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zCuba, Tailor Made

5 days

Our Custom Touring: Legal People-to-People Travel with a Private Guide

People-to-People Discoveries for Just your Traveling Party of 2 to 10 Guests

+ Enjoy this perfectly-planned Privately Guided stay in Havana… We can even tailor the sightseeing to your personal interests.
+ You can also start completely from scratch, and let our attentive Custom Travel experts create your one-of-a-kind, people-to-people itinerary anywhere across Cuba.
+ Fully guided throughout, your stay on the island will be designed to maximize your cultural experiences with the Cuban people in full compliance with all current U.S. regulations. Full documentation is provided and maintained on file.
+ Among the best in Cuba, our professional guides bring a wealth of life experiences as accomplished professionals in various disciplines like the arts, literature and history.
+ Meeting artists and musicians in galleries, studios, clubs and even on the streets of Cuba’s cities and towns, you’ll come home with a deep appreciation of the city’s vibrant cultural scene.
+ Architecture aficionados will love our expertly guided tours throughout Cuba showcasing its wealth of styles from the Baroque gems of Old Havana to American-inspired mid-century residences and the Soviet Constructivist grandeur of the Russian Embassy.
+ Equal parts history lesson and dance class, you might spend time with a leading Rumba professional learning the history and steps of this famous Cuban dance.

>> Click Here to Learn More about our Custom People-to-People Travel Beyond Havana!

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Our personalized arrival services begin as soon as you step off the plane in Havana. You’ll be met and escorted through immigration to beat the sometimes lengthy lines. Enjoy a soft drink or Cuba Libre while you wait for your luggage.

Once through Customs in Cuba, your driver will be waiting for you in a vintage American car. As you make your way into the heart of Havana, you’ll get to know your Cuban guide, an engaging professional who will enrich your stay with their wealth of experience. Our guides are chosen for their excellent English and unique educational backgrounds including architecture, history, literature and the arts.

Arriving in the heart of town, you’ll check in to your choice of hotel. Situated in the upscale Vedado district, where classic, mid-century Havana chic has been seemingly frozen in time, La Reserva is a charming boutique hotel with stylish guestrooms set in a handsome, splendidly restored villa. Or you can opt for a deluxe property like the Iberostar Parque Central; with its elegant style and city-center location, it too is the perfect base for exploring this World Heritage City. Both the tropical garden at La Reserva and Parque Central's sky-lit lobby offer an inviting place to sit down with our Cuban Concierge and put the finishing touches on your itinerary – including what you might do this evening!

For your first night in Cuba, we recommend you sample both a new comer and an old favorite. Starting with drinks at O’Reilly 304, this new see-and-be-seen tapas bar is popular with residents and in-the-know expats for its fine cocktails and fish tacos. Then you might hop aboard a 3-wheeled Bici Taxi for the 15-minute ride through the lively streets of Central Havana to La Guarida. Opened in 1996 by Enrique and Odeisys Nuñez, this pioneering privately-owned paladar is still a Havana legend, famed for its Bohemian chic décor and innovative preparation of traditional Cuban dishes. After dinner, a vintage automobile will take you back to your hotel.

This morning, you might choose to visit the historic cigar factory where world-famous Montecristo and Cohiba cigars are made using the finest tobacco - grown and dried in the western provinces of Cuba. Even if you’re not a cigar smoker, it’s fascinating to watch as they’re deftly hand-rolled, trimmed, banded and boxed with techniques that have changed little over the generations.

A guided walking tour through Old Havana would also be good for your first day in Cuba; enriched by the keen insights, honest views and unique knowledge of your guide, you’ll be immersed in the rhythms of city life as you learn about its Baroque and Neoclassical monuments. Stroll along the centuries-old cobblestone streets of this UNESCO World Heritage Site, mingling with local residents as you make your way through the city’s four principle town squares - from the charming Plaza de San Francisco and impressive Plaza de la Catedral to Plaza Vieja and the lively vendor-filled Plaza de Armas near the waterfront.

In the afternoon, why not visit Finca Vigia? Built in 1886, Ernest Hemingway purchased this hilltop residence in 1940 and lived here for nearly 20 years. It was here that Hemingway wrote two of his most famous works – For Whom the Bell Tolls and The Old Man and the Sea. Peering through its large open windows, you’ll see hundreds of the author’s personal belongings almost exactly as he left them when he departed Cuba for the last time in 1960.

Then continue to Cojimar, the picturesque fishing village that inspired The Old Man and the Sea. A great place to cap off your private sightseeing would be at El Morro. Dating back to 1589, this impressive seafront fortress offers some of the most spectacular views of Havana!

You’ll have time to refresh at your hotel before heading out to sample more of Cuba’s cuisine and nightlife. Chauffeured transportation in a vintage convertible is again included – but the evening is yours to dine where you like. One place to consider is Tierra, one of the city’s newest restaurants. It’s located inside La Fabrica del Arte Cubano, so after dinner you might explore this contemporary cultural center. Set inside an old factory and now filled with multiple galleries and performance spaces, it’s a trend-setting place where you can experience the cutting edge of Cuba’s vibrant cultural scene – from photography and painting to cinema and performance art.  Meals B

For this morning, we could arrange for you to join a Cuban chef in one of Havana’s colorful markets. While this specially arranged experience would be designed to immerse you in the city’s daily life and Cuba’s culinary ways, it’s also a chance to learn about the island’s dual-currency system firsthand. Take in the variety of locally-sourced organic produce for sale, help to select some items, and then head over to a private home for a hands-on cooking lesson. Depending on the day’s market offerings and your purchases, you’d learn recipes and techniques for preparing favorite Cuban dishes – like grilled seafood or chicken accompanied by black beans and rice or other side dishes featuring plantain, potato or cassava. Over lunch, congenial conversation with your host and chef might range across a variety of topics like the roots of Cuban cooking and modern culinary influences from around the world.

This afternoon, why not focus on the arts? We have close personal relationships within the local arts and design communities, so we could arrange two gallery visits geared to your personal interests – from painting and sculpture to photography and printmaking. And whether it’s the gallery of an established artist or the studio of a young up-and-comer, the opportunity for casual conversation promises a deep genuine look into the Cuban art scene.

Next, you might enjoy a private tour of the National Museum of Fine Arts (Museo Nacional de Bellas Artes), highly regarded for its collection of Cuban art from the Colonial era to the 21st century. Or if you prefer, you could spend time at the Instituto Superior de Arte, first established in 1961 and still the leading art academy in Cuba. Now situated in an architecturally unique complex of domed brick buildings, you’ll have a chance to meet the talented students and see some of their work.

This evening, your chauffeured vintage automobile will take you to the restaurant of your choice. Tonight we recommend reservations at Doña Eutimia; with roots dating back to the early 1970’s, this culinary and cultural landmark is well known for its fine preparation and presentation of traditional Cuban cuisine. After dinner, you might enjoy a couple drinks at the Sociedad Cultural Rosalia de Castro. Here in a charming 18th-century building in Old Havana, the club’s house band will entertain you with music inspired by Cuba’s renowned Buena Vista Social Club. Meals B+L

After breakfast, your guide can take you on an architectural tour beyond the landmarks of Old Havana.  Venture farther afield to learn about Cuba’s wealth of architectural diversity - from American-inspired mid-century modernism to the striking Constructivist style of the Russian Embassy.

This afternoon, you might join one of the city’s leading dance professionals - a key figure in preserving the legacy of Yoruba Andabo, the legendary Rumba troupe of musicians, percussionists and dancers. Equal parts history lesson and dance class, this intimate experience would be a highlight of your Cuba adventure!

Before returning to your hotel, you could spend time along Callejón de Hamel. Adorned with brightly colored murals, this narrow alley in Central Havana has emerged as a thriving social-community project devoted to Afro-Cuban music and dance – including Rumba. Beyond the street theater, the neighborhood is home to shops and cafes and you might cap off your stay with that most refreshing of Cuban cocktails – El Negron.

For your final dinner in Cuba, we suggest reservations at La Esperanza. Opened in 1995, this Havana legend is a chance to experience pre-revolutionary Cuba. With classic Cuban music adding to the ambience, you’ll savor farm-fresh cuisine in an intimate setting that’s been authentically furnished and decorated like a 1950’s Havana home. The experience is simply magical and getting there and back in your chauffeured vintage car just adds to the fun!

If you’re not too tired, you might take in the show at the Tropicana, the legendary cabaret that first opened its doors in 1931. Although it has become extremely popular with tourists, the show still features the extravagant costumes and choreography that have mesmerized club-goers from Nat King Cole to Jack Nicholson. Regardless of the dining and entertainment options you pursue this evening, we include chauffeured transportation in a vintage American car.  Meals B


A final chance to shop

Why not stop by Almacenes San Jose, the city’s largest open-air crafts market, on your way to the airport for your homeward flight.  Meals B

Our Custom People-to-People Cuba Journeys are all individually programmed and in compliance with U.S. Government regulations. Many of the places we visit and the cultural experiences we provide are not in standard touristic venues and are not always available. Thus, your final itinerary prior to departure will detail each day’s full program.

Extend Your Trip

Custom Travel Anywhere in Cuba

From the World Heritage Sites of Havana, Cienfuegos, and Trinidad to Santiago de Cuba and historic Baracoa on the island’s eastern shores, Cuba offers myriad experiences for the curious traveler. Let our Custom Travel experts design a people-to-people journey tailored to your style and personal passions.

Call 800-221-2216 and let us design a Cuba journey just for you.

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Cuba MapSearch

Custom Travel
Anywhere in Cuba

Cuba offers something for everyone - from the World Heritage architecture of Havana, Cienfuegos, and Trinidad to the traditions and artistry found in towns and provinces across the island, like Santiago de Cuba and the lovely Viñales Valley in the heart of Cuba’s legendary cigar country.

With our expertise and insider access, our Custom Travel Experts can design a Private Journey tailored to your personal travel style and passions - from cuisine, music, dance and art to literature, architecture and history.

Call 800-221-2216 and let us design a Cuba Journey just for you.

FAQs About Travel to Cuba  

See this document to answer all your questions about travel to Cuba with
Alexander+Roberts.   Click here.

Flights for this Tour to Cuba  

From wherever you might live in North America, we'd be pleased to provide airfare in economy, premium economy or business class. Airfares to Cuba include mandatory Cuban health insurance and Cuban departure tax.  By booking with A+R, we can assist with flight disruptions, delays or cancellations while you travel.

Our private people-to-people programs to Cuba are customized for our guests to maximize their cultural experience with the Cuban people, as required by the U.S. law. Some of the places we visit are not tourist sites and are not always available. Our Cuban concierge in Havana will finalize the program with our guests and we will maintain your itinerary for five years following travel. Other than breakfast, current dining options will be presented and reservations will be made in Cuba and are not included in the price. All transportation for dining is included.

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