Cuba – Family Island Exploration

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Signature Journey

6 Days / 5 Nights

$4,095 Adult / $3,995 Child

Uncover Cuba's iconic arts and music scene, stunning beaches and countryside & friendly locals on this family tour to Cuba.

The Experience

From Havana’s picturesque colonial squares to the turquoise waters that calmly lap the island’s sandy beaches, experience the must-see sights along the north coast of Cuba over six days in this family-inspired adventure. The journey begins riding a classic convertible through the buzzing streets of Havana. Go off-the-beaten track with a performance by a group of local special needs students as well as a visit to the funky art installation of Fusterland. One afternoon, venture to the lush Viñales Valley and experience traditional life in the countryside. Next, continue to the coast where you’ll stay in an oceanfront resort, meeting with artists & musicians along the way. Balance your time snorkeling over the crystal clear Caribbean waters while also learning about the unique history and culture of the island.

Learn to make colorful Cuban ceramics and art with a famous local artist? Check. Meet a fruit farmer and zip-line over the Viñales Valley? Check. Take a snorkel tour through the tourquise Caribbean Sea? Check. This family tour to Cuba will take you to Havana and beyond, introducing you to the real people of the island alongside our expert local guides.

Legal, Immersive Travel to Cuba

Discover Corps offers a legal way to travel to the island of Cuba. We operate under the Support for the Cuban People license which ensures that you are traveling with an itinerary that will help support Cuban micro-entrepreneurs. Visit our Cuba FAQs page for more information.

Our Impact

This family-focused vacation will open your eyes to one of the most fascinating islands on the planet, connecting you with the local communities that make Cuba so captivating. Meet with artists, farmers and musicians, as well as the people working to make Cuba a better place for its children. Go behind the scenes at a center for those with special needs. This is a family tour to Cuba that will open your children’s eyes to the world and experience one of the last places where technology is non-existent and a slow pace of life still persists.

Where You’ll Stay

During your trip, you’ll divide your time between casas particulares and an oceanfront hotel. In Havana, you’ll have the unique opportunity to stay in casas particulares, which literally translates as private homes. Casas are essentially family-run bed & breakfasts (think AirBnB’s with private breakfast in the morning). Families invest in making sure their houses are up to international quality standards, and they greet you with Cuban hospitality – but also give you the privacy and comfort you desire.

In the stunning Caribbean peninsula of Veradero, stay in a gorgeous oceanfront resort just steps from Cuba’s Caribbean beaches. Enjoy fine dining, luxurious amenities, and everything you need to relax on an island vacation.

Itinerary Overview

Arrive in the buzzing Cuban capital of Havana and take a class convertible ride around the city streets. Explore the quaint squares of Old Havana and, along the way, make a stop at a center for special needs students to learn about special education in Cuba. Continue on to the stunning Viñales Valley, a UNESCO World Heritage Site, and zip-line of the gorgeous Cuban countryside.

Meet with a local fruit farmer and hike through the large magotes, or rocky mountains that surround you. We’ll then make the journey to the iconic Varadero Beach for two nights of culture and relaxation. Meet a local Cuban artist and snorkel over the calm waters before returning to Havana for the journey home.

Traveler’s Journal

“Traveling to Cuba as a family was something I have been dreaming about for years. When I came across this trip, it was exactly what I was looking for – a meaningful family-friendly experience in Cuba that is more than just resorts and beaches. We had so much fun meeting with the artist in Matanzas and our hosts at the casas particulares will always be remembered as family. My kids still talk about this trip regularly!”
Cuba Family

Isabelle R.

Seattle, WA

Read More Discover Corps Reviews

Rating: 5/5 stars

Dates and Prices

Our trips are inclusive of all activities, lodging, transport and most meals to make your experience hassle-free.

$4,095 Adult

$3,995 Child

  • Double Occupancy Price. Children’s pricing applies to travelers 16 years old and younger sharing a room with an adult
  • Single Room Supplement = $500. This will guarantee you your own, single occupancy room for the entirety of the trip. If you are a solo traveler and would like us to match you with a roommate of the same gender, please book as double occupancy. See full details here.
  • Have questions about the logistics and legalities of traveling to Cuba? Contact us at (619) 758-3030.

What’s Included:

  • Bilingual expert Cuban guide & private Cuban driver
  • All meals in Cuba – Breakfast, Lunch and Dinner at restaurants or in Cuban families’ homes
  • 3 nights accommodation in casas particulares in Havana
  • 2 nights accommodation in an ocean front hotel in Varadero
  • All scheduled activities
  • All in-country ground transportation and airport transfers via air-conditioned van
  • Tips for luggage handling, restaurants, and programmed activities throughout tour
  • Legal documentation of your support for the Cuban people program
  • 24-hour Discover Corps emergency hotline & turnkey service

What’s Not Included:

  • Tips for Cuban guide and driver
  • International airfare
  • Cuban visa


Our intimate, small-group departures consist of like-minded travelers. Don’t see a date that works? Want to make it private? Schedule a personal travel consultation and we’ll make it happen.

2024 Dates

July 27-August 1, 2024

November 23-28, 2024

December 26-31, 2024

2025 Dates

February 15-20, 2025

March 22-27, 2025

June 21-26, 2025

July 26-31, 2025

November 22-27, 2025

December 26-31, 2025

2026 Dates

February 14-19, 2026

March 21-26, 2026

June 20-25, 2026

July 25-30, 2026

November 21-26, 2026

December 26-31, 2026 off dates

Want to learn more?

Alumni & Family Discounts, Monthly Payment Plans, and More

Repeat travelers and groups are eligible for discounts. Looking for a payment plan to help manage your trip? Learn more here.

Customized Private Trips

Let us create a custom trip for your group. Learn more about custom group travel.