Imagine stepping into a world where time slows down, vintage cars cruise cobblestone streets, and salsa rhythms echo through the air. That’s Cuba for you—a place so rich in culture, history, and sheer soul that it feels like stepping into a storybook. Whether you’re planning a whirlwind getaway or a long, leisurely escape, our luxury Cuba tours are crafted to help you soak up everything this mesmerizing island has to offer.
From Havana’s pastel buildings and world-famous cigars to the untouched beaches of Varadero and the lush valleys of Viñales, this page is your ultimate guide to planning a luxury Cuba trip. Expect a deep dive into Cuba’s iconic spots, insider tips for the most exclusive experiences, and itineraries tailored to make your journey as unique as this Caribbean gem.
Cuba is like no other place on Earth. It’s a kaleidoscope of colors, flavors, and stories that leave you spellbound. The geography is a mix of pristine beaches, rolling green valleys for hiking, and colonial towns frozen in time. And then there’s Havana, a city that oozes charm with its candy-colored facades, vintage cars, and undeniable energy.
The tropical climate means warm weather year-round, though winter and spring are the sweet spots for travel, with cooler breezes making exploration oh-so-comfortable. And let’s not forget the culture—a fascinating blend of Spanish, African, and indigenous influences. Every street corner tells a tale, whether it’s through the music drifting from a nearby café, the art painted on the walls, or the laughter spilling from family gatherings.
Historically, Cuba tours are a treasure chest. From its pivotal role in the Age of Exploration to its revolutionary legacy, the island has been at the crossroads of world history for centuries. A Cuba luxury tour lets you peel back the layers of this enchanting destination, one story at a time.
No trip to Cuba would be complete without visiting its iconic landmarks. Start in Havana, where every street feels like a movie set. Stroll through Old Havana, marvel at the grand Capitol building, and sip on mojitos at Hemingway’s favorite haunts. Venture to Trinidad, a UNESCO World Heritage site where cobblestone streets meet colorful colonial architecture. And don’t miss Viñales, home to lush tobacco farms and dramatic limestone hills.
When it comes to accommodations, Cuba knows how to do luxury with a twist. Think boutique hotels housed in restored colonial mansions or beachfront resorts offering the perfect blend of relaxation and adventure. The Kempinski Hotel in Havana and Royalton Hicacos in Varadero are just a couple of examples of Cuba’s high-end hospitality.
The best time to visit Cuba is from November to April, when the dry season brings sunny skies and pleasant temperatures. It’s perfect for exploring cities, lounging on beaches, or even dancing the night away in Santiago de Cuba, the country’s music capital.
Cuba tour packages consisting of private tours are the way to go if you want to uncover Cuba’s hidden gems. Imagine a guided tour of Havana’s art scene, complete with private gallery visits and conversations with local artists. Or how about a classic car ride through the Malecón at sunset? For the truly luxurious, consider a private yacht cruise along Cuba’s coast or an exclusive cigar-tasting experience in the heart of tobacco country.
Shopping in Cuba is an adventure in itself. From handcrafted jewelry and vibrant artworks to, of course, the world-famous Cuban cigars, there’s plenty to take home. A visit to high-end shops in Havana or boutique markets in Trinidad will give you a taste of Cuban craftsmanship at its finest. We have the best Cuba travel guides to help you explore the nation in-depth.
The 16-day Cuba tour itinerary is the ultimate deep dive into the island’s wonders. Starting in Havana, you’ll explore its historic streets, sip cocktails at rooftop bars, and dive into its dynamic nightlife. Then it’s off to Trinidad for some time-travel vibes, Viñales for lush green landscapes, and Santiago for its musical heartbeat.
For those on a tighter schedule, the 5-day Cuba itinerary is perfect. This whirlwind tour covers Havana’s highlights and a quick escape to the tranquil beaches of Varadero. You’ll experience everything from vibrant city life to serene seaside relaxation.
The 9-day Latin America tour lets you immerse yourself in Cuba’s soul while also exploring its Caribbean charm. From dancing in Havana’s lively squares to discovering Santiago’s musical treasures and unwinding in the serene Viñales Valley, this Cuba travel itinerary is a cultural feast.
Each itinerary can be customized to match your travel dreams. Whether you’re looking for adventure, relaxation, or a bit of both, our best Cuba itineraries are tailored for you.
When it comes to stress-free travel planning, Leisure is your go-to partner. We handle everything—from arranging your accommodations to curating exclusive experiences—so you can focus on making memories.
Our all-inclusive approach means you get a seamless experience from start to finish. Need flights booked? We’ve got it covered. Thinking about a luxury cruise along the Cuban coast? Consider it done. Want to arrive in style via private jet? That’s our specialty too.
Leisure’s expert planning and personalized service ensure that your trip is as unique as you are. Whether you’re dreaming of a romantic getaway or a family adventure, we’ll craft a journey that ticks all your boxes. From private tours to the tiniest details, our team has your back every step of the way.
Cuba is calling, and it’s time to answer. With Leisure, your luxury Cuba trip is just a click away.
These related tours can be tailored to perfectly suit your unique travel style.
Culturally rich, Cuba is the biggest island in the Caribbean and its towns are filled with Spanish styled colonial architecture. In your Latin America journey, explore historical Havana by bicycle or on a walking tour, dive into the ocean on beautiful beaches for snorkeling and diving and learn the art of Salsa dancing.
Cuba is truly a magical wonderland! There are just so many amazing places to visit in Cuba that deciding what all to see in Cuba can be really tough. It is a beautiful island in the Caribbean, which is becoming an increasingly famous tourist destination. With its colonial architecture, waterfalls, lush green valleys, and white sandy beaches, the stunning island attracts visitors from all over the globe. This travel guide will allow you to see the best Latin America tourist attractions and make t
Cuba, which is the largest island in the Caribbean, lies just 140 km south of Florida and attracts an increasing number of Western tourists with its tropical landscapes and cultural highlights. A Cuba journey inevitably starts in Havana, a city of photogenic architecture, vibrant nightlife, and an undying passion for baseball.Explore the attractions of Cuba and add them to your bucket list using our Latin America escorted tour.
Our Cuba tour specialists are quite passionate about this eccentric country and are always eager to pass on their knowledge and years of experience. The trips can be customized as per your own interests in order to give you a rich and satisfactory experience of your Latin America journey ensuring that your tour runs smoothly and you can make most of your valuable time here in this interesting tour.
Immerse in Cuba's charm on a 5-day journey, embracing local lifestyle and cultural wonders. Discover the heart of Cuba firsthand.
The Cuba Island with its varied landscape, vibrant rhythms, and rich heritage of literature and dance wins over many tourists, who return to the land of Cuba again and again. The travel opportunities in Cuba differ from other countries in Latin America. A Cuban tour offers an opportunity to explore this captivating and uniquely beautiful land and connect with its friendly and open locals. Relish the best experiences in Cuba with this especially customized Tour Itinerary.