Erin Smith

Cultivating Connections Travel Planners

Six Days in Cuba: Cuban Cigars and Culture Tour with Ultimo Cigars and Cultivating Connections Travel Planners

Havana, Cuba
There is a new group trip coming... and you are among the very first to know about it! We are excited to announce a Cuban cigar and cultural tour! Join Ultimo Cigars and Cultivating Connections Travel Planners for a guided tour to Havana, Cuba.  Date TBD.

Because now is the best time in history to visit.
We've traveled the world and there is no place like Cuba.  Its roots remain in a simpler time, encapsulating memories of a bygone era. Cuba is the romance of Hemingway, the sounds of Afro-Caribbean music amidst decaying colonial grandeur, the smell of the ocean & tropical fruit, & the taste of world-class tobacco & rum.
From the rooftops of Havana, the rhythm of El Malecón to the cascading waterfalls of Trinidad and the otherworldly magic of Viñales, the energy and natural beauty of Cuba capture the heart and mind.
Discover a dream that once seemed impossible, holding the allure of the past, of the forbidden, of paradise lost.


What's included in this trip:
  • 5-Star Accommodations
  • Three meals per day
  • The Cuba travel visa
  • U.S. Travel License
  • A knowledgeable tour guide
  • Private transportation
  • Around-the-clock customer support
  • Private Sunset Rooftop Welcome and Dinner
  • Iconic Old Havana
  • Classic convertible car experience 
  • Salsa lesson
  • Local Market Visit
  • El Gran Teatro Nacional
  • Cultural Beach Excursion
  • Lush Viñales Valley (Cuba's tobacco road) - experience a cigar dipped in honey!
  • Small group - limited to 14 travelers
  • Assistance with cash exchange while on tour
  • Vibrant markets & farms
  • Tour a Cuban cigar factory
  • Visit Ernest Hemingway's home - Finca Vigia
  • Farewell Dinner



Deposit - $99 per person

First payment - 35% of the trip is due within 30 days of deposit

Final payment - 


Passports Are Required

** When traveling internationally, your passport expiration date MUST be at least 6 months after your return travel date. **




What's not included:


  • Travel insurance - information will be provided separately as travel insurance is highly recommended for this tour
  • Airfare
  • Pre-flight hotel in Miami (optional)
  • Discretionary tips for guides, drivers, and other experiences.



We have partnered with Cuba Candela, a US travel company that specializes in American travel to Cuba. Cuba Candela has earned awards and recognition from Travel & Leisure and Conde Nast Traveler for its expertise and ability to show guests parts of Cuba that few have seen. With a portfolio of 4 and 5-star luxury accommodation, the best local guides, handpicked restaurants, and one-of-a-kind itineraries, Cuba Candela makes the most of your time in Cuba while caring for you like family.
Cuba FAQ
1. Is travel to Cuba legal?
Yes! Travel to Cuba is still legal under the “Support for the Cuban People” travel authorization. Cuba Candela takes care of all required documents including the visa.
2. What are the COVID-19 protocols for travel to Cuba?
For the latest information on COVID-19 in Cuba, please check the COVID-19 updates page.
3. When is the best time to visit?
There is no bad time to visit Cuba. The peak season is December through March when the Caribbean weather is irresistible. November, April, and May are great months to visit as well, with fewer tourists and more lodging options
4.  US - Cuba Travel Questions
Questions about travel to Cuba?  Check out this link.
Please note - Unfortunately, you cannot bring rum or cigars home to the US due to regulations. If you do, they can be confiscated at US customs. You can consume as much as you want on the island, but do not plan on buying this as a souvenir.
FYI - Your trip supports the private sector in Cuba!  READ MORE HERE 


Available Packages

Cuba Package - per person/double occupancy
Unavailable as of September 1, 2022

Deposit: $99.00 per person

Fares are per person, based on double occupancy, subject to availability and capacity controlled. 

If you plan to travel solo, select the Cuba Package - solo traveler option below.


Deposit - $99 per person

First payment - 35% of the trip is due within 30 days of deposit

Final payment - due on September 15, 2022

Cuba Package - solo traveler with single supplement
Unavailable as of September 1, 2022

Deposit: $99.00 per person

This single supplement option applies to solo travelers only.


Deposit - $99 per person

First payment - 35% of the trip is due within 30 days of deposit

Final payment - due on September 15, 2022