Frozen in time for 59 years, Cuba is a small but resilient multi-ethnic country with a storied past. It's complex history is reflected in a vibrant blend of gracious people, stunning architecture, classic automobiles, and cultural arts. Cuba remains an unspoiled treasure but the winds of change are moving swiftly across this tropical island.

Our Classic Cuba adventure is an immersive cultural experience that requires extensive time exploring on foot rather than sight-seeing by bus. Cuba travel expert and award-winning photographer Scott Fishman has been to Cuba 18 times since March 2015. He will lead you away from the over-crowded tourist areas and into the nearby streets, surrounding neighborhoods, and rural farmlands where the locals carry-on with their daily lives. You will gain privileged access to people and places virtually unseen by tourists and therefore experience authentic Cuba.

  • Dine in Top Rated Restaurants
  • Discover on Daily Cultural Immersion Walks
  • Ride in 1950's Classic Convertibles
  • Meet with a Famous Cuban Photographer
  • Visit Artist Studios, Galleries, and Workshops
  • Experience Afro-Cuban Music & Dance
  • Interact with Boxers at a Legendary Gym
  • Learn About Santeria from a Priestess
  • Enjoy a Farm-to-Table Meal
  • Tour an Organic Farm
  • Explore a Tobacco Plantation
  • Partake in a Family Pig Roast
  • Observe Tobacco & Cigar Production
  • Drink Coffee in a Farmer's Home
  • Listen to Renowned Musicians
  • Relax on White Sand Beaches


Havana / Viñales / Trinidad

10 Nights

5-6 People



  • 10 Nights Accommodations
  • Double Occupancy
  • All Meals (29 Total)
  • Individual Airport Transfers in Havana
  • Group Airport Transfer from Trinidad
  • Ground Transportation
  • Capturing Cuba Trip Leader
  • Professional Guides & Photographers
  • Admissions & Activity Fees
  • 2 WiFi Access Cards
  • Tips for Meals, Drivers, Entertainers, Speakers
  • Cuban Tourist Card (Visa)
  • Mandatory Cuban Health Insurance
  • U.S. General License for Cuba Travel

Nov. 05 - 15, 2018
Feb. 08 - 18, 2019
Mar. 08 - 18, 2019
Mar. 30 - Apr. 08, 2019

Sep. 04, 2018
Nov. 08, 2018
Dec. 08, 2018
Dec. 30, 2018

Space Available
Space Available
Space Available
Space Available

  ACOMMODATIONS - All accommodations are in licensed casa particulares (bed and breakfasts) with air-conditioned bedrooms, and in-suite private bathrooms with hot water showers. Accommodations are based upon a per person double occupancy rate. If you are traveling alone we will make our best effort to match you with a suitable roommate. If we are unable to do so for any reason, or if you prefer the privacy of your own room, a minimum single occupancy supplement of $295 will be applied to the cost of your trip. Single occupancy is based upon room availability and will be assigned on a first come, first served basis.
  PHYSICAL ACTIVITY - You will encounter poorly maintained roads, steep staircases, dirt trails, cobblestone streets, and slight elevation changes on this adventure. Participants must be be in reasonably good health, steady on their feet, and able to walk several hours daily without slowing down the group.
  NOT INCLUDED - Airfare to and from Cuba. Airline baggage fees. Accommodations not in Cuba. Single occupancy supplement ($295). Meals not included on the itinerary. All beverages. Fees for admissions, excursions, and other events not listed on the itinerary. Guides, translators, or transportation outside of group activities. Model fees for optional photo shoots. Tips for group leader, professional guides, and housekeeping staff. Tips for any meals, drivers, entertainers, speakers, and models not listed on the itinerary. Personal expenses such as but not limited to WiFi access exceeding 2 hours, telephone calls, laundry service, and mini-bars. Travel insurance. Trip cancellation insurance.
  TRAVEL ARRANGEMENTS - Plan to arrive at José Martí International Airport (HAV) in Havana before 5:30pm on Friday (Day 0). A member of the Capturing Cuba team will greet you at the airport and transfer you to our accommodations. Your adventure will end in Trinidad on Monday (Day 10). A group transfer to Santa Clara will be provided in the morning only. Airlines currently offering service between the U.S. and Havana are: Southwest, JetBlue, American, United, and Delta. Return flights should be scheduled to depart from Abel Santamaría Airport (SNU) in Santa Clara on JetBlue or American.

10 Nights
5 Nights
2 Nights
3 Nights