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Top Cuba Cruises & Trips

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Cuba is a must-see destination for a travel lover, and what better way to get the full experience than aboard a small cruise ship. Enjoy the vibrant city life of Havana, the breathtaking scenery and beaches of Santiago de CubaCienfuegos, and Maria la Gorda. In addition, our cruises offer a more intimate experience and exclusive snorkeling opportunities, perfect for those looking to truly explore all that Cuba has to offer. Our cruises start at $7,295 to $18,745 for trips from 11 to 15 days. Start planning your Cuba cruise with us and make your dream trip come true!
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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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Picturesque Cuba
$10,295
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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
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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
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Cuban musician playing the trumpet in Havana, Cuba
$9,995
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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
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