Explore Cuba

Surrounded by pristine coastline, lush interiors, and historic colonial towns and cities, each region and provenance of Cuba has something unique to offer those wishing to venture outside the urban center. Our eight-day tour allows for time to explore locally chosen sights, attractions, and venues.

Duration: 8 Days / 7 Nights

Gain a local perspective and discover some of the island’s best-kept secrets through guided tours and interactions with welcoming natives. After exploring all that the capital city has to offer, including a lively art and music scene, historic buildings and architecture, and delicious fresh cuisine, head to the south side of the island to explore the beautiful and historically monumental Bay of Pigs. Venture to your second UNESCO world heritage site of the program and tour Cuba’s well-preserved Spanish colonial settlement filled with cultural landmarks and sights, Trinidad. Travel inland to the youthful city of Santa Clara, home to one of Cuba’s most prestigious universities, to learn about the leader of the Cuban Revolution, Che Guevara before ending back in Havana.

Day 1

Day One: Miami to Havana

Arrive on a direct charter flight and get a few aerial glimpses of the island’s lush landscapes surrounded by crystal clear water before touching down in Havana. Enjoy a welcome cocktail hour at your accommodation before your first authentic culinary experience with a traditional Cuban dinner at a local paladar.

Day 2

Day Two: Old Havana

This morning, you will have the opportunity to walk in the shoes of the great American author, Ernest Hemmingway. Discover the inspiration behind his famous works for yourself as you tour a nearby fishing village and his former residence. By the afternoon, travel inland to the heart of Old Havana and discover how the authentic character of La Habana Vieja led to its 1982 designated as a UNESCO Heritage site. Take a walking tour down the historic cobblestone streets to stand in awe of the colonial architecture discover before visiting a rum factory for tastings.

Day 3

Day Three: Central Havana

After traveling to several galleries and community art projects, visit the Callejon de Hamal Art Project in Central Havana to truly immerse yourself in the local art scene, filled with colorful murals and live performances. After lunch at a local paladar, your bus tour will continue around town to places of interest like the great houses of Havana and Parque Almendares.

Day 4

Day Four: Marina District

Escape the busy streets of Havana and depart for the countryside for a farm-to-table experience and handpick the produce for your lunch at the world renowned Havana Mediterrthat, a paladar that locally sources all of their ingredients to create the freshest dishes. Travel to the nearby Marina District to explore the seaport and visit El Morro Castle, a fourteenth century castle fortress built to guard the Bay of Havana.

Day 5

Day Five: Downtown Havana

Head downtown to tour a cigar factory to learn and watch the historical process of selecting tobacco, the art of rolling the perfect cigar, and the strict quality control that leads to the manufacturing of what one may consider the best cigars in the world. After lunch, visit the Hotel Nacional and be absorbed in its grand architecture before departing for a visit to a community economic project, Arte y Corte, to learn how barbers, hairdressers, and artists of all mediums come together for their historic crafts. Enjoy your last night in Havana with evening drinks and dinner at a local paladar.

Day 6

Day Six: Havana to Santa Clara to Santa Maria

Depart the capital city for Cuba’s eccentric, up-and-coming neighborhood located in the central region of Cuba. With a prestigious national university, Santa Clara is a youthful town known for its personality and creativity. Spend the morning at a community art project, NaturArta de Santa Clara, before visiting a memorial dedicated to the rebellious guerilla leader of the Cuban Revolution, Che Geuvara. End the day at the picturesque coastal area of Santa Maria and check into your beachside accommodations, tucked away in a pristine tropical environment.

Day 7

Day Seven: Santa Maria

Wake up to a coastal breeze and spend the morning visiting local heritage sights near Santa Maria, including a museum built from a former sugar mill to learn the history behind of one of the country’s biggest agricultural exports. At the hotel, enjoy the opportunity to explore the grounds and surrounding coastal area before a farewell dinner onsite.

Day 8

Day Eight: Santa Clara to Miami

Depart from Santa Maria with an airport transfer to Santa Clara International Airport for your early afternoon charter flight back to Miami.


Tour Program Details
Desination: Cayo Santa Maria
Place: City
Type: Tour Program
Take a Tour Book Your Tour Today
Request added. See Requests