Outside view of one of the beautiful, locally owned Old Havana bed and breakfasts we stay in. Our host “amigos” are the best! Havana, Cuba.

Old Havana street scene. Our houses we stay in are right down the street! Havana, Cuba.

Plaza St Francis de Assisi we pass during our walking tour of Old Havana with our local historian “amigo”. Havana, Cuba.

The crew walking to dinner, drinks and dancing in Old Havana. Havana, Cuba.

Bird’s eye view of the breathtaking Viñales valley. From here we mount our horses and ride through the tobacco fields of the valley and visit a local farm. Viñales, Cuba. Photo by Jessica Roth

The bicycle taxis or “bicitaxis” of Old Havana. Havana, Cuba.

Bird’s eye view of the breathtaking Viñales valley and the hotel Jasmines. From here we mount our horses and ride through the tobacco fields of the valley and visit a local farm. Viñales, Cuba. Photo by Jessica Roth

Salud! Piña colada, anyone? Viñales, Cuba. Photo by Jessica Roth

Do you want a ride? Classic American car cruising Old Havana. Havana, Cuba. Photo by Jessica Roth

Seafood lunch at our secret spot on the Bay of Pigs. Playa Larga, Bay of Pigs, Cuba.

We always take time for afternoon naps! Viñales, Cuba. Photo by Jessica Roth

Kids coming home from school. Typical Old Havana scene. Havana, Cuba.

Giddy up! Our horseback ride through the lush tobacco fields where we sample the local cigars, tour a tiny local farm and sip some fresh fruit and rum cocktails. Viñales, Cuba. Photo by Jessica Roth

Our “amigo” Leonardo, a third generation tobacco farmer, demonstrates how to roll a proper cigar. We alway test the local product when he’s done, as well! Viñales, Cuba.

Gorgeous little patio in Trinidad. The colonial town of Trinidad feels like a dream come true with music playing everywhere you go. Trinida, Cuba. Photo by Jessica Roth

The finest tobacco in the world drying before it’s rolled into fancy cigars. Viñales, Cuba.

Cueva de los Indios in Viñales, Cuba.

An authentic “guajiro”, a local farmer who loves to greet us and tell us about his homeland. Viñales, Cuba.

Typical Old Havana street scene. Havana, Cuba. Photo by Jessica Roth

Our local farmer “amigo” preparing us some rum drinks in fresh oranges with local honey. You might have two! Viñales, Cuba.

Daily commute. Old Havana, Cuba. Photo by Jessica Roth

Cheers! Just two friends sharing a frozen daiquiri! Old Havana, Cuba. Photo by Stephanie Wang

Photo by Stephanie Wang

The beautiful colonial houses of Trinidad. Trinidad, Cuba. Photo by Stephanie Wang

Our “amiga” showing us around Old Havana. Let’s GO! Havana, Cuba. Photo by Stephanie Wang

Lunch is served! We’ll be dining at the best private restaurants or “paladares” that Cuba has to offer. We will make sure you have the best food! Havana, Cuba. Photo by Stephanie Wang

Salud! Mojitos for everyone! Havana, Cuba. Photo by Kelsi Smith

Dining seaside at an amazing private “paladar” in Miramar, Havana. Havana, Cuba. Photo by Kelsi Smith

Plaza Vieja we pass during our walking tour of Old Havana with our local historian “amigo”. Havana, Cuba.Photo by Stephanie Wang

Salud! Mojitos for everyone! Havana, Cuba. Photo by Kelsi Smith

Lunch is served! We’ll be dining at the best private restaurants or “paladares” that Cuba has to offer. We will make sure you have the best food! Havana, Cuba. Photo by Kelsi Smith

Photo by Kelsi Smith

Tour of the beautiful organic farm overlooking picturesque Viñales right before we eat an amazing, 17 course farm to table lunch. Viñales, Cuba. Photo by Fresh Off the Grid

Dinner is served! We’ll be dining at the best private restaurants or “paladares” that Cuba has to offer. We will make sure you have the best food! Havana, Cuba. Photo by Kelsi Smith

Take your pick! Our “amigos” operate a fleet of classic American cars for you to choose from to cruise the famous Malecón. Photo by Stephanie Wang

Bird’s eye view of the beautiful Viñales Valley. From here we mount our horses and ride through the valley to lush tobacco fields to a small local farm to sip fresh citrus and rum drinks. Viñales, Cuba. Photo by Stephanie Wang

Exploring the beauty of Old Havana. Havana, Cuba. Photo by Fresh Off the Grid

Typical Old Havana afternoon scene. Havana, Cuba. Photo by Fresh Off the Grid