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Caribbean Deals and Discounts

Caribbean Deals and Discounts

Up to 44% off trips throughout Caribbean. Find 40 Caribbean tours with impressive discounts, saving you up to $980.

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40 Caribbean Special Offers
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40 Caribbean Special Offers

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  • Cuba Sailing Adventure

    "A totally different side to Cuba! What's not to love about waking up on the crystal..."
    Instant Booking
    destinations
    Havana, Cienfuegos, Cayos de Dios, Cayo Largo+2 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin, Guesthouse
    transport
    Coach / Bus, Boat, Local Transport+1 more
    Travel style
    Adventure, Sailboat, In-depth Cultural, Christmas & New Year+2 more
    operator
    Intrepid Travel
    -45%
    Duration
    9 days
    Price per day
    $128
    From
    $2,091
    US$1,153
    You save $938
    2 Feb 2019
    7 spaces left
    9 Feb 2019
    5 spaces left
    View tour
    More information
  • Cuban Highlights

    9 day in-depth cultural tour through Havana, Vinales, Cienfuegos, Trinidad, Santa Clara in Cuba

    destinations
    Havana, Vinales, Cienfuegos, Trinidad, Santa Clara+3 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 65 year olds
    transport
    Private Vehicle
    Country Region
    Central Cuba
    Travel style
    Adventure
    operator
    Tucan Travel
    -37%
    Duration
    9 days
    Price per day
    $127
    From
    $1,819
    US$1,146
    • +$170 local payments
    You save $673
    6 Feb 2019
    7 spaces left
    15 Feb 2019
    7 spaces left
    View tour
    More information
  • 10 Day Havana & Varadero Tour

    "My wife and I loved Cuba! Beaches there are breadth taking. Varadero can easily qualify..."
    destinations
    Havana, Varadero
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hostel, Home-stay, Apartment, Villa+2 more
    transport
    Local Transport, Private Vehicle+1 more
    Country Region
    Western Cuba
    Travel style
    Christmas & New Year
    operator
    Cuba Mania Tour
    -31%
    Duration
    10 days
    Price per day
    $85
    From
    $1,245
    US$855
    You save $391
    26 Jan 2019
    10+ spaces left
    27 Jan 2019
    10+ spaces left
    View tour
    More information
  • Sailing Cuba

    "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Instant Booking
    destinations
    Havana, Cienfuegos, Cayo Largo, Cayo del Rosario+2 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Travel style
    Sailboat, Discovery, Christmas & New Year+1 more
    operator
    G Adventures
    -33%
    Duration
    8 days
    Price per day
    $160
    From
    $1,899
    US$1,276
    You save $623
    26 Jan 2019
    4 spaces left
    2 Feb 2019
    9 spaces left
    View tour
    More information
  • Best of Cuba

    "This was my first tour with Intrepid but I have previously only ever heard good things..."
    Instant Booking
    destinations
    Havana, Cienfuegos, Trinidad, Camaguey, Santiago de Cuba, Baracoa+4 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Coach / Bus, Local Transport, Private Vehicle, Plane+3 more
    Travel style
    Christmas & New Year
    operator
    Intrepid Travel
    -29%
    Duration
    15 days
    Price per day
    $110
    From
    $2,324
    US$1,651
    You save $673
    3 Feb 2019
    6 spaces left
    10 Feb 2019
    4 spaces left
    View tour
    More information
  • Western Cuba

    "This trip is good and gave me good opportunity to see Cuba."
    Instant Booking
    destinations
    Havana, Las Terrazas, Vinales, Soroa+2 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Country Region
    Western Cuba
    Travel style
    Christmas & New Year
    operator
    Intrepid Travel
    -29%
    Duration
    7 days
    Price per day
    $115
    From
    $1,125
    US$803
    You save $322
    3 Feb 2019
    5 spaces left
    21 Feb 2019
    10 spaces left
    View tour
    More information
  • Sailing the British Virgin Islands – Tortola to Tortola

    "Great to see a fantastic place getting itself back to normality without the crowds."
    Instant Booking
    destinations
    Tortola, Norman Island, Virgin Gorda, Jost van Dyke+3 more
    starts/ ends in
    Tortola / Tortola
    age range
    12 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Ocean
    Atlantic
    Travel style
    Sailboat, Discovery, Christmas & New Year+1 more
    operator
    G Adventures
    -28%
    Duration
    7 days
    Price per day
    $175
    From
    $1,699
    US$1,223
    You save $476
    2 Feb 2019
    3 spaces left
    9 Feb 2019
    1 space left
    View tour
    More information
  • Jamaica Encompassed

    8 day discovery tour through Montego Bay, Ocho Rios, Kingston, Treasure Beach, Negril in Jamaica

    Instant Booking
    destinations
    Montego Bay, Ocho Rios, Kingston, Treasure Beach, Negril+4 more
    starts/ ends in
    Montego Bay / Montego Bay
    age range
    12 to 70 year olds
    accommodation
    Hotel, Home-stay, Guesthouse+1 more
    transport
    Private Vehicle
    Travel style
    Christmas & New Year
    operator
    G Adventures
    -28%
    Duration
    8 days
    Price per day
    $171
    From
    $1,899
    US$1,367
    You save $532
    13 Apr 2019
    10 spaces left
    11 May 2019
    10+ spaces left
    View tour
    More information
  • Sailing Cuba - South Coast Explorer

    8 day sailing tour through Havana, Cienfuegos, Guajimico and 3 other destinations in Cuba

    Instant Booking
    destinations
    Havana, Cienfuegos, Guajimico, Trinidad, Playa Ancon, Cayos Machos de Fuera+4 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    transport
    Ship
    Country Region
    Central Cuba
    Travel style
    Sailboat, Discovery
    operator
    G Adventures
    -28%
    Duration
    8 days
    Price per day
    $165
    From
    $1,829
    US$1,317
    You save $512
    16 Feb 2019
    7 spaces left
    16 Mar 2019
    8 spaces left
    View tour
    More information
  • Best of Cuba Westbound

    "Excellent tour would recommend it, but not for everyone, need to be open minded."
    Instant Booking
    destinations
    Havana, Baracoa, Guantanamo, Santiago de Cuba, Camaguey, Trinidad, Playa Ancon, Topes de Collantes, Santa Clara, Cienfuegos, Playa Giron+9 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Local Transport, Private Vehicle, Plane+2 more
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -23%
    Duration
    15 days
    Price per day
    $119
    From
    $2,335
    US$1,788
    You save $547
    7 Feb 2019
    9 spaces left
    14 Feb 2019
    7 spaces left
    View tour
    More information
  • Grand Cuba Westbound

    21 day discovery tour through Havana, Baracoa, Guantanamo and 10 other destinations in Cuba

    Instant Booking
    destinations
    Havana, Baracoa, Guantanamo, Santiago de Cuba, Camaguey, Trinidad, Playa Ancon, Santa Clara, Cienfuegos, Playa Giron, Soroa, Vinales, Cayo Juti­as+11 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Local Transport, Private Vehicle, Plane+2 more
    Travel style
    Christmas & New Year
    operator
    Intrepid Travel
    -23%
    Duration
    21 days
    Price per day
    $115
    From
    $3,147
    US$2,410
    You save $737
    7 Feb 2019
    9 spaces left
    4 Apr 2019
    10 spaces left
    View tour
    More information
  • 10 Day Cuba Beaches Tour

    10 day beach tour through Havana, Varadero in Cuba

    destinations
    Havana, Varadero
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hostel, Home-stay, Guesthouse, Apartment, Villa+3 more
    transport
    Local Transport, Private Vehicle+1 more
    Country Region
    Western Cuba
    Travel style
    Christmas & New Year
    operator
    Cuba Mania Tour
    -22%
    Duration
    10 days
    Price per day
    $98
    From
    $1,250
    US$980
    You save $270
    26 Jan 2019
    10+ spaces left
    27 Jan 2019
    10+ spaces left
    View tour
    More information
  • 10 Day Extended Essential Cuba Tour

    10 day in-depth cultural tour through Havana, Vinales, Trinidad, Cienfuegos, Varadero in Cuba

    destinations
    Havana, Vinales, Trinidad, Cienfuegos, Varadero+3 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hostel, Home-stay, Apartment, Villa+2 more
    transport
    Local Transport, Private Vehicle+1 more
    Travel style
    Christmas & New Year
    operator
    Cuba Mania Tour
    -22%
    Duration
    10 days
    Price per day
    $111
    From
    $1,420
    US$1,113
    You save $307
    26 Jan 2019
    10+ spaces left
    27 Jan 2019
    10+ spaces left
    View tour
    More information
  • Beautiful Cuba

    "We are a married and young at heart over 50's couple, that joined this group in Havana.I..."
    Instant Booking
    destinations
    Havana, Soroa, Vinales, Trinidad, Cienfuegos+3 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Travel style
    Christmas & New Year
    operator
    Intrepid Travel
    -18%
    Duration
    8 days
    Price per day
    $183
    From
    $1,784
    US$1,461
    You save $323
    30 Jan 2019
    3 spaces left
    2 Feb 2019
    3 spaces left
    View tour
    More information
  • Cuba on a shoestring

    "Cuba on a Shoestring - The tour was generally great and was all I expected and more...."
    Instant Booking
    destinations
    Havana, Vinales, Playa Giron, Playa Larga, Cienfuegos, Trinidad, Playa Ancon, Santa Clara+6 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -18%
    Duration
    8 days
    Price per day
    $101
    From
    $983
    US$807
    You save $176
    23 Feb 2019
    8 spaces left
    2 Mar 2019
    6 spaces left
    View tour
    More information
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Caribbean Deals and Discounts Tour Reviews

  • "An incredible experience! Small groups of 8 max on a very comfortable 55ft Yacht...."
    Cuba Sailing Adventure
  • "My wife and I loved Cuba! Beaches there are breadth taking. Varadero can easily qualify..."
    10 Day Havana & Varadero Tour
  • "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Sailing Cuba
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Best of Cuba
  • "This was the most amazing tour/ holiday i have ever been on. The people were so friendly..."
    Western Cuba
  • "Great to see a fantastic place getting itself back to normality without the crowds."
    Sailing the British Virgin Islands – Tortola to Tortola