Street view of colorful colonial-style buildings with vintage cars and pedestrians.

The Exhale: Havana Weekend

Interior wall with ornate cream-colored decorative molding on the left and a rough brick wall with white pipes on the right. A small table with a lamp and a decorative vase with a green plant is visible.

Coming Back 2028

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.

I Want This.
  • Cityscape at sunset with historic buildings, street, and ocean in distance

    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

  • 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

  • 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

  • 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

  • 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.

Take me to Cuba!
Group of women walking on a colorful street with pastel buildings and balconies.
Five women standing in front of a pink vintage convertible car on a colorful street with old buildings and mural art.

Where You'll Stay

  • Living room with large stained glass windows, brick walls, a white sofa with pillows, a wooden armchair with a green pillow, a round glass coffee table with flowers, a wooden side table, and framed artwork on the walls.

    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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  • Living room with large stained glass windows, exposed brick wall, a white sofa with pillows, a wooden armchair with a green pillow, a floral arrangement on a glass coffee table, and artwork on the walls.

  • A rooftop patio at sunset with greenery, potted plants, outdoor tables, and string lights.

  • A bedroom with three tall windows with black frames and beige curtains. A large abstract painting with vibrant colors is on the white wall next to exposed brick walls. A small shelf with a vase and books is on the brick wall, and a small wooden stool is beside it. The bed has white sheets and pillows.

  • A cozy room with exposed brick walls, a large arched stained glass window, a black chalkboard wall with drawings, plants, a chandelier, and comfortable seating.

  • Luxurious bathroom with a gold-framed mirror, a vintage sink with a brass faucet, and a bathrobe hanging on the wall, inside a rustic-style room with warm lighting.

  • People enjoying a dinner party with various foods on a table outdoors, surrounded by lush greenery and warm lighting.

  • View of old, weathered buildings with laundry hanging outside, seen through potted tropical plants on a balcony.

  • A cozy living room with brick walls, large stained glass windows, a white sofa with colorful pillows, a glass coffee table with a vase of flowers, and a large painting on the wall. There are plants and wooden flooring, with warm lighting.

  • An interior view of a luxurious bathroom with a chandelier, beige curtains, colorful artistic hangings, a white bathrobe, a black and white bathtub, and warm lighting.

  • View of a balcony or patio with a white hammock, a white patio umbrella, and lush green tropical plants seen through an open window with beige curtains.

  • A bedroom with exposed brick walls, a large crystal chandelier, beige curtains, a white bed with pillows, a side table with a lamp, and decorative plants on floating shelves.

  • Bedroom with a wooden bed, white bedding, colorful artwork of a dog on a paddleboard, natural wood ceiling, window with shutters, modern chandelier, standing lamp, wooden dresser with flower vase, glass table with plant, and air conditioning unit.

  • A modern bathroom with a stone sink, glass shower enclosure, window, towel hanging on the wall, and a plant, view into a living area with a pink chair, wooden door, and ceiling light fixture.

  • Outdoor patio with brick flooring, lush tropical plants, a hammock, a black spiral staircase, patio furniture, and string lights overhead under a wooden canopy.

  • A cozy bathroom with a vintage clawfoot bathtub, a side table with towel and decorative items, large green plants, a chandelier, and colorful curtains.

  • A large plate of assorted fresh cut tropical fruits including watermelon, cantaloupe, banana, pineapple, and papaya, with a small bowl of mashed plantains or bananas topped with nuts and caramelized onions in front.

  • A five-member band performing on a terrace at night surrounded by lush plants, with string lights overhead, including a keyboardist, bassist, drummer, saxophonist, and vocalist.

  • A sunlit outdoor courtyard with terracotta tile flooring, potted plants, a hammock, a large white umbrella, and outdoor chairs with cushions.

  • Five tall glasses filled with a mint and lime cocktail with ice, lined up on a wooden surface, with a blurred woman in the background.

  • A narrow urban street with old, weathered buildings on both sides, some with colorful balconies and graffiti, parked cars including a bright blue vintage car.

  • Interior courtyard of a building with white walls, wooden louvered shutters, balconies with iron railings, and lush green plants and vines growing along the walls and on the railings.

  • Outdoor bar with potted plants, a white wall with shelves holding bottles, and lush greenery around.

    • 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.

  • Check our our Frequently Asked Questions for more details on what to expect.

Traveler Reviews

  • "Cuba was amazing. Exceeded all expectations, the people, the food, the atmosphere. Trip of a life time!"

    -On Cuba

  • "10/10 Would Recommend!!!"

    -On traveling with Amy

  • "Did I feel safe? 100%. I had massive anxiety about going to Cuba, but the Cuban people are so helpful and kind. We were a group of women and I never once felt worried or uneasy."

    -On safety in Cuba

  • "The views!! it was so peacful and calming, the rooms we're spacious and serene."

    -On Finca Villaverde

  • "The decor, the hosts, the staff, it was outstanding. We each had our uniquely designed room and the overall aesthetic of the house was like walking into a designer mansion. The staff went above and beyond, we we're never in need of anything."

    -On Elvira Mi Amor

  • "Cuba is absolutely stunning. The architecture, the places we stayed in, we couldn't have asked for better people, better views, better amenities!"

    -On Cuba

  • "Very well organized. As always, Amy researches everything and never disappoints. Accommodations were gorgeous and fantastic."

    -On Amy's planning skills

  • "I love traveling with Amy. Everything is easy and taken care of and I just show up."

    -On traveling with Amy

  • "Such a beautiful building with the most picture perfect rooms. Couldn’t have stayed in a better place anywhere. The rooftop area alone was worth it. And the food was delicious."

    -On Elvira Mi Amor

What’s Cuba like? Have a look…

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Five women standing together outdoors in a town square, smiling at the camera. Background includes colorful buildings, a large wooden art installation, and a fountain.

You’re ready. Let’s Go.

I want this.