On this hugely popular itinerary, you'll get to photograph many of the finest iconic sights that Cuba has to offer, from the timeworn streets of Habana Vieja (Old Havana) to the fantastic limestone formations of the Valle de Viñales. But Chris shuns the usual tourist locations to explore some of his favorite off-the-beaten-path venues and with a flexibility that allows us to make the most of opportunities as they arise.

We'll start in Havana, with its world-class street photography. We'll also organize photo shoots, such as a funky and photogenic boxing gym, Afro Cuban dancers in a tumbledown colonial theater, and ballet dancers from the Cuban National Ballet posing in a sensational old mansion.

In the tobacco-growing region of Viñales, the scenery is nowhere surpassed in Cuba, but it is the traditional farmers that make it especially great. We are friends with many of the farmers in the area, and they will invite us into their homes, affording photo opportunities that the typical group will never have. Also we’ll be working with a local photographer who was born and raised there.

Finally we will journey to the colonial city of Trinidad, a UNESCO World Heritage Site that is without a doubt the most beautiful city in Cuba. With the backdrop of the perfectly preserved 18th-century buildings, we’ll photograph cowboys riding horses and pulling horse-carts through the cobblestone streets. We’ll meet a local photographer there and visit a cowboy ranch outside of town, where we’ll be served an authentic country-style lunch. Trinidad also hosts a thriving local live music scene, and we will have the opportunity to photograph local musicians. Meanwhile, Chris has arranged a couple of fantastic surprise shoots, including of a quinceañera in a fantastic colonial setting.

ITINERARY (subject to change)

Day 1: Sunday
Arrive on your flight to Havana, you’ll be picked up at the airport and transferred to our B&B in the heart of Old Havana. We’ll have a 5 p.m. orientation meeting, then ride along the Malecón in sexed-up Eisenhower-era convertibles for a welcome dinner at La Guarida—Cuba’s most famous (and photogenic) restaurant and the set for the Oscar-nominated movie “Strawberry & Chocolate.”
Overnight: Private B&B, Havana

Day 2: Monday 
Walking the main plazas and back streets of the colonial quarter with our local Cuban photographer-guide, Chris will regale you about the city’s fascinating history while introducing you to Cubans along the way--a chance, perhaps, to poke and photograph inside humble homes, speakeasy nail salons, santería shrines, etc. We’ll finish the day with a late afternoon shoot of classic American cars around Parque Central, then walk along the Prado and through Centro Habana to the Malecón. We’ll photograph the sunset, with old cars rumbling by along this seafront boulevard offering a microcosm of Cuban life: the elderly walking their dogs; fishers casting their lines, or casting off in great inner-tubes; musicians practicing their instruments; and, since this is Cuba, no end of lovers canoodling. From here we’ll walk the short distance to dinner.
Overnight: Private B&B, Havana

Day 3: Tuesday 
We’ll have an early morning photo walk and bicitaxi ride through southern Habana Vieja en route to a tumbledown and uber-photogenic gymnasium where Cuba’s future boxing greats train. Time permitting, after lunch we’ll visit Galería Raúl Corrales, a studio dedicated to the famous photographer’s work and run by his granddaughter and contemporary photographer, Claudia Corral. We’ll then enjoy a private photo shoot with an exciting Afro-Cuban dance company. The rest of the afternoon is free for you to photograph Havana at leisure.
Overnight: Private B&B, Havana

Day 4: Wednesday
In the morning we’ll drive from Havana to Viñales, arriving for lunch at a private restaurant with an amazing view over the Viñales Valley, with its dramatic limestone formations called mogotes. We’ll stop at a tobacco farm, where we may get a cigar rolling demonstration, then check in to our B&Bs and relax before a late afternoon stroll in this quintessentially Cuban small rural town. Our sunset shoot will be at a hilltop organic farm-restaurant.
Overnight: Private B&Bs, Viñales.

Day 5: Thursday
We’ll get up for sunrise and visit tobacco farmers to photograph them in the early morning light. We'll breakfast at one such farm before heading to another tobacco farm, whose owner is one of Cuba's most colorful and photogenic personajes (personalities), The early afternoon is free before we visit more farmers and local residents, and photograph and interact with them in and around their homes and barns. We’ll have a roast suckling pig dinner at a family “restaurant”.
Overnight: Private B&Bs, Viñales.

Day 6: Friday
 we’ll drive from Viñales to Trinidad, with a stop en route at the Las Terrazas ecological mountain community. Passing through Cienfuegos in early-afternoon, we’ll then drive along the Caribbean shoreline, arriving the colonial town of Trinidad in time for the last light. We’ll reward ourselves after a long-drive today with dinner in one of Trinidad’s most sensational private restaurants (paladares).
Overnight: Private B&Bs, Trinidad.

Day 7: Saturday
We’ll rise early for a golden hour walk, letting serendipity guide us through the streets of this magnificent UNESCO World Heritage Site, immersing ourselves in the local life as we shun the touristy quarter in favor or lesser visited quarters. We hope to be accompanied by Chris’ long-time friend, local resident, and internationally-known photographer, The afternoon is free for you to explore Trinidad at leisure before we reconvene for a special themed shoot with a cowboy at a fantastic river venue, plus a visit to a nearby rustic former hacienda. This evening you may visit one or more of the thriving live music venues in the center including the famous Casa de la Trova.
Overnight: Private B&Bs, Trinidad.

Day 8: Sunday
This morning we’ll journey into the Valle de los Ingenios (Valley of the Sugar Mills), a UNESCO World Heritage Site where we’ll shoot a quinceañera–a girl celebrating her fifteenth birthday–at Chris’s favorite 18th-century hacienda. We’ll lunch at a ranch farm, after which the afternoon is again yours to explore and photograph in Trinidad at leisure.
Overnight: Private B&Bs, Trinidad.

Day 9: Monday
This morning head back to Havana, stopping in Cienfuegos for brief exploration of the town’s colonial center and for a bayside lunch. We’ll precede lunch by photographing a former sugarcane community, including inside a ration store adorned with astonishing revolutionary murals. We’ll then continue to Havana, where the balance of the day is at leisure. Dinner is on your own.
Overnight: Private B&B, Havana

Day 10: Tuesday
In the morning, we’ll shoot two ballerinas of Cuba’s Ballet National  for stunning travel portraiture in one or two astounding settings, including a “lost in time” mansion. Your afternoon is at leisure for last minute purchases of cigars, coffee, and/or souvenirs… or perhaps an optional museum visit. This evening we’ll have an image sharing slide show before our farewell dinner at one of our favorite restaurants.
Overnight: Private B&B, Havana

Day 11: Wednesday
Today for an early evening departure for Miami and home

Trip Details
December 3-13, 2023
January 7-17, 2024
February 12-22, 2024
April 21-May 1, 2024 

Trip cost: $4,875 (2023)

Limit: 7 participants
All participants are required to show proof of being fully vaccinated against Covid.
  • Photograph the fantastic street life of Havana, including classic cars, colorful colonial facades, and sensational culture.
  • Shoot ballerinas in a fabulous old mansion, and an Afro-Cuban dance company in a time-worn theater.
  • Explore tobacco country and the magnificent landscapes of Viñales, and photograph the farmers and their families.
  • Shoot dramatic sunrise and sunset shots in the UNESCO World Heritage City of Trinidad, including the ancient city's fantastic street life.
  • Photograph a quinceañera (15th-birthday) at a stunning 18th-century hacienda.

Tour Leader

No-one knows Cuba as well as renowned travel journalist, National Geographic photographer, and Cuba expert Christopher P. Baker–the Lowell Thomas Award 2008 ‘Travel Journalist of the Year.’ Chris has authored and illustrated eight travel books on Cuba (including the National Geographic Traveler Cuba and Moon Cuba guidebooks, plus a coffee-table book Cuba Classics: A Celebration of Vintage American Automobiles). During three decades of travel to Cuba he has written about and photographed Cuba on behalf of entities from the BBC and CNN to National GeographicNew York Magazine, and Playboy, including a recent assignment about Santa Clara for Thomas Cook Holiday magazine. He has led more than 100 tours to Cuba, including photo tours for Jim Cline Photo Tours, National Geographic Expeditions, and Santa Fe Photo Workshops.



You truly are amazing. Your depth of knowledge, your wonderful stories, creative photo ideas, and great leadership skills are unmatched. I want to thank you for making such a terrific trip possible.

Thanks for the master class in photography. I learned so very much from you, particularly about context, ambiance and milieu to create a riveting picture.

Chris, you are a one of a kind. Really enjoyed you as a photographer, a guide, and of course as a fabulous story teller. You have so much Cuba knowledge and I loved your positive energy

Molly Danner [Program Director & Director, Photography Trip Talent, National Geographic] came back with a rave review of your performance on our Eastern Cuba trip, along with the recommendation that I consider featuring you as NG photographer on future private jet trips—which I most definitely will do!

U.S. Legal

Despite President Biden's reversal on May 16, 2022, of several Trump restrictions on travel to Cuba imposed in September, 2020, many of the latter are still in effect.

However, the good news is that every U.S. citizen is legally travel to Cuba, pre-approved and at any time, under the §515.574 Support for the Cuban People (SFCP) license. This is authorized by "general license," which means you do not need to request permission from the U.S. government or obtain any physical document at any time. A general license is based on the honor system in which you (a) buy services from Cuban entrepreneurs, such as home rentals, meals at private restaurants (paladares), transportation services (taxis), etc.; and (b) participate in "enriching cultural activities with Cubans" of your choosing from 9am – 5pm daily. (Note: the U.S. government reserves the right to audit your travel, meaning they can request that you provide proof of your legal itinerary and receipts for expenses for up to five years.)

This program is designed in accordance with U.S. regulations intended to maximize “support for the Cuban people” through stays at private B&Bs, meals at private restaurants, and interactions with independent artists, private tobacco farmers, owners of classic convertible taxis, etc.