Cuba Tour - Havana El Capitolio and Vintage Cars
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Cuba Tours & Vacations

Ratings of Zicasso's Service
<p>Magnificent, mysterious, dignified, and undefinable describes the essence of Cuba, where unexpected charm meets timeworn grandeur. From Spanish colonial facades to tropical jungle terrain, expansive tobacco plantations to the pulsing beats of rumba, Cuba carries the Caribbean with vintage cars and a lifestyle influenced by a unique history. Frozen in time and celebrated for coral reefs and white-washed beaches, the landscape and culture have inspired the imaginations of travelers and artists from around the world with remarkable depth and the beauty of an island paradise. Find inspiration for your custom trip with our sample itineraries and plan your trip alongside an expert Cuba travel specialist.</p>

Magnificent, mysterious, dignified, and undefinable describes the essence of Cuba,...

Magnificent, mysterious, dignified, and undefinable describes the essence of Cuba, where unexpected charm meets timeworn grandeur. From Spanish colonial facades to tropical jungle terrain, expansive tobacco plantations to the pulsing beats of rumba, Cuba carries the Caribbean with vintage cars and a lifestyle influenced by a unique history. Frozen in time and celebrated for coral reefs and white-washed beaches, the landscape and culture have inspired the imaginations of travelers and artists from around the world with remarkable depth and the beauty of an island paradise. Find inspiration for your custom trip with our sample itineraries and plan your trip alongside an expert Cuba travel specialist.

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream Cuba tour.

  2. 2

    We match you with our top Cuba travel specialist partners who will customize a private Cuba trip.

  3. 3

    Book the trip when you are satisfied.

Ratings of Zicasso's Service
Great Theatre in Old Town Havana, Cuba
Best of Cuba Tour in Seven Days

7 Day Custom Tour

Dynamic pricing from $2,956

Witness fine cigars rolled before your eyes and a majestic waterfall hidden in the Escambray Mountains during your 7-day Cuba tour immersing you in the island’s heart and soul. French architecture and Cuban heroes decorate Cienfuegos. The forest canopy protects radiant hummingbirds. Classic American cars add to the soundtrack of Havana. Cuba provides endless excitement and tangible splendor gathered into your week-long adventure filled with an endlessly uplifting spirit.

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San Cristobal Cathedral in Havana, Cuba
Immersive Cuba Tour: History, Culture, and People

8 Day Custom Tour

Dynamic pricing from $3,379

Step back in time when experiencing the layers of Cuba’s unique and captivating history. Travel along a singular road surrounded by the sea on either side. Journey on a vintage steam train through the lush landscape at the heart of the country. Follow the scent of dried leaves during a private tour of a cigar factory. Classic cars cruise cobblestone avenues. Horses clop down the boulevard pulling antique buggies. The sounds of rumba and salsa emphasize the vivacious murals, embellishing the culture and the country’s past. Your customized Cuba tour brings history to life, with you at its center.

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Cuban musician in Havana, Cuba.
Move to the Music of Cuba: Salsa, Rumba, and Afro-Cuban Rhythms

8 Day Custom Tour

Dynamic pricing from $3,379

Embrace the music on this eight-day Cuba tour for an enchanting vacation that introduces you to the rhythms of rumba, the seductions of salsa, and the appealing flow of Afro-Cuban songs. Join local musicians on tours of trendy clubs and dance halls, visit historic landmarks and cultural hotspots in Cuba’s charming cities, and savor a selection of gourmet Cuban cuisine as you move from one vibrant neighborhood to the next.

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Melecon of Havana, Cuba
Cuban Culture and Heritage: Havana to the Bay of Pigs

8 Day Custom Tour

Dynamic pricing from $3,379

If you fancy a chance to immerse yourself in Cuban culture and heritage that spans Havana to the Bay of Pigs, then this eight-day tour of Cuba’s best destinations is perfectly suited to you. Discover old-world charm in Cuba’s vibrant capital, dance to Afro-Cuban music at chic bars in Cienfuegos, appreciate the local flavors of Trinidad, and admire the untamed beauty of the Bay of Pigs during your adventure.

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Plaza Mayor in Trinidad, Cuba
Heart & Soul of Cuba Tour: Discovering Its People and Culture

9 Day Custom Tour

Dynamic pricing from $3,802

Cuba is like a time capsule recently opened that is trying to restore its former majesty. The contrast of crumbling colonial architecture alongside freshly renovated façades adds to the allure of the cities. The culture has inspired artists to submerge entire neighborhoods in art projects. Ernest Hemingway captured a fishing village in an award-winning novel. The effects of the Cuban Revolutionary War have shaped everyday life. The slave trade of the 18th and 19th centuries led to the mesmerizing Afro-Cuban culture. Your custom-tailored tour immerses you into the heart and soul of the changing landscape of Cuba through the eyes of the locals.

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El Nicho waterfall in the Escambray Mountains between Trinidad and Cienfuegos, Cuba

Cuba makes you want to dance into the night, experiencing the entertainment and living history inside the cities and searching for colorful flora and fauna protected in the national parks. Locals laugh as they jump into the Atlantic Ocean near the waterside avenue of the Malecón. A Tocororo twitters in the jade forest canopy. Flamingoes catch your eye against the waters of a quiet lagoon. Guitarists and bongo players fill the streets with passionate songs from sunrise to well past midnight. Your custom tailored tour shows you the exciting life of Cuba, which at times feels like worlds away and years apart.

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Flamingos standing in water with reflection
An Immersive Cuban Tour to Havana, Vinales, Soroa & Trinidad

12 Day Custom Tour

Dynamic pricing from $5,071

The rhythms of Cuba are orchestrated by the musical notes of salsa, the captivating dances of Santeria, and the wholesome birdcalls of the jungle mountains. Your custom tailored tour immerses you in the purity of the island’s emerald-clad bio-reserves to the open embrace of locals, eager to impart an understanding of their culture through a slice of their daily life. Hummingbirds dip their beaks into freshly opened flowers. Kids fly kites on the rooftops of Havana. Glassy water reflects flamingoes’ pink feathers. The mixture of history and contemporary living on colonial streets is sure to captivate you.

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Vintage car passing by Palacio de Valle in Cienfuegos, Cuba
Highlights of Cuba Tour

8 Day Custom Tour

Dynamic pricing from $3,379

The colonial architecture will impress you, the music will stir you, and the people will inspire you on your custom tailored highlights of Cuba tour. The clapping sound of horse hoofs against cobblestone streets imitate the pulsing rhythms of the salsa bands performing in the restaurants across Havana. Pastel colored homes accentuate the variety of blue hues layering the Caribbean Sea. Powerful stone fortresses continue to guard the shoreline amidst the sweet aroma of sugar cane juice pressed before your eyes. Experience the lifestyle. Indulge in the culture. Enjoy the splendor of Cuba.

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Traditional colonial-style architecture in Cienfuegos, Cuba
Retracing the Steps of Cuban History: Havana & Cienfuegos Tour

8 Day Custom Tour

Dynamic pricing from $3,379

The trepidations of the Cuban Missile Crisis and the Bay of Pigs are tangible memories. The easing of regulations has opened up new doors between the United States and Cuba. Your tour is custom tailored to discover the people and culture of the island nation, at times contrasting the perception of the country only 90 miles off the coast of Florida. Artists paint murals capturing the spirit of Havana. Cienfuegos is filled with pearled French architecture. Colonial buildings in Trinidad harken back to a bygone era. Cuba’s streets tell many stories, each as captivating as the next.

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Sunset at Varadero beach in Cuba
An 8-Day Tour of Havana, Varadero & Camaguey

8 Day Custom Tour

Dynamic pricing from $3,379

The Cuban experience touches your soul during your 8-day tour, specially crafted for adventurers and word travelers. Find comfort during your time in Cuba as you blend an active lifestyle with the grandeur of historic sites. Spend jovial time with gregarious locals and marvel at the significance of squares which marked a revolution that became world renowned. Meander through labyrinthine streets and ride in classic American cars. Listen to engaging musicians and engage in unforgettable discoveries on your custom Cuba tour.

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Hemingway House in Havana, Cuba
Ernest Hemingway Cuba Tour: Following in the Footsteps of a Legend

8 Day Custom Tour

Dynamic pricing from $3,379

This custom tailored tour retraces the steps of Ernest Hemingway, giving you access to the unique, eclectic cultures of the Caribbean country brimming with rich soil and surrounded by the immaculate sea. The architecture and gregarious people of Cuba speak to a rich legacy spanning centuries. Dancing and music enrich every day. The sweet aromas of coconut and pineapple emanate from gardens and markets. Coffee trees grow lush and strong. Ernest Hemingway’s former home maintains an inspiring ambiance. Murals decorate the streets. Artwork acts as a form of urban expression. Spanish colonial influences shape contemporary life, creating the distinctive character of Cuba.

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Tobacco farmer in Vinales, Cuba
A People-to-People Tour of Cuba: A Journey Focused on Arts & Culture

8 Day Custom Tour

Dynamic pricing from $3,379

Your custom tailored “People-to-People” tour of Cuba immerses you in the true culture and lifestyle of Cuba.  Deep educational exchanges between you and the locals leave life-long memories. Throughout this itinerary, you will be introduced to community leaders, artists, writers, and farmers keen on showing you their connection to their country and the surrounding world. Smooth the crinkled texture of a dried tobacco leaf, following instructions from a seasoned veteran on how to roll a cigar. Witness how artists in Havana represent the spirit of the city in a way only locals could express. Dance with a traditional company and sing with celebrated musicians each finding ways to articulate their passion for Cuba in their own way.

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Family Friendly Cuba Tour

8 Day Custom Tour

Dynamic pricing from $3,379

Take the family beyond the façade of Cuba to experience the life of Havana and Valley de Vinales. The sound of strumming guitars moves through the streets of Old Town. The engines of classic cars roar above the sound of the waves splashing against the sea walls. Imposing fortresses inspire dreams of pirates. Hummingbirds as smalls as butterflies sip nectar from magnificent flowers. Farmers use oxen to plow the soil. Your custom tailored family friendly tour sets the family on an ineffable journey, introducing you to the people, culture, history, and mystery of Western Cuba.

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Charm of Cuba’s West: Havana & Viñales Valley Tour

8 Day Custom Tour

Dynamic pricing from $3,379

Cuba is a shining pearl refined by the turquoise waters of the Caribbean. Your custom tailored tour shows you the elegant past and colorful present of a country once closed off to Americans and now finding its place in the contemporary world. Farmers chew on thick hand-rolled cigars as they plow their fields. Cabaret dancers radiate the tropics, wearing iridescent hues while performing vivacious moves. Turtles hatch in white sand and crawl out to sea. Classic cars take you back to a bygone era. Experience the former grandeur of Cuba and let the contemporary culture captivate you.

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Christmas in Cuba Tour: A Celebration of the Oldest Festival in Cuba

12 Day Custom Tour

Dynamic pricing from $5,455

Experience exceptional holiday festivities with a tour of Cuba during Christmas and New Years. 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. Pig roasts signify the importance of family gatherings for holiday feasts. 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.

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A Private Group Tour of Cuba from Havana to Havana

8 Day Custom Tour

Dynamic pricing from $3,379

Whether traveling with your own small group or your extended family in comfort, explore the trails of rural Cuba. Wander through the rainforest in search of orchids and waterfalls, lounge on white sand beaches at the secluded edge of the country, witness a tobacco farmer roll a perfect cigar, with each moment accentuated by the pleasure of good company. Legends of pirates and plantation owners strike similar tones of mystique. Restaurants hum with live music spilling out onto the cobblestone streets. Your group tour is custom tailored to take you off the beaten path and soak up the splendors of Cuba with your private group.

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Judaism in Havana: A Tour of Jewish Cuba

8 Day Custom Tour

Dynamic pricing from $3,379

Jewish communities have traveled far and wide for hundreds of years, settling in countries open to trade and closed off from the rest of the world. Your custom tailored tour takes you through the stunning landscape of Cuba and immerses you in the Cuban Jewish lifestyle. Light the Shabbas candles with a local family to celebrated the end of another week. Peruse the library of one of the oldest synagogues in the country. Visit the only kosher butcher on the island. Learn about the heritage of the Cuban people and experience the unforgettable sensation of the Jewish community.

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Festive Cuba: Jazz & Culture Tour of Havana

8 Day Custom Tour

Dynamic pricing from $3,379

Listen to the natural rhythms of Havana and the passionate pulse of jazz spilling into the streets on your custom tailored musical tour of Cuba. The rich history of the island shapes the melodic connection of people across the landscape, from the beach to the rainforest. Crashing waves and chirping tropical birds inspire instrumentals. Rural rivers and urban art spaces shape intangible expression. Colonial architecture and exposed stone fortresses cause sounds to echo throughout the streets. Listen, discover, and enjoy the powerful way music articulates emotion and the Cuban experience.

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Uncovering the Artistry of Cuba Tour

12 Day Custom Tour

Dynamic pricing from $5,071

Uncover the elaborate artistry of Cuba draped in murals and glinting with captivating neighborhoods; pastel colored homes and sweeping emerald rainforest. Classic cars cruise along the cobblestone streets of Old Town Havana. Baroque churches rise above the open plaza in the labyrinthine lanes of Santa Clara. Wild palm trees shade the edges of thriving tobacco fields. The aroma of sugarcane fills the air with indulgent sweetness. Your custom tailored tour guides you on a unique perspective of the Caribbean island, connecting you to the culture, history, and people creating and preserving Cuba.

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Cuba Adoration: A Kid-Friendly Tour through Cuba

8 Day Custom Tour

Dynamic pricing from $3,379

Indulge in the modern relics of city living during your custom tailored kid-friendly tour of Cuba. Stroll along the cobblestone streets of a preserved colonial town. Trek through the jungle for a panorama of a secluded waterfall. Absorb the endless majesty of historic buildings, ineffable culture, and the seductive rhythms of salsa on your customizable Cuba tour.

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Cuba on Wheels: Cycling Tour from Havana to Trinidad

9 Day Custom Tour

Dynamic pricing from $3,802

From the pulsating music encouraging you to speed along cobblestone streets to the refreshing salty aroma of the Caribbean Sea, your cycling tour of Cuba is unlike any adventure you have ever experienced. Colonial mansions in the cities highlight former grandeur while antique plantations in the countryside speak of similar past opulence. Images of Che Guevara harbor a spirit of revolution. Pristine beaches provide moments of tranquility. Undulating peaks divide the opposite shores. You will traverse the cities and countryside, shorelines and mountain ridges conquering the landscape as you immerse yourself in the authenticity of Cuba’s culture.

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Trekking in Cuba Tour: Nature & History on Foot

14 Day Custom Tour

Dynamic pricing from $5,917

The landscape of Cuba tells stories of the island, from its indigenous peoples to the Cuban Revolution. Your custom tailored tour leads you on an outdoor adventure through the valleys and into the mountains for an immersive trekking experience. A bust of the father of Cuban independence welcomes hikers at the peak of Cuba’s tallest mountain. Colonial churches cast shadows over antique cobblestone streets. Tobacco fields thrive in the red soil near natural limestone caves. Traverse the three distinct mountain ranges of Cuba for an ineffable journey along the island’s natural and manmade history.

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Cuba Photography Tour: Havana & Trinidad

8 Day Custom Tour

Dynamic pricing from $3,379

Take your time discovering the true Cuba and saving it in photographs for later. Historic fortresses frame the edges of Old Havana. Mountains rise above the red-tiled rooftops of the colonial town of Trinidad. Tobacco farmers puff on thick hand-rolled cigars while oxen plow the fields. Indigo water laps at white sand beaches. Plantations tell tales of barons and slaves. Classic American cars make the cities look frozen in time. Friendly locals smile and wave at the camera. Capture the country in perfect light during your custom tailored tour meant for amateur and seasoned photographers alike.

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Getaway to Cuba: Havana, Cienfuegos, Trinidad, and More

8 Day Custom Tour

Dynamic pricing from $3,379

Cuba shines like a pearl in the Caribbean Sea, a tropical paradise perfect for a getaway. Your custom tailored tour takes you along secluded islands, remote peninsulas, and energetic cities, incorporating both privacy and vibrancy. Feel the ocean breeze blow against your cheeks. Watch the sunlight glint off the crystal-clear water. Move to the captivating rhythms of rumba and salsa. From a French settlement to aboriginal archaeological remains, sensational panoramas to exciting wildlife, indulge in the experience of a lifetime in the passionate warmth of Cuba.

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Show More(12 itineraries)

How Zicasso Works In 3 Simple Steps

  1. 1

    Describe your dream Cuba tour.

  2. 2

    We match you with our top Cuba travel specialist partners who will customize a private Cuba trip.

  3. 3

    Book the trip when you are satisfied.

Travel Tips for Your Cuba Trip
When is the best time to visit Cuba?

The best months to visit Cuba are from late November to April when the island experiences the dry season.

Cuba has two specific seasons with the dry season from November to April and the rainy season from May to the beginning of November. The dry season is more popular with travelers who enjoy the warm weather and idyllic beaches, but the rainy season has great opportunities for visiting the beauty of the island, culture, and scenery without the crowds.

Cuba might be famous for its tropical beauty, best visited in the dry season from November to April, but Cuba offers year-round opportunities, rain or shine. Whether you travel as a family through Havana in January or are eager to tour Camaguey in August, our guide to the best time to visit Cuba will help you find the right month for your trip.

Where should I visit in Cuba?

From the colorful historic center of Havana to the vibrant music of Trinidad, the coastline shimmering with white sands, to the karsts of a quiet valley, Cuba is an exceptional place to explore. Here are a few of the best places to visit in Cuba:

  • Havana: Known for its Baroque and neoclassical facades, wide main boulevard, and preserved cobblestone streets, Havana is the beating heart of Cuba, where the Old World beauty meets the contemporary culture of the island nation.
  • Valle de Viñales: The promise of a serene and gorgeous valley becomes a surreal picture of floating karsts and steep limestone hills in the Valle de Viñales, where exploring by hiking and horseback riding leads to coffee plantations, caves, and more.
  • Varadero: As one of Cuba’s most famous beaches, Varadero quickly embodies the marvels of powdery white sands, waving palm trees, and crystal-clear Caribbean waters that feel worlds away from the bustle of Havana.
  • Trinidad: As one of the island’s nine UNESCO sites, Trinidad is an immersive cultural destination where the cobblestone streets, colonial architecture, and endless music feature history from the 18th to 19th centuries juxtaposing the incredible jazz scene.
What should I do in Cuba?

Whether you are interested in snorkeling in the Caribbean Sea or touring the tropical jungle in search of the endemic bee hummingbird, here are some of the top things to do in Cuba:

  • Visit the gorgeous beaches around the island
  • Learn the art of crafting Cuban cigars and local coffee
  • Visit Ernest Hemingway’s home for a different island perspective
  • Discover the mountain trails to find exceptional wildlife
  • Sample delicious island cuisine and specialty cocktails
Can I visit Cuba?

Travelers from the United States can visit Cuba. US travelers can fly to Cuba from certain US airports with a valid passport and visa. Speak with a local travel specialist to learn more information on what to do, where to go, and how to plan your Cuba vacation.

What is Cuba known for?

Cuba is famous for its tropical beaches, antique architecture, and vintage American cars. Travelers visit from all over the world to bask in the soft sands, explore the jungle interior, and enjoy the unique culture specific to the island nation. From stunning natural landscapes to delicious cuisine, celebrated cigars to mouthwatering coffee, you can experience the essential flavors and more during your Cuba trip.

What are the best beaches in Cuba?

From the popular shores and resorts of Varadero to the golden sands of Playa Los Cocos, Cuba is home to several alluring beaches. Here are some of our favorite beaches in Cuba:

  • Varadero
  • Playa Los Cocos
  • Playa Los Flamencos
  • Playa Pilar
  • Cayo Santa Maria
What should I do in Havana, Cuba?

Havana is an incredible city for sightseeing and connecting with local Cubans in an authentic way. History surrounds you in the form of preserved facades and cruising American cars, while restaurants exude mouthwatering aromas as they hide in cobblestone alleys. The following top things to do in Havana are unforgettable experiences for your tour:

  • Explore Old Havana on a drive in a vintage car
  • Embrace the lively ambiance with a salsa dance lesson
  • Enjoy the exceptional view of the water from El Morro Castle
  • Stroll along the seaside boulevard of the Malecón
  • Tour an old cigar factory for new perspectives on the traditional process
Is Cuba safe?

Cuba is a safe country to visit.

Hospitality remains part of the culture, and the sound tourism infrastructure adds to the feeling of ease, well-being, and comfort around Cuba. As with any tourist destination, petty crime does occasionally occur. Keep your property close to your body and secure in popular public spaces.

Planning with a travel specialist can help reduce rare travel risks in Cuba with detailed planning and expert local knowledge.

What are your most popular Cuba itineraries?

Our most popular Cuba itineraries highlight the cultural and natural beauty of the island nation. From touring Old Havana to traveling off the beaten path to the eastern corner of the island, here are some exciting trips that you can personalize to your interests:

An Immersive Cuban Tour to Havana, Vinales, Soroa & Trinidad offers an immersive introduction to the relationship between land and culture around the island, from viewing hummingbirds to learning about Santeria, finding Hemingway to seeing flamingos.

What else should I know about how to plan a trip to Cuba?

Explore more information in our frequently asked questions about planning a trip to Cuba and inspiration in our Cuba travel guide.

Reviews of Zicasso's Referral Service

4.98 stars based on 86 reviews.

Cuba Travel Review: Havana, Trinidad, Local Culture, Cuisine,...
"Our guide gave us an inside look into Cuba, always with...

Reviewed By Lauren F.

Cuba Vacation Review: Havana, Four-Day Trip
"If you want to experience Cuba, contact our Zicasso travel...

Reviewed By Matthew C.

Cuba Luxury Travel Review: Havana, Cienfuegos, Trinidad,...
"Zicasso’s guide was awesome. The itinerary was great. Our...

Reviewed By PATRICIA B.

Cuba Vacation Review: Havana, One-Week Tour
"We were impressed with the services initially provided...

Reviewed By Robert A.

Cuba Vacation Review: Havana, Mixology Class, Culture, One-Week...
"Our trip to Cuba was amazing, far exceeding our expectations!"

Reviewed By Kathleen B.

Cuba Travel Review: Havana, Trinidad, Museums, Art, Culture,...
"From the beginning to the end the team was very accommodating...

Reviewed By Sandra E.