Cuba Tours: Book Your Private Experience and Classic Car Tours
Experience authentic Cuba tours with vintage classic cars and expert local guides. From Havana’s colonial streets to Varadero’s pristine beaches, discover the real Cuba in style
OUR SERVICES
Professional Service Solutions for Your Cuba Tours.
Luxury Transfers: Book VIP airport transfers and city-to-city drops in modern luxury vehicles or premium vintage cars with professional chauffeurs. Secure your elite start now.
Local Stays: Hand-picked private homes and rooms for an authentic stay. Enjoy high-quality local hospitality and 24/7 support during your Cuba tours. Reserve your room today.
Legendary Show: Secure VIP seats for the world-famous Buena Vista Social Club. Enjoy traditional Cuban music with the best views. A must-do for every Cuba tour traveller.
Exclusive Fun: Tailored niche activities, from cigar rolling with masters to private boat trips. Add a personal, immersive touch to your Cuba tours with our local experts.
Constant Support: On-call personal assistance for reservations and itinerary changes. Guarantee a worry-free experience with 24/7 dedicated local experts watching over your Cuba tours.
No Language Barriers: Professional guides fluent in English, French, and German. Enjoy clear communication and expert storytelling throughout your private Cuba tours. Book your language-specific guide now.
the best Cuban destinations
Discover the Real Cuba: Hand-Picked Destinations for Your Private Tours
About Us
Local Experts Behind Your Favourite Cuba Tours: The Story of Cuba Classic Star
At Cuba Classic Star, our story didn’t begin in an office, but rather on the cobblestone streets of Old Havana and under the hoods of the world’s most iconic automobiles. We are a team of local professionals deeply passionate about our culture, with over a decade of experience transforming simple journeys into legendary expeditions.
We understand that the best tours in Cuba are those that make you feel like a guest of honour—not just another tourist. That is why we have dedicated years to meticulously restoring our fleet of classic cars and training the island’s most knowledgeable guides, ensuring that every kilometre travelled serves as both a history lesson and a celebration of life.
Navigating the Legal Landscape: Travel for Americans
The most critical question for U.S. citizens is legality. Travel to Cuba for “pure tourism” remains prohibited, but Americans can legally visit under 12 permitted categories.
Support for the Cuban People: This is the most common category for individual and group travel
. It requires travellers to engage in a full-time schedule of activities that support local entrepreneurs
. This includes staying in private guesthouses (casas particulares) and dining at private restaurants (paladares)
.
People-to-People Travel: Reinstated in 2022 for group travel only.
.
Record Keeping: Travellers must maintain receipts and records of their itinerary for up to ten years, as the U.S. government may request proof of compliance.
Frequently Asked Questions About Your Cuba Tours: A Guide for the Savvy Traveler
Is it safe to book tours in Cuba with a private agency in 2026?
Of course. In fact, booking with a private, independent agency like Cubaclassicstar is the preferred choice for travellers seeking security and personalisation. As local operators, we directly manage your private transportation and guides, avoiding the crowds associated with large-scale state-run tours. Our physical presence on the island allows us to offer 24-hour assistance and ensure that every detail of your vacation meets international standards of comfort and safety.
What exactly do your tour prices include, and how is payment made?
Our Cuba tour prices are transparent and designed to cover all your ground logistics—from airport pickup in a classic car to private transfers between cities such as Havana, Varadero, Viñales, Trinidad, and Cienfuegos. They include certified guides, fuel, and admission fees for selected experiences. Important Note: For your convenience and financial security, payment is made in cash—in US dollars or Euros—directly to our drivers or guides. As we specialise in ground services, our prices do not include international flights or the mandatory medical insurance required for entry into the country.
How do travel categories work for U.S. citizens?
This is the most frequently asked question among our U.S. clients. You can legally enjoy our Cuba tours under the “Support for the Cuban People” category. At Cubaclassicstar, we design an itinerary that complies 100% with OFAC regulations, organising activities that foster engagement with civil society, independent artists, and local entrepreneurs. We maintain a record of your itinerary so you can focus solely on enjoying a legal and paradisiacal experience.
Why Our Cuba Tours Stand Out.
We are Local Specialists in Ground Logistics
As direct local operators, we maximize the quality of your Cuba land tours. With no intermediaries or flights, we dedicate 100% of our efforts to guaranteeing private transportation, expert guides, and impeccable boutique accommodations.
Safety & Comfort:
Meticulously preserved classic automobiles and professional drivers. We feature a wide variety of vintage cars from the 1950s, each holding the necessary operating licenses from the Cubataxi agency.an accredited agency authorized to provide services to international tourists.
Direct Pricing and Total Transparency
Access the most competitive prices for Cuba tours as a direct operator. With no intermediary commissions, we invest your budget in quality experiences—from excursions in Viñales,varadero,Zapata Swamp to private dinners at the finest *paladares*.
Award-Winning Cuba Tours: Excellence Recognized by TripAdvisor
“Our commitment to providing the highest quality Cuba tours has been consistently awarded by travellers worldwide. Discover why we are a top-rated choice on TripAdvisor year after year.”
Unforgettable Activities
Beyond Sightseeing: Authentic Activities to Personalize Your Cuba Tours
Bird Watching
Cultural Heritage
Jungle Safari
Photography
Scuba Diving
Skiing
Multi-Destination Tour Packages
Unforgettable cuba Packages tours: Our Signature Multi-Destination
Success Stories From Travellers with cuba classic star
Real stories from happy explorers who trusted us with their Cuba tours. Hear firsthand how we’ve helped create unforgettable Cuba travel experiences across Cuba.
A fantastic tour of Havana and more …
We booked a 3 hour tour to gain an introduction to Havana on our first day in the city and indeed the country. It was a perfect way to start our adventure in Cuba. Carmen was amazing.continue reading
Great Experience, highly recommend.
We booked the 5-hour Havana/Beach tour. Communication with Alejandro was excellent. Price quoted was clear and upfront. an English speaking tour guide and got Amalia, who was delightful.continue reading
The Only Way To See Havana!
We booked the Havana beach tour via WhatsApp the day before. Easily arranged and tailored to our needs, we met Daniela, our guide and Eduardo, our driver with the fantastic.continue reading
Customize Your Trip
Plan Your Dream Trip, Your Way
We are a passionate team of local professionals dedicated to providing the highest quality Cuba tours in the market. With over a decade of experience, we specialize in high-quality private transportation and cultural immersion. We believe that the best Cuba tours are those that make you feel like a guest, not just a tourist. That’s why we combine our stunning fleet of classic American cars with a deep knowledge of Cuban heritage.
A decade of creating unforgettable around cuba travel
Delighted clients with ouer cuba travel
From iconic cities like Havana, Trinidad, and Cienfuegos to tours in classic cars.
Cuban tourist experiences, designed to adapt to the style of each traveler..
Our Travel Diary
Expert Insights for Your Cuba Tours.
Our Gallery
Capturing the Magic of Our Cuba Tours.
Explore a visual journey of the cars, people, and landscapes that make our Cuba tours unique.
Ready to book the most authentic Cuba tours?
Don’t wait—secure your private classic car and expert guide today for a journey you will never forget. We offer expert planning for groups ranging from 1 to 12 people.
