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.
Engaging Cuba: Havana & the Colonial Cities
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

- A guided walking tour of Old Havana sheds lights on the difference between the lives 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'
- Stroll along the rural dirt roads of Vinales as tractors, vintage cars and horse-drawn carriages pass you by
- A visit to the Che Guevara mausoleum and museum allows you to learn about the iconic Cuban revolutionary in the right context
- Trinidad is a real Cuban treat – step back in time on its old-world streets, then hit some fine palm-flanked beaches
- Marvel at the unique architecture of Palacio del Valle in Cienfuegos
- Try your hand at traditional dance moves with an informal salsa lesson
Cycle Cuba: East

- Cycling through Caribbean Cuba gives you unique access to parts of the island that are off the beaten track
- Cycle through the pristine valley of Yumuri, an untouched paradise far off the usual tourist track.
- Pay homage to the legendary Che Guevara's at his final resting place in the very heart of Cuba, Santa Clara.
- Ride through an often surprising variety of scenery; from the decaying charm of Old Havana to long dusty farming roads to dramatic limestone karst landscapes Cuba has it all!
- Indulge in some sun, sand and sea on the buzzing beaches of Varadero.
Grand Cuba from Coast to Coast
Spiritual Journey Through Cuba
Best of Cuba

Classic Cuba tour

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.
Eastern Cuba's Hidden Gems
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.
- Learn the lingo with an informal lesson in the Spanish language. From Hola to Hasta Luego to the all-important phrases – like how to order a cerveza!
- 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.
- 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!
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.
Cycle Cuba: West

- Experience Cuba’s dynamic scenery on two-wheels, from the decaying charm of Old Havana to the dramatic limestone landscapes of Vinales.
- Immerse yourself in everyday life as you share the Cuban roads with local traffic: ride alongside tractors, vintage American cars, old Ladas and horse-drawn carriages.
- Enjoy a delicious farm-to-plate experience in a hilltop restaurant – the produce is 100% organic and locally grown, oh, and the rum is free!
- Recognised as the world’s finest cigar manufacturer, top-off your Cuban experience at a tobacco plantation and witness a local farmer expertly roll an iconic Cuban ‘habana’.
- Stretch your legs along the pristine beaches of Cayo Jutias, enjoy free time to flop and drop on the sands or go for a refreshing dip in the Caribbean.
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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
556 Cuba Tour Reviews - Summary 97% 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 4.9 for all Cuba trips.
37 trips from 91 tour companies with 556 reviews
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