhythmic pulse of Cuban music. You’ll find yourself immersed in a city brimming with creativity and charm. The lively streets and open-hearted locals will inspire you as you savor the rich tapestry of Havana’s dynamic energy. The spirit of Havana calls you to embrace the joy of living fully.
Itinerary
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You land at José Martí airport in Havana, where a driver will take you to our stunning home in Old Havana, Elvira Mi Amor. From the moment you walk in the door of this restored 1920’s mansion, you're transported. Settle in to the luxury of the space, enjoy the tranquility of your room, and when you're ready, head to the rooftop terrace for a mojito and the stunning view of the entire city.
Meet our friend and guide Dariel for a walking tour of Old Havana and learn about the complicated, intriguing history of this city. We’ll have dinner together at a local paladar as you get your bearings in this vibrant, complex city. After dinner, wander through Old Havana and soak in the music and the mood. You’re starting to feel Havana.
Meals included: Dinner
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You awake refreshed after a great sleep and head to the courtyard for coffee and breakfast prepared by the amazing team at Elvira Mi Amor. We’re stepping out of our comfort zone and into a salsa class this morning. No experience needed…our local dance teachers are amazing.
Lunch is on your own, and you’ll have the afternoon to explore Havana. You might wander around a museum, grab some handmade crafts at the artisan market, or hop in a classic car for a tour of the city. Feeling the pull of the sea? The beach is a quick taxi ride away. We’ll help you decide and get you to the right place.
Meet back at Elvira this evening to reconnect with Dariel. He’s going to help us understand modern Cuban history, from the 1959 Revolution to how Cubans live today. Tonight after dinner we’re going to test out those new dance moves at a salsa bar by the sea.
Meals Included: Breakfast + Dinner
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Sleep in a bit. Breakfast is in the courtyard with a strong coffee to wake us up. After breakfast we’re heading for a cultural exchange at a local school, where we’ll get to know the kids and teachers and deliver our donations. We might do a little language exchange, play some soccer or join a celebration!
Now that you know your way around Havana, embrace your inner sense of adventure. You’ll have a few hours to explore on your own. Have a walk down the Paseo del Prado. Do some shopping, have a cocktail… Immerse yourself in the rhythms of the city.
Meet back at Elvira Mi Amor this evening for a cigar, rum, coffee and chocolate tasting with Dariel. He’ll teach us about how cigars are made, how to properly smoke them (the fancy way), and what to pair for a satisfying taste experience.
It’s our last night in Havana! Join me for dinner and drinks or venture out on your own. Soak it all in. You’re never going to be the same.
Meals Included: Breakfast
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It's time to integrate everything we've learned about ourselves, take a deep breath, and exhale. We'll have our last breakfast on the terrace, pack our bags and say goodbye to the fantastic staff at Elvira Mi Amor.
Airport transfer to José Martí airport, and we head home!
Meals Included: Breakfast
Cuba can be unpredictable. Our itinerary is subject to change based on circumstances that may arise. Flexibility is essential on an adventure like this!
Check our our Frequently Asked Questions for more details on what to expect.
This itinerary meets all criteria for travel under the general license “Support for the Cuban People” and is in compliance with US laws.
Where You'll Stay
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Elvira Mi Amor
A jewel in the heart of Old Havana, Elvira Mi Amor is a lovingly restored 1920's mansion that highlights the splendor of that era. You'll never want to leave.
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Guests can choose between a standard room with a queen bed or a suite with a king bed at Elvira Mi Amor. Friends traveling together can choose to share a suite (this means sharing a bed).
All rooms are stunning spaces, with curated local artwork, fully appointed private bathrooms and loads of natural light. Some rooms have balconies, while others open onto the terrace or the courtyard.
Each morning we will enjoy a tropical brunch, made from scratch with fresh local ingredients.
Guests have access to several sitting rooms and three rooftop terraces, with a private bar staffed for beverages and filtered water.
Free wi-fi for guests is available (this may be spotty at times).
Elvira Mi Amor is situated in the heart of Old Havana with a simple façade that blends into it’s surroundings. When you step inside, you’re transported to opulent 1920’s Havana. The house is just a few minutes walk from the most popular sites in the city.
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Check our our Frequently Asked Questions for more details on what to expect.
Traveler Reviews
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