Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

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.

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.

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.

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.

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.

10 Day Custom Tour
Dynamic pricing from $4,225
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.

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.

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.

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.

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.

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.

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.
Show More•(12 itineraries)
More About Tours & Vacations in Cuba
Cuba captures the imagination with neighborhoods that feel like a time capsule and industries that stand at the forefront of innovation, with every inch of the island steeped in Caribbean charm. From the rhythm of the rumba to the sounds of crashing waves, the aromas of cigars to vibrant hues of tropical flora, daily life feels colorful and captivating. Discover how you can enjoy your customized trip with experiences tailored to your style and preferences by using our Cuba Travel Guide for inspiration. When you are ready to book your trip, speak with a Cuba travel specialist to start planning.
The best time to visit Cuba is during the dry months of late November to April, when you can experience the island’s culture and activities in the sunshine and warm weather.
Cuba is a vibrant country in the Caribbean that overflows with diverse cultural influences and boasts breathtaking beaches, rainforests, and rugged mountain ranges that you can explore during the best times to visit. You can submerge yourself in the heritage, uncover the country’s unique flavors, and dance to Afro-Cuban rhythms during busier seasons and beyond.
You may wish to visit Cuba outside of the dry season for specific reasons and the following guide highlights alternative options for all types of travelers and groups.
You may have questions about Cuba and what to expect from the Caribbean island, and this article shares the answers so you can plan a trip that’s beyond your expectations.
Explore the cultural districts that hum to the rhythm of Afro-Cuban music and salsa, discover rainforests that teem with wildlife and colorful flora, and visit Cuba’s famous markets and plantations. All introduce travelers to the country’s ancient customs and traditions, which you can enjoy on a stress-free vacation with all your questions answered.
We discuss what you need to know before you go, how Zicasso can help you experience the best of Cuba, and provide you with insight into the easiest ways to explore the island.
From lounging around at the breathtaking palm tree-lined beaches to cruising through Havana in a stylish vintage vehicle, here are our top eight things to do in Cuba on vacation.
The country is a melting pot of cultures and influences that travelers can enjoy on family vacations, honeymoon getaways, and multi-generational trips, opening eyes to the trademarks of Cuba. Explore the rolling tobacco plantations quilting the Cuban countryside, tease your taste buds on food tours through the cities, and capture images of the idyllic seascapes on trips to the tropical republic.
We narrow down eight essential experiences in Cuba that you can anticipate when planning a postcard-perfect Caribbean escape to see the best of the island and its highlights.
As you travel captivating Havana during your Cuba tour, you will unpack cultural highlights through the exotic aromas of cigars, enticing flavors of rum, and dazzling live musical and dance performances.
The popularity of Havana and the beauty of Cuba have only increased since the fall of the Soviet Union and the end of the Cold War. While the island has acted as a marvelous Caribbean getaway for citizens of Russia, Canada, and the United Kingdom for decades, citizens of the United States have recently uncovered the marvels of Old Havana.
The welcoming and outgoing nature of Habaneros, residents of the city, will accentuate the heritage as you experience the dynamic displays of culture when in Cuba.
Reviews of Zicasso's Referral Service
4.99 stars based on 70 reviews.
Reviewed By Nalinda P.
Reviewed By Juliana L.
Reviewed By Pamela B.
Reviewed By Helene W.
Reviewed By Shirley S.
Reviewed By Rachel B.