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Caribbean Deals and Discounts

Up to 35% off trips throughout Caribbean. Find 39 Caribbean tours with impressive discounts, saving you up to $563.

39 Caribbean Special Offers

  1. Sailing Cuba - South Coast Explorer Tour
    8 days
     • 6 Cities
     • Sailing

    Sailing Cuba - South Coast Explorer

    5.0 (1 review)
    "This was an amazing trip. I loved every minute of it! Lovely balance of beach, sailing..."
    Visiting 
    Cuba
    Country Region: 
    Central Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    16 to 99 year olds
    Travel Style: 
    Sailboat, Discovery, Christmas & New Year +1 more
    From $ 1,608
    US $1,045
    -35% OFF
    You save: $563
    See Trip
  2. Sailing Cuba Tour
    8 days
     • 4 Cities
     • Sailing

    Sailing Cuba

    4.5 (14 reviews)Delicious Meals
    "Philippa was attentive caring knowledgeable and showed neverendng energy in doing..."
    Visiting 
    Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    16 to 99 year olds
    Travel Style: 
    Sailboat, Discovery
    From $ 1,608
    US $1,206
    -25% OFF
    You save: $402
    See Trip
  3. Sailing the British Virgin Islands – Tortola to Tortola Tour
    7 days
     • 4 Cities
     • Sailing

    Sailing the British Virgin Islands – Tortola to Tortola

    3.6 (5 reviews)Economical
    "Great to see a fantastic place getting itself back to normality without the crowds."
    Visiting 
    Virgin Island, British
    Ocean: 
    Atlantic
    Group Size: 
    Max 8
    Tour Operator: 
    G Adventures
    Age Range: 
    16 to 99 year olds
    Travel Style: 
    Sailboat, Discovery, Christmas & New Year +1 more
    From $ 1,699
    US $1,274
    -25% OFF
    You save: $425
    See Trip
  4. Highlights Cuba! Havana & Varadero Tour
    7 days
     • 3 Cities

    Highlights Cuba! Havana & Varadero

    Visiting 
    Cuba
    Country Region: 
    Western Cuba
    Group Size: 
    Max 12
    Tour Operator: 
    MiCuba
    Age Range: 
    1 to 80 year olds
    From $ 1,023
    US $767
    -25% OFF
    You save: $256
    See Trip
  5. Cuba Plus! 15 days to explore the best of Cuba Tour
    15 days
     • 6 Cities

    Cuba Plus! 15 days to explore the best of Cuba

    5.0 (2 reviews)Economical
    "Amazing days in Cuba. We visited almost all Cuba. Evertyhing well organized, on time,..."
    Visiting 
    Cuba
    Group Size: 
    Max 12
    Tour Operator: 
    MiCuba
    Age Range: 
    1 to 99 year olds
    From $ 1,498
    US $1,124
    -25% OFF
    You save: $375
    See Trip
  6. Discover the west of Cuba Tour
    7 days
     • 4 Cities

    Discover the west of Cuba

    4.8 (2 reviews)Economical
    Visiting 
    Cuba
    Country Region: 
    Western Cuba
    Group Size: 
    Max 12
    Tour Operator: 
    MiCuba
    Age Range: 
    1 to 80 year olds
    From $ 936
    US $702
    -25% OFF
    You save: $234
    See Trip
  7. East Cuba Adventure – off the beaten track Tour
    11 days
     • 4 Cities

    East Cuba Adventure – off the beaten track

    Visiting 
    Cuba
    Country Region: 
    Eastern Cuba
    Group Size: 
    Max 12
    Tour Operator: 
    MiCuba
    Age Range: 
    1 to 80 year olds
    From $ 1,372
    US $1,029
    -25% OFF
    You save: $343
    See Trip
  8. Best of Cuba Westbound Tour
    15 days
     • 12 Cities
     • Adventure

    Best of Cuba Westbound

    4.5 (13 reviews)Excellent Guides
    "Excellent tour would recommend it, but not for everyone, need to be open minded."
    Visiting 
    Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    From $ 1,815
    US $1,396
    -23% OFF
    You save: $419
    See Trip
  9. Cuba Libre & Sailing Tour
    13 days
     • 7 Cities
     • Adventure

    Cuba Libre & Sailing

    Visiting 
    Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    16 to 99 year olds
    From $ 2,246
    US $1,797
    -20% OFF
    You save: $449
    See Trip
  10. Cuba: Salsa & Snorkelling Tour
    16 days
     • 11 Cities
     • Adventure

    Cuba: Salsa & Snorkelling

    5.0 (1 review)Economical
    Visiting 
    Cuba
    Group Size: 
    Max 18
    Tour Operator: 
    G Adventures
    Age Range: 
    18 to 39 year olds
    From $ 1,708
    US $1,366
    -20% OFF
    You save: $342
    See Trip
  11. Cuba Colonial Tour
    15 days
     • 9 Cities

    Cuba Colonial

    4.2 (11 reviews)
    "I did the Cuba Colonial tour in May, 2016 and it was above and beyond what I expected...."
    Visiting 
    Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    12 to 99 year olds
    Travel Style: 
    Adventure, Christmas & New Year +1 more
    From $ 2,041
    US $1,633
    -20% OFF
    You save: $408
    See Trip
  12. Jamaica Encompassed Tour
    8 days
     • 5 Cities
     • Discovery

    Jamaica Encompassed

    4.0 (1 review)
    Visiting 
    Jamaica
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    12 to 99 year olds
    From $ 1,799
    US $1,439
    -20% OFF
    You save: $360
    See Trip
  13. Cuba Libre Tour
    6 days
     • 3 Cities

    Cuba Libre

    4.0 (1 review)
    "The accommodation was of a higher standard than expected. The restaurants we were..."
    Visiting 
    Cuba
    Country Region: 
    Western Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    G Adventures
    Age Range: 
    12 to 99 year olds
    Travel Style: 
    Christmas & New Year
    From $ 754
    US $603
    -20% OFF
    You save: $151
    See Trip
  14. Cuba on a Shoestring Tour
    8 days
     • 8 Cities

    Cuba on a Shoestring

    4.4 (12 reviews)
    "Very lucky to have had a fabulous group on this tour. The itinerary was great and..."
    Visiting 
    Cuba
    Group Size: 
    Max 16
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Adventure, Christmas & New Year +1 more
    From $ 855
    US $704
    -18% OFF
    You save: $151
    See Trip
  15. Western Cuba Tour
    6 days
     • 3 Cities

    Western Cuba

    4.3 (38 reviews)Excellent Guides
    "I thoroughly enjoyed my tour. My guide was fantastic and made every effort to keep..."
    Visiting 
    Cuba
    Country Region: 
    Western Cuba
    Group Size: 
    Max 12
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Christmas & New Year
    From $ 871
    US $720
    -17% OFF
    You save: $151
    See Trip
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Caribbean Deals and Discounts Tour Reviews

  • "This was an amazing trip. I loved every minute of it! Lovely balance of beach, sailing..."
    Sailing Cuba - South Coast Explorer
  • "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Sailing Cuba
  • "Great to see a fantastic place getting itself back to normality without the crowds."
    Sailing the British Virgin Islands – Tortola to Tortola
  • "Amazing days in Cuba. We visited almost all Cuba. Evertyhing well organized, on time,..."
    Cuba Plus! 15 days to explore the best of Cuba
  • "Excellent tour would recommend it, but not for everyone, need to be open minded."
    Best of Cuba Westbound
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial