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Winter Tours & Vacation Packages Cuba

Winter Tours & Vacation Packages Cuba

Searching for tours in Cuba during Winter 2020? Look no further, as our tours of Cuba will walk you through exceptional destinations such as Baracoa and Bayamo. Taste the adventure and discover new cultures

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36 Cuba holiday packages in December, January and February

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  • Best of Western Cuba + Beach Extension

    10 day discovery tour through Havana, Vinales, Trinidad, Santa Clara, Jibacoa in Cuba

    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales, Trinidad, Santa Clara, Jibacoa+3 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 85 year olds
    accommodation
    Hotel, Home-stay
    Travel style
    Beach, Coach / Bus, Christmas & New Year+1 more
    operator
    Explore!
    Duration
    10 days
    Price per day
    $150
    From
    US$1,496
    You save: $31
    19 Dec 2020
    10+ spaces left
    26 Dec 2020
    10+ spaces left
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    More information
  • 6 Day Western Cuba

    "The tour was really fab - it was great to have the opportunity to travel around the..."
    Just $99 now
    destinations
    Havana, Las Terrazas, Soroa, Vinales+2 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Country Region
    Western Cuba, Cuba for US Citizens+1 more
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    Cuban Adventures
    Duration
    6 days
    Price per day
    $42
    From
    US$253
    • +$200 local payments
    4 Dec 2020
    10+ spaces left
    11 Dec 2020
    10+ spaces left
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    More information
  • Western Cuba

    "We were not met at the airport and could have missed the tour. I found a number and..."
    Instant Booking
    Just $99 now
    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
    -24%
    Duration
    7 days
    Price per day
    $115
    From
    $1,065
    US$808
    You save: $257
    6 Dec 2020
    10+ spaces left
    13 Dec 2020
    10+ spaces left
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  • Cuba Travel Guide
    Cuba Travel Guide

    Prepare for an adventure in this stunning destination with our travel guide.

  • The Best of Western Cuba

    8 day discovery tour through Havana, Vinales, Playa Giron and 4 other destinations in Cuba

    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales, Playa Giron, Trinidad, Manaca Iznaga, Topes de Collantes, Santa Clara+5 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 85 year olds
    accommodation
    Home-stay
    transport
    Coach / Bus
    Travel style
    Coach / Bus, Christmas & New Year+1 more
    operator
    Explore!
    Duration
    8 days
    Price per day
    $140
    From
    US$1,124
    You save: $23
    19 Dec 2020
    10+ spaces left
    26 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cuba on a shoestring

    "Very lucky to have had a fabulous group on this tour. The itinerary was great and..."
    Instant Booking
    Just $99 now
    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
    -19%
    Duration
    8 days
    Price per day
    $95
    From
    $930
    US$757
    You save: $173
    5 Dec 2020
    10+ spaces left
    8 Dec 2020
    10+ spaces left
    View tour
    More information
  • Original Cuba - 8 Days

    185 reviews
    AWARD WINNER
    "I don't really know what to say about our trip to Cuba besides that it was a life..."
    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales, Cienfuegos, Trinidad, Santa Clara+3 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Country Region
    Central Cuba, Cuba for US Citizens+1 more
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    Cuban Adventures
    Duration
    8 days
    Price per day
    $51
    From
    US$408
    • +$200 local payments
    3 Dec 2020
    10+ spaces left
    10 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms

    "Cuba is a unique country and this tour gave a great introduction/overview to many..."
    Instant Booking
    Just $99 now
    destinations
    Havana, Santa Clara, Trinidad, Vinales, Cayo Levisa, Las Terrazas+4 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 39 year olds
    accommodation
    Home-stay
    transport
    Boat, Private Vehicle
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    G Adventures
    -15%
    Duration
    8 days
    Price per day
    $83
    From
    $784
    US$666
    Sign up to save $134
    3 Dec 2020
    10+ spaces left
    6 Dec 2020
    10+ spaces left
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  • Cuba Highlights

    13 day in-depth cultural tour through Havana, Santiago de Cuba, Camaguey and 8 other destinations in Cuba

    Instant Booking
    Just $99 now
    destinations
    Havana, Santiago de Cuba, Camaguey, Ciego de Avila, Trinidad, Topes de Collantes, Santa Clara, Cienfuegos, Playa Giron, Playa Larga, Vinales+10 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Private Vehicle, Plane
    operator
    Peregrine Adventures
    -8%
    Duration
    13 days
    Price per day
    $257
    From
    $3,643
    US$3,341
    You save: $302
    5 Dec 2020
    10+ spaces left
    23 Jan 2021
    10+ spaces left
    View tour
    More information
  • Essential Cuba

    "Our Cuba trip was fantastic, the tour leader Will was so knowledgeable and passionate...."
    Instant Booking
    Just $99 now
    destinations
    Havana, Soroa, Vinales, Trinidad, Cienfuegos+3 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Private Vehicle
    Travel style
    Coach / Bus, Christmas & New Year+1 more
    operator
    Peregrine Adventures
    -14%
    Duration
    9 days
    Price per day
    $209
    From
    $2,184
    US$1,878
    You save: $306
    12 Dec 2020
    10+ spaces left
    19 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cuba Explorer

    "As a seasoned traveller I have to say I was left a bit wanting. It didn't seem to..."
    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales, Santa Clara, Trinidad+2 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 99 year olds
    accommodation
    Home-stay
    transport
    Private Vehicle
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    G Adventures
    -15%
    Duration
    9 days
    Price per day
    $135
    From
    $1,434
    US$1,219
    Sign up to save $246
    6 Dec 2020
    10+ spaces left
    18 Dec 2020
    10+ spaces left
    View tour
    More information
  • Learn Spanish, Dance & Culture - Cuba 14 Days

    "Jakera Cuba provided a clean, helpful, happy and healthy home away from home. The..."
    Instant Booking
    Just $99 now
    destinations
    Havana
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Hostel
    Country Region
    Western Cuba, Cuba for US Citizens+1 more
    operator
    Bucanero Adventure
    Duration
    14 days
    Price per day
    $56
    From
    US$789
    You save: $24
    6 Dec 2020
    10 spaces left
    20 Dec 2020
    10 spaces left
    View tour
    More information
  • Cuba Colonial

    "Nadya our CEO was the best!!Always willing to help in anything!Ten +++ for her....."
    Instant Booking
    Just $99 now
    destinations
    Havana, Santa Clara, Trinidad, Camaguey, Santiago de Cuba, Baracoa+4 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 99 year olds
    accommodation
    Hotel, Home-stay
    transport
    Private Vehicle
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    G Adventures
    -15%
    Duration
    15 days
    Price per day
    $108
    From
    $1,904
    US$1,619
    Sign up to save $326
    5 Dec 2020
    10+ spaces left
    12 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cuba Explorer

    "Well organised, great mix of organised activities and free time"
    Instant Booking
    Just $99 now
    destinations
    Havana, Santiago de Cuba, Camaguey, Trinidad, Playa Ancon, Santa Clara+5 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Country Region
    Central Cuba
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -14%
    Duration
    10 days
    Price per day
    $129
    From
    $1,496
    US$1,293
    You save: $203
    3 Dec 2020
    10+ spaces left
    17 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cycle Cuba: West

    "My first ever tour so not much to compare it too but thought It was a really well..."
    Instant Booking
    Just $99 now
    destinations
    Havana, Soroa, Las Terrazas, Vinales, Cayo Juti­as, Consolacion del Sur+4 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    Country Region
    Western Cuba
    Travel style
    Adventure
    operator
    Intrepid Travel
    -37%
    Duration
    7 days
    Price per day
    $120
    From
    $1,323
    US$838
    You save: $485
    14 Dec 2020
    10+ spaces left
    28 Dec 2020
    10+ spaces left
    View tour
    More information
  • Cuba Family Holiday

    11 day family tour through Havana, Vinales, Playa Larga, Cienfuegos, Trinidad in Cuba

    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales, Playa Larga, Cienfuegos, Trinidad+3 more
    starts/ ends in
    Havana / Havana
    age range
    5 to 99 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Mini-coach
    Travel style
    Adventure, Discovery, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -24%
    Duration
    11 days
    Price per day
    $112
    From
    $1,631
    US$1,237
    You save: $394
    19 Dec 2020
    10+ spaces left
    27 Dec 2020
    10+ spaces left
    View tour
    More information
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Cuba Winter Holiday & Vacation Packages Reviews

  • "One of the most engaging and fun holidays I have been on."
    6 Day Western Cuba
  • "This was the most amazing tour/ holiday i have ever been on. The people were so friendly..."
    Western Cuba
  • "Cuba on a Shoestring - The tour was generally great and was all I expected and more...."
    Cuba on a shoestring
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    Original Cuba - 8 Days
  • "By far the best holidays I've ever had. Cuba is beautiful, musical, and addictive!..."
    Cuban Rhythms
  • "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    Essential Cuba