Day 1: Arrival in Havana
Arrive in Havana and  meet your private transfer outside of the airport terminal to take you to your boutique accommodation. Take some time to settle in before meeting your guide. Enjoy a welcome dinner at a local paladar (a small, family-run restaurant) serving authentic Cuban cuisine. Explore the nearby nightlife with some live music to get a taste of Havana’s vibrant culture.

Day 2: Havana – Hemingway’s Footsteps
A Hemingway-Inspired Journey Through Old Havana

Step into the footsteps of literary legend Ernest Hemingway as you embark on an unforgettable exploration of Old Havana. Begin your adventure at the Ambos Mundos Hotel, where Hemingway spent countless hours crafting some of his most celebrated works. Here you will sip his favourite cocktails such as Mojitos at La Bodeguita del Medio and Daiquiris at El Floridita, immersing yourself in the vibrant energy that once fueled his creativity.

After soaking in the lively streets, slip into a vintage classic car and cruise to Hemingway’s tranquil retreat, Finca Vigía. Perched above Havana, this beautifully preserved home offers intimate glimpses into the writer’s daily life, complete with his personal library, fishing gear, and typewriter where literary magic unfolded.

As you return to Havana, pause at Cojímar, a picturesque fishing village that served as the backdrop for The Old Man and the Sea. Here, walk the shores Hemingway once admired, discovering the local charm that inspired his timeless novel.

An Enchanting Havana Evening: Dining, Music, and Dance

As the sun sets over Havana, take a moment to unwind and reflect on the day’s adventures. Your guide will curate a perfect dining spot, where you can indulge in exquisite Cuban flavours—whether it’s a plate of succulent ropa vieja, freshly grilled seafood by the Malecón, or a refined tasting menu infused with island-inspired ingredients.

After dinner, immerse yourself in Havana’s electrifying nightlife. Consider stepping into the legendary Buena Vista Social Club, where the rhythms of Son Cubano fill the air, or experience the dazzling spectacle of Parisien or Tropicana, where vibrant costumes, pulsating percussion, and passionate performances transport you deep into the soul of Cuban culture.

With every beat, every sip of aged rum, and every lively dance step, your evening becomes a true celebration of Havana’s musical heritage—ensuring a connection to its artistic and literary legacy that lingers long after the night fades.

Day 3: Day Trip to Vinales
A Journey into the Heart of Viñales: Tobacco, Tradition & Timeless Charm

Venture into the lush landscapes of Viñales, where emerald-green fields stretch beneath towering limestone mogotes. This breathtaking region, famed for its pristine tobacco farms, offers an intimate glimpse into the rhythms of Cuban rural life.

Upon arrival, step onto a working tobacco farm, where generations of artisans cultivate the famed leaves that shape Cuba’s most distinguished cigars. Walk among the drying barns, inhale the earthy scent of curing tobacco, and witness the meticulous craft of hand-rolling a Cohiba cigar—a skill honed through decades of tradition. As you listen to farmers share their stories, you’ll gain an appreciation for the patience and artistry behind each perfected leaf.

Following this immersive experience, settle in for a hearty countryside feast, cooked over smouldering charcoal—an homage to Viñales’ rustic flavours. Expect farm-fresh ingredients transformed into succulent roast pork, fragrant rice dishes, and tropical fruits bursting with flavor, all accompanied by a smooth local rum or a refreshing guava juice.
With lunch savored, embrace the unhurried pace of life by joining a friendly game of dominoes with local residents. In Cuba, dominoes are more than a pastime; they’re a cherished social ritual. Amid laughter, strategy, and shared moments, you’ll find yourself wrapped in the warmth of true Cuban hospitality.

As the sun begins to dip behind the mogotes, take one last lingering look at this tranquil valley, then make your way back to Havana, carrying with you the rich experiences of tobacco, tradition, and the enduring spirit of Viñales.

Day 4: Cienfuegos via Bay of Pigs
A Scenic Journey to Cienfuegos: History, Cuisine & Coastal Elegance

Set off early for a picturesque drive toward Cienfuegos, pausing at one of Cuba’s most historically significant sites—the Bay of Pigs. Here, delve into the poignant history of the 1961 invasion at a local museum where personal narratives, rare photographs, and military artifacts bring this dramatic chapter to life. As you explore the exhibits, gain a deeper understanding of this pivotal moment in Cuban and American history, shaped by resilience and transformation.

Continue your journey with a delightful lunch at Playa Girón, an area known for its locally inspired cuisine. Bask in unique Cuban flavours that blend traditional ingredients with unexpected twists—from freshly caught seafood to dishes infused with regional spices—creating an unforgettable culinary experience.

Upon arrival in Cienfuegos, often called the ‘Pearl of the South’, immerse yourself in its graceful neoclassical architecture and vibrant coastal charm. Stroll along the breezy waterfront promenade, taking in sweeping views of the bay as you soak up the city’s laid-back elegance. Keep an eye out for the tiny bee hummingbird, the world’s smallest bird, flitting among the trees—an enchanting sight for nature lovers.

As the day draws to a close, make your way to the magnificent Palacio del Valle, an architectural masterpiece adorned with intricate Moorish details. From its rooftop terrace, witness the golden hues of the setting sun spilling over the bay, a mesmerizing finale to your exploration.

Day 5: Trinidad
A Day in Trinidad: History, Rhythm & Caribbean Charm

Upon arriving in Trinidad, let the city’s cobbled streets and pastel-hued colonial facades transport you to another era. Meander through its charming alleyways, where every turn reveals a piece of rich Cuban history. Step into local museums, where carefully preserved artifacts and engaging narratives bring the city’s storied past to life, offering insight into its deep colonial roots and vibrant heritage.

As the day unfolds, immerse yourself in the rhythm of Cuba with a lively salsa dancing class. Whether you’re a seasoned dancer or stepping onto the floor for the first time, this energetic experience is a joyful connection to the pulse of Cuban music. Guided by local instructors, you’ll master the dynamic footwork, feel the infectious beats of Son Cubano, and let the music sweep you into the city’s effervescent spirit.

When evening sets in, settle into one of Trinidad’s atmospheric eateries, where the essence of Cuban cuisine comes alive. Take a culinary dive into dishes like succulent roast pork, fragrant arroz con pollo, or a freshly grilled seafood platter, accompanied by a glass of smooth Cuban rum or refreshing guarapo.

After dinner, let the night lead you deeper into the city’s mesmerising nightlife. Wander to a local venue where live music spills onto the streets, and both locals and travellers gather beneath the stars. The air pulses with Afro-Cuban rhythms, laughter, and the enticing sway of salsa and rumba. Engage with friendly locals, sip a handcrafted cocktail, and dance under the warm Caribbean sky—an unforgettable finale to a day steeped in culture, history, and sheer vibrance.

Day 6: Trinidad Agricultural Day
A Day at Finca La Lima: A Taste of Rural Cuba

Escape into the heart of the Cuban countryside with a visit to Finca La Lima, where rolling fields, rustic traditions, and the rhythms of farm life offer an authentic glimpse into Cuba’s agricultural heritage.

Begin your journey by working the land, engaging in the time-honored craft of coffee de-hulling. As you carefully remove the outer husk of each bean, discover the intricate process that transforms raw coffee cherries into the rich, aromatic brew Cuba is known for. With the scent of fresh coffee lingering in the air, you’ll gain a new appreciation for how this farm-to-cup tradition has shaped Cuban culture for generations.

Next, step into the daily rhythms of dairy farming by milking a cow—a humble yet essential practice that embodies the connection between farmers and their animals. As you take part in this hands-on experience, witness the dedication that goes into producing one of Cuba’s staple ingredients.

With the farm’s bounty at your fingertips, transition from the fields to the charcoal kitchen, where wood-fired stoves infuse each dish with a smoky, rustic essence. Under the guidance of local cooks, learn the traditional techniques used to prepare succulent roast pork, fragrant rice and beans, and sweet plantains, all sourced directly from the farm’s harvest. As the meal simmers over the open flame, listen to stories passed down through generations, each dish a reflection of Cuba’s deep culinary roots.

Finally, gather around the table to enjoy the taste of your labour—a true farm-to-table feast that connects you to the land, its people, and the traditions that make Cuban cuisine so vibrant.

This immersive experience at Finca La Lima is more than a lesson in farming—it’s a journey into the soul of Cuban rural life, where history, community, and food intertwine in a way that makes the day truly unforgettable.

Day 7: Return to Havana via Santa Clara
Today, your journey takes you back to Havana, with a significant stop in Santa Clara, a city steeped in revolutionary history. In Santa Clara, you will visit the Che Guevara Mausoleum, a site of profound national pride and significance. This mausoleum not only serves as the final resting place of the iconic revolutionary Che Guevara but also houses a museum dedicated to his life and the revolutionary struggle. The monument, a striking tribute to his legacy, features an imposing bronze statue of Guevara, symbolising his indelible impact on Cuba and world history. During your visit, take the opportunity to absorb the powerful exhibits, personal artifacts, and poignant photographs that provide deeper insights into the events that shaped the nation.

This visit promises to be a reflective and enlightening experience, enriching your understanding of Cuba’s complex history as you make your way back to the vibrant capital city of Havana.

Day 8: Culinary Exploration of Havana
A Culinary and Cultural Finale in Havana

Spend your final day in Havana indulging in its vibrant flavors and rhythms, celebrating the essence of Cuban gastronomy and nightlife.

Begin your journey at a beloved local ice cream parlor, where tropical-infused delights—such as mango, guava, or creamy coconut—offer a refreshing escape from the city’s warm embrace. As the rich, velvety textures melt on your tongue, immerse yourself in the simple joy of Cuban sweetness.

Next, dive into the deep, complex world of Cuban chocolate, sampling artisanal varieties that reveal subtle notes of spice, rum, and tropical fruit. Each bite is a testament to the island’s rich cacao heritage, blending tradition with irresistible indulgence.

Strolling through Havana’s bustling streets, let the aromas of sizzling street food beckon you toward local vendors. Sink your teeth into savory tamales, crispy empanadas, and golden-fried churros, each bite a flavorful gateway into everyday Cuban life.

As the sun begins to fade, take your culinary adventure to new heights—literally—with a cocktail-making class atop a scenic rooftop bar. Guided by an expert mixologist, master the

art of Cuba’s signature drinks, shaking up Mojitos, Cuba Libres, and refreshing Daiquiris. As you sip your handcrafted creation, soak in sweeping city views, the skyline glowing under twilight’s golden hues.

For your grand Havana send-off, immerse yourself in the city’s electrifying nightlife. Whether it’s a legendary salsa club or a cozy, music-filled tavern, the pulsating beats of Son Cubano and Afro-Cuban jazz will beckon you to the dance floor. Engage with locals, lose yourself in the rhythm, and let the spirit of Havana carry you into the night—a perfect, unforgettable ending to your Cuban adventure.

Day 9: Departure Day – Farewell – Adiós
Head to the airport enriched with the vibrant culture and tastes of Cuba.