Hershey History Center Cuba Tour

April 1-10, 2025

Cuban Sugar Cane

At a Glance:

April 1-10, 2025 now open for registration.

Join this all-inclusive traveling experience with people from the Hershey History Center of Hershey, PA as we connect with Cubans in Hershey, Cuba. Learn about the historical connection of these cities, Milton Hershey’s influence, and more.

This is a comprehensive trip with big cities and small towns, the best of Cuban architecture, food, music, bird watching, and UNESCO World Heritage sites! You’ll cover half the width of the island on this tour from Havana to Camaguey.

Havana (UNESCO area)

  • '55 Chevy Bel Air driving tour of Havana

  • Fusterlandia and artists Tour

  • Buena Vista Social Club, Hotel Nacional 

  • Colonial Havana of the 1500s

Central Camilo Cienfuegos (AKA Hershey)

  • Hot chocolate with local residents

  • Explore town that Milton Hershey built

Varadero

  • Stunning beaches

  • Historic DuPont Mansion

  • Meet farmers deep in the mountains

  • Traditional homemade Cuban lunch and waterfall swimming

Trinidad & the Sugar Valley (UNESCO area)

  • Afro-Cuban folkloric dance show

  • Salsa dancing 

  • Waterfall hike and birdwatching

  • Beach time and shopping 

Camaguey

  • Bicitaxi tour

  • Exclusive artists tours, sculptors, painters, 

  • Private Ballet practice viewing

  • Farewell Farm-to-Table Dinner

Accessibility: Please note that in Cuba, the sidewalks are often cracked and uneven, tour members must be able to handle walking on uneven terrain. You must be able to walk up to 3 miles in a day to participate in the tour.

A woman smiling for a picture and standing in front of industrial buildings with smoke stacks, under a blue sky.

See Milton Hershey’s life

in a new light as you experience the town that he established to provide sugar for his chocolate company. You’ll talk with Cubans that live in that town, and learn about how the sugar industry has changed over the century.

What’s included:

This custom Hershey tour is $4,195 (market value $6,495) per person and includes almost everything! Only airfare and trip insurance are on your own. You can save $200 when you register 6+ months in advance.

    • Bilingual Cuban Guide

    • Travel licenses, mandatory Cuban health insurance, and visas

    • 9 nights in Casas Particulares, Cuban Bed & Breakfasts. We have discovered the most comfortable lodging in Cuba is in these Casas, versus hotels that are government-owned and lacking in many amenities.

    • ALL meals, almost always at paladares. The paladares of Cuba are unique in that they are privately-owned restaurants where the staff takes great pride in their delicious meals and hospitality.

    • Private, air-conditioned ground transportation for the whole tour with our own driver

    • Purified water included and always available (bring your favorite water bottle for refills)

    • Curious About Cuba educational program (two 3-hour sessions of instruction provided before the trip)

Map of destinations Havana to Camaguey, for the Hershey tour.

A look at where this tour goes

Detailed Itinerary:

The purpose of this itinerary is to give you an idea of the types of activities you will engage in during the tour, however, it may change based on factors such as availability, weather, and to take advantage of spontaneous activities and events.

Milton Hershey in Cuba: To help ensure a steady supply of sugar for his chocolate, Milton Hershey began acquiring land in Cuba in 1915 and eventually built several mills, a railroad, and the town he named "Central Hershey." While initially a business investment, Cuba became a place of refuge for Mr. Hershey, who spent more and more time there in the 1920s and 1930s. Unlike most foreign businessmen, Mr. Hershey was intentional to create a community for his Cuban employees and their families, providing comfortable homes and free public schools. Learn more here.


Group of cheerful tourists posing outdoors with tropical plants in the background.

Day 1: Welcome to Cuba!

Arrive in Havana.

Upon arrival in Havana, we will be greeted at the airport by our expert guide. He’ll take us to our B&B accommodations (casas particulares) in Centro Habana. We will get a layout of the city, as well as first impressions of the architecture and lifestyle of the city dwellers. For evening arrivals, you may choose to settle into your casa to rest or join the group and go out for dinner.

A vintage red Chevrolet parked beside a white building on a cobbled street.

Day 2: Havana

Wear your walking shoes for this day! Today we’ll visit Fusterlandia, located in the fishing village of Jaimanitas and home to famous artist Jose Fuster. Fuster has turned his entire home, and much of the surrounding neighborhood, into an outdoor art gallery made entirely of mosaic tiles. Next, we’ll board 1950s-era classic cars for a driving tour to the forest of Havana, the famous Revolutionary Square, and through the gorgeous historic embassy neighborhoods.

The activities will be followed a walking tour of Old Havana City, with its gorgeous architecture and plazas. We’ll have lunch at Doña Eutimia’s, a cozy paladar, known for its delicious lamb "ropa vieja" dish. Don’t miss out on the quaint chocolate museum of Havana with its historical chocolate molds on display.

In the late afternoon we will return to our casa for free time before going out at night to see Havana under the stars and enjoy a traditional dinner.

Day 3: Havana

We will start the day off with a tour of the fascinating Colón Cemetery, established in the late 1870s and home to elaborately sculpted memorials and fascinating ghost stories.

After lunch we’ll drive out of the city to Hemingway’s mountaintop home, where we’ll see his personal library and the treetop writing den where he and his polydactyl cats would spend days on end. It is an excellent example of how many well-to-do Americans lived in Cuba in the 1940s and 1950s before the Revolution. On the way back to Havana, we’ll stop in Cojimar, the quiet fishing village where Hemingway docked his boat and that inspired the town in The Old Man and the Sea.

Enjoy late afternoon free time before heading to the paladar of your choice for dinner. Our guide will give you recommendations, and you can join others in the group or pick the place of your choice for dinner on your own. Havana is home to extraordinary Italian and Spanish cuisine, due to the many European immigrants who have married Cubans and settled in the area.

Vintage locomotive at a small station with people nearby.

Day 4: Central Camilo Cienfuegos, (aka Hershey)


In Cuba, Hershey is pronounced AIR-see, and the town has been renamed over the years.

We depart Havana for the east to spend the day exploring the town that Milton Hershey designed and built. Although the sugar mill is no longer in use, it is easy to see why this was such a strategic place for Mr. Hershey, and you will learn all the ways he invested in the people who lived and worked for him. His business was eventually sold off in 1946 to the Cuban Atlantic Sugar Company, but his heritage lives on.

We’ll visit the electric railway that Hershey built, which was originally established to transport sugar cane to the mills as well as passengers.

The local Cubans will be excited to have visitors from Hershey, PA, so we will host a small gathering with local leaders to meet with your group. Maybe we’ll even share a cup of Hershey hot chocolate together to commemorate the occasion!

Late in the afternoon, we will drive on to Varadero to spend the night.

Tropical beach with clear turquoise water, gentle waves, and white sand, with people in the distance and palm trees lining the shore.

Day 5: Varadero and Topes de Collantes

If you are an early riser, you will see a gorgeous sunrise over the turquoise Caribbean waters on amazing soft sand white beaches. There is a reason that Varadero is the most popular Caribbean vacation destination for Europeans and Canadians.

We’ll see a couple special spots in town, including the Mansión Xanadú (historic DuPont home), overlooking the ocean and the 18-hole golf course (which seems so out of place in a country like Cuba). We’ll visit Parque Josone, built in 1940 for private use, now the home to rowboats and a variety of tree species.

Departing town, we’ll head south into the rural mountains to see stunning views and have a delicious Cuban lunch hosted by a family. They live near a little-known gorgeous waterfall, so this is a great place for a quick swim after lunch. We’ll arrive late in the afternoon at our luxury casa in Trinidad.

A narrow cobblestone alleyway with a blue wall on one side, and a stone fence on the other side. There's a large tree overhead, and in the distance, you can see colorful houses.

Day 6: Trinidad

This is the heart of sugar cane farming in Cuba. Trinidad is a cozy, bustling town of Cubans and tourists, with French- and Spanish-inspired architecture, stories of slave trade and wealth in the south of Cuba. Our guide will lead us on a walking tour to get our bearings, learn the stories, meet artists, and enjoy lunch together. Trinidad’s cobblestones can be hard on your feet, so be sure to have thick-soled walking shoes.

After a little free time, we will head out for salsa dance lessons. Don’t worry if you have two left feet–our vibrant Cuban instructors will have you smiling and laughing on the dance floor in no time!

This is the night to stay up late! Nightlife in Trinidad is energetic and welcoming, with numerous live music venues and free musical performances in the town square. You will have the chance to see Afro-Cuban folkloric dances performed in one of the many plazas.

A vibrant bird with red, white, and blue plumage perched on a tree branch, with green foliage in the background.

Day 7: Trinidad

We will start early with a hike at “El Cubano” through the hills to a gorgeous waterfall where you can dive in and swim a bit. With any luck, we will see a tocororo, a beautiful bird found only in Cuba–no wonder it’s the national bird! This is a moderate-level hike, about 3 miles round-trip.

After the hike, enjoy lunch on your own and explore more of the town or join the group at the nearby Ancon beach with its crystal-clear waters and lounge chairs for relaxing. Dinner and activities are on your own tonight, or you may want to rally the group to go out together.

Yellow colonial church with a bell tower against a blue sky.

Day 8: Camaguey

We depart right after breakfast and along the way we will stop at Paylet’s Handicraft workshop, known for making beautiful jewelry and sculptures out of cutlery. Paylet’s treasures are a favorite find, all while supporting talented artists.

Camaguey a very important city in Cuba, both for its artists and unique architecture. Few tourists go to Camaguey because of its distance from Havana. The third largest city in Cuba (population 300,000), it was built in circuitous fashion by the Spaniards to prevent pirates and buccaneers like Henry Morgan from stealing their wealth. Morgan even burned the city down in 1671 while his men plundered the city.

To help you get oriented, we’ll take a short walking tour, and then jump into the beautifully painted bicitaxis to see more of the town.

Day 9: Camaguey-Exclusive Artists Tour

After breakfast, we’ll go to the University of Dance to watch talented ballerinas in their rehearsals. Cuba is known for having some of the world’s finest ballerinas, so be prepared to see amazing talent in this exclusive behind-the-scenes experience.

Next, we will have private meetings with artists in their galleries and workshops. A signature symbol of Camaguey are the tinajones, or earthenware jars that are often displayed on their side. We will meet the Casanova family of artists. The father is a pottery maker, one son is a painter who specializes in landscapes, and the other son is a ceramist.

We’ll also visit the galleries of Oscar Lasseria, José “Pepe” Gutiérrez, Joel Jover, and Ileana Sánchez. We’ll take a lunch break during the day. The artist tour ends at the gallery of Martha Jiménez, a world-renown sculptress, potter, painter and engraver. Be sure you visit the bronze statues in the nearby plaza.

A special dinner event will happen this evening. Explore a Cuban farm and enjoy a traditional Caribbean pig roast exclusively for us!

Four boys on cart smiling and waving goodbye outside a gray concrete house with barred windows.

Day 10: Departure Day from Camaguey

After breakfast we head to the airport 2 hours prior to our flight to Florida. Say good-bye to our guide and our driver as we head back to the U.S. We hope you will return soon!