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Top Cuba Trips & Tours

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Traveling to Cuba in 2022 will be one of the most rewarding experiences. With its colonial architecture, friendly people, and vibrant culture, it's a place you won't want to miss. This country, full of heritage, literature, and tropical flavor, always awaits its visitors with open arms. You can explore it on a beautiful small ship cruise or tour it by land; it will undoubtedly be a fantastic experience. Not to mention that it will be like traveling back in time, you can visit beautiful and well-known places such as Havana, Cienfuegos, Santiago de Cuba, Trinidad, and Playa Larga and enjoy snorkeling, cultural, small ship cruises, homestays, and cruises. You will experience everything Cuba offers, from its music and dance to its breathtaking scenery and delicious food. Start planning today and explore Cuba with us. 
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Cuba homes in Havana
$7,295
EXPLORE

The incomparable temperament of Cuba

Havana to Cienfuegos - 13 Day Itinerary aboard Sea Cloud II
  • Stroll the Malecon in Havana
  • Snorkel and swim at Maria la Gorda
  • Explore beautiful Cienfuegos
  • Visit film sets in Jamaica
Starts / Ends:
Havana / Cienfuegos
Activities:
Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Relaxed
Experience the incomparable charm of Cuba's colonial heritage paired with Jamaica's relaxed and romantic beach flair onthis 13-day cruise from Havana to Cienfuegos aboard Sea Cloud II. Stroll down the famed Malecon promenade in Havana and soak in the distinctive spirit of the city. Snorkel …
Cruise Details
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Kayaking in Cuba
$3,190
EXPLORE

Cuba Kayaking West Tour

8 Day Itinerary
  • See Cuba's great cities
  • Visit the Bay of Pigs
  • Kayak and snorkel in Cuba
  • Enjoy unique architecture & cuisine
Activities:
Homestay, Kayaking, Land, Snorkeling
Activity Level:
Easy Active
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves. The country's music and art draw from these diverse influences. Cuba has also exerted an …
Tour Details
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Cycling through the revolutionary landscape of Cuba
$3,490
EXPLORE

Cuba Multisport

7 Day Itinerary
  • Bike, kayak, snorkel, and hike Cuba
  • Appreciate Cuba's colonial past
  • Be immersed in Cuba's culture
  • Enjoy excellent wildlife viewing
  • Experience Cuban hospitality
Starts / Ends:
Havana / Havana
Activities:
Biking, Hiking, Homestay, Kayaking, Land, Snorkeling, Wildlife Viewing
Activity Level:
Moderate
Experience Cuba by bike, kayak, and on foot on this 7-day guided Cuba multisport tour. This People-to-Peopletour offers myriad opportunities to delve into Cuba's rich traditions, from architecture to lively music and authentic cuisine, and enjoy meaningful exchanges with Cubans. Learn about …
Tour Details
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Farmer harvests his crop in Cuba
$3,190
EXPLORE

Cuba Walking Tour

8 Day Itinerary
  • Explore Cuba on foot
  • Snorkel in Zapata National Park
  • Learn about the tobacco industry
  • Hike to waterfalls and caves
  • Be immersed in Cuba's culture
  • Experience Cuban hospitality
Activities:
Hiking, Homestay, Land, Local Market, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level:
Moderate
Experience the diversity of Cuba on an 8-day guided Cuba tour. This People-to-People tour explores the diverse urban cities of Cienfuegos, Trinidad, and Havana and provides visitors incredible opportunities to delve into the rich traditions and heritage of Cuban culture. Hike pristine landscapes, …
Tour Details
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Farmer harvests his crop in Cuba
$2,245
EXPLORE

Classic Cuba

Cars, Rum, and Cigars - 5 Day Itinerary
  • Walk the vibrant streets of Havana
  • Sample rum and local delicacies
  • Tour cigar-rolling factories
  • Explore stunning Valley de Vinales
  • View Hemingway's former estate
Activities:
Hiking, Homestay, Land, Local Market, Urban Exploration
Activity Level:
Relaxed
Experience Classic Cuba on this 5-day Cars, Rum, and Cigars highlights tour. Encounter Hemingway's Havana as you visit his favorite bars and his former estate. Get a taste of Cuba's revolutionary spirit and contemporary culture with visits to Havana's Tropicana andFábrica de Arte …
Tour Details
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Picturesque Cuba
$10,295
EXPLORE

Christmas Cuban Style

Santo Domingo to Havana - 15 Day Itinerary aboard Sea Cloud II
  • Explore vibrant Santo Domingo
  • Swim and snorkel at Maria la Gorda
  • Soak in the culture of Cuba
  • Stroll through historic Havana
Starts / Ends:
Santo Domingo / Havana
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Board Sea Cloud II for this 15-day cruise from Santo Domingo to Havana. Depart from Santo Domingo in the Dominican Republic, the oldest continuously inhabited city in the New World. Visit Port Antonio, Jamaica, once the banana capital of the world.See some of the highlights of Cuba, including …
Cruise Details
0
Iconic cars in Havana, Cuba
$7,365
EXPLORE

The Rousing Rhythms of Cuba

Havana to Santo Domingo - 11 Day Itinerary aboard Sea Cloud II
  • Stroll down the Malecon
  • Snorkel and swim at Maria La Gorda
  • Visit banana farms in Jamaica
  • Marvel at historic Santo Domingo
  • Appreciate Cuban music culture
Starts / Ends:
Havana / Santo Domingo
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Warm hospitality, eventful history and lively musical tradition make Cuba and Jamaica two dream destinations in the Caribbean. As different as the two islands are –here, culture, beach and nature go perfectly hand in hand and fit under one hat. Board Sea Cloud II for this 11-day cruise from …
Cruise Details
0
Cuban musician playing the trumpet in Havana, Cuba
$9,995
EXPLORE

Experience Firsthand the Festive Days in Cuba

15 Day Itinerary aboard Sea Cloud II
  • Stroll down the Malecon
  • Snorkel and swim at Maria La Gorda
  • Visit banana farms in Jamaica
  • Marvel at historic Santo Domingo
  • Appreciate Cuban music culture
Starts / Ends:
Santo Domingo / Havana
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Warm hospitality, eventful history, and lively musical tradition make Cuba and Jamaica two dream destinations in the Caribbean. As different as the two islands are, culture, beach, and nature go perfectly hand in hand and fit under one hat. Board Sea Cloud II for this 15-day cruise from Havana to …
Cruise Details
0
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