A Private Group Tour of Cuba from Havana to Havana

Classic car driving along the Malecon in Havana, Cuba.

What to expect on this itinerary

Whether traveling with your own small group or your extended family in comfort, explore the trails of rural Cuba. Wander through the rainforest in search of orchids and waterfalls, lounge on white sand beaches at the secluded edge of the country, witness a tobacco farmer roll a perfect cigar, with each moment accentuated by the pleasure of good company. Legends of pirates and plantation owners strike similar tones of mystique. Restaurants hum with live music spilling out onto the cobblestone streets. Your group tour is custom tailored to take you off the beaten path and soak up the splendors of Cuba with your private group.

Countries Visited

Cuba

Places Visited

Havana, Vinales, Maria la Gorda, Soroa, Las Terrazas

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Havana – Embracing Havana

As the plane descends, you view tall grass rippling across the countryside, edging the runway. Palm trees rise intermittently above the grass, creating the perfect image of a tropical paradise. Your flight arrives in Havana, and the group is excited for your first view Cuba. Your transfer meets the group at baggage claim, helping you navigate the bustling energy of Havana evident even in the airport. Travel along the Calzada del Cerro. Vibrant murals painted the same colors of the Cuban flag promote the wonders of the Cuban spirit. The closer you travel to Old Havana, the more classic American cars you see on the road.

The polished frames harken back to a different time. The cars contrast the dilapidated colonial buildings lining the avenues of Central Havana. The history of the city is palpable in the framework of former grandeur. The people maintain a relaxed pace, contrasting the frenetic movement of horses and cars in Old Havana. On the cobbled street of Calle Obispo, historical ceramic medicine jars fill the wood-clad walls of the old pharmacy. The jars connote the types of remedies physicians once used, and in some cases continue to prescribe to their patients. Chandeliers dangle from the center of ceilings, decorating with crown molding. The art deco décor provides as interesting and inspiring as the medical history of the antique pharmacy.

What's Included:

Transfer
Accommodation
Day 2

Vinales – A Perfect Cuban Day

Day 3

Vinales – An Exploration of Vinales

Day 4

Maria la Gorda – Simple Discoveries

Day 5

Maria la Gorda – A Bale for the Ages

Day 6

Soroa – Plantations a Plenty

Day 7

Havana – Flock to the Trees

Day 8

Havana – A Group Goodbye

Trip Highlights

  • Fly through the rainforest canopy in Las Terrazas on a unique zipline tour of the eco-community
  • Discover the colonial architecture of Old Havana on an energetic tour encompassing the indelible music, cuisine, and culture of the city
  • Learn how to roll a cigar like a Cuban during your tour of a Tobacco farm
  • Horseback ride along red soil trails to visit a distinct cave carved into the limestone mogotes (residual hillock of limestone) of the Vinales Valley
  • Stroll along the grounds of a vintage plantation, which continues to dedicate small plots of land to cultivate fantastic coffee crops
  • Witness the nesting grounds of green turtles on the secluded beaches of Maria la Gorda at the western edge of the country
  • Hike beneath the rainforest canopy to a stunning waterfall in the region of Soroa  

Detailed Description

Pincushion hills conceal deep caves and natural springs. Green turtles glide across coral reefs. Classic American cars cruise down the seaside boulevard of the Malecón. Your 8-day group tour of Cuba, best experienced from May to September, immerses you in ineffable experiences from Havana westward. The journey begins with your arrival in Cuba’s energetic capital city. Your transfer greets you at Jose Marti International Airport and escorts you into the heart of the city for your first taste of the captivating culture. Stroll along the history cobblestone streets for a brief introduction before enjoying a meal of classic Cuban cuisine.

The following day, you travel to the stunning region of Pinar del Rio. Tour a local tobacco farm guided by the farmer who works the land. Once in Vinales, you can relax and enjoy the slower pace of the countryside. Spend the day exploring Vinales at your leisure. Mount a horse, strap on some hiking shoes, or enjoy a leisurely stroll along the trails winding through Vinales National Park. Visit numerous caves and witness the magnificent mural draping across a cliff. Next, travel to Maria la Gorda, located at Cuba’s most western point. Spend time on the beach at your leisure, sailing the crystal-clear sea in the evening on a group sunset cruise.

Then venture to Cabo San Antonio to comb the beaches and the water for green turtles. Enjoy a visit to Roncali Lighthouse before returning to your accommodation for the night. The next morning, you travel to Soroa, known for maintaining antique coffee plantations. Trek the trails winding through the mountains to view waterfalls and natural springs. Meet local children in the eco-community town of Las Terrazas. Soar through the rainforest canopy on a unique tour of the town before returning to Havana. On your final day, your private transfer meets the group at the hotel and escorts you to Jose Marti International Airport for your flight home.

This itinerary can be customized to accommodate group activities, regardless of the size of your group. Click here to browse the other spectacular Cuba itineraries we offer, and gain further inspiration to perfect your own Cuba vacation of a lifetime. 

Starting Price

$4,300 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

5.0

Verified Traveler Reviews

Based on 4 reviews

Cuba Travel Review: Havana, Viñales, Culture, Local Cuisine, History, 8-Day Trip

We were lucky to connect with the Zicasso tour operator; she made all the planning easy and helped us every step of the way. We traveled with a couple who had not traveled much and they were so impressed with how easy the trip was from the first step off the plane to the last step back to the airport. What a fantastic adventure and not at all what we expected.

First, our local tour guide was a gem. She was so intelligent and informative, and a delight every moment. I have to say, she will remain a treasured friend and I miss her already! Our drivers couldn't have been better and their cars were fabulous. They were treated like part of the family. The guide who joined us for two days during our trip to Viñales was a fountain of information. They even taught us how to play dominos! We were taken care of like family.

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Cuba Tour Review: Havana, Vinales, History, Local Cuisine & Music, Classic Cars, Tobacco Farm, 9-Day Vacation
Everything went exactly as planned. Eli listened to us and executed perfectly. From the hotels to the guides, the sites and restaurants. We were met at the airport in Havana by a driver of a classic car and a guide. Both stayed with us for 5 days. They were very knowledgeable and we were completely comfortable in their presence and enjoyed their company and learned a great deal from them. Everything we were told was prepaid in advance was indeed included and even a last minute lunch place change didn't cause any issues. The places we stayed matched our criteria completely including safety, locations and cleanliness. The people that own and work at each establishment were fabulous and made us great breakfast every morning.The dinner restaurants that Eli planned for us were beyond fabulous. She nailed it! We ate in a farm to table home that is top rated in Vinales where the owners came and spoke to us and in Havana the superb, cool and delicious meals were literally highlights of our trip. Each evening after dinner we experienced local music in a different club.

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Cuba Luxury Tour & Travel Agent Review: Havana, Vinales, Bay of Pigs, Cuisine, Culture, History & the People
If you are looking for a first class Cuban vacation, you should absolutely book with this travel team!!!  The travel planner will customize a very thoughtful itinerary based on your wants and needs.  From the moment we contacted the planner we felt that she really cared about providing excellent service.  After discussing the type of vacation we were looking for, she was able to put together an amazing itinerary that met all of our requests within our budget. The travel team staff are very professional and thoughtful. They made us feel very special throughout our Cuban adventure. We were able to learn about the Cuban culture and history from their very knowledgeable staff. The guide is very responsible and courteous.  He is well informed and was able to describe the history and the way of life for the Cuban people.  We had many wonderful discussions about the culture we were immersed. He made us feel very safe and at home in Cuba.  The B&B’s we stayed were all very welcoming, clean, and comfortable.  The people were so accommodating and friendly and the breakfasts were wonderful.  Speaking of the Cuban food, the meals at the local paladares were amazing!  We are foodies and were continually impressed by the quality of the service and food we experienced. Most of all we really enjoyed traveling in the Classic cars to tour around Havana, Vinales, and the Bay of Pigs!  We felt as though we stepped back into time. Our drivers were fantastic and excellent drivers.  We always felt very comfortable and safe. We cannot say enough about the service we received from the travel team's staff.  It was first class all the way!  We would 100% book with them for our next trip to Cuba!!!  Travel team thank you very much for sharing your beautiful culture and country with us, the memories will remain with us forever!

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Cuba Mother & Daughter Vacation Review: Vinales, Trinidad, Cigar Rolling Experience, Dance School, Amazing Food, Rainforest Hike
Wow. All I can say is WOW. If you're thinking of going to Cuba, GO. If you need a travel planner, use this company. It will be among the most memorable and excellent trips of your life. My daughter and I just returned from 9 days in Cuba. It was truly a life-changing experience. We genuinely got a deep immersion into the culture, the people, the country and the amazing things it has to offer. The agenda put together by this travel team was spectacular. We visited a tobacco farm and learned how to roll cigars and how to smoke them, we had a session with the young dancers at a Dance school, had Cuban cooking lessons, visited an organic farm, a mosaic city, hiked into the rain forest, visited museums and learned so much. I am truly only scratching the surface. The food was AMAZING - far better than I expected. Prepare to skip or share meals because there is so much delicious food. The accommodations were excellent - in family homes but with private baths, breakfast and comfortable surroundings. But the best part of the trip was the excellent partnership planning by the travel planner (and her extremely knowledgeable son). I don't think I ever emailed my planner where she didn't respond within 10 minutes and was ALWAYS flexible in accommodating our needs. Here advice was priceless and I felt so safe with her plans and style. And...I can't say enough about our guide and our driver. They were with us the entire trip, always with a smile, a helpful hand, super flexible and just plain good fun. It made all the difference. Cuba is not an easy trip. The distances are far and the infrastructure is difficult. But don't let that stop you. You can have the best of both worlds through this travel team. Immerse in Cuba but at a comfort level you're used to in the U.S. Be prepared for long distances in a '53 Chevy or the like. There is no other way to see the country. DON'T limit yourself to Havana. We loved Trinidad and Vinales so much. Be flexible...the restroom situation is not like the U.S. but with a little flexibility you can manage that. We didn't drink tap water but bottled water was very accessible and reasonable. The food is unbelievable. Bring good walking shoes, layers for unexpected weather and a flexible attitude. Listen before you "tell". You'll hear the Cuban perspective which is why you're there!!  AMAZING!!! 

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews