14 Day Cuba Heritage Tour

$2525 USD Per Person
$2525 USD

Itinerary Summary

Day 1 Havana Arrival Day
Map SCP14
Day 2 Havana
Day 3 Cienfuegos via Bay of Pigs
Day 4,5 Trinidad
Day 6,7 Camaguey
Day 8 Holguin
Day 9,10,11 Baracoa
Day 12,13 Santiago de Cuba
Day 14 Santiago de Cuba - Departure Day

Tour Description

Embark on a captivating journey from west to east, this tour showcases Cuba's rich heritage and vibrant culture. Immerse yourself in the birthplace of Cuba's most beloved music genres, explore the oldest city bursting with untamed nature and cacao plantations, and venture into the province that fueled Cuba's prosperity. Beyond the landmarks, you'll have the unique chance to engage with local artists and musicians, taking part in delightful activities that reflect Cuban lifestyle. This tour offers a comprehensive exploration of Cuba's dynamic beauty and eclectic diversity, making it an ideal choice for those seeking a broad understanding of this fascinating island.

Tour Summary

P Premium Class Guesthouses
Start/Finish Points This tour starts in Havana and ends in Santiago de Cuba. You can fly out of Santiago or purchase a bus/taxi return to Havana.
duration 14 days / 13 nights
group size 2 travellers minimum, 12 travellers maximum
single supplement Single Room for the tour - $930 USD USD extra (read more)
accommodation 13 nights total in privately-owned Bed & Breakfasts (casas particulares). Premium class accommodations in Havana, Cienfuegos, Trinidad & Santiago. Comfort class in Camaguey, Baracoa & Holguin. Rooms are double occupancy. Pre- and post- tour nights available, view pricing for additional nights.
transport Private transportation in air-conditioned taxi, minivan, or bus.
Meals All breakfasts, 9 lunches, 7 dinners
other inclusions Airport arrival and departure transfers, gratuities (except for tour leader), filtered water on travel days, welcome gift
Included Activity Highlights Old Havana walking + street food tour, classic convertible car tour, Canon blast ceremony, visit to Hemingway’s house, Bay of Pigs Museum with option to snorkel the bay, Cocktail lesson, Salsa Lesson, Waterfall hike, Visit art galleries, Bicycle taxi tour, Night out to live music venues, Ballet or dance school visit, Guantanamo Bay lookout stop, Cacao farm visit, half-day Santiago Music Tour, Santiago sightseeing tour.
US travellers This tour supports civil society and privately owned businesses in Cuba and has a full itinerary designed to comply with the general license Support for Cuban People for Individuals (515.574)  The tour provides the basis and support for your compliance with the law.

Welcome to Cuba! Upon arrival in Havana you will be greeted by our representative at the airport then a private taxi or car service will take you to your guesthouse. Once you arrive to your guesthouse, look for a Welcome Note from your tour leader with the orientation meeting time. Dinner tonight will be at a local paladar, a privately-owned restaurant, and a great example of Cuba’s incremental shift to a more free-market economy. Paladar means “palate” and is named after a chain of restaurants in a Brazilian soap opera popular in Cuba.

Meals: Dinner

Start your Havana experience by exploring the Old City, with the picturesque malecon and iconic architecture. In the morning we take a guided walking tour of the principal plazas of Old Havana. In addition to visiting historical sites, we will learn about the dual currency system and how it plays out in the local food scene, from Cuban street food to the finest restaurants. As we wander the city, sampling a few of Havana’s street stalls, we’ll discuss the way the legalization of private enterprise has made way for a culinary renaissance in Havana. In the afternoon we tour the outskirts of downtown with a ride in a classic convertible. We’ll cap off the night with centuries old tradition, El Canonazo. This is a traditional recreation of the cannon blast that used to signify the closing of the walled city of Havana.

  • Meals: Breakfast, Lunch
  • Included Activities: Old Havana Walking tour with Street Food Tasting, Classic Car Tour, Canonazo

Start the day with a morning visit to the home of legendary Ernest Hemingway, on the outskirts of Havana. After touring this well-preserved museum, we head to Cienfuegos with a swim/snorkelling stop in the infamous Bay of Pigs (gear available for rent). On arrival to Cienfuegos we meander through the city to learn its history. We visit the elaborately decorated Palacio del Valle where you can see beautiful bay views. In the evening we will eat at a family-owned paladar.

  • Meals: Breakfast, Lunch, Diner
  • Included Activities: Hemingway House, Bay of  Pigs stop, Cienfuegos walking tour, Palacio del Valle

The beautiful colonial city of Trinidad is home to numerous churches and many beautiful colonial buildings, and on our first day in Trinidad, we will take a cultural walking tour around the city with a stop to sip on a traditional local cocktail. We will visit local art galleries and interact with artists. Afterwards, we will head to a local dance school for a demonstration and lesson in the dances of Cuba. A visit to Trinidad wouldn’t be complete without a night of dancing and music, and what better way to practice what you’ve learned!

  • Meals: Breakfast, Lunch
  • Included Activities: Walking tour of Trinidad,visit to galleries, Salsa dance lesson.

Today's theme is local industry and biodiversity as we take a short hike to a waterfall outside of the city. On the way, we stop at a very simple campesino’s home to learn about life in the rural areas of Cuba. After cooling off in the natural pools, we return to Trinidad to relax before learning how to make famous local cocktails with a bartending demonstration and history lesson. Later in the day we head to the beautiful Ancon beach for a cultural exchange and live music (weather permitting). Tonight, we will have a special meal with live music and a delicious array of homemade Cuban specialties.

  • Meals: Breakfast, Dinner
  • Included Activities: Trek to waterfall, bartending demo, beach picnic

Departing Trinidad we will visit the Manaca Iznaga sugar plantation and learn about the industry that built Trinidad. We then head to Camaguey. Cuba’s third largest city lies about halfway between Havana and Santiago de Cuba. Camaguey was designed in the 17th century to disorientate potential invaders such as pirates and plunderers, so the street layout is a jumble of narrow alleys where no two streets are parallel. The guided tour will take you to the large parks, various private art galleries, and a thriving market garden. This is also a university town and has a rich cultural tradition, and like just about everywhere in Cuba, there is plenty of nighttime entertainment to be had!

  •    Meals: Breakfast, Lunch, Dinner
  •    Included Activities: Orientation tour, gallery visit

Today we ride through the labryith of Camaguey’s streets on in a bicitaxi take an early morning visit to the Camaguey ballet school en route to Santiago de Cuba.  Santiago is the place of origin to much of Cuba’s famed music, like the Son. Santiago also holds the title of “Hero City of the Republic of Cuba” for its leading role in significant events during the revolution. The city’s half million residents are also proud of their cultural traditions and you will find many museums and cultural associations and clubs around the city.

  •  Meals: Breakfast, Lunch
  •  Included Activities: Bicitaxi city tour, ballet school visit

Today, we take an early morning visit to the Camaguey Ballet School en route to Holguin. Holguin was founded in 1752 and is a city known for its rich colonial architectural structures, its many lush green parks and spaces, and its vibrantly painted buildings. On arrival in Holguin, we will have a walking tour around town before heading to the Loma de la Cruz, a historic hill overlooking the city where we can enjoy breathtaking views.
Holguin has a great variety of restaurants for dinner tonight. Later in the evening, there are some popular venues for dancing and live music to discover.

  • Meals: Breakfast, Lunch
  • Included Activities: Holguin walking tour, loma de la cruz , live music and dancing

The State of Holguin is famous for its beautiful beaches, and we will have a chance to see this beautiful coastline as we travel to Baracoa. After the long drive, you will need to stretch your legs; fortunately, the best way to get around town is on foot and we will visit places like the Catedral de Nuestra Señora de la Asunción, with the impressive bust of the Indigenous leader Hatuey (burned at stake for his refusal to accept either the Spanish or their Catholic religion).

  • Meals: Breakfast dinner
  • Included Activities:  Baracoa orientation walk

When Christopher Columbus first encountered Cuba, it was here in Baracoa, and he duly noted in his logbook that this was the most beautiful land that human eyes could set upon. You will understand what he meant when you see the beaches and verdant mountains surrounding the city.  Today, we visit one of the local farms, where you’ll get a lesson on all the plants and trees grown in Baracoa and their ingenious uses for them. In the evening, we will meet with a family for a delicious demonstration of Baracoan cuisine. Baracoa is known for its excellent creole cooking and seafood. Vegetarians can enjoy calalú, a typical Baracoan dish with vegetables and coconut milk.

  •  Meals: Breakfast, Lunch, Dinner
  • Included Activities: Visit to Finca Duaba and river Toa , cooking lesson

Baracoa is known for producing the best chocolate on the island; you may even be served hot chocolate as part of your breakfast. Today, we will have a fun (and delicious!) chocolate-making demonstration from local farmers.  Later take a relaxing ride down Yumuri River for a swim. Today, you’re free for dinner, and we suggest you feast on tetí, tiny fish that are a regional specialty unique to Baracoa. Save room for dessert or a chocolate mojito at Casa del Chocolate!

  • Meals: Breakfast, Lunch
  • Included Activities: Visit to locally owned cacao farm, yumuri river canyon tour

Today we depart for Santiago. On the way we pass by the city of Guantanamo and its infamous bay nearby. There is a lookout from where you can see the highly controversial U.S. Navy Base - Mirador los Malones – we’ll try to take a peek! We will also stop at a local home and learn about cucurucho, a sweet treat made of honey, nuts, and coconut that is as much fun to eat as it is to say! Santiago is the place of origin for much of Cuba’s famed music, like the Son. Santiago also holds the title “Hero City of the Republic of Cuba” for its leading role in significant events during the revolution. The city’s half million residents are also proud of their cultural traditions, and you will find many museums, cultural associations and clubs around the city. The day will end with an unforgettable night of music and dance with local Santiagueros.

  • Meals: Breakfast
  • Included Activities: Orientation tour, interactive dance and music night

Today we will explore Santiago’s museums, colonial churches and buildings of more recent historical importance. We will visit Cuba’s most famous cemetery, Santa Ifigenia, where famous musicians and revolutionaries are buried, and see the change of the guard. We explore the local music scene with visits to various venues and rehearsal spaces with a local specialist. We end our time together with a farewell dinner.

  • Meals: Breakfast, lunch, dinner
  • Included Activities: Half-day Santiago city tour,visit to moncada barracks and morro fortress, music tour of Santiago

Fly home from Santiago today, stay a few more days to soak up the local culture, or add a return to Havana to your tour package. Contact us for pricing.

  • Meals: Breakfast

Summary of Travel Times

Havana to Cienfuegos via Bay of Pigs 4.5 hours
Cienfuegos to Trinidad 1.5 hours
Trinidad to Camaguey 4.5 hours
Camaguey to Holguin 3.5 hours
Holguin to Baracoa 6 hours
Baracoa to Santiago 6 hours

PLEASE NOTE: Travel times may vary. Times shown include stops.

Budget for Additional Costs

  • Spending money for meals, souvenirs, additional gratuities: US$700-900
  • Cuba Medical Insurance (included in flights from US): US$35-60
  • Airfare arriving in Havana any time on Day 1, Departing Santiago any time on Day 14. Pre/post-tour accommodations are available. US$500-1200
  • Cuban Tourist Visa (Tourist Card): US$25 - 100
  • Travel insurance: Price Varies.  We highly recommend you purchase travel insurance in case of unforeseen circumstances that cause you to cancel or delay your trip.  We do not sell travel insurance but you can shop for insurance policies online at www.insuremytrip.com

Not included in the tour

  • International airfare (Tour starts in Havana, ends in Santiago)
  • Cuban Tourist Visa
  • Mandatory medical insurance (included in flights from USA)
  • Meals not included - 3 lunches, 6 dinners
  • Drinks
  • Gratuities for tour leader and optional activities
Flexible Bookings
Flexible Bookings!
With our flexible bookings' policy, you can book your place on a tour for only $100 USD and change your departure date anytime at no cost. Read more...

Tour Dates & Availability

Dates open for bookings, no traveller has booked yet
Two (2) travellers required to guarantee departure
On Hold
One (1) traveller is already booked on the tour
One (1) more traveller is needed to guarantee departure
These tour groups are guaranteed to depart
Space is still available for more bookings
Wait Listed
Group is full but not all travellers have confirmed
A space may become available
Special Event included in this tour.
Back to Top