2026 Solar Eclipse Cruise:

Totality in The Mediterranean  

with Sarah Rugheimer

FRANCE & SPAIN

Great Music Masters of Italy: Verdi and Italian Opera

with Robert Greenberg

ITALY

ENGLAND & FRANCE

D-Day: Courage, Conflict, and History in England and France  with Ed Lengel

Great Music Masters of Vienna: The Romantics

with Robert Greenberg

Enchanted England: Folklore, Fairy Tales, and Wonder

with Sara Cleto and Brittany Warman

Revisiting World War 1 in France

with Keith Huxen

Exploring Cuba: From Trinidad 

to Havana

with Joyce Salisbury

Great British Mysteries: Conan Doyle, Christie, and More

with Maureen Corrigan

ENGLAND

ENGLAND

FRANCE

CUBA

AUSTRIA

Travel with Insight, Explore with Passion

CLOSE MENU

Miramar, Havana

Afro Cuban Percussion

Trinidad De Cuba

Cuban Cigar Making

Havana at Sunset

Starting at $6,195 per person

Islands and island nations all over the world have always captivated people with their unique combination of isolation and connection. Perhaps none more so than Cuba. On this journey, you will delve into a rich and fascinating narrativea complex tapestry woven by European explorersenslaved Africans; and Indigenous Taíno people who converged on the island in the 16th century, leaving a lasting imprint on its heritage. Its architecture, food, music, and culture all reflect this rich history. Led by your expert, you will explore Cubas complicated historical, political, and economic past to gain insights into its present trajectory. By engaging with the entrepreneurial spirit of the next generation in Cuba; contemplating the world-renowned rhythms of Cuban music deeply rooted in West African culture; and visiting historic sites like Playa Girón, the site of the Bay of Pigs invasion, you will begin to peel back the layers of Cubas story. Through the expertise of Dr. Salisbury, you will connect with Cubas past and gain a profound understanding of its heritage and ongoing evolution in the global landscape.

Exploring Cuba: 

From Havana

to Trinidad

with Joyce Salisbury or Sharika Crawford

DEPARTURE DATES AND PRICING

November 17–23, 2027 

Starting at $6,395 per person

November 17–23, 2026 

Starting at $6,195 per person

April 21-27, 2026 

with Rosana Resende

Starting at $6,195 per person

March 16–22, 2027 

Starting at $6,395 per person

Highlights

Embark on a tour of Playa Girón and the Bay of Pigs Museum, delving into the pivotal history between the United States and Cuba, and lasting impact of the embargo.


Exchange in meaningful discussion with entrepreneurs on what they see as the economic future of Havana.

Participate in morning discussions with your expert about the thematic focus of each day’s activities.


Immerse yourself in Havanas rhythms during a rooftop jam session, a salsa or Afro-Cuban percussion lesson, and a youth jazz/funk band.


Explore CubaIndigenous and Afro-Cuban roots through visits to the Museum of Archaeology and the vibrant neighborhood of Callejón de Hamel.

Embark on a tour of Playa Girón and the Bay of Pigs Museum, delving into the pivotal history between the United States and Cuba, and lasting impact of the embargo.


Exchange in meaningful discussion with entrepreneurs on what they see as the economic future of Havana.

Participate in morning discussions with Dr. Joyce Salisbury about the thematic focus of each day’s activities.


Immerse yourself in Havanas rhythms during a rooftop jam session, a salsa or Afro-Cuban percussion lesson, and a youth jazz/funk band.


Explore Cubas Indigenous and Afro-Cuban roots through visits to the Museum of Archaeology and the vibrant neighborhood of Callejón de Hamel.

Highlights

Sharika Crawford

Dr. Sharika Crawford is the inaugural Speedwell Professor of International Studies in the History Department of the United States Naval Academy. Her enthusiasm for Cuban history and culture comes from her primary research focus, modern Latin America and the Caribbean, and has led immersive student travel groups on international trips. Professor Crawford earned her PhD from the University of Pittsburgh. She wrote and produced the documentary Decolonization and the Cold War: Through a Caribbean Lens, which focuses heavily on Cuba in the 20th century. Professor Crawford is the author of the award-winning book, The Last Turtlemen of the Caribbean: Waterscapes of Labor, Conservation, and Boundary Making, and has published numerous articles and essays in an array of scholarly journals. She is working with The Great Courses to develop a course focusing on Latin American history. 

Joyce E. Salisbury

Joyce E. Salisbury is a Professor Emerita of Humanistic Studies at the University of Wisconsin–Green Bay. She began her career conducting research in Spain, is expert in the colonial world of Spain, and has led tours for several decades. Professor Salisbury has appeared on PBS specials and on the History Channel. In addition, she has been invited to lecture in many venues around the world for her ability to bring the past alive. Professor Salisbury has been widely recognized for her teaching abilities, including being named Professor of the Year in 1991 by the Council for Advancement and Support of Education. She has taught three times on Semester at Sea, a study-abroad program on a ship that circumnavigates the world with more than 500 students for a full semester. Professor Salisbury earned her Ph.D. in Medieval History at Rutgers University, specializing in religious and social history. She has written more than 10 books, including the widely used textbook, The West in the World; and created 4 Great Courses, the first of which was The History of Spain: Land on a Crossroad.

Journey Experts

Joyce E. Salisbury

Joyce E. Salisbury

Joyce E. Salisbury is a Professor Emerita of Humanistic Studies at the University of Wisconsin–Green Bay. She began her career conducting research in Spain, is expert in the colonial world of Spain, and has led tours for several decades. Professor Salisbury has appeared on PBS specials and on the History Channel. In addition, she has been invited to lecture in many venues around the world for her ability to bring the past alive. Professor Salisbury has been widely recognized for her teaching abilities, including being named Professor of the Year in 1991 by the Council for Advancement and Support of Education. She has taught three times on Semester at Sea, a study-abroad program on a ship that circumnavigates the world with more than 500 students for a full semester. Professor Salisbury earned her Ph.D. in Medieval History at Rutgers University, specializing in religious and social history. She has written more than 10 books, including the widely used textbook, The West in the World; and created 4 Great Courses, the first of which was The History of Spain: Land on a Crossroad.

Journey Experts

Joyce E. Salisbury

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Havana Vintage Cars

Arrive at José Martí International Airport and transfer to your boutique hotel in Havana’s centrally located Miramar neighborhood. Begin your journey with an orientation meeting and welcome lecture by your tour expert, who will delve into the themes of the week. Experience Havana’s charm firsthand with a driving tour along the famed seawall and through the Vedado neighborhood as you cruise in 1950s cars, an iconic symbol of the complex relationship between the United States and Cuba. As the sun sets, toast the beginning of your adventure with a rooftop jam session featuring local musicians. Then dine at El Cocinero, a stylish restaurant housed in a former factory overlooking the Almendares River. If you wish to extend your evening, explore multimedia gallery spaces and experience a live performance at Fabrica de Arte Cubano.


      Included Meal: Dinner

      Accommodations: Casa Italia

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Taino Sculpture

Each morning, start your day with a 30-minute informal chat led by your expert, focusing on a theme that will shape your days activities. Today’s focus will be Cuba’s Indigenous roots from Taíno culture to Afro-Cuban influence. Engage in a conversation with a local historian and former director of the Cultural Patrimony Section at the City Historian Office. Explore Cubas rich history with a visit to the Museum of Archaeology, guided by a local expert who will illuminate the lives of Cubas Indigenous inhabitants. Afterward, take a leisurely walking tour en route to a traditional Cuban lunch at a paladar (a privately run restaurant) offering authentic local cuisine. Immerse yourself in Havanas vibrant culture and Afro-Cuban history at Callejón de Hamel, where you can witness a live rumba performance in a neighborhood known for its cultural heritage. Later in the afternoon, choose from various activities such as experiencing a local folk dancing group or participating in a hands-on dance lesson or drumming class. Conclude your day with dinner at one of Cubas pioneering female-led paladars, housed in a historic former residence.


      Included Meals: Breakfast, Lunch, Dinner

      Accommodations: Casa Italia

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Morro Castle, Havana

Gather with your expert this morning as she explores the theme of isolationism. Throughout the day, gain profound insights into Havana’s cultural, political, and socioeconomic landscape as you meet with Cuba’s top urban planner and discuss the city’s evolution against the backdrop of its history and current influences. Embark on a journey through Havana’s iconic landmarks such as Morro Castle, La Cabaña, and Revolution Square, reflecting with youe expert on Cuba’s history of invasions and the impact on later isolationism. Enjoy a leisurely lunch at a leading paladar in the slow-food movement, savoring authentic Cuban cuisine. Visit sites associated with the Mafia’s influence during pre-revolutionary times and Havana’s economic heyday. At a private class, delve into Cuban cigar craftsmanship with a local expert.


      Included Meals: Breakfast, Lunch

      Accommodations: Casa Italia

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Finca Vigia, Hemingway's House

Meet with your expert this morning as she discusses Cuba’s current economic inflection point and starts to peel back the layers of how the U.S. embargo has affected Cuba’s economy for almost 65 years. Embark on a fascinating day starting with a tour of Finca Vigía, Ernest Hemingway’s former residence where his extensive book collection and beloved boat, El Pilar , are still preserved. Engage in a thought-provoking panel discussion with Cuban entrepreneurs and economist Oniel Díaz, exploring emerging opportunities in the private sector. Enjoy a unique dining experience onsite with these entrepreneurs, accompanied by a private musical performance by Primera Linea, a youth band blending New Orleans and Cuban music. Later in the day, choose between a salsa-dancing session or an Afro-Cuban percussion class to further immerse yourself in Cuban culture. As you prepare to leave Havana for Playa Girón, join a veteran for a firsthand account of the historic 1961 Bay of Pigs invasion, gaining deeper insights into this pivotal event.


      Included Meals: Breakfast, Lunch

      Accommodations: Casa Italia

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Playa Giron

Embark on a full day’s journey beginning with a southward drive of approximately 2.5 hours to the Ciénaga de Zapata, a UNESCO Biosphere Reserve, and one of the largest and most diverse in Cuba. Then tour Playa Girón and the Bay of Pigs Museum to immerse yourself into the place that sparked and shaped so much of current U.S.-Cuban relations. A picnic lunch will be provided as you soak in the history of the picturesque beach before continuing your journey, approximately 2 hours, to Trinidad in central Cuba, renowned for its charming cobblestone streets, pastel-colored homes, and inviting small-town atmosphere. Upon arrival, settle into your casa particular (private rental house) before joining a walking tour led by a local architect, historian, and restoration specialist to explore Trinidad’s rich architectural heritage. Conclude the day with a home-cooked meal prepared by your hosts.


      Included Meals: Breakfast, Lunch, Dinner

      Accommodations: Hostal Lola or similar casa particular

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Sugar Mill Valley

Continue your exploration of Cuba’s rich history with your expert leading a final discussion on the role of sugar in shaping the island’s cultural, political, and economic landscapes. Journey to the archaeological site of San Isidro near Trinidad to delve into the history of Cuba’s sugar cane industry during the 18th and 19th centuries. Enjoy a farm-fresh lunch in the scenic Sugar Mill Valley before returning to Trinidad for an afternoon of leisure, perfect for exploring local markets and museums at your own pace. Conclude your Cuban adventure with a farewell dinner and live musical performance in Trinidad’s historic center, celebrating the culmination of your journey.


      Included Meals: Breakfast, Lunch, Dinner

      Accommodations: Hostal Lola or similar casa particular

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Che Guevara Monument

Depart from Trinidad this morning, making poignant stops in Santa Clara, exploring significant locations important to Cuba’s history and legacy. Then, proceed to Santa Clara International Airport for your individual flight back to the United States.


      Included Meals: Breakfast

After breakfast at the hotel, transfer to the airport independently for your flight home. 


Included Meals: Breakfast

Please note: Much of the infrastructure in Cuba has not been updated to meet accessibility standards and can be challenging for those with mobility issues, including balance issues, using a cane/mobility aid, or walking challenges. The sidewalks and streets are in poor condition, and it is difficult to maintain an uninterrupted flat surface for any stretch of distance. Almost all restaurants and several visits require climbing at least two to three flights of stairs to access. All stairs have handrails on at least one side, but many staircases are narrow, and some are winding. Travelers will need to be able to climb up and down these stairs without assistance. There are no elevators.

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Hostal Lola

Trinidad, Cuba

Casas particulares are privately (not government) owned hotels throughout Cuba where American citizens are legally authorized to stay. They are often former colonial mansions restored into about 7 to 10 rooms and professionally operated. Expect spare but clean rooms, air conditioning, private bathrooms, and warm hospitality. Full groups will often be split among two to three nearby casas of similar quality. 

Casa Italia 

Havana, Cuba

Originally a colonial mansion, this privately owned boutique hotel offers an elegant refuge in Havana. The hotel’s 19 meticulously designed rooms offer character, comfort, and luxury. Centrally located on a quiet, beautiful street in the Miramar neighborhood, the hotel is surrounded by striking architecture and public spaces. The property features an on-site Italian restaurant. 

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November 17–23, 2027

with Sharika Crawford

March 16–22, 2027

with Sharika Crawford

April 21-27, 2026

with Rosana Resende

Questions? Call 

1-855-476-5080

November 17–23, 2026

with Joyce Salisbury

Exploring Cuba: from Trinidad to Havana

Sign up to receive the latest trip updates and instant access to a digital version of our full-color 2025–2027 travel catalog. You will also have the option to share your mailing address and we’ll send a printed copy of our next catalog to your door.

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Request your copy of our full color travel catalog

Highlights

Uncover the dynastic ambitions and historical significance of monuments like Hassan Tower and the Mausoleum of Mohammed V in Rabat.


Experience the stony landscape of the Agafay Desert on a camel trek, culminating in a breathtaking sunset over the High Atlas Mountains.

Admire the Islamic architecture in Marrakesh, from the grand Koutoubia Mosque and intricate Bahia Palace to the serene beauty of the Ben Youssef Madrasa.


Discover the University of al-Qarawiyyin, the world’s oldest continuously operating university, and engage in a discussion on its profound influence on global scholarship.


Wander through the labyrinthine alleyways of the UNESCO-listed Medina in Fes, where vibrant stalls overflow with textiles, spices, and artisanal crafts.