Havana Small Group Tours & Trip Packages

Havana Small Group Tours & Trips

20 Havana trips. Tours from 45 tour companies. 46 reviews. 4.8/5 avg rating.

17 trips exactly matchall of the the filters you selected.
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Small Group Tour
Family Cuba Discovery
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5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Caribbean, Havana, Soroa, Topes de Collantes, Trinidad, Vinales

Highlights

  • Swim in jungle pools, hike forest trails and cruise through Havana in a 1950s American car
  • Stay overnight in the forest and relax on the beach
  • Explore local markets and take a salsa lessons

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent trip with a great leader and itinerary."

Trip dates & details
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Cuba: Salsa & Snorkelling
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Basic - 2 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bar, Baracoa, Havana, Playa Larga, Santiago, Santiago de Cuba, Trinidad

Highlights

  • Visit the home of the world’s best tobacco in vinales
  • Go swimming in the beautiful water of the bay of pigs
  • Learn about the history of the cuban revolution at the che guevara museum and mausoleum
  • Hike to fidel castro's secret hideout in the sierra maestra mountains

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
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Cuba: La Isla Grande
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4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Baracoa, Caribbean, Havana, Santiago, Santiago de Cuba, Trinidad

Highlights

  • Cruise Havana in a classic car
  • Join real Cuban cowboys for an immersive afternoon at a working farm
  • Explore isolated Baracoa on Cuba's eastern tip
  • Get moving on a drumming workshop led by local musicians
  • Shake things up with a cocktail-making class
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Themes

Cultural, National Parks, Nature & Wildlife

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
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Health Safety +

Generous cancellation

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Cuba Highlights
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Camaguey, Caribbean, Havana, Santiago, Santiago de Cuba, Trinidad, Vinales

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.

Themes

Cultural, High Adventure

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
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Highlights of Cuba by Bicycle + Beach Extension
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4/5 Great
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Full schedule

Visits

Caribbean, Havana, Topes de Collantes, Trinidad

Highlights

  • Cycle through the heart of Cuba, plus relax on a white-sandy beach
  • Visit historic capital Havana, colonial towns and historically significant sites
  • An enjoyable mix of cycling on quiet, rural back-roads and seeing Cuba's key landmarks

What travelers are saying

"Excellent trip with a great leader and itinerary."

Trip dates & details
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Cuba Explorer
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Caribbean, Havana, Topes de Collantes, Trinidad

Highlights

  • Cruise through havana in a vintage automobile
  • Watch local experts make the famous cuban cigar
  • Explore the fascinating culture and history of cuba
  • Stay at local homestays for an authentic cuban experience

Themes

Cultural, National Parks, Nature & Wildlife, Transformative

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
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The Best of Western Cuba
Save this trip to your favorites or other list
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Caribbean, Havana, Trinidad, Vinales

Highlights

  • Soak up the atmosphere and vibrant culture of old Havana and Trinidad
  • Take in Vinales' spectacular landscape and relax on white-sand beaches
  • Visit the iconic Bay of Pigs and Che Guevara's Mausoleum

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent trip with a great leader and itinerary."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

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Cuban Highlights Ride
Save this trip to your favorites or other list
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Caribbean, Havana, Trinidad

Highlights

  • Enjoy gentle cycling through lush tropical scenery
  • Immerse yourself in the unique history and culture of Cuba
  • Discover the Unesco-listed towns of Trinidad and Cienfuegos
  • Pedal alongside members of the Cuban Masters Road Cycling Club
  • Cycling leaders trained to UK leadership standards
Show more

Themes

Cultural, Cycling & Biking, National Parks, Nature & Wildlife

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
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17 trips exactly matchall of the the filters you selected.
My selections:
Small Group Tour

Havana Reviews & Ratings

4.8/5  Excellent
46  Reviews
See all Havana tour reviews
Excellent
25
Great
0
Average
0
Disappointing
1
Terrible
0
T

Trusted Customer

Aug 2023

Written on

Family Cuba Discovery

Fabulous trip to a very interesting destination. Our guide Ernesto and driver Wilson took us on a really well planned and varied tour of the west and central parts ...

T

Trusted Customer

Aug 2023

Written on

Family Cuba Discovery

Just returned from Cuba with our 16 and 12 year olds, we all had a fantastic time. It was the first Explore trip we have done with the children. The itinerary is v...

T

Trusted Customer

Jul 2023

Written on

Family Cuba Discovery

This was our first Explore holiday and right from the start we found their customer service excellent. We had wanted to visit Cuba for a number of years and felt tha...

O

Osie

Jul 2023

Written on

Family Cuba Discovery

Great leader, excellent varied itinary.

M

Melanie

Aug 2022

Written on

Family Cuba Discovery

Watching a Cuban farmer roll a cigar for us to try. Trying many different cocktails. Driving around Havana in 1950s American cars. Snorkelling near the bay of pigs. ...

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Havana Tour Selection Trips

  • Americans need a valid passport and tourist visa, which you must present upon arrival
  • Hotels in Havana are hard to come by these days. Be sure to book your tour well in advance
  • Make reservations for dining at any of the city’s well known local restaurants, or paladares
  • Watch for loose rocks and uneven surfaces when walking - especially around Old Havana
  • Bring a backup SD card for your camera - Havana is quite photogenic

Additional details

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