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This exciting, eight-day journey to Cuba's most famous cities will add the brushstrokes to the unfinished canvas of your vision of Cuba. Your experience begins in the bustling harbor city of Havana and continues on through Playa Larga and Playa Girón before settling into the artistic enclaves and colonial treasures of Trinidad and Cienfuegos, known as "the pearl of the South."
NO MORE THAN 10 GUESTS
INTIMATE - ENGAGING - TRANSFORMATIONAL
PRIVATELY GUIDED-WALKING TOUR OF OLD HAVANA
Experience the history and heart of Havana, guided by an expert local guide. Dsicover the city's rich culture as you traverse its enchanting streets, uncovering hidden gems along the way. Explore a labyrinth of cobblestone streets during a privately-guided walking tour of Havana’s city-center, La Habana Vieja. Founded in 1512, you’ll visit some of Old Havana’s most important sites: the Plaza de Armas, Plaza de San Francisco, Plaza de Cathedral, Plaza Vieja, and more.
BICITAXI TOUR OF EL CAPITOLIO
Not only will you be supporting an independent owner/driver – you'll travel like a local when you hop on board the Bicitaxi for a tour of El Capitolio! Completed in 1929 and fully restored in recent years, this building held Cuba's congress before the revolution in 1959. Your expert local guide will share their experiences as you learn about its construction, and history – and get a look inside the halls of limestone and granite.
FOREIGN-RELATIONS MEET & GREET
Join Camilo Garcia, a 20-year veteran of the Ministry of Foreign Relations for a conversation about Cuba’s modern-day diplomacy. With diplomatic experience in the United States, Canada, the Netherlands and United Nations, he has unparalleled insight into Cuba’s place in the world. Now working at an audiovisual production company and artistic events, he also has a background in cultural organizations and he will join us for a wide-ranging discussion of Cuba’s social, political and economic challenges.
Visit a local farmers market, where you’ll get a first-hand look at Cuba’s agricultural revolution. In these bustling markets you’ll find only local food – almost always organic. This switch to natural farming came in the early 90s when oil and pesticide shortages forced Cuba to radically alter its agricultural economy. Today, the country is a model for the world, as other communities trend toward more sustainable farming methods.
Break bread with new-found friends in an in-home cooking class followed by lunch at the home. Get tasteful insights into Cuban culture as you go hands-on and prepare a meal with locals. Laugh, share stories, and learn every step of authentic Cuban dishes. And finally, sit down to enjoy the fruits of our labor.
HABANA COMPÁS DANCE COMPANY
The Cuban equivalent of STOMP – these young and dedicated dancers combine Spanish folk music with Afro-Cuban rhythms to create one-of-a-kind performances. Fiery and energetic by nature, the Habana Compás Dance Company surprises guests with beats and moves based around chairs, boxes, and drums.
KORIMAKAO ARTISTS COMMUNITY
Uncover the soulful essence of Cuban artistry and its rich cultural heritage, creating memories that will forever ignite your passion for artistic expression. Experience the creative energy of local artists as you explore their studios, witness their masterpieces come to life, and engage in thought-provoking conversations.
PRIVATELY GUIDED-WALKING TOUR OF TRINIDAD
Immerse yourself in the vibrant rhythms of colonial charm as you embark on privately-guided tour of Trinidad. Your local guide will share with you the history, budding entrepreneurial scene, and so much more! From cobblestone streets lined with pastel-hued mansions to hidden plazas echoing with Afro-Cuban beats, uncover the timeless allure of this UNESCO World Heritage site, where history dances gracefully in every corner.
ARTIST MEET & GREET: YUDIT VIDAL
Visit artists in Trinidad (Yudit Vidal – Alas y Pincerso) Meet with and learn from Cuban artist, Yudit Vidal Faife. Yudit Vidal Faife is a visionary artist in Cuba, whose vibrant paintings capture the spirit of her homeland. With bold brushstrokes and vivid colors, she brings to life the rich culture and history of Cuba, inviting viewers on a journey of beauty and emotion. Through her art, Yudit expresses the essence of her beloved country with passion and authenticity.
SAN ISIDRO DE LOS DESTILADEROS
Three interconnected valleys, covering one-hundred square miles, make up the Valley de los Ingenios. The surrounding fields were the center of sugar production during Spanish rule in the 18th and 19th centuries. But bright views and landmark ruins play contrast to the area’s dark history when over 30,000 slaves worked the fields. Wander through the ruins at San Isidro de Los Destiladerso, as we learn how nearby Trinidad amassed its wealth.
PRIVATE FARM VISIT
Nestled in the Sierra Escambry Mountains, visit a small, entrepreneurial farm to meet and support local farmers known as “guajiros”. Discover serene trails, waterfalls, and swimming spots on a guided walk in the Escambry mountains. Be on the lookout for local birds and wildlife. Later, visit a private ceramic workshop. Enjoy fresh fruits and juices followed by a farm to table lunch.
PRIVATELY GUIDED WALKING TOUR OF CIENFUEGOS
Join your local guide as you discover the city's colonial charm and architectural wonders. Founded in 1819 by French settlers from Bordeaux and Louisiana on the coast of South-central Cuba, Cienfuegos (literal translation “one hundred fires”) is the only Cuban city with an entirely distinct character and urban layout. Its unique architectural ensemble of neoclassical structures earned its distinction as a UNESCO World Heritage site in 2005.
ART IN YOUR HANDS
Let your imagination soar as you unlock the secrets of Cuba's artistic legacy! Visit the working studio of Art in Your Hands, a collaboration of artists who work in various mediums and styles. The artists in residence display their paintings, carvings, engravings and more, and you'll have the opportunity to shop their collection of on-sale items.
CRUISING IN PRE-1959 CLASSIC AMERICAN CAR
Through this unique experience, you become part of a narrative that embraces connection and understanding. Riding in a classic car in Havana is more than a nostalgic journey; it is an opportunity to support and celebrate those Cuban entrepreneurs who lovingly restore vintage automobiles and give visitors rides as a way to support themselves and their families.
Each departure is custom-curated to provide the best experiences possible and from time-to-time specific experiences, and/or restaurants may not be available and will be replaced by an item of equal or greater value. A final list of daily experiences and dining options is provided roughly two weeks prior to departure. Each tour provides a full-time schedule of Support for the Cuban People activities and is fully compliant with U.S. Department of Treasury, Office of Foreign Assets Control regulations regarding travel to Cuba.
Small group size, no more than 10 guests
Four nights at the Casa Brava, or similar, in Havana
Three nights at Casa Jesus Maria 432, or similar, in Trinidad.
Expert Cuban guide and private driver
Exclusive-guided visits and experiences
Seven breakfasts, five lunches, and three dinners
Certification of travel to Cuba under the U.S. Department of the Treasury general license
24 hour on-tour customer service
Mandatory "Cuban" Health insurance. This is included in the cost of the airline ticket.*
Customary gratuities are left to the guest’s discretion and should be based on your satisfaction with the level of service received. With your travel documents, which you will receive at approximately 21 days prior to departure, we will include a list of expected gratuities and suggestions of amounts to pay.
For full terms and conditions, click here.
*Mandatory "Cuban" Health Insurance is included in the cost of the airline ticket for US Carriers when you depart from the USA to Cuba. If you travel via a third party country you must check with the airline to verify if it is included. If not, you will need to purchase this mandatory insurance upon arrival in Cuba.
Casa Brava is a family owned and operated boutique residence located in a quiet residential neighborhood of Vedado. The revitalized colonial mansion was carefully restored to its original 1910 splendor with modern conveniences. Casa Brava's 20th century façade and welcoming patio is just part of this traditional mansion with high ceilings, restored traditional woodwork, and imported chic floor tiles throughout the residence. Casa Brava boast eight luxury suites, each with their own private balcony, individually controlled air-conditioners, imported pillowtop mattresses and modern bathroom amenities.
Casa Jesus Maria 432 is a privately owned and operated boutique residence ideally located in the heart of Trinidad, a World Heritage UNESCO site founded by Diego Velázquez in 1514 under the Spanish crown. Calle Jesus Maria is sprinkled with private homes; Jesus Maria 432, commonly referred to as JM432, is the leader of the pack.
This tour does not include flights, but our flight specialists are happy to help arrange them! When you book, tell us which city you're coming from, and we'll get back to you with a quote and a proposed flight schedule within 5 business days. If you accept our quote, we'll add the price to your balance due including a $35 per person ticketing fee. Should you decide to book your own flights, please send us your flight details no later than 45 days prior to departure so that we can arrange your transfers accordingly.