It’s as if 1958 came around, and Cuba was like, let’s never change. Fast-forward 65 years, and it’s pretty safe to say, mission accomplished. Hop from town to town, experiencing the throwback sights and sounds of this largely undiscovered island the way they’re meant to be experienced: like a local.
Snorkeling through the colorful coral reefs of the Bay of Pigs
Dancing the salsa with a freshly-made mojito in hand
Riding through Old Havana in a vintage car
Walking through Ernest Hemingway’s ghost-white villa
Learning how to hand roll an authentic Cuban cigar
What you'll get
Round-trip flights and airport transfers
9 nights in handpicked accommodations
9 breakfasts, lunches & dinners
Expert Tour Director
24/7 support from our travel gurus
4 insider city tours with local guides
Cuban baseball experience
Assorted live music and dance performances
Havana cigar factory tour
- Day 1: Arrive in Havana
Welcome to Havana, home to sparkling Caribbean beaches, colorful streets, and dazzling culture. Settle in and get to know your group.
This tour requires a visa for U.S. citizens. Check entry requirements or call us with questions at 800-766-2645.
- Meet an EF representative at the airport and head to your accommodations.
- Familiarize yourself with the sights and sounds of your neighborhood in Havana.
- Get to know your fellow travelers before you explore Cuba together.
- Day 2: Sightseeing tour of Havana + Welcome Dinner
Check out the house where Hemingway put pen to paper before an included lunch (who’s craving empanadas?!). Then, explore the heart of Old Havana with your guide.
- Learn about Cuban culture at the Santo angel community project.
- Walk through the colorful and IG-ready Callejon de Hamel.
- Admire the facades in Plaza Vieja and the cobblestones of San Francisco Square.
- Enjoy a Welcome Dinner with your group at an authentic local spot.
- Day 3: Explore Havana
In Havana, the arts are thriving—and today, so are you. Immerse yourself in Cuban culture as you bop around the city, then dive all the way in at an included dinner and a Buena Vista Social Club style performance.
- Visit a local park for a dominos lesson from a Cuban champion.
- Meet local artists at Beatriz Santacana and La Vibora Community Graffiti Project.
- Fuel up for an afternoon panoramic tour with an included lunch.
- Hit up the bar at Hotel Nacional for the best mojito in Cuba. Hands down.
- Day 4: Morning cigar tour + travel to Remedios via Santa Clara
Continue your tour of Cuba with a visit to Santa Clara, the city where Che Guevara celebrated his most important victory. Then it’s off to a hidden gem near the cost—Remedios—to explore via bike and grab a group dinner.
- Tour an iconic Cuban cigar factory and let the epic scent waft over you.
- Get caught up on revolutionary history at the Che Guevara Mausoleum.
- Grab an included lunch in Santa Clara, then visit the El Mejunje Project.
- Tour Remedios by bicycle taxi aka bicitaxi and get the scoop on the famous Parrandas festival.
- Day 5: Explore Caibarién and Remedios
Start the day with a visit to Caibarién, known as “La Villa Blanca” for its white-sand beaches. Have an included lunch and then head back to Remedios to see how you stack up against some local baseball players. FYI, they’re good.
- Visit the Marcelo Salado Sugar Mill Museum to get a look at a once-thriving industry.
- Meet up with some Cuban baseball coaches, grab a bat, and see if you still got it.
- Learn about Remedios’s annual fireworks festival at the Museo de la Parrandas.
- Join your group for dinner in Remedios. Pro tip: if they have a Cuban sandwich, eat it.
- Day 6: Travel to Trinidad via Sancti Spíritus
On your way to Trinidad, stop in Sancti Spíritus for a visit to the Romance Museum (and more). From there, it’s off to Trinidad—a frozen-in-time town that’s overflowing with culture, color, and energy.
- Follow a guide through historic Trinidad, including the UNESCO-recognized Spanish colonial zone.
- Get stuffed during lunch at a paladar—a family run restaurant.
- Put on your dancing shoes and master the salsa with help from local instructors.
- End your day with dinner and a nightcap on the steps of la Casa de la Musica.
- Day 7: Travel to Cienfuegos via Topes de Collantes
Onward to the southern coast, to Cienfuegos. Fun fact, the Historic Center of Cienfuegos was named a UNESCO World Heritage Site in 2005—thanks to its stunning neoclassical architecture. PS–Cienfuegos was first settled by pirates. Yikes.
- Stop in Topes de Collantes for a tour of the Casa Museo del Café coffee farm. Caffeine included.
- Head to the water for a kayaking adventure off the coast of Cienfuegos.
- Grab lunch and dinner with the group—rice, beans, repeat.
- Day 8: Cienfuegos sightseeing + travel to the Bay of Pigs
After a tour of Cienfuegos with a local guide, it’s off to the Bay of Pigs. Spoiler: there are no pigs. But, you will learn about the failed U.S. invasion of 1961 and dive in to the bay itself to explore its incredible underwater ecosystem.
- Watch a performance by the Cienfuegos Choir as you walk the city.
- Snorkel (or just float, whatever) around coral reefs and colorful marine life.
- Get a fascinating history lesson from the Cuban perspective at the Bay of Pigs museum.
- Receive a deep dive (ha) on the bay’s ecosystem.
- Day 9: Head back to Havana + Farewell Dinner
Today, your tour finishes back where it started—in Havana. And this day is just *chefs kiss* quintessentially Cuban. We’re talkin’ art, vintage cars, and music, my friends.
- Pick up some local crafts and souvenirs at the San Jose Craft Market.
- Ride through the Miramar neighborhood in a restored, 1950s, American classic car.
- Stop at the soap workshop of Las Brujas.
- Share some last laughs at an included farewell dinner with the group, complete with a performance from the Havana Queens Dance Company.
- Day 10: Fly home
Before you head to the airport, make sure to take one more group photo and grab that final mojito. But remember, this isn’t goodbye—because you can always get the gang back together for another trip soon.
Overall rating: 5 out of 5
Based on 3 authentic traveler reviews
Fun ExperienceTroy, traveled May 2023
This was a very unique adventure, being Ultimate Break’s first trip to Cuba. The itinerary had some changes due to the situation in the country, but we were able to do most of the activities regardless. Sally was an excellent tour director who made sure we were comfortable throughout our trip! She also had a fun sense of humor. Definitely gonna miss her. I a... See more
Best Trip Ever!Kristen, traveled May 2023
This trip was incredible! This was my first trip with EF, but certainly not my last! Snorkeling in the Bay of Pigs and kayaking in Cienfuegos were huge highlights for me, although the whole trip was great! Our tour director Sally was amazing, and our guide Jorge was outstanding! He taught us so much about Cuban history and culture, and was always eager to an... See more
Simple yet WonderfulAnonymous, traveled May 2023
Cuba was wonderful however 10 days is a bit much. It should be shortened to 6 or 7. Only one day is needed for areas outside Havana, except for Cienfuegos. The tour guide Sally was amazing. I would love to have her on all of my future EF vacations. She always made everyone feel comfortable and made sure we stayed hydrated and fed. The Cuban local guide was a... See more