Salsa, Sunsets, and Cigars: A Cuban Adventure

Get Lost in Cuba’s Magic: Where Every Moment Shines with Pride

Embark on an unforgettable journey through the vibrant streets of Havana, where ancient traditions meet modern charm against the backdrop of Cuba’s colorful culture. From the cobblestone lanes of Old Havana, designated as a UNESCO World Heritage site, to the hidden gems of local paladars and bustling LGBTQ+ friendly nightlife venues, our meticulously crafted itinerary promises a captivating blend of cultural immersion and relaxation. Indulge in the rich flavors of Cuban cuisine at renowned private restaurants, witness the artistry of cigar-making firsthand, and immerse yourself in the dynamic arts scene with visits to local studios and performances. Whether unwinding on the pristine beaches of Habana del Este or savoring panoramic views from boutique hotel rooftop bars.

Your Journey

From Salsa Beats to Sandy Beach Retreats: Cuba Awaits!

4 nights at Telégrafo Axel Hotel La Habana

Daily breakfast 

Explore Old Havana’s UNESCO World Heritage sites, including Plaza de Armas and Cathedral Square, for a glimpse into the city’s captivating past.

Indulge in Cuban cuisine at top private restaurants like Paladar “La Guarida” and “Casa Miglis”, blending Swedish and Cuban flavors for a unique dining experience.

Witness the art of Cuban cigar-making at a renowned factory and join a training session with the “Havana Queens” dance company for a taste of Havana’s vibrant arts scene.

Discover local treasures like the Fuster social art project, where colorful ceramic artwork transforms entire neighborhoods, offering a glimpse into Cuban creativity.

Unwind at the LGBTQ+ friendly “Playa Mi Cayito”, known for its welcoming atmosphere and stunning natural beauty along Habana del Este’s coastline.

Enjoy a nostalgic show at the iconic Tropicana Cabaret, showcasing dazzling performances and capturing the essence of Havana’s entertainment scene.

Take in stunning vistas of the Malecon and ocean from the panoramic bar of boutique hotel Malecon 663, while savoring a sundowner cocktail.

Connect with Cuban artists and entrepreneurs through visits to cigar factories and art studios, offering insights into local culture and traditions.


Day 1: Arrival in Havana

Upon arrival, you’ll be met by your English-speaking guide and escorted via private transfer to your hotel in Havana.  Settle into your accommodations, freshen up and explore the surroundings of your hotel, soaking in the vibrant atmosphere of Havana. In the evening, you’ll be be picked up for dinner at the renowned private restaurant, Paladar “La Guarida”. This iconic establishment not only offers delectable Cuban cuisine but also holds historical significance as the setting for the film “Strawberry & Chocolate”, which openly addresses queer themes. (D)

Day 2: Colonial Havana and the Nostalgia of the 1950s

Embark on a morning walking tour through Old Havana, a UNESCO World Heritage site. Led by an expert guide, stroll along the colonial Prado boulevard, immersing yourself in the rich history and architecture of the city. Explore iconic landmarks such as Plaza de Armas, Cathedral Square, and El Templete, gaining insights into Havana’s fascinating past. After a morning of exploration, enjoy lunch at popular local eateries like “O’Reilly 304” or “El Frente”, known for their vibrant atmosphere and delicious cuisine. In the afternoon, visit the social project “Arte Corte” at the “Barber Street”, supporting young Cuban entrepreneurs in the art of hairstyle.  Conclude the day with a relaxing drink at nearby Plaza Santo Angel, soaking in the charming ambiance of Old Havana.

Tonight, dinner at the charming private paladar “La Esperanza” in Miramar. This hidden gem offers a nostalgic 1950s living room atmosphere, complete with beautiful antiques and authentic Cuban delicacies. As you indulge in the flavors of Cuba, you’ll be transported back in time to a bygone era of elegance and charm. After dinner, it’s time to visit one of Havana’s clubs or head back to the hotel to relax! (B/L/D)

Day 3: Cigars, Arts & Dance

Experience the artistry of Cuban cigar-making with a visit to a renowned cigar factory, where guests will witness skilled “torcedores” crafting the finest cigars in the world. Following this immersive experience, you’ll will embark on a journey through Havana’s vibrant arts scene, starting with a training session of “Havana Queens”, one of the leading contemporary dance companies in town. Sitting on the stage, guests will have the opportunity to interact with the dancers and learn about their daily lives and the fascinating history of the project. In the late morning, visit the Fuster social art project, where local artist José Fuster has transformed an entire neighborhood with his colorful ceramic artwork. Enjoy lunch at “Café Fortuna” or Paladar “Vistamar” before exploring the studio of a young Cuban artist in Vedado, who will introduce guests to the thriving Cuban arts scene during a refreshing “Mojito” cocktail. Conclude the day with cocktails at Hotel Nacional’s “Bar de la Fama” and a visit to the renowned “Fabrica de Arte”, a cultural hub showcasing contemporary Cuban art, music, and performances. This evening a delightful dinner at Havana’s well known palador awaits. (B/L/D)

Day 4: The Beach (or Full-Day Excursion to Tobacco Land)

Today, you’ll have time to relax and unwind at the beaches of Habana del Este, including the LGBTQ+ friendly “Playa Mi Cayito”, known for its welcoming atmosphere and stunning natural beauty. Alternatively, on days when the weather does not cooperate, you will have the option for a full-day excursion to Tobacco Land to explore Cuba’s rich tobacco heritage, including visits to local tobacco farms and factories. After a morning of exploration, you will enjoy lunch at local eateries like “Il Piccolo” or “Café Ajiaco”, savoring fresh Cuban seafood and cocktails. In the late afternoon, return to Havana, where you’ll indulge in a sundowner at the panoramic bar of boutique hotel Malecon 663, offering breathtaking views of the Malecon and the ocean. Dinner options include gay-friendly Paladar “Le Chansonier” or “Porto Havana” in Vedado, providing guests with a delightful culinary experience accompanied by stunning views of the sea. (B/L/D)

Day 5: Havana – Departure

Enjoy breakfast followed by a transfer to the airport or, depending on your flight time, enjoy the morning at leisure. It’s time to bid farewell to Havana! (B)


Havana 4
Telégrafo Axel Hotel La Habana

Outworld Journeys




450 West 31 Street, 9C New York, NY 10001