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Cuba Custom Travel Planners

Try one of these Cuba custom travel planners to create the trip of your dreams.

Cuba Custom Travel Planner: David Lee: Cultural Cuba
Conde Nast Travel Expert, Wendy’s WOW List

Phone: 312-436-1952
Email: david@culturalcuba.com
Website: Cultural Cuba

From CN: “Lee can arrange a private meeting with Fidel Castro’s son; an intimate performance by the dynamic Habana Compas Dance; or the opportunity to literally sit down and roll your own Cohiba cigar in the 200-year-old factory. ”

Read his Insider’s Guide to Cuba and information on Cuba travel rules.

Cuba Custom Travel Planner: Tom Popper: Insight Cuba
Conde Nast Travel Expert

Phone: 914-380-8303
Email: tom@insightcuba.com
Website: Insight Cuba

Cuba Custom Travel Planner: Chad Olin: Cuba Candela
Conde Nast Travel Expert, Travel & Leisure A-List
Phone: 443-834-3186
Email: chad@cubacandela.com
Website: Cuba Candela

From T&L: “His specialty is curating itineraries centered on cultural programming, like jam sessions with Latin Grammy–nominated jazz musician Roberto Carlos Rodríguez Valdés, performances by some of Cuba’s top salsa dancers, and tours of must-see art venues like Havana’s factory turned creative hub Fabrica de Arte Cubano. “We appeal to culturally curious experience-seekers who value authenticity and connection above all,” he says. ”

Cuba Custom Travel Planner: Joe Sandillo: Almaz Journeys
Travel & Leisure A-List

Phone: 813-682-1959
Email: joe@almazjourneys.com
Website: Almaz Journeys

From T&L: “This Spanish speaker organizes once-in-a-lifetime experiences in Cuba. A few past itineraries include a trip to Havana focused on genealogy, a corporate retreat to a family-owned organic farm on the outskirts of the capital, and an art-buying vacation with appointments at some of the country’s top galleries.”

Cuba Custom Travel Planner:James R. Berkeley: Destinations & Adventures International
Wendy’s WOW List

Phone: 800-659-4599
Email: jim@daitravel.com
Website: Destinations & Adventures International

From Wendy: “Jim’s Cuba itineraries include visits with noted artists, guided strolls through Havana and nearby fishing villages, and favored rooms in the island’s top hotels…  He and his wife, a former editor at Bon Appetit, are working on a TV show about Cuba’s paladares (privately owned restaurants), so he’s got special access to many and knows which serve the freshest Cuban fish stew and the tastiest suckling pig tacos.”

Help us make our list better. Let us know if you have a favorite Cuba Custom Travel Planner in the comment section below!

    Cuba Ten Travel Ideas

    Ideas for working with your Cuba Custom Tour Planner

    Try some of these great ideas to start your conversation with one of the travel experts listed below.

    1—Visit a working tobacco farm to learn how the famous Cuban cigars are made.

    2—Go cycling in the Vinales Valley.

    3—Stroll through Old Trinidad

    4—Spend an afternoon exploring Havana’s colorful streets

    5—Cuba is known for it’s colorful classic cars from the 1950’s, a blast from the past.

    6—Attend a colorful song and dance extravaganza.

    7—Go catamaran sailing in Santa Maria.

    8—See the ceremonial cannon firing at El Morro Fort.

    9—Lay on the palm filled beaches of Playa Esmerelda.

    10—Go snorkeling in Cayo Santa Maria’s clear waters.

    General Information

    Cuban Peso
    Havana (HAV)

    Cuba Tourism Website Information

    It is unclear if there is a single, official tourism website for Cuba. Most of the sites below offer a range of services in addition to information, so buyer beware.  As with all situations where countries appear to have unregulated tourism information, we suggest consulting a Cuba travel expert as your first resource.

    Cuba (Tourism Portal) translated to English


    Cuba Travel Services

    Custom Travel Planners Network