At Cosmopolitours, we’re experts in bespoke luxury travel to Cuba. We have handcrafted hundreds of tailor made totally legal trips to Cuba since 2013 as the original Havana VIP Tours. Our perfect 5-star reviewed experiences offer more than just sightseeing—they’re about authentic human connections. Cuba’s charm is unmatched, offering an authentic glimpse into a country rich in resilience and beauty, despite its economic struggles. Stroll through streets lined with vintage cars, explore vibrant arts, and engage with locals whose warmth and stories will leave a lasting impression.
Discover Cuba’s soul with us today!
CUTTING EDGE ART IN HAVANA
THE WORLD'S GREATEST CIGARS AND RUM
UNFORGETTABLE, MAGICAL VIEWS
VIBRANT MUSIC AND DANCING
Top 5 Places to Visit in Cuba
Travel to Havana Cuba
Even the sound of the word Havana has an alluring ring to it.
Located just south of the Tropic of Cancer on Cuba’s northern coast, Havana Cuba, the island’s capital city is a place of mystique and paradox. One of the oldest continuous capitals in the Americas, Havana’s 500-plus year history spans from the Renaissance and the Age of Exploration through a 150 years struggle for independence from colonialism, to the glamor, exploitation, and excess of Meyer Lansky’s casino era, through Castro’s revolution and Cold War gamesmanship. to today’s fascinating city on the brink. On the brink of what? We’ll show you Havana’s history, arts, cuisine, and culture, and let you decide.
Visit Trinidad Cuba: 500 year-old UNESCO World Heritage City
The 500 year-old Spanish colonial city of Trinidad Cuba, a UNESCO World Heritage Site perched at the base of the seaward slope of the Sierra Escambray mountains on Cuba’s southern coast, is one of the best destinations in Cuba. Trinidad is located near the middle of the island in Sancti Spiritus province, about 75 minutes by car east of Cienfuegos, or about five hours drive time from Havana. The historic core of Trinidad is paved with river-stone streets, and is filled with open-air paladares offering some of the best food in Cuba. At night Trinidad Cuba comes alive with live music and dancing under the stars.
Tour Vinales Cuba: Home of the World’s Best Tobacco
Located 3 hours by car southwest of Havana is the Valle de Viñales in Pinar del Rio Province. This verdant green valley with striking red soil is a popular rural side trip. For tobacco aficionados, this 130 square kilometers of the Valle de Viñales in Pinar del Rio Province is a kind of holy land where what have been traditionally regarded as the world’s best cigars are born. The tropical landscape is ranked by many as one of Cuba’s most beautiful vistas where the unique mogotes, unique flat-topped shear walled rock mounts interrupt the valley floor. Cosmopolitours Tobacco Plantation Experience, for those interested either in agriculture or tobacco (or both) is so far off-the-beaten-track that the only way to get there is by horseback, or even ox-cart.
Visit Cienfuegos Cuba: Cuba’s Pearl of The South
Cienfuegos Cuba is one of Cuba’s most popular destinations. The seaside city is set on a beautiful bay on Cuba’s southern coast 4.5 hours’ drive from Havana. Cienfuegos was an important port for the sugar trade in the 19th century, especially after a African slave rebellion in Haiti sent sugar barons of French ancestry fleeing to Cuba where they re-established themselves and Cienfuegos became essentially a French-style city. In the first half of the 20th century, Cienfuegos Cuba became a popular yachting destination as the beauty of its former yacht club, still attests. With the advent of Cruise ship tourism to Cienfuegos, the small city is occasionally over-run, but because Cosmopolitours Experiences are exclusive for our clients, you’ll never feel overwhelmed by tourists even when the big ships are in port.
Travel to Santiago de Cuba: Historic City of Afro-Cuban Culture
Perched on the southeastern coast of the island, Santiago de Cuba, boasts a storied past, evident in its colonial architecture and museums that unveil the country’s fascinating history. Discover the iconic Castillo del Morro, a majestic fortress guarding the entrance to the bay, and delve into the legacy of heroes at the Moncada Barracks. Immerse yourself in the rhythmic beats of traditional Afro-Cuban music that resonate through the streets, capturing the essence of the island’s soul. Witness the passionate performances of local dancers and indulge in the tantalizing flavors of authentic Cuban cuisine.
Check-out these and many more of Cuba’s best places to visit on a custom Cuba Travel Itinerary personalized just for you by Cosmopolitours.
BESPOKE LUXURY TRAVEL TO CUBA: THE BEST DESTINATIONS
Ready to plan a trip of a lifetime to Cuba? Contact us. We will gladly outline an amazing handcrafted Cuba itinerary, whether for a long weekend in Havana or a multi-week immersive trip through Cuba’s most off-the-tourist-track destinations. We can discuss different destinations, and must-see monuments, highlight our favorite historic regions or help you organize a lifestyle Cuba trip that revolves around food, art, rum, and Salsa. What’s not to love?
Wherever our travel packages take you, with Cosmopolitours, everything begins with our commitment to excellence in every detail and our sharing spirit as great hosts. To learn more about our expertise or for our Havana, Cuba travel itineraries, contact us for an informative Cuba travel consultation and start planning your custom trip to Cuba today!
Can Americans Travel to Cuba Legally?
U.S. Persons can still travel to Cuba 100% legally. Cosmopolitours custom Cuba travel packages are 100% compliant with U.S. regulations governing travel to Cuba, and always will be. We’re so confident in our compliance, that we’ll guarantee it.
Legal independent Cuba travel by U.S. Persons is subject to the Cuban Asset Control Regulations (CACR) issued by the U.S. Department of The Treasury, Office of Foreign Asset Control (OFAC). Under the Obama Administration. Those regulations define 11 categories of authorized travel for U.S. Persons who must be engaged in a full-time itinerary of activities pertinent to their reason for travel.
Legal independent Cuba travel by U.S. Persons is subject to the Cuban Asset Control Regulations (CACR) issued by the U.S. Department of The Treasury, Office of Foreign Asset Control (OFAC). Under the Obama Administration. Those regulations define 11 categories of authorized travel for U.S. Persons who must be engaged in a full-time itinerary of activities pertinent to their reason for travel.
The most commonly used reason for travel to Cuba by U.S. Persons is the “Support of the Cuban People” category. At Cosmopolitours, many of our Cuba Travel clients travel legally to Cuba under the “Informational Materials Exchange” category which allows travel to Cuba for collecting fine art.
So, don’t put-off your travel to Cuba any longer. Contact us today to start arranging your 100% legal trip to Cuba – guaranteed.
So, don’t put-off your travel to Cuba any longer. Contact us today to start arranging your 100% legal trip to Cuba – guaranteed.
WHY GET A CUSTOM CUBA VACATION PACKAGE FROM COSMOPOLITOURS?
Because we are the independent travel to Cuba experts. We are the Cuba travel pros, the Cuba trip insiders who know:
The best places for live
music in Havana
Havana nightlife
secrets
The best restaurants
in Trinidad de Cuba
The best places to
stay in Havana
& so much more
We are custom-independent Cuba travel itinerary creators and originators. We come from the worlds of Cuban Arts, Food, Fashion, Design, and Music. Lots of travel planners like to call themselves “travel curators”, but unlike them, we have actual Cuban fine arts curators on our team. We combine our insider cultural knowledge with our IATA-accredited travel professional know-how to plan flawless vacations with:
- Efficient Logistics to minimize wasted time
- Safe reliable transportation
- Vetted English-speaking hosts and guides
- Special access and event bookings
- Dining recommendations and reservations
- Trip-defining museum, monument & gallery tours
- Best lodgings for your budget, with great location and service
- & So much more
Cosmopolitours is a boutique agency owned and operated by family and friends. Our motto is that we are exclusive, but not elitist. Meaning that because we are a small agency, we take on only a limited number of clients every month (exclusive), but for every client, we take on we put in the same level of effort regardless of budget (not elitist).
As your custom Cuba travel pros, we keep every essential convenience, cost, and quality-of-life amenity top-of-mind, resulting in custom Havana, Cuba travel packages that connect you with the enriching unique experiences you are hoping to find.
As your custom Cuba travel pros, we keep every essential convenience, cost, and quality-of-life amenity top-of-mind, resulting in custom Havana, Cuba travel packages that connect you with the enriching unique experiences you are hoping to find.
A CUSTOM COLOMBIA TRAVEL PACKAGE HAS SOMETHING TO FASCINATE ANY TRAVELER
Need Inspiration? Explore our customized experiences.
LIVE ENTERTAINMENT
FOOD
SHOPPING
VISUAL ART
HISTORY AND RELIGION
SIGHTSEEING
NATURE
DANCE
Experience Entertainment From Around the World
Experience Different Tastes of the World
Experience Different Shopping Destinations From Around the World
Experience Different Art From Around the World
Learn About the History Behind Different Religions
Experience Different Sights From Around The World
Experience Nature At Its Core With Different Nature Tours
Experience Dance Like You Have Never Seen Before
DON'T KNOW HOW TO GET STARTED?
Contact Us for a FREE Consultation. We’ll make it easy.
Read What Our Clients Have To Say
Tony organized a fantastic family visit to Havana for us. Magalys was a wonderful guide - full of information, always on time, and very friendly. Lidice gave a family cooking lesson in traditional Cuban food. And we loved our family salsa dancing lesson as well. We highly recommend Tony and his team.
An amazing experience from start to finish. From the planning of the trip to the people we met and guided us through the country, this was an educational and informative trip filled with Cuban culture, history, and Art. From the planning of the trip to the people we met and guided us
through the country, this was an educational and informative trip tilled with Cuban culture, history, and Art.
