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Explore Cuba

Step into the heart of Cuba with professional photographer Douglas Henderson and Ecuador Expat Journeys for an unforgettable, nine-day exploration of this vibrant island nation. This journey is designed for travelers seeking a deeper connection to Cuban culture, art, and everyday life. Through the lens of photography, the sounds of live music, and conversations with locals, you’ll experience Cuba in a way that few others do.

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This tour is ideal for those passionate about culture, photography, and authentic travel experiences. It’s an opportunity to see Cuba through an insider’s lens and gain a fresh perspective on the world. Whether you’re a seasoned photographer or simply curious about Cuba’s unique beauty, you’ll find inspiration around every corner.

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Ecuador Expat Journeys partners with Douglas Henderson to offer this incredible opportunity to see Cuba. For more information about the tour, including dates and pricing, click the button below.

Photo by Douglas Henderson - copyright 2015

Sample Itinerary

Please Note: This is a sample itinerary only.  We occasionally make changes to the actual itinerary depending on hotel availability, holidays, road conditions, and other factors.  However, once we have sent out itineraries for each tour, we strive to maintain that schedule. Thanks!

Day 1

  • Fly from Miami, Florida to Santa Clara, Cuba, where classic American cars will pick us up at the airport and take us into town. We will spend the night at a small hotel, about a block off of the main square.

Day 4

  • We continue on along the coast to Bahia de Cochinas...."the Bay of Pigs".

  • We'll spend the night at Playa de Largo, right on the water. Very peaceful.

  • Opportunities to capture the beautiful coastline and local fishermen. 

Day 7

  • We will head on up the coast to Havana, via a back road that takes longer, but provides more for us to see. We'll arrive in Habana (Havana) mid afternoon.

  • We will stay in "Casa Particulars" (sort of like a bed-and-breakfast), in a building that's right on the Malecon, next to the sea. There is soooooo much to shoot there!

  • We have reserved (subject to Cuban way of doing things) the rooftop apartment in this building. At night we will sit up there, smoke cigars (I'll teach you if you don't know how), drink rum (not a requirement), and look out over one of the most vibrant cities in the world.

Day 2

  • Our small, private (1954 Chevy Panel Wagon) bus will take us to several photogenic places around town, including Che Quevera's mausoleum. We also plan to take a train trip (Cuba commuter train, NOT a dinner train).

  • Later that day we will head south, through a national forest, to Trinidad, on the coast, spending the night there.

Day 5

  • Leaving the Bay of Pigs area we will go through Pinar del Rio, spending the morning in and around Pinar del Rio.

  • Possible chance to visit a cigar factory where dozens of workers roll the best cigars in the world. This will depend on whether or not the factory is open.

  • Then we will travel across the valley, checking out tobacco farms and farmers, horse- and ox-drawn carts and plows as we go.

  • Since we are on OUR schedule... if we see something interesting... and we will...we'll stop and shoot it. However long we choose to be there.

Day 8

  • Full day in Havana. There is so much to see, do and photograph in Havana! 

  • We'll use classic American cars as transportation around Havana.

  • Even with a full day of exploring, we will only scratch the surface of what there is to see and shoot in this city.

Day 3

  • Spend the morning in Trinidad, shooting lots of street scenes.

  • Climb the bell towers to shoot morning views over the city.

  • Special stop at a unique "steam train graveyard" on the edge of town which makes some very interesting photos.

  • Mid day we'll leave Trinidad, working our way toward Artemisia where we will capture photos of the ruins of an ancient coffee plantation.

  • Evening accommodations in or near Artemisia.

Day 6

  • Travel on to Vinales. The unique landscape here could occupy a photographer for days.

  • We will check out the Mogotes, and the caves that run through them.

  • Near here is a small tobacco farm where the farmer will show us the ins and outs of Tobacco farming and roll us a few cigars.

Day 9

  • We will Leave Havana mid-morning, returning to the US

Your Trip Includes:

  • Cuba Travel Visa

  • Insurance as required by the Cuban government

  • Lodging while in Cuba.

  • Transportation on the ground

  • an interpreter

  • entrance fees to several locations

  • some meals

You are Responsible for:

  • Flight to Miami, Florida to join the group before departure to Cuba.

  • International flights to and from Cuba

  • Meals not detailed in the itinerary, personal expenses, and tips 

  • Extra nights due to unforeseen delays

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