Authentic Havana Tour, Cuba

07-11 December 2025

Experience Havana, Cuba and discover for yourself why this enigmatic Caribbean island creates such a compelling narrative. Cuba is an exhilarating feast for the senses!

Intriguing architecture, beautiful classic cars dotting the streets, world-famous drinks and cigars, festive entertainment, and warm locals who genuinely love hosting contribute to the amazing atmosphere.

While you may not consider a tropical island as a place steeped with Jewish tradition, Cuba was once the hub of Caribbean Jewish life. The history of the Cuban Jews stretches back to 1492.

It is believed that Marranos (Spanish Jews who were forcibly converted to Catholicism) accompanied Columbus on his voyage, making Jews some of the first Europeans to set foot on the island.

Hear and see the fascinating story of Cubaโ€™s Jews, while soaking in everything this exotic destination has to offer! Havana Cubaโ€™s authentic flair and lively spirit are felt throughout every corner of Havanaโ€™s vibrant streets and breathtaking natural sites.

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The Daily Itinerary

Day 1 โ€“ Sunday | Arrival, Havana Orientation & Caรฑonazo
  • Arrival at Josรฉ Martรญ International Airport, Havana

  • Orientation tour: Plaza de la Revoluciรณn & El Bosque de La Habana

  • Visit artist Enrique Avilaโ€™s studio (creator of the Che Guevara sculpture)

  • Check-in at Chateau Blanc with welcome mojito

  • Dinner at Chateau Blanc

  • Evening: Caรฑonazo de las Nueve โ€” historic cannon ceremony closing the city gates


Day 2 โ€“ Monday | Old Havana & Cuban Jewish Heritage
  • Guided tour of La Habana Vieja and Museo de la Revoluciรณn

  • Walking tour of Havanaโ€™s four historic plazas

  • Visits to Hotel Raquel and Adath Israel Orthodox Synagogue

  • Box lunch at Plaza Vieja & Hemingwayโ€™s Havana haunts

  • Drive along the Malecรณn & โ€œMafia Hotelsโ€ of the 1940sโ€“50s

  • Visits to El Patronato (Beth Shalom), Sephardic Synagogue & Holocaust Memorial

  • Dinner, then evening visit to Hotel Nacional โ€” cigars & cocktails by the sea


Day 3 โ€“ Tuesday | Viรฑales Valley: Tobacco, Coffee & Caves
  • Scenic drive to Viรฑales Valley (3 hrs)

  • Stop at the Mural de la Prehistoria โ€” giant outdoor rock mural

  • Guided tour of tobacco & coffee farm with cigar rolling demonstration

  • Explore Cueva del Indio cave system with underground boat ride

  • Visit Viรฑales town: artisan square, colonial church, Casa de la Cultura

  • Dinner at Chateau Blanc


Day 4 โ€“ Wednesday | Jewish Cemetery, Rum & Classic Cars
  • Visit Havanaโ€™s Jewish Cemetery & learn about the historic community

  • Havana Club Rum Museum with tastings

  • Cuban Cigar Factory tour โ€” the art of cigar making

  • Shopping & crafts at Almacenes de San Josรฉ

  • Evening ride in classic American vintage cars

  • Farewell dinner at Chateau Blanc

  • Optional: Night out at Fรกbrica de Arte Cubano (FAC) โ€” live music, dance & art


Day 5 โ€“ Thursday | Departure
  • Breakfast at Chateau Blanc

  • Transfer to Josรฉ Martรญ International Airport

  • Departure โ€” Hasta pronto!


โœ…Upscale accommodations at Chateau Blanc โ€“ certified Kosher compliant, member of Hamsaยฎ travel brand
โœ… Kosher meals, warm hospitality, and expert guides
โœ… Jewish heritage sites, Cuban culture, music & art
โœ… Exclusive experiences: vintage cars, cigars, rum, and Viรฑales Valley

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Price Include

  • Three delicious kosher meals per day, including packed lunches for day tours.
  • A complete touring itinerary with a local English-speaking guide.
  • Travel in a luxury, air-conditioned coach bus.
  • Kosher Travelerโ€™s exclusive program and a complete Shabbat program (see itinerary below for details).
  • All entrance fees for sites on the tour itinerary.
  • 4.5-star rated accommodations.

Price doesn't Include

  • Single Supplement $500
  • International flights
  • Travel insurance – comprehensive travel & health insurance is compulsory.
  • Tips for local guides and service providers, $10 per person/per day.
  • Entry visa if required.

$3500 SOLD OUT!!!

Per Person

Frequently Asked Questions?

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Thank u to David and Chana , David and Bonnie , Rabbi and Ruchama Muskin , Rabbi and Jordana Toppโ€ฆ. It was truly an awesome trip to Dubai April 2023 and we met wonderful people . Everyone was so warm and friendly and we truly enjoyed meeting u all . Looking forward to seeing u all In Yerushalayim eyr hakodesh

Many thanks, Dina.

After the loss of my beloved wife Muriel Zโ€™L last year I confess I was dreading my first Seder and Pesach in 63 years without her by my side. However once the position became clear, Rabbi David Lapin and Gilda Posner and their respective families lost no opportunity of involving us with them and with other guests, as well as in the program generally.

It is thanks to them that we enjoyed the Chag more than we had ever hoped for, and I shall be most grateful if you will convey my heartfelt thanks and that of my son and granddaughter to them for their empathy.

As to the program itself, I am happy to have been able to contribute something to its content and hope, IYโ€™H, to be able to do so again in the future.

Kind regards and Shabbat Shalom

David & Chana, Shelley, Yossi, Dina, Ariel and all at Team Kosher Travelers!

As we approach our first Shabbos after Rhodes, our nearly 30 BAโ€™H family members are looking around for our monster table on the PR level and canโ€™t quite understand why the spread of delicacies isnโ€™t quite what it was this time last week. Or the week beforeโ€ฆ

Itโ€™s therefore an appropriate time to thank you all for the most positive, relaxing, fun filled and meaningful holiday we have ever experienced as a family.

From start to finish, it has been an absolute pleasure to deal with you all. The logistics of our booking were not the easiest and, throughout, you helped find solutions that made things work.

We were overwhelmed when we arrived and equally overwhelmed when we reluctantly left! The attention to detail was unparalleled throughout; the location was beautiful and the class with which you all operated was something hugely impressive.

We chose Pesach to celebrate a momentous occasion in Sue & Alfredโ€™s lives and you helped us fulfil that celebration in style and love. And for that and a fabulous 12 days and nights, we will be forever grateful to you all.

Keep doing what you do and with the usual smiles on your faces; it is a unique and superb example to your industry.

Wishing you all a Shabbat Shalom and with love and thanks always 

David and Chana,

Thank you again for an incredible program and meaningful Pesach. I truly appreciate your kindness in inviting me to join you and your family for Shabbat meals. It was fun!

I would love to continue our marketing conversation. I am happy to speak to any person to tell them how wonderful the program was and help in any way with Guest Relations (I can handle tough personalities with ease ๐Ÿ™‚

 Both of your passion and understanding/expertise in this business is evident.  You took care of every detail and it showed. It made a huge impact on the my family’s chag.  

Thank you again.

Shabbat Shalom.

All the best,

From $2,950

Per Person