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Cuba by Land or Sea

Are people traveling to Cuba?
 Cuban tourism hit an all-time high of  $2.7 billion dollars (USD) in 2008. 
2014: USA reestablish diplomatic relations with Cuba.  2016: President Obama visited Cuba and loosened regulations. In May, 2016 the first ship carrying American Travelers in over 50 years took off from Miami and sailed into Havana- FATHOM. 
2019 - every major cruise line from Royal Caribbean to Regent Seven Seas sail 4, 5, 7 and 10 night cruise to and around the Island of Cuba. Potential New Orleans to Cuba Cruise>


Cuba Travel by Land or Sea

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Sample 5-Star Land Itinerary:

Discover Havana's iconic landmarks and unique cultural activities. Enjoy a daytrip excursion to Vinales and experience the magic of Cuba's beautiful country side. Embark on an adventure to colonial gem Trinidad with a stop in French-inspired Cienfuegos.
Suggested group size: 2-8 persons        Itinerary: Private custom journey   
Price (Gross): From $3,169 pp for 4-star; from $4,481 pp for 5-star
Includes: Hotel, private chauffeur, local guide, all activities, meals, and more

Day 1: Explore Old Havana, sunset welcome on private rooftop with live music and mojitos & dinner and private tour of Fabrica de Arte Cubano!
Day 2: Museum of fine arts, tour of el Gran Teatro, cultural immersion tour & salsa lesson
Day 3: Vinales excursion: farm-to-table organic lunch, horseback riding, family farm and authentic cigar rolling demonstration
Day 4: Cooking class, Hemingway house, visit to Cojimar, convertible car tour, La Guarida and Tropicana!
Day 5: Depart for Trinidad, stop for lunch and explore Cienfuegos, salsa dancing in Trinidad town square
Day 6: Secret waterfall hike, visit to family coffee farm, special lunch experiernce, sunset mojitos & salsa dancing in a cave!
Day 7: Departure from Trinidad for Havana airport


  • Cuban tourist visa
  • U.S. travel license
  • Accommodation in one of Havana's best luxury villas or boutique hotels
  • Accommodation in a private home in Trinidad
  • Private car service from 9am - 9pm daily
  • Local host (guide) from 9am - 6pm dialy
  • All meals. Lunches and dinners at elite restaurants. Breakfast at your accommodation.
  • All activities listed on the itinerary
  • Design and curation of a fully custom itinerary
  • Unlimited access to U.S. travel planning staff prior to departure while in Cuba
  • All airport and excursion transfers
  • Concierge service
  • Compliance with all U.S. travel regulations
  • Cuba Travel Handbook
  • All gratuities except tip for local guide

Beyond Havana: Cienfuegos & Santiago de Cuba


Visa is Required            WiFi introduced in 2015
Cuc (monuments) Vs. Pesos (faces) (10% off)
Cash is king         
Bathroom/Tissue pay 50 cents
Food & Entertainment

                Government Restaurants & Guides

                Customs allows unlimited cigars: $5 - $25 (Montecristo $10)

                Rum: Santiago de Cuba & Havana Club

                Open Street Markets:  Try not to touch unless you are interested in purchasing.  Ask Permission to take photos. Bargaining for purchases is normal

                Evening Show:  Tropicana Nightclub $50-$80

                Soft Drink/Water/Coffee:  $1-$3 

                Salad or Sandwich Lunch   $4- $6

                Dinner at Paladar (private restaurant) $20-$30

                Beer $2-$3