Intrepid Travel
Best of Cuba
Best of Cuba
From Cuba’s historical streets to the shores of the Caribbean, you’ll stroll through UNESCO World Heritage-listed cities, learn about a fascinating history and experience the music and dance culture Cuba’s renowned for. Dive into the incredible marine world and history of the Bay of Pigs, discover Baracoa’s mountainous surrounds, visit the birthplace of salsa and admire Trinidad on this two-week adventure. From historic cars to fragrant cigars, and with plenty of rum and rumba in between, this adventure will take you into the heart of all things Cuban.
Activities
- Complimentary Arrival Transfer
- Havana – Leader-led walking tour of Old Havana
- Santa Clara – Che Guevara Mausoleum and Museum (entrance fee)
- Santa Clara – Leader-led orientation walk
- Ciego de Ávila – Jewellery workshop (Community-based project)
- Bayamo – Leader-led Orientation Walk
- Baracoa – Leader-led Orientation Walk
- Guantanamo Bay Viewpoint (time & weather dependent)
- Baracoa – Boca de Yumuri Canyon boat tour
- Baracoa – Cocoa plantation visit
- Santiago de Cuba – Leader-led Orientation Walk
- Santiago de Cuba – Half-day City Tour including El Morro Castle, Santa Ifigenia Cemetery & Moncada Barracks (guide, transport &entrance fees included)
- Camaguey – Leader – led orientation walk
- Camaguey – Rum tasting in a local bar
- Camaguey – Bicycle Taxi City Tour (guide and transport included)
- Trinidad – Leader-led orientation walk
- Trinidad – Salsa Dance Lesson (1 hour)
- Cienfuegos – Leader-led orientation walk
- Cienfuegos – Palacio de Valle (from entrance fee)
- Guanaroca Lagoon – boat tour
- Bay of Pigs – Coastal swim stop
- Cienfuegos – cigar factory visit
Highlights
- Discover the rich history and exciting nightlife of Havana – this city is like nowhere else on Earth! See the difference between city life and coastal life on a guided walking tour of the old capital.
- Receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary – Che Guevara – at his mausoleum and museum in Santa Clara.
- Bust out some moves in Santiago de Cuba – with its vibrant music scene and Afro-Cuban roots, this place is the perfect spot to hit the dance floor with the locals.
- Experience old-world charm in the colourful coastal town of Trinidad. Delve into the city’s sultry Latin rhythms with a salsa class and enjoy plenty of free time for seaside relaxation.
- Take inspiration from the locals and mix things up with a bicycle-taxi tour of Camaguey – roll through the winding streets on two-wheels, visiting markets, plazas and an art gallery.
Day 1 |
Havana, Cuba's vibrant capital, is a city where the past and present coalesce to create an unforgettable travel experience. Walking through Old Havana (La Habana Vieja), a UNESCO World Heritage site, feels like stepping back in time. The cobblestone streets are lined with pastel-colored colonial buildings, baroque churches, and iconic plazas, such as Plaza de la Catedral and Plaza Vieja, each with its own unique charm and history. As you stroll, the rhythm of Cuban music spills from every corner, inviting visitors to dance or simply soak in the atmosphere of this captivating city. The famous Malecón, a broad esplanade stretching along the coast for nearly 8 kilometers, is the beating heart of Havana. Here, locals and tourists alike gather to enjoy stunning sunsets, street performances, and the lively buzz of daily Cuban life. The Malecón provides a front-row seat to Havana's eclectic architecture, from the grand neoclassical buildings of Centro Habana to the sleek, mid-century modernist designs of Vedado. For a unique perspective, take a ride in one of the city’s classic American cars, a nod to Cuba's 1950s era when Havana was a glamorous playground for the rich and famous. Havana is not just a visual feast but a cultural and historical one as well. Visit the Museo Nacional de Bellas Artes to explore Cuba's rich artistic heritage or the Museo de la Revolución, housed in the former Presidential Palace, to understand the country’s revolutionary history. For a taste of Havana’s nightlife, there’s no better place than La Bodeguita del Medio or El Floridita, Hemingway’s favorite haunts. Sipping on a mojito or daiquiri in these iconic spots, you can almost feel the spirit of the legendary writer himself. A fun fact about Havana: the city is home to the Tropicana, one of the world's most famous cabarets, which opened in 1939 and continues to dazzle visitors with its vibrant shows and stunning costumes. Havana's blend of history, culture, music, and warmth offers a distinctive allure that promises to enchant any traveler seeking an authentic Cuban experience. Whether it's exploring its historic streets, engaging with its artistic soul, or dancing to the sounds of salsa, Havana captivates the senses and leaves a lasting impression. |
Day 2 |
Havana, Cuba's vibrant capital, is a city where the past and present coalesce to create an unforgettable travel experience. Walking through Old Havana (La Habana Vieja), a UNESCO World Heritage site, feels like stepping back in time. The cobblestone streets are lined with pastel-colored colonial buildings, baroque churches, and iconic plazas, such as Plaza de la Catedral and Plaza Vieja, each with its own unique charm and history. As you stroll, the rhythm of Cuban music spills from every corner, inviting visitors to dance or simply soak in the atmosphere of this captivating city. The famous Malecón, a broad esplanade stretching along the coast for nearly 8 kilometers, is the beating heart of Havana. Here, locals and tourists alike gather to enjoy stunning sunsets, street performances, and the lively buzz of daily Cuban life. The Malecón provides a front-row seat to Havana's eclectic architecture, from the grand neoclassical buildings of Centro Habana to the sleek, mid-century modernist designs of Vedado. For a unique perspective, take a ride in one of the city’s classic American cars, a nod to Cuba's 1950s era when Havana was a glamorous playground for the rich and famous. Havana is not just a visual feast but a cultural and historical one as well. Visit the Museo Nacional de Bellas Artes to explore Cuba's rich artistic heritage or the Museo de la Revolución, housed in the former Presidential Palace, to understand the country’s revolutionary history. For a taste of Havana’s nightlife, there’s no better place than La Bodeguita del Medio or El Floridita, Hemingway’s favorite haunts. Sipping on a mojito or daiquiri in these iconic spots, you can almost feel the spirit of the legendary writer himself. A fun fact about Havana: the city is home to the Tropicana, one of the world's most famous cabarets, which opened in 1939 and continues to dazzle visitors with its vibrant shows and stunning costumes. Havana's blend of history, culture, music, and warmth offers a distinctive allure that promises to enchant any traveler seeking an authentic Cuban experience. Whether it's exploring its historic streets, engaging with its artistic soul, or dancing to the sounds of salsa, Havana captivates the senses and leaves a lasting impression. |
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Day 7 |
Flanked by the Chilean Coast Range and the snowy Andes, Chile's largest metropolis offers a dazzling array of sights and attractions for visitors to pursue. Mirrored skyscrapers, 16th-century churches, hip cafes, dance clubs... and did we mention the delicious Chilean cuisine? Must-sees in scenic Santiago include the famous city center Plaza de Armas, Parque Tupahue with its zoo and cable cars, and San Cristóbal Hill, with its hikes and widescreen city views. |
Day 8 |
Flanked by the Chilean Coast Range and the snowy Andes, Chile's largest metropolis offers a dazzling array of sights and attractions for visitors to pursue. Mirrored skyscrapers, 16th-century churches, hip cafes, dance clubs... and did we mention the delicious Chilean cuisine? Must-sees in scenic Santiago include the famous city center Plaza de Armas, Parque Tupahue with its zoo and cable cars, and San Cristóbal Hill, with its hikes and widescreen city views. |
Day 9 |
Camaguey is a bustling city rich in Spanish colonial charm. Nearby are the white sands of Santa Lucia (a ninety-minute drive). Scuba divers may want to explore the second-largest living coral reef in the world - 36 kilometers of sea life! Pink flamingoes flock to nearby Playa de los Cocos. |
Day 10 |
Camaguey is a bustling city rich in Spanish colonial charm. Nearby are the white sands of Santa Lucia (a ninety-minute drive). Scuba divers may want to explore the second-largest living coral reef in the world - 36 kilometers of sea life! Pink flamingoes flock to nearby Playa de los Cocos. |
Day 11 |
Trinidad, Cuba, is a mesmerizing time capsule that transports visitors to another era with its cobblestone streets, pastel-colored colonial buildings, and horse-drawn carts. Founded in 1514 by Spanish conquistador Diego Velázquez de Cuéllar, this city, located in central Cuba, is one of the best-preserved colonial towns in the Caribbean. Declared a UNESCO World Heritage Site in 1988, Trinidad's rich history and enchanting architecture make it an essential destination for anyone seeking an authentic Cuban experience. The city’s heart, Plaza Mayor, is flanked by neoclassical buildings, charming churches, and the stunning Palacio Brunet, which now houses the Museo Romántico, showcasing period furniture and artifacts from Trinidad’s sugar-producing heyday. Exploring Trinidad feels like stepping back in time, especially when visiting sites like the Museo de Historia Municipal, set in the Palacio Cantero. This museum provides a fascinating overview of the city’s history, including the era of the sugar trade that brought wealth to Trinidad's elite. For a more vibrant experience, wander through the open-air market at Calle Cristo, where local artisans sell handmade lace, pottery, and guayaberas (traditional Cuban shirts). As evening falls, the rhythm of live music spills into the streets, particularly at Casa de la Musica, a popular spot where both locals and tourists gather on the stone steps to dance salsa under the stars. Trinidad is also a gateway to some of Cuba’s natural wonders. Just a short drive away, the Valle de los Ingenios (Valley of the Sugar Mills) is a must-visit for those interested in the region's history. This vast valley, dotted with the ruins of sugar mills and slave quarters, stands as a haunting reminder of the 19th-century sugar industry that once thrived here. Visitors can climb the iconic Iznaga Tower, built in 1816, for panoramic views of the valley and a sense of the scale of Cuba's sugar boom era. For those seeking adventure, the Topes de Collantes National Park offers stunning hikes through tropical rainforests, with opportunities to swim in natural pools beneath waterfalls such as Salto del Caburní. A fun fact about Trinidad is that the city remains largely unchanged since the 1850s due to its economic decline after the sugar industry collapsed, which ironically helped preserve its colonial charm. The cobblestone streets and historic buildings evoke a bygone era that has captivated travelers for decades. With its unique blend of history, culture, and natural beauty, Trinidad offers a compelling reason to explore the heart and soul of Cuba. |
Day 12 |
Trinidad, Cuba, is a mesmerizing time capsule that transports visitors to another era with its cobblestone streets, pastel-colored colonial buildings, and horse-drawn carts. Founded in 1514 by Spanish conquistador Diego Velázquez de Cuéllar, this city, located in central Cuba, is one of the best-preserved colonial towns in the Caribbean. Declared a UNESCO World Heritage Site in 1988, Trinidad's rich history and enchanting architecture make it an essential destination for anyone seeking an authentic Cuban experience. The city’s heart, Plaza Mayor, is flanked by neoclassical buildings, charming churches, and the stunning Palacio Brunet, which now houses the Museo Romántico, showcasing period furniture and artifacts from Trinidad’s sugar-producing heyday. Exploring Trinidad feels like stepping back in time, especially when visiting sites like the Museo de Historia Municipal, set in the Palacio Cantero. This museum provides a fascinating overview of the city’s history, including the era of the sugar trade that brought wealth to Trinidad's elite. For a more vibrant experience, wander through the open-air market at Calle Cristo, where local artisans sell handmade lace, pottery, and guayaberas (traditional Cuban shirts). As evening falls, the rhythm of live music spills into the streets, particularly at Casa de la Musica, a popular spot where both locals and tourists gather on the stone steps to dance salsa under the stars. Trinidad is also a gateway to some of Cuba’s natural wonders. Just a short drive away, the Valle de los Ingenios (Valley of the Sugar Mills) is a must-visit for those interested in the region's history. This vast valley, dotted with the ruins of sugar mills and slave quarters, stands as a haunting reminder of the 19th-century sugar industry that once thrived here. Visitors can climb the iconic Iznaga Tower, built in 1816, for panoramic views of the valley and a sense of the scale of Cuba's sugar boom era. For those seeking adventure, the Topes de Collantes National Park offers stunning hikes through tropical rainforests, with opportunities to swim in natural pools beneath waterfalls such as Salto del Caburní. A fun fact about Trinidad is that the city remains largely unchanged since the 1850s due to its economic decline after the sugar industry collapsed, which ironically helped preserve its colonial charm. The cobblestone streets and historic buildings evoke a bygone era that has captivated travelers for decades. With its unique blend of history, culture, and natural beauty, Trinidad offers a compelling reason to explore the heart and soul of Cuba. |
Day 13 |
Cienfuegos, capital of Cienfuegos Province, is a city on the southern coast of Cuba. It is located about 160 miles from Havana and has a population of 150,000. The city is dubbed La Perla del Sur (Pearl of the South). Cienfuegos literally translates to "one hundred fires"—cien meaning "one hundred", fuegos meaning "fires". |
Day 14 |
Havana, Cuba's vibrant capital, is a city where the past and present coalesce to create an unforgettable travel experience. Walking through Old Havana (La Habana Vieja), a UNESCO World Heritage site, feels like stepping back in time. The cobblestone streets are lined with pastel-colored colonial buildings, baroque churches, and iconic plazas, such as Plaza de la Catedral and Plaza Vieja, each with its own unique charm and history. As you stroll, the rhythm of Cuban music spills from every corner, inviting visitors to dance or simply soak in the atmosphere of this captivating city. The famous Malecón, a broad esplanade stretching along the coast for nearly 8 kilometers, is the beating heart of Havana. Here, locals and tourists alike gather to enjoy stunning sunsets, street performances, and the lively buzz of daily Cuban life. The Malecón provides a front-row seat to Havana's eclectic architecture, from the grand neoclassical buildings of Centro Habana to the sleek, mid-century modernist designs of Vedado. For a unique perspective, take a ride in one of the city’s classic American cars, a nod to Cuba's 1950s era when Havana was a glamorous playground for the rich and famous. Havana is not just a visual feast but a cultural and historical one as well. Visit the Museo Nacional de Bellas Artes to explore Cuba's rich artistic heritage or the Museo de la Revolución, housed in the former Presidential Palace, to understand the country’s revolutionary history. For a taste of Havana’s nightlife, there’s no better place than La Bodeguita del Medio or El Floridita, Hemingway’s favorite haunts. Sipping on a mojito or daiquiri in these iconic spots, you can almost feel the spirit of the legendary writer himself. A fun fact about Havana: the city is home to the Tropicana, one of the world's most famous cabarets, which opened in 1939 and continues to dazzle visitors with its vibrant shows and stunning costumes. Havana's blend of history, culture, music, and warmth offers a distinctive allure that promises to enchant any traveler seeking an authentic Cuban experience. Whether it's exploring its historic streets, engaging with its artistic soul, or dancing to the sounds of salsa, Havana captivates the senses and leaves a lasting impression. |
Day 15 |
Havana, Cuba's vibrant capital, is a city where the past and present coalesce to create an unforgettable travel experience. Walking through Old Havana (La Habana Vieja), a UNESCO World Heritage site, feels like stepping back in time. The cobblestone streets are lined with pastel-colored colonial buildings, baroque churches, and iconic plazas, such as Plaza de la Catedral and Plaza Vieja, each with its own unique charm and history. As you stroll, the rhythm of Cuban music spills from every corner, inviting visitors to dance or simply soak in the atmosphere of this captivating city. The famous Malecón, a broad esplanade stretching along the coast for nearly 8 kilometers, is the beating heart of Havana. Here, locals and tourists alike gather to enjoy stunning sunsets, street performances, and the lively buzz of daily Cuban life. The Malecón provides a front-row seat to Havana's eclectic architecture, from the grand neoclassical buildings of Centro Habana to the sleek, mid-century modernist designs of Vedado. For a unique perspective, take a ride in one of the city’s classic American cars, a nod to Cuba's 1950s era when Havana was a glamorous playground for the rich and famous. Havana is not just a visual feast but a cultural and historical one as well. Visit the Museo Nacional de Bellas Artes to explore Cuba's rich artistic heritage or the Museo de la Revolución, housed in the former Presidential Palace, to understand the country’s revolutionary history. For a taste of Havana’s nightlife, there’s no better place than La Bodeguita del Medio or El Floridita, Hemingway’s favorite haunts. Sipping on a mojito or daiquiri in these iconic spots, you can almost feel the spirit of the legendary writer himself. A fun fact about Havana: the city is home to the Tropicana, one of the world's most famous cabarets, which opened in 1939 and continues to dazzle visitors with its vibrant shows and stunning costumes. Havana's blend of history, culture, music, and warmth offers a distinctive allure that promises to enchant any traveler seeking an authentic Cuban experience. Whether it's exploring its historic streets, engaging with its artistic soul, or dancing to the sounds of salsa, Havana captivates the senses and leaves a lasting impression. |
Travel Dates | Price | ||
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05/11/25 - 05/25/25 |
Starting At $2,048 |
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06/08/25 - 07/06/25 |
Starting At $2,360 |
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08/17/25 - 08/31/25 |
Starting At $2,460 |
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10/05/25 - 10/19/25 |
Starting At $2,360 |
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11/02/25 - 11/30/25 |
Starting At $2,455 |
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12/14/25 - 12/21/25 |
Starting At $2,550 |
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01/04/26 - 01/18/26 |
Starting At $2,705 |
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01/25/26 - 02/22/26 |
Starting At $2,675 |
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03/01/26 - 04/26/26 |
Starting At $2,575 |
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05/10/26 - 10/18/26 |
Starting At $2,480 |
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11/01/26 - 11/15/26 |
Starting At $2,575 |
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11/22/26 - 12/06/26 |
Starting At $2,480 |
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11/29/26 - 12/27/26 |
Starting At $2,675 |
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01/03/27 - 12/26/27 |
Starting At $2,480 |
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Offer subject to availability and change without notice. Some restrictions may apply.