Cuba Tours & Trips 2020
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DEPARTURE DATES
Style
Style
Small Group Tour Small groups are usually defined as between 10 and 24 travelers, often less. If you're the kind of person who enjoys more intimate experiences and personal service this is a good choice. All else being equal you will pay a premium for this style vs a larger group tour.
Private Guided Private tours give you the undivided attention of a guide, and often involve special access to sites and unique experiences not available to larger groups. This is a great option for families, couples, and small friend groups. Expect to pay a bit more for the extra service.
Self Guided Tour A travel company plans your itinerary and arranges all the logistics including lodging, local activities, and transportantion. You have the flexibility of a solo trip while still getting the convience and time savings of expert planning. Get 90% of the benefits of a tour, without a guide.
Group Tour Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
River Cruise These vessels are smaller than most ocean cruisers, limiting which amenties are available. Passenger counts can vary. One of the biggest advantages of a river cruise is the ability to dock at smaller ports and local villages.
Small Ship Cruise Small ship cruises usually have a max passenger count of 500. The primary purpose of these trips is to spend time off the vessel in local ports (e.g. Mediterranean) or experiencing nature (e.g Galapagos or Antarctica). Cabins can vary from budget to luxury.
Large Ship Cruise This is the "floating city" experience, with multiple ways to enjoy your vacation aboard the ship as much as on land. Ships are multiple floors, provide several activities, culinary, and shopping options. They often make fewer stops and have less time available for shore excursions.
Retreats Similar to a self guided tour but staying in one location only with activities and day outings included as a part of the stay.
Price
Duration Dropdown
Travelers Age
Lodging Level
Lodging Level
Camping Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Basic - 2 star You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Value - 3 star Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Premium - 4 star 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Luxury - 5 star The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Physical Level
Physical Level
Very Easy Minimal walking - motor vehicles available for all major parts of trip.
Easy Normal generally flat walking in urban or suburban environments.
Moderate Walking or physical activity half to most of day - no carrying equipment.
Strenuous All or most of day hiking or biking, hills included.
Extreme Very challenging all day hiking and backpacking carrying significant equipment.
Theme
Attractions & Cities Visited
Activities & Interests
Travel Style
Travel Style
Flexible schedule A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Full schedule For those looking to maximize their sight seeing time. You thrive on a packed day’s schedule from 8 am to 6pm, with some (but limited) free time. Most activities and meals included.
Balanced schedule You will have solid amounts of both free time and structured time with some activities and meals included.
Flight & Transport Inclusions
Solo Friendly
Solo Friendly
Good for Singles Trips that specifically cater to travelers looking to meet other singles.
No Single Supplement Trips where single supplement is usually not required for solo travelers.
Supplier (Company)
Countries Visited
Continents Visited
Rivers & Seas Visitied
Stride Gives Back Stride Gives Back This trip visits a destination impacted by climate change. When you opt in to the Travelstride Gives Back program, we will donate 10% of our net revenue to organizations that help mitigate climate change in these destinations and across the globe. Learn more
Hola Cuba - for US citizens

- Learn the local customs, folklore and beliefs behind Afro-Cuban religion as you’re welcomed into the homes of devoted residents on a colourful and unconventional Urban Adventure in Havana.
- Relish a real garden-to-plate dining experience at a privately-owned organic eco-farm in picturesque Vinales – indulge in a variety of fresh produce all while gazing across sweeping views of the valley.
- Receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary Che Guevara at his mausoleum and museum in Santa Clara.
- Experience Cuban hospitality and old-world charm in the coastal town of Trinidad. Wander through cobblestone streets among colourful colonial buildings and relax on the picturesque Playa Ancon.
- Support the Cuban community by staying at privately-owned guesthouses, dining at home-grown restaurants, and gaining insider knowledge into Cuba’s history, thanks to the expertise of local guides.
Cuba Family Holiday

- Who doesn't love Ice Cream? In Cienfuegos, visit a Coppelia ice cream parlour and try the most famous ice-cream in Cuba. A hit for all the family!
- Explore the faded glory of Havana, one of the finest colonial cities in the Americas, from the back of a fabulous vintage car.
- Explore Soroa, an area known as the "Rainbow of Cuba", where orchids and bird life fill the forest and there are tumbling waterfalls and crystal clear water holes to swim in.
- Explore the huge limestone caves at Cueva del Indo on foot and by boat. Wind your way along the cave’s underground river with an expert guide and surround yourself with stalactites and stalagmites.
- Enjoy a farm lunch at the edge of Topes de Collantes National Park and fill your plate with tasty creole food like juicy pork and smoked banana chips made with ingredients from neighbouring farms.
Best of Cuba

- Old-world charm, rich history, exciting nightlife – evocative Havana is like nowhere else on Earth. See the difference between city and coastal life on a guided walking tour of the old capital.
- Receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary – Che Guevara – at his mausoleum and museum in Santa Clara.
- With its vibrant music scene and Afro-Cuban roots, sultry Santiago de Cuba is a great place to bust out some moves and hit the dance floor with the locals.
- Experience old-world charm in the colourful coastal town of Trinidad. Delve into the city’s sultry Latin rhythms with a salsa class and enjoy plenty of free time for seaside relaxation.
- Take inspiration from the locals and mix things up with a bicycle-taxi tour of Camaguey – roll through the winding streets on two-wheels, visiting markets, plazas and an art gallery.
Beautiful Cuba

- Walk around Old Havana, which sheds lights on the difference between the lifestyle of city and rural life in Cuba.
- Take in all the colours and aromas of Soroa, the stunning valley area known as the 'rainbow of Cuba' and immerse yourself in local culture.
- Stroll along the rural dirt roads of Vinales as tractors, vintage cars and horse-drawn carriages pass you by.
- Step back in time in Trinidad – a real Cuban treat. Explore its old-world streets, then hit some fine palm-flanked beaches for a bit of rest and relaxation.
- Marvel at the unique architecture of Palacio del Valle in Cienfuegos and ask your local leader for all the best local (and secret) spots.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Eden Reforestation Projects. Donations help them provide local employment opportunities and tackle climate change one tree at a time as they restore forests across 10 different countries.
Best of Cuba

Classic Cuba tour

Discover Mexico & Cuba

- You've never seen true colour until you've been to a Mexican market. Practice your bargaining skills, snap some photos and pick up traditional handicrafts at the markets in Mexico City and Puebla.
- Chichen Itza is one the New Seven Wonders of the World. It's not hard to see why – strolling around the ancient Maya ruins feels pretty wondrous.
- Venture to the village of Vinales, where the small-town charms are many. Spend your time sipping rum in quaint bars with locals and exploring hidden caves in the mountains.
- Pay your respects at the mausoleum of Che Guevara and receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary.
- See why Trinidad is a favourite for many Intrepid adventurers. Wander the cobblestone streets alongside cowboys and farmers and clock the best-preserved colonial buildings in Cuba.
One Week in Cuba

- Cycle through the culture-soaked streets of Old Havana and immerse yourself in the eclectic history of Cuba’s capital on a half-day walking tour of the city.
- Venture to the village of Vinales, where the small-town charms are many. Spend your time smoking fat cigars with locals and exploring hidden caves in the mountains.
- Enjoy loads of free time – perfectly balanced with included activities and local insight – to kick back on the white sands of Trinidad, go snorkelling among tropical fish or hike the Sierra del Escambray mountains.
- Sip on Cuba’s famous liquor on a visit to a local bar for a rum tasting – as far as the rum world is concerned, Cuba is home to some of the best out there!
- Wander quaint cobblestone streets alongside cowboys, vintage cars and farmers and clock the best-preserved colonial buildings in Cuba – Trinidad is the best spot for photos whether you’re an amateur film photographer or just looking for a new Instagram.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Eden Reforestation Projects. Donations help them provide local employment opportunities and tackle climate change one tree at a time as they restore forests across 10 different countries.
Cuba Highlights

- Be intrigued by the colourful streets and eclectic history of Cuba's capital as your knowledgeable local leader takes you on a casual walking tour of Old Havana.
- Venture to Cuba’s charming countryside as you hit rural Vinales. Visit a local tobacco farm and immerse in the stunning nature in Vinales.
- Wander the cobblestone streets alongside cowboys and farmers in Trinidad, passing by some of the best-preserved colonial buildings in Cuba. Plus, you’ll take part in a rum tasting – muy bueno!
- Pay your respects at the mausoleum of Che Guevara and receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary.
Premium Cuba

- Discover the cobblestone streets of colonial Trinidad, learn some salsa steps in slow-paced Vinales, and take in the colours of Soroa, the valley known as the 'Rainbow of Cuba'.
- Explore Havana’s main sights during a tour in a classic American car – a nod to the city’s colourful vintage past.
- Visit the home of a local family in Trinidad for an Exclusive Experience where you’ll enjoy a festive homecooked dinner, paired with the local drink, Canchancharam, made from 'fire water', local honey and lime juice.
- Admire the colours of Soroa during an Exclusive Experience. Visit a vibrant orchid garden with a local expert and take a private tour to learn about the region’s diverse array of flora and fauna.
- Your local leader will help you learn the story of the Cuban Revolution, as well as a visit to the memorials dedicated to revolutionary hero Ernesto Che Guevara in Santa Clara.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Eden Reforestation Projects. Donations help them provide local employment opportunities and tackle climate change one tree at a time as they restore forests across 10 different countries.
Premium Mexico & Cuba

- Explore Mexico City on a tour with your leader, visit the spectacular ruins of Teotihuacan, Chichen Itza and Tulum, learn some salsa steps in slow-paced Vinales, and take in the colours of Soroa, the valley known as the 'Rainbow of Cuba'.
- Discover traditional craft industries and the locals who produce them in Oaxaca and Zinacantan, and meet a Maya family in the secluded Laguna Chabela for a traditional tortilla making demonstration.
- Your local leader will help you learn the story of the Cuban Revolution, as well as a visit to the memorials dedicated to revolutionary hero Ernesto Che Guevara in Santa Clara.
- Enjoy the old-world charm of your feature stays in Oaxaca and Merida – magnificent mansions turned boutique hotels, and walk in the glamourous footsteps of the famous and infamous during your feature stay at the iconic Hotel Capri in Havana.
- Understand the diversity of Mexican and Cuban food during a taco crawl in Mexico City, traditional lunches with Zapotecan, Maya and Trinidadian families and dinners at an award-winning hidden restaurant in Oaxaca and in the Tulum jungle.
Cuba on a Shoestring

- Be intrigued by the colourful streets and eclectic history of Cuba's capital as your knowledgeable local leader takes you on a casual walking tour of Old Havana.
- Venture to Cuba’s charming countryside as you hit rural Vinales. With plenty of time to explore at your own pace, you can check out tobacco plantations, explore hidden caves and tackle the dirt roads by bicycle.
- Wander the cobblestone streets alongside cowboys and farmers in Trinidad, passing by some of the best-preserved colonial buildings in Cuba. Plus, you’ll take part in a rum tasting – muy bueno!
- Master the lingo with a leader-led informal Spanish lesson. Learning your ‘hola’ from ‘hasta luego’, you’ll be testing your newfound skills with the locals over a cerveza (beer) in no time.
- Pay your respects at the mausoleum of Che Guevara and receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary.
Classic Cuba
- Discover this fascinating island with your expert insightCuba Tour Leader and experienced Cuban Guide.
- Explore Old Havana and learn about daily life in the capital as you engage with residents from all walks of life.
- Dine at La Floridita, one of Ernest Hemingway’s favorite spots.
- Mingle with residents at a farmers market and visit a medical clinic for insight into the diversity of the Cuban economy – from its dual currency to socialized healthcare.
- Visit the Korimacao Community Project, a respected school of the arts.
- Learn about Trinidad’s stunning wealth of Colonial architectural on a guided tour of the Museum of Architecture.
10 Day Cuba Rediscovered
- A full-time schedule of daily people-to-people activities and cultural exchanges, including discussions with locals, artists, musicians, and more
- Gain insight into US-Cuba relations during a policy talk
- Learn more about Ernest Hemingway on your visit to Finca Vigia
- Attend a cooking class and interactive mojito-making and tasting experience
- Travel to Casa Fuster in Jaimanitas and see an outrageous display of art and color
- Learn how to dance different Cuban rhythms with a private instructor
- At the historic Bay of Pigs, learn some interesting facts about the invasion
- Explore Trinidad, Cuba's best preserved colonial city
- Tour Camaguey's historic center, a UNESCO World Heritage Site
- View Santa Clara, in the geographic center of Cuba
- Stop at San Jose Handicraft Market, famous indoor market located at the harbor
- Visit with multiple community projects with the young and elderly
Cuba: Discovering its People and Culture

- Discuss historic preservation with local experts, and meet residents as you explore Old Havana and Trinidad.
- Witness Cuba’s shifting cultural and economic landscape on visits to schools, art studios, and privately owned businesses.
- Soak up rhythms of all sorts—from Afro-Cuban to award-winning a cappella.
- Meet with local dancers and musicians in the colonial city of Cienfuegos.
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Top Cuba Attractions & Experiences
Top Cuba Experiences
Getting the inexorable urge to dance -- or at least tap your toes -- to the irresistible sounds of Cuban music, emanating from everywhere.
Taking a nostalgic trip back to the 1950s, in effect, by ogling all the amazing classic American cars still running on Cuban streets.
Becoming acquainted with typical Cubans through people-to-people tour groups that are both educational and fun.
Touring Old Havana, an UNESCO World Heritage Site founded in 1519 and replete with Spanish-style architectural gems.
Reliving the days of Ernest Hemingway’s decades in Havana by visiting his finca and his many watering holes that are still dispensing daiquiris and mojitos.
Exploring the lively Cuban art scene, which you can find displayed in museums, galleries, and on street corners.
Enjoying creative Cuban cuisine, thick with Spanish influences that go way beyond beans and rice (though that’s good, too).
Spending some down time at one of Cuba’s hundreds of beaches, many of them completely unspoiled.
Touring some of Cuba’s eight other UNESCO World Heritage Sites, including Santiago’s San Pedro de la Roca Castle, a massive fortress dating from the 17th century considered the finest example of Spanish-American military architecture.
Visiting 19th century-era coffee plantations in southeast Cuba, also declared UNESCO World Heritage Sites.
Watching the sunset sitting outside on a warm Havana night while sipping a mojito and eating freshly caught prawns tossed in garlic and pepper.
Top Cuba Attractions
603 Cuba Tour Reviews - Summary 96% Recommend
All Cuba tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.8 for all Cuba trips.
32 trips from 91 tour companies with 603 reviews
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