Cuba
Signature Collection

Cuba

"A cinematic immersion into a living time capsule where Spanish colonial grandeur, revolutionary murals, and the scent of world-class tobacco meet the rhythmic soul of the Caribbean."

Selected Journey

The Vintage Heart & Tobacco Valleys

A high-voltage 7-day traverse through the soul of western Cuba. Experience the crumbling elegance of Havana, the prehistoric landscapes of Viñales, and the white-sand coves of the Gulf of Mexico.

Day 1

The Alabaster Malecón: Arrival in Havana

"Welcome to the City of Columns! Your journey begins in Habana Vieja (UNESCO). Explore the Plaza de Armas and the Cathedral. In the afternoon, take a 1950s classic car tour along the Malecón seawall. Tonight, enjoy a welcome feast of Ropa Vieja and hand-pressed mojitos in a high-end paladar (private restaurant) overlooking the harbor."

Accommodation: Gran Hotel Manzana Kempinski Book Now
✦ The Elite Upgrade

Old Havana UNESCO Walk

Explore the four main colonial plazas, marvelling at the 18th-century Baroque architecture and the vibrant street musicians of Calle Obispo.

~25 USD
✦ The Elite Upgrade

Classic American Car Safari

Navigate the city in a restored 1955 Chevrolet convertible, cruising through the Miramar district and Revolution Square as the sun sets.

~60 USD
✦ The Elite Upgrade

La Guarida Gastronomy Gala

Indulge in a curated dinner inside a grand, decaying Porfirian palace—the film site for 'Strawberry and Chocolate'—sampling modern Cuban fusion.

~85 USD
Day 2

Hemingway’s Footsteps: Cojimar & Finca Vigia

"Today features a journey into the world of Ernest Hemingway. Visit Finca Vigia, his preserved estate, to see his 9,000-volume library. In the afternoon, visit the fishing village of Cojimar, the setting for 'The Old Man and the Sea.' Tonight, enjoy a 'Daiquiri' session at El Floridita and witness the Cannonball Ceremony at the fortress."

Accommodation: Hotel Nacional de Cuba Book Now
Essential

Hemingway’s Finca Vigia

Explore the author's hilltop villa where he wrote 'The Bell Tolls', marvelling at his personal trophies and his famous boat, the Pilar.

~10 USD Book Now
Essential

Cojimar Fishing Village Walk

Wander the coastal village to see the Hemingway monument and the harbor that inspired his Nobel-prize winning literature.

~0 USD Book Now
Essential

El Cañonazo de las Nueve

Witness the 18th-century ritual firing of the cannon at the Fortaleza de la Cabaña, experiencing the military pageant overlooking the bay.

~10 USD Book Now
Day 3

The Tobacco Heartland: To Viñales

"We drive west into the Pinar del Río province to reach the Viñales Valley (UNESCO). You will stand before the massive limestone mogotes (karst hills). In the afternoon, visit a 'Vega' (tobacco farm) to see the drying barns and hand-rolling process. Tonight, sleep in a boutique villa overlooking the prehistoric landscape."

Accommodation: Hotel Ermita Book Now
✦ The Elite Upgrade

Organic Tobacco Farm Tour

Visit a local farmer to see the cultivation of the world's finest tobacco, participating in a hand-rolling session and sampling farm-fresh coffee.

~25 USD
Essential

Los Jazmines Valley View

Climb to the spectacular lookout point for a panorama of the mogotes and tobacco fields, watching the mist settle in the valley floor.

~0 USD Book Now
Essential

Sunset Organic Farm Table

Indulge in a multi-course 'Finca' meal at Finca Agroecológica El Paraíso, sampling ingredients harvested from the surrounding garden.

~45 USD Book Now
Day 4

Subterranean Rivers: Cueva del Indio

"Today features a journey into the earth. You will navigate the Cueva del Indio by motorboat on an underground river. In the afternoon, explore the Mural de la Prehistoria, a massive painting on the side of a mogote. Tonight, enjoy a 'Salsa' session in the town plaza and experience the local nocturnal life."

Accommodation: Hotel Ermita Book Now
Essential

Cueva del Indio Boat Safari

Explore the illuminated limestone cavern, marvelling at the stalactites before boarding a boat to emerge through the karst mountain face.

~10 USD Book Now
Essential

Prehistoric Mural Walk

Visit the 120-meter long mural painted by Leovigildo González Morillo, marvelling at the psychedelic depiction of evolution on the cliff face.

~5 USD Book Now
✦ The Elite Upgrade

Polo Montañez Salsa Night

Join the locals at the open-air cultural center for a night of live son and salsa music, experiencing the high-energy rhythm of the valley.

~5 USD
Day 5

The Island of Cayo Levisa: Gulf Coast

"We drive to the coast to board a ferry to Cayo Levisa. This secluded island features 3km of pristine white-sand beach and black coral reefs. You'll spend the day snorkeling in the turquoise waters of the Gulf of Mexico. Tonight, return toward the mainland and sleep in a luxury eco-resort surrounded by palm forests."

Accommodation: Hotel Cayo Levisa Book Now
✦ The Elite Upgrade

Gulf Reef Snorkel Safari

Navigate the coral gardens to spot giant sea fans and tropical fish, marvelling at the absolute clarity of the northern Caribbean waters.

~45 USD
Essential

Secluded Beach Meditation

Relax on the powdery white sands of the Cayo, practicing mindfulness as the emerald water laps the shore in total island isolation.

~0 USD Book Now
Essential

Coastal Seafood Banquet

Indulge in freshly caught Caribbean lobster and grilled snapper on the beach, watching the sun set over the international waters of the Gulf.

~55 USD Book Now
Day 6

The Biosphere return: Las Terrazas

"Today features a journey to Las Terrazas, a pioneering eco-village inside the Sierra del Rosario (UNESCO). You will swim in the natural pools of the San Juan River. In the afternoon, visit the ruins of an 18th-century coffee plantation. Tonight, return to Havana for a celebratory farewell gala dinner at the Tropicana Cabaret."

Accommodation: Hotel Moka Book Now
Essential

San Juan River Natural Pools

Trek the reforestation forest to reach the crystal-clear freshwater pools, swimming beneath the tropical canopy in a protected biosphere.

~10 USD Book Now
Essential

Buenavista Coffee Ruins

Explore the 1801 French-founded coffee plantation ruins, viewing the restored grinding stones and the spectacular views of the Sierra.

~5 USD Book Now
✦ The Elite Upgrade

Tropicana Cabaret Gala

Toast your 7-day odyssey at the world-famous 'Paradise under the Stars', witnessing the high-octane 1950s show with over 200 performers.

~120 USD
Day 7

The Final Bloom: Departure from Havana

"Your monumental 7-day traverse of Western Cuba finally concludes. Wake up for a final traditional breakfast of 'Cafe con Leche' and guava pastry. You'll take a final morning trip to the Museum of the Revolution for one last look at the history. As you head to Havana International Airport, you carry with you memories of vintage cars and valley mists. Phir Milenge!"

Accommodation: Gran Hotel Manzana Kempinski Book Now
Essential

Museum of the Revolution

Explore the former Presidential Palace, marvelling at the bullet holes from the 1957 attack and the Granma yacht used by Fidel Castro.

~10 USD Book Now
Essential

Final Cuban Farewell Lunch

Enjoy a final authentic meal of Congrí and spicy mountain tea at a celebrated city restaurant before your long journey home.

~30 USD Book Now
Essential

Havana Airport Transfer

Take a final private transfer through the tree-lined avenues of Vedado to the international terminal, saying a final 'Hasta Siempre' to Cuba.

~25 USD Book Now
Selected Journey

The Colonial Spine & Revolutionary East Odyssey

An epic two-week journey beyond the western trail. Discover the southern coast's architectural gems, navigate the historic plazas of Camagüey, and experience the fierce musical and revolutionary heritage of the far east.

Day 1

The Modernist Gateway return: Arrival in Havana

"Welcome back to the capital! To keep this route distinct, your journey begins in the Vedado district—the 1950s heart of the city. Explore the University of Havana and the iconic Hotel Nacional. Tonight, enjoy a welcome feast of modern Cuban fusion in a high-end paladar (private restaurant) overlooking the city's skyline."

Accommodation: SO/ Paseo del Prado Book Now
Essential

Vedado Modernist Walk

Explore the mid-century architecture of 'La Rampa', visiting the Hotel Riviera and the Coppelia ice cream cathedral in the city's sophisticated hub.

~0 USD Book Now
Essential

Revolution Square (Plaza de la Revolución)

Visit the site of Fidel Castro's massive rallies, marvelling at the steel memorials to Che Guevara and Camilo Cienfuegos on the ministry buildings.

~0 USD Book Now
✦ The Elite Upgrade

Otramanera Modern Cuban

Indulge in a curated dinner by Chef Amy Torralbas, sampling avant-garde interpretations of island ingredients in a chic, minimalist Vedado setting.

~75 USD
Day 2

The Pearl of the South: Cienfuegos

"We drive southeast along the Caribbean coast to reach Cienfuegos (UNESCO). This city was founded by French settlers and features unique neoclassical architecture. In the afternoon, walk the Paseo del Prado, the longest in Cuba. Tonight, enjoy a seafood feast in the Punta Gorda district and sleep in a restored palace by the bay."

Accommodation: Meliá San Carlos Book Now
Essential

Tomas Terry Theater & Plaza

Explore the 1889 neoclassical theater and the José Martí Park, marvelling at the marble statues and the only Triumphal Arch in Cuba.

~5 USD Book Now
✦ The Elite Upgrade

Palacio de Valle Masterpiece

Visit the eclectic Moorish-Gothic palace on the tip of the peninsula, watching the sun set over the Bay of Jagua from the spectacular rooftop bar.

~5 USD
Essential

Villa Lagartos Bay Dinner

Indulge in freshly caught Caribbean lobster and grilled snapper at the water's edge, watching the local fishing boats reflect in the calm bay.

~45 USD Book Now
Day 3

The Museum City: Trinidad Heritage

"We drive east to Trinidad (UNESCO), a perfectly preserved 18th-century colonial town. You will stand on the cobblestones of Plaza Mayor. In the afternoon, visit the Cantero Palace for a panoramic view of the red-tiled roofs. Tonight, experience the famous 'Casa de la Música' open-air dance ritual and sleep in a luxury 5-star hotel in the heart of the village."

Accommodation: Iberostar Heritage Grand Trinidad Book Now
Essential

Plaza Mayor & Museo Romántico

Wander the cobblestone streets of the old town, marvelling at the yellow-painted bell tower and the 19th-century antiques inside the Brunet Palace.

~10 USD Book Now
✦ The Elite Upgrade

Trinidad Ceramic Workshop Safari

Visit the Santander family workshop to see the traditional clay-throwing techniques used for generations, learning the history of the town's artisan guilds.

~0 USD
Essential

Casa de la Música Salsa Ritual

Join the locals on the famous stone stairs for a night of live salsa and son music, witnessing the high-energy rhythmic heart of rural Cuba.

~5 USD Book Now
Day 4

The Sugar Valley: Valle de los Ingenios

"Today features a journey into the Valle de los Ingenios (UNESCO), the center of the 19th-century sugar boom. You visit the Manaca Iznaga estate to see the 45-meter slave watchtower. In the afternoon, relax on the white sands of Playa Ancón. Tonight, enjoy a 'Country' dinner and sleep in a boutique manor house surrounded by green hills."

Accommodation: Iberostar Heritage Grand Trinidad Book Now
Essential

Manaca Iznaga Slave Tower

Climb the seven-story stone tower for a 360-degree view of the sugar cane fields, viewing the massive iron bells that once signaled the start of work.

~5 USD Book Now
Essential

Playa Ancón Caribbean Swim

Relax on the peninsula's premier white-sand beach, swimming in the turquoise waters of the Caribbean Sea away from the town's stone streets.

~0 USD Book Now
Essential

Finca Kenia Creole Banquet

Indulge in an authentic meal of 'Cerdo Asado' (roasted pork) and black beans inside a historic colonial farmhouse, sampling the soul of Cuban country life.

~35 USD Book Now
Day 5

The Labyrinth of Tinajones: Camagüey

"We drive northeast into the cattle-ranching heartland to reach Camagüey (UNESCO). This city was built like a maze to confuse pirates. In the afternoon, visit the Plaza San Juan de Dios to see the 18th-century hospital and church. Tonight, enjoy a welcome banquet in a restored colonial convent and sleep in a luxury boutique hotel on the historic 'Maceo' street."

Accommodation: Hotel E Camino de Hierro Book Now
✦ The Elite Upgrade

Camagüey Labyrinth Bike-Taxi

Navigate the confusing crooked streets and tiny plazas in a traditional bicycle-taxi, marvelling at the 'Tinajones' (massive clay water pots) in every courtyard.

~15 USD
Essential

Plaza del Carmen & Statues

Wander the restored square to see the lifelike bronze sculptures of townspeople by Martha Jiménez, viewing the blue-painted colonial facades.

~0 USD Book Now
Essential

Restaurante 1800 Heritage Night

Indulge in a celebratory banquet at the most popular paladar in the city, sampling Oaxacan-influenced Cuban steak inside a 19th-century mansion.

~55 USD Book Now
Day 6

The Heroic City: Santiago de Cuba

"We drive to the far east to reach Santiago de Cuba, the second city of the island. Your afternoon begins at the Moncada Barracks, the site of the 1953 revolutionary attack. In the evening, explore the Cespedes Park to see the 16th-century Velazquez house. Tonight, enjoy a welcome feast of Afro-Cuban 'Ajiaco' stew and sleep in the city's only 5-star hotel."

Accommodation: Meliá Santiago de Cuba Book Now
Essential

Moncada Barracks & Revolution

Explore the site that launched the Cuban Revolution, marvelling at the bullet-scarred walls and the museum of the 26th of July movement.

~5 USD Book Now
✦ The Elite Upgrade

San Ifigenia Cemetery Ritual

Witness the ceremonial changing of the guard at the tomb of José Martí and visit the final resting place of Fidel Castro and the Bacardi family.

~10 USD
Essential

Santiago Café Musical Feast

Indulge in a celebratory meal while listening to live 'Santiaguero' son music in a room designed to look like an old colonial street.

~45 USD Book Now
Day 7

The Caribbean Bastion: Castillo del Morro

"Spend your day at the Castillo de San Pedro de la Roca (UNESCO), the world's most complete Spanish-American military fortress. Explore the drawbridges and the battery levels overlooking the bay. In the afternoon, take a boat to Cayo Granma to see the wooden houses of the fishermen. Tonight, return to the city for a 'Conga' session in the streets."

Accommodation: Meliá Santiago de Cuba Book Now
✦ The Elite Upgrade

UNESCO San Pedro Fortress Tour

Navigate the spectacular stone bastions built on a sheer cliff edge, marvelling at the cannons and the 17th-century defense engineering of the harbor.

~15 USD
Essential

Cayo Granma Island Safari

Sail to the tiny island in the center of the harbor, walking the red-paved streets to the hilltop church for a view of the Sierra Maestra.

~5 USD Book Now
✦ The Elite Upgrade

Casa de la Trova Heritage Night

Experience the world's most famous son music house, witnessing the local legends play traditional guitars in a high-energy community ritual.

~10 USD
Day 8

The First City: To Baracoa

"Today features a legendary journey along 'La Farola', the mountain viaduct, to reach Baracoa. This was the first city founded by the Spanish in 1511. You will stand before the 'Cruz de la Parra', the only cross left by Columbus in the New World. In the afternoon, explore the black-sand beaches. Tonight, sleep in a boutique hotel perched on the cliffs."

Accommodation: Hotel El Castillo Book Now
Essential

Our Lady of Assumption Cathedral

Explore the 1511 colonial church, viewing the 1492 wooden cross of Christopher Columbus and marvelling at the mountain-shrouded town plaza.

~2 USD Book Now
✦ The Elite Upgrade

El Yunque Mountain Viewpoint

Trek the base of the table-top mountain that Columbus recorded in his diary, viewing the spectacular primary rainforest and coconut groves.

~0 USD
Essential

Baracoan Cocoa & Coconut Feast

Indulge in local 'Bacalao con Leche de Coco' and authentic cacao desserts at El Poeta, sampling the unique flavors of the isolated far east.

~35 USD Book Now
Day 9

The Toa River return: Duaba Rainforest

"We drive to the banks of the Toa River, the most voluminous in Cuba. You will board a traditional 'Cayuco' (bamboo raft) to navigate the turquoise waters. In the afternoon, visit the Duaba Cocoa plantation to see the traditional drying process. Tonight, return toward the central plains, sleeping in a quiet mountain lodge overlooking the Atlantic waves."

Accommodation: Hotel El Castillo Book Now
✦ The Elite Upgrade

Toa River Cayuco Expedition

Navigate the Spectacular river system through the mangroves, marvelling at the prehistoric birdlife and the vertical green mountains.

~45 USD
Essential

Baracoa Cocoa Harvest Session

Visit a local highland beekeeper to see the harvest of the famous Oaxacan Sidr honey, sampling it fresh from the mountain combs.

~30 USD Book Now
Essential

Baracoa Sunset Seafood Night

Indulge in a celebratory banquet at a seaside paladar, enjoying high-end tropical fusion with a 360-degree view of the moonlit Atlantic.

~40 USD Book Now
Day 10

The French Heritage return: Bayamo

"We drive toward the center of the east to reach Bayamo, the 'City of the Carriage'. You will explore the historic plaza where the National Anthem was first sung. In the afternoon, visit the local artisan market. Tonight, enjoy a welcome banquet in a restored 19th-century colonial building and sleep in a luxury stone mansion."

Accommodation: Hotel Royalton Bayamo Book Now
Essential

Bayamo Colonial Carriage Tour

Explore the nation's most historic city by horse-drawn carriage, marvelling at the 18th-century plazas and the birthplace of Carlos Manuel de Céspedes.

~15 USD Book Now
Essential

Bayamo Anthem Plaza Walk

Wander through the 1849 red-stone church and the historic colonial park, viewing the statues of the missionaries overlooking the fjords.

~0 USD Book Now
Essential

Sierra Maestra Heritage Gala

Indulge in a curated multi-course meal at the city's premier restaurant, sampling muskox carpaccio and local foraged herbs in a chic setting.

~45 USD Book Now
Day 11

The Desert Frontier return: Guardalavaca

"We drive north to reach the gold-sand beaches of Guardalavaca. Your afternoon is dedicated to the Chorro de Maíta, an indigenous burial site. In the evening, explore the nine bays of the capital to see the hidden harbor seals. Tonight, enjoy a welcome banquet of fresh Pacific sailfish and sleep in a luxury beach-front resort overlooking the Atlantic dunes."

Accommodation: Paradisus Río de Oro Resort & Spa Book Now
✦ The Elite Upgrade

Chorro de Maíta Indigenous Site

Explore the most important burial site in the Caribbean, marvelling at the excavated tombs of the Taíno people and the reconstructed indigenous village.

~15 USD
Essential

Guardalavaca White Sand Beach

Trek to the western-most cliff point of the Oaxacan coast, practicing mindfulness as the sun sets over the international waters in a spiritual ritual.

~0 USD Book Now
✦ The Elite Upgrade

Guardalavaca Harbor Farewell Night

Toast your 14-day odyssey at a hilltop terrace, enjoying high-end tropical fusion with a 360-degree view of the moonlit sub-arctic plains.

~90 USD
Day 12

The Spirit of the Mountain return: Remedios

"We drive north into the central plains to reach the 'Pueblo Mágico' of Remedios. Your afternoon is spent in the historic church of San Juan Bautista. You will explore the 22 squares of the city and the Mercer-Williams House. Tonight, enjoy a dinner of 'Highland' trout and sleep in a traditional stone lodge surrounded by primary pine forests."

Accommodation: Hotel E Camino del Príncipe Book Now
Essential

San Juan Bautista Gilded Church

Explore the most ornate gold-leaf chapel in rural Cuba, marvelling at the mahogany altars and the unique history of the Parrandas festival.

~5 USD Book Now
✦ The Elite Upgrade

Che Guevara Mausoleum Safari

Visit the spectacular monument and museum in nearby Santa Clara, viewing the original 1953 revolutionary artifacts and the bronze Guevara statue.

~5 USD
✦ The Elite Upgrade

Remedios Heritage Banquet Night

Toast your 21-day odyssey with a traditional banquet accompanied by live high-energy 'Oud' music and mountain poetry in a desert lodge.

~40 USD
Day 13

Crown Jewels and Farewell Souks return

"For your final full day, we return to Havana center. You visit the National Museum of Fine Arts to see the royal art collections. In the afternoon, return to the San José Craft Market for final shopping of high-end art and cigars. Tonight, enjoy a grand farewell gala dinner at a high-end restaurant on the 56th floor, celebrating your 14 days across the land."

Accommodation: Gran Hotel Manzana Kempinski Book Now
✦ The Elite Upgrade

Museo de Bellas Artes Architecture

Explore the anvil-shaped masterpiece by Fernando Romero, marvelling at the 66,000 hexagonal aluminum plates and the world-class art inside.

~10 USD
Essential

San José Craft Market Final Run

Do a final shopping dash for world-class Mexican jewelry and hand-woven luxury textiles at the city's premier reputable boutiques.

~0 USD Book Now
✦ The Elite Upgrade

La Guarida Farewell Sky Gala

Celebrate your journey at the city's highest terrace, enjoying high-end Asian-Mexican fusion and 360-degree views of the illuminated metropolis.

~110 USD
Day 14

The Final Bloom: Departure from Havana

"Your monumental 14-day traverse of Cuba finally concludes. Wake up for a final traditional breakfast of 'Chilaquiles' and hot chocolate. You'll take a final morning trip to the Morro Castle for one last look at the white-and-glass city. As you head to the Havana Airport, you carry with you a heart full of memories—from the cobblestones to the coast. Phir Milenge!"

Accommodation: Gran Hotel Manzana Kempinski Book Now
Essential

Morro-Cabaña Castle Panorama

Stroll the ridge for a final aerial view of the skyline, watching the traditional dhows reflect in the calm morning waters of the park lakes.

~10 USD Book Now
Essential

Final Cuban Farewell Lunch

Enjoy a final authentic meal of Tacos al Pastor and spicy mountain tea at a celebrated city restaurant before your long journey home.

~30 USD Book Now
Essential

Havana Airport Transfer

Take a final private transfer through the tree-lined avenues of the capital to the international terminal, saying a final 'Ma'asalama' to the land of peace.

~25 USD Book Now
Selected Journey

The Uncharted Archipelago & Sierra Maestra Odyssey

An epic three-week masterclass in Cuban wilderness. Summit the highest peaks of the Sierra Maestra, navigate the crocodile-filled Zapata Swamp, snorkel the black coral reefs of Maria la Gorda, and retreat to the white-sand silence of Cayo Largo del Sur.

Day 1

The Baroque Gateway: Arrival in Havana

"Welcome to the capital! Your journey begins in the historic heart of Old Havana. Explore the Plaza de la Catedral and the Castillo de la Real Fuerza. Tonight, enjoy a welcome feast of modern Cuban fusion in a rooftop paladar overlooking the illuminated entrance of the harbor."

Accommodation: Iberostar Grand Packard Book Now
Essential

Plaza de la Catedral Walk

Explore the asymmetrical baroque facade of the cathedral and the surrounding colonial mansions, marvelling at the 18th-century stone carvings.

~0 USD Book Now
Essential

Castillo de la Real Fuerza

Visit the oldest stone fortress in the Americas, marvelling at the Giraldilla weather vane and the panoramic views of the Havana Malecón.

~5 USD Book Now
✦ The Elite Upgrade

La Guarida Tasting Night

Indulge in a curated dinner inside a grand decaying palace, sampling slow-cooked pork and papaya lasagna in the city's most iconic paladar.

~85 USD
Day 2

The Remote West: To Maria la Gorda

"We drive west to the Guanahacabibes Peninsula (UNESCO), the westernmost point of Cuba. Your afternoon is dedicated to the white sands of Maria la Gorda. In the evening, explore the limestone cliffs. Tonight, enjoy a seafood banquet and sleep in a secluded beach resort on the edge of the international diving frontier."

Accommodation: Hotel Maria la Gorda Book Now
✦ The Elite Upgrade

Black Coral Reef Snorkel

Navigate the turquoise waters of the Gulf of Mexico to see the rare black coral formations and tropical reef fish in a protected biosphere.

~35 USD
Essential

Guanahacabibes Lighthouse Walk

Trek the limestone path to the Roncali lighthouse, watching the sun set over the absolute western horizon where the Caribbean meets the Gulf.

~0 USD Book Now
Essential

Beachfront Lobster Supper

Indulge in freshly caught Caribbean lobster grilled on the beach, practicing mindfulness as the waves of the Gulf of Mexico lap the shore.

~45 USD Book Now
Day 3

The Swamp Frontier: Zapata Peninsula

"We drive east to the Zapata Swamp, the largest wetland in the Caribbean. You visit the Criadero de Cocodrilos to see the endemic Cuban crocodile. In the afternoon, board a boat to reach the Laguna del Tesoro. Tonight, sleep in a villa built over the freshwater lagoon in a reconstructed Taino village."

Accommodation: Hotel Villa Guamá Book Now
Essential

Cuban Crocodile Safari

Explore the breeding facility dedicated to the protection of the rhombifer species, marvelling at the prehistoric predators and native birdlife.

~10 USD Book Now
✦ The Elite Upgrade

Laguna del Tesoro Boat Cruise

Navigate the freshwater channels to reach the Guamá Taino village, marvelling at the 32 life-size sculptures of indigenous life by Rita Longa.

~15 USD
Essential

Swamp Specialty Banquet

Indulge in an authentic meal of crocodile tail and local freshwater fish, experiencing the unique flavors of the Cuban wetland frontier.

~35 USD Book Now
Day 4

The Bay of Pigs: Playa Girón

"Today features a journey into history at Playa Girón. You visit the Museo de la Intervención to see the 1961 invasion artifacts. In the afternoon, snorkel in the Cueva de los Peces, a 70-meter deep sinkhole connected to the sea. Tonight, return toward the central plains and sleep in a luxury stone manor in the sugar fields."

Accommodation: Hotel Playa Girón Book Now
Essential

Playa Girón Invasion Museum

Explore the historical site of the 1961 Bay of Pigs invasion, viewing the captured aircraft and tanks that define the Cold War in the Caribbean.

~5 USD Book Now
✦ The Elite Upgrade

Cueva de los Peces Snorkel

Swim in the crystal-clear cenote and the turquoise sea just across the road, marvelling at the tropical fish in the deep limestone cavern.

~15 USD
Essential

Zapata Coastline Sunset Walk

Stroll the rocky shoreline where the forest meets the sea, watching the sky turn deep orange as the tropical birds return to the canopy.

~0 USD Book Now
Day 5

The Island of Youth: Nueva Gerona

"We fly from Havana (transit) south to the Isle of Youth (Isla de la Juventud). Your afternoon begins at the Presidio Modelo, the panopticon prison where Fidel Castro was held. In the evening, explore the black-sand Bibijagua beach. Tonight, enjoy a 'Pineapple' feast and sleep in a boutique hotel in the quiet island capital."

Accommodation: Hotel Villa Isla de la Juventud Book Now
✦ The Elite Upgrade

Presidio Modelo Panopticon

Explore the haunting circular prison blocks inspired by Joliet Prison, marvelling at the architectural scale and the history of political struggle.

~5 USD
Essential

Bibijagua Black Sand Stroll

Wander the unique volcanic shoreline of the island, watching the white surf contrast against the charcoal-colored sands at the golden hour.

~0 USD Book Now
Essential

Nueva Gerona Heritage Supper

Indulge in a meal of local grapefruit and grilled fish, experiencing the absolute isolation and community spirit of the southern archipelago.

~30 USD Book Now
Day 6

The Southern Cays return: Cayo Largo

"Today features a journey by air or boat to Cayo Largo del Sur. This island features the most pristine white-sand beaches in Cuba. Your afternoon is dedicated to Playa Sirena. Tonight, enjoy a 'Starlight' seafood gala on the beach and sleep in a luxury all-inclusive resort surrounded by nothing but turquoise water."

Accommodation: Grand Memories Cayo Largo Book Now
✦ The Elite Upgrade

Sirena Beach Turquoise Safari

Navigate the virgin white sands of the island to reach the western tip, swimming in the absolute calm crystal waters and marvelling at the coral.

~45 USD
Essential

Sea Turtle Rescue Center

Visit the island's conservation facility to see the green and hawksbill turtles, learning the history of the nesting sites on the southern cays.

~5 USD Book Now
✦ The Elite Upgrade

Cayo Largo Moonlight Gala

Toast your first week at a seaside banquet, enjoying high-end Caribbean fusion with a 360-degree view of the moonlit international waters.

~65 USD
Day 7

The Mountain Citadel return: To Bayamo

"We fly back to the mainland and drive to Bayamo, the 'City of the Carriage'. You will visit the Plaza de la Himno, where the National Anthem was born. In the afternoon, visit the local artisan textile market. Tonight, enjoy a welcome banquet in a restored 19th-century colonial building and sleep in a luxury stone mansion."

Accommodation: Hotel Royalton Bayamo Book Now
Essential

Bayamo Colonial Carriage Tour

Explore the nation's most historic city by horse-drawn carriage, marvelling at the 18th-century plazas and the birthplace of Carlos Manuel de Céspedes.

~15 USD Book Now
Essential

Bayamo Anthem Plaza Walk

Wander through the 1849 red-stone church and the historic colonial park, viewing the statues of the revolutionaries overlooking the plains.

~0 USD Book Now
Essential

Sierra Maestra Heritage Gala

Indulge in a curated multi-course meal at the city's premier restaurant, sampling Oaxacan-influenced Cuban steak and foraged herbs.

~45 USD Book Now
Day 8

The Rebel Trail: Sierra Maestra Peak

"Prepare for the ultimate historical trek! We drive to the base of the Sierra Maestra mountains. You will hike the steep forest trail to reach the Comandancia de la Plata, the secret headquarters of Fidel Castro. In the afternoon, return to the mountain village of Santo Domingo. Tonight, sleep in a rustic lodge surrounded by the primary jungle."

Accommodation: Villa Santo Domingo Book Now
✦ The Elite Upgrade

Comandancia de la Plata Trek

Hike the Spectacular stone trails to reach the cloud-level rebel camp, viewing the hidden radio station and the field hospital of the revolutionaries.

~45 USD
Essential

Sierra Maestra Cloud Forest Walk

Trek the lush trails behind the village to see the giant tree-ferns and epiphytes, practicing mindfulness in the absolute peace of the mountains.

~0 USD Book Now
Essential

Rebel Mountain Supper

Indulge in a meal of roasted pork and malanga inside a wooden mountain house, experiencing the absolute soul of the Sierra Maestra.

~35 USD Book Now
Day 9

The Heroic Port return: Santiago de Cuba

"We drive to Santiago de Cuba, the rhythmic second city of the island. Your afternoon begins at the Moncada Barracks to see the bullet-scarred walls. In the evening, explore the Cespedes Park. Tonight, enjoy a welcome feast of Afro-Cuban 'Ajiaco' stew and sleep in a luxury suite overlooking the mountains of the south."

Accommodation: Meliá Santiago de Cuba Book Now
Essential

Moncada Barracks & History

Explore the site that launched the 26th of July movement, marvelling at the revolutionary museum and the colonial military architecture.

~5 USD Book Now
✦ The Elite Upgrade

Santa Ifigenia Cemetery Ritual

Witness the changing of the guard at the tomb of José Martí, marvelling at the marble mausoleums of the Cuban national heroes.

~10 USD
Essential

Santiago Son Heritage Night

Indulge in a celebratory banquet at a historic paladar, witnessing live son music guitars and witnessing the rhythmic heart of the East.

~55 USD Book Now
Day 10

The Silver Fortress return: Castillo del Morro

"Spend your day at the Castillo de San Pedro de la Roca (UNESCO), the world's most complete Spanish-American military fortress. Explore the drawbridges and battery levels. In the afternoon, take a boat to Cayo Granma to see the wooden houses of the fishermen. Tonight, return to the city for a 'Trova' music session in the plaza."

Accommodation: Meliá Santiago de Cuba Book Now
✦ The Elite Upgrade

UNESCO San Pedro Fortress Tour

Navigate the spectacular stone bastions built on a sheer cliff edge, marvelling at the cannons and the 17th-century defense engineering.

~15 USD
Essential

Cayo Granma Island Safari

Sail to the tiny island in the center of the harbor, walking the red-paved streets to the hilltop church for a view of the Sierra Maestra.

~5 USD Book Now
✦ The Elite Upgrade

Casa de la Trova Heritage Night

Experience the world's most famous son music house, witnessing the local legends play traditional guitars in a high-energy community ritual.

~10 USD
Day 11

The First City return: To Baracoa

"Today features a legendary journey along 'La Farola', the mountain viaduct, to reach Baracoa. This was the first city founded by the Spanish in 1511. You will stand before the 'Cruz de la Parra', the only cross left by Columbus in the New World. In the afternoon, explore the black-sand beaches. Tonight, sleep in a boutique hotel perched on the cliffs."

Accommodation: Hotel El Castillo Book Now
Essential

Our Lady of Assumption Cathedral

Explore the 1511 colonial church, viewing the 1492 wooden cross of Christopher Columbus and marvelling at the mountain-shrouded town plaza.

~2 USD Book Now
✦ The Elite Upgrade

El Yunque Mountain Viewpoint

Trek the base of the table-top mountain that Columbus recorded in his diary, viewing the spectacular primary rainforest and coconut groves.

~0 USD
Essential

Baracoan Cocoa & Coconut Feast

Indulge in local 'Bacalao con Leche de Coco' and authentic cacao desserts at El Poeta, sampling the unique flavors of the isolated far east.

~35 USD Book Now
Day 12

The Toa River return: Duaba Rainforest

"We drive to the banks of the Toa River, the most voluminous in Cuba. You will board a traditional 'Cayuco' (bamboo raft) to navigate the turquoise waters. In the afternoon, visit the Duaba Cocoa plantation to see the traditional drying process. Tonight, return toward the central plains, sleeping in a quiet mountain lodge overlooking the Atlantic waves."

Accommodation: Hotel El Castillo Book Now
✦ The Elite Upgrade

Toa River Cayuco Expedition

Navigate the Spectacular river system through the mangroves, marvelling at the prehistoric birdlife and the vertical green mountains.

~45 USD
Essential

Baracoa Cocoa Harvest Session

Visit a local plantation to see the harvest of the famous Oaxacan style Sidr honey, sampling it fresh from the mountain combs.

~30 USD Book Now
Essential

Baracoa Sunset Seafood Night

Indulge in a celebratory banquet at a seaside paladar, enjoying high-end tropical fusion with a 360-degree view of the moonlit Atlantic.

~40 USD Book Now
Day 13

The Desert Frontier return: Guardalavaca

"We drive north to reach the gold-sand beaches of Guardalavaca. Your afternoon is dedicated to the Chorro de Maíta, an indigenous burial site. In the evening, explore the nine bays of the capital to see the hidden harbor seals. Tonight, enjoy a welcome banquet of fresh Pacific sailfish and sleep in a luxury beach-front resort overlooking the Atlantic dunes."

Accommodation: Paradisus Río de Oro Resort & Spa Book Now
✦ The Elite Upgrade

Chorro de Maíta Indigenous Site

Explore the most important burial site in the Caribbean, marvelling at the excavated tombs of the Taíno people and the reconstructed indigenous village.

~15 USD
Essential

Guardalavaca White Sand Beach

Trek to the western-most cliff point of the coast, practicing mindfulness as the sun sets over the international waters in a spiritual ritual.

~0 USD Book Now
✦ The Elite Upgrade

Guardalavaca Harbor Farewell Night

Toast your 14-day odyssey at a hilltop terrace, enjoying high-end tropical fusion with a 360-degree view of the moonlit sub-arctic plains.

~90 USD
Day 14

The Spirit of the Mountain return: Remedios

"We drive north into the central plains to reach the 'Pueblo Mágico' of Remedios. Your afternoon is spent in the historic church of San Juan Bautista. You will explore the 22 squares of the city. Tonight, enjoy a dinner of 'Highland' trout and sleep in a traditional stone lodge surrounded by primary pine forests."

Accommodation: Hotel E Camino del Príncipe Book Now
Essential

San Juan Bautista Gilded Church

Explore the most ornate gold-leaf chapel in rural Cuba, marvelling at the mahogany altars and the unique history of the Parrandas festival.

~5 USD Book Now
✦ The Elite Upgrade

Che Guevara Mausoleum Safari

Visit the spectacular monument and museum in nearby Santa Clara, viewing the original 1953 revolutionary artifacts and the bronze Guevara statue.

~5 USD
✦ The Elite Upgrade

Remedios Heritage Banquet Night

Toast your 21-day odyssey with a traditional banquet accompanied by live high-energy 'Oud' music and mountain poetry in a desert lodge.

~40 USD
Day 15

The Blue Pearl return: Santa Clara

"Today features a journey into the heart of the revolution. You visit the Tren Blindado museum to see the derailed armored train. In the afternoon, return toward the coast to reach the city of Sagua la Grande. Tonight, enjoy a 'River-view' dinner and sleep in a luxury waterfront hotel overlooking the bridge of the Sagua River."

Accommodation: Hotel E Palacio Arenas Book Now
✦ The Elite Upgrade

Tren Blindado Monument Walk

Explore the site where Che Guevara captured the government troop train, viewing the original wagons and the bulldozer used to derail history.

~5 USD
Essential

Sagua la Grande Heritage Stroll

Wander through the restored 19th-century river port, viewing the neoclassical palaces and the historic iron bridges that rival those of the North.

~0 USD Book Now
Essential

Sagua Riverfront Night Walk

Stroll the city's modern boardwalk to see the public art installations and the illuminated sculptures by the river mouth and harbor.

~0 USD Book Now
Day 16

The Northern Cays return: Cayo Santa Maria

"We drive across the espectacular 48km stone causeway (Pedraplén) to reach Cayo Santa Maria. This island features some of the finest reefs in the north. Your afternoon is spent snorkeling in the turquoise waters of the Atlantic coast. Tonight, enjoy a celebratory 'Reef-side' gala and sleep in a luxury beach resort overlooking the sea."

Accommodation: Royalton Cayo Santa Maria Book Now
✦ The Elite Upgrade

Northern Cay Catamaran Safari

Navigate the turquoise lagoons to reach the white sand beaches of Cayo Ensenachos, snorkeling in the volcanic reefs among schools of tropical fish.

~110 USD
Essential

Santa Maria Beach Reflection

Relax in the crystal-clear sheltered waters, practicing mindfulness as the sun sets over the Atlantic horizon and the sky turns deep crimson.

~0 USD Book Now
✦ The Elite Upgrade

Cayo Santa Maria Farewell Night

Indulge in a world-class dinner using native Caribbean ingredients like snapper and coconut, paired with premium Cuban rums and spirits.

~95 USD
Day 17

The City of Bridges return: Matanzas

"We drive west along the northern coast to reach Matanzas, the 'Athens of Cuba'. You visit the Sauto Theater, a 19th-century neoclassical masterpiece. In the afternoon, explore the Bellamar Caves to see the spectacular crystalline formations. Tonight, enjoy a 'River-view' dinner and sleep in a restored colonial palace on the city plaza."

Accommodation: Hotel E Velasco Book Now
✦ The Elite Upgrade

Sauto Theater Neoclassical Tour

Explore the 1863 architectural jewel, marvelling at the hand-painted ceilings and the world-class acoustics that hosted Sarah Bernhardt.

~5 USD
Essential

Bellamar Caves Crystal Safari

Explore the limestone cathedrals underground, marvelling at the silent glide through the stalactite grotto in the oldest tourist site in Cuba.

~15 USD Book Now
Essential

Yumuri Valley Sunset View

Climb to the Montserrat hermitage for a 360-degree panorama of the emerald valley and the Matanzas bay at the golden hour.

~0 USD Book Now
Day 18

The Royal Spa return: San Miguel de los Baños

"Today features a journey into the hills to reach the abandoned spa town of San Miguel de los Baños. You will stand before the ruins of the 1920s hotel modeled after the Taj Mahal. In the afternoon, visit the local artisan market. Tonight, return toward the capital, reflecting on the scale of the North Atlantic. You sleep in a luxury harbor-front hotel."

Accommodation: Hotel E Velasco Book Now
✦ The Elite Upgrade

San Miguel Ghost Spa Walk

Explore the spectacular 19th-century ruins and the remarkably preserved red-stone buildings of the abandoned settlement, marvelling at the sub-arctic silence.

~0 USD
Essential

Matanzas Riverfront Night Walk

Trek to the western-most cliff point of the coast, practicing mindfulness as the sun sets over the international waters in a spiritual ritual.

~0 USD Book Now
✦ The Elite Upgrade

Matanzas Plaza Farewell Night

Toast your 21-day odyssey at a hilltop terrace, enjoying high-end tropical fusion with a 360-degree view of the moonlit plains.

~40 USD
Day 19

Crown Jewels and Farewell Souks return

"For your final full day, we return to Havana center. You visit the National Museum of Fine Arts to see the royal art collections. In the afternoon, return to the San José Craft Market for final shopping of high-end art and cigars. Tonight, enjoy a grand farewell gala dinner at a high-end restaurant on the harbor district, celebrating your 21 days across the land."

Accommodation: Gran Hotel Manzana Kempinski Book Now
✦ The Elite Upgrade

Cuban Royal Jewelry Exhibit

Explore the nation's premier collection of gold and precious stones from the colonial and modern eras inside a masterfully restored palace.

~10 USD
Essential

Havana Artisan Design Run

Do a final shopping dash for world-class Cuban fashion and hand-woven luxury textiles at the city's premier reputable boutiques.

~0 USD Book Now
✦ The Elite Upgrade

La Guarida Sky Farewell Gala

Celebrate your journey at the city's highest terrace, enjoying high-end Asian-Mexican fusion and 360-degree views of the illuminated metropolis.

~110 USD
Day 20

The Island Kingdom return: Playas del Este

"For your final full day, we head to the beaches of Santa Maria del Mar. You will meet the local fishing community to learn about the traditional ways. In the afternoon, return to Havana to explore the Botanic Gardens. Tonight, enjoy a grand farewell banquet in a traditional mountain 'Diwan', reflecting on your 21 days across the peaks and deserts."

Accommodation: Gran Hotel Manzana Kempinski Book Now
✦ The Elite Upgrade

Eastern Beach Sea Safari

Swim in the turquoise waters of the Gulf harbor with the rare Hector’s Dolphins, experiencing the most unique marine encounter in the world.

~150 USD
Essential

Havana Botanic Garden View

Explore the spectacular gardens to see the prehistoric palm collection and the winter forest walk, marvelling at the tropical flora.

~0 USD Book Now
✦ The Elite Upgrade

Malecón Skyline Farewell Night

Toast your 21-day odyssey at a hilltop terrace, enjoying high-end tropical fusion with a 360-degree view of the moonlit plains.

~90 USD
Day 21

The Final Bloom: Departure from Havana

"Your monumental 21-day expedition through the uncharted archipelagos and rebel mountains finally concludes. Wake up for a final traditional breakfast of 'Chilaquiles' and hot chocolate. You'll take a final morning trip to the Morro Castle for one last look at the dhows. As you head to the Havana International Airport, you carry with you a heart full of memories. Phir Milenge!"

Accommodation: Gran Hotel Manzana Kempinski Book Now
Essential

Morro Castle Waterfront Sunset Walk

Stroll the riverside for a final aerial view of the skyline, watching the traditional dhows reflect in the calm South Pacific waters.

~10 USD Book Now
Essential

Final Cuban Farewell Lunch

Enjoy a final authentic meal of Saltah and spiced tea at a celebrated city restaurant before your long journey home.

~30 USD Book Now
Essential

Havana Airport Transfer

Take a final private transfer through the tree-lined avenues of the capital to the international terminal, saying a final 'Ma'asalama' to the land of peace.

~25 USD Book Now

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