Cuba Tours
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.
Overview
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.
Travel Guide
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.
Itineraries
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.
Why Choose Leisure?
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.
Luxury Tours
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Encounter A Historical And Cultural Trip To Cuba With This Ultimate Tour Itinerary
The largest of the Caribbean islands, Cuba is open to all world travelers who are eager to explore the rich culture and history of this fascinating island. Popularly known for its stunning beaches, legendary cigars, American vintage cars, not to mention a few rum distilleries, Cuba clearly has a lot to offer visitors.
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The pulse of salsa music complements the rhythmic sounds of crashing waves on the coastline. Antique sugar mills give way to gorgeous manors reflecting the former prominence of agricultural barons. Firework displays create an illuminating spectacle of a friendly feud between neighborhoods. Whether exploring galleries at the Museum of Fine Arts or relishing the colors of the sky on a sunset cruise, your time in Cuba provides a perfectly tailored and culturally immersive celebration.
