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Caribbean in September 2020 Tours & Trips
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26 September 2020 trips through Caribbean

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  • Dominican Republic – Heart & Soul of the Caribbean

    "Accommodations are quite rustic and a bit loud as you are staying right next to a..."
    Instant Booking
    Just $99 now
    destinations
    Playa Las Canas
    starts/ ends in
    Playa Las Canas / Playa Las Canas
    age range
    16 to 75 year olds
    accommodation
    Lodge
    transport
    Private Vehicle
    operator
    Discover Corps
    Duration
    8 days
    Price per day
    $303
    From
    US$2,420
    You save: $75
    19 Sep 2020
    10+ spaces left
    View tour
    More information
  • Best of Cuba

    "The places visited were interesting and completed the overview of Cuba and its history...."
    Instant Booking
    Just $99 now
    destinations
    Havana, Cienfuegos, Trinidad, Camaguey, Santiago de Cuba, Baracoa+4 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
    -29%
    Duration
    15 days
    Price per day
    $97
    From
    $2,066
    US$1,459
    You save: $607
    6 Sep 2020
    10+ spaces left
    13 Sep 2020
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms

    "Our Jorge Luis was a knowledgeable, easy going and calm guide. He made our experience..."
    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
    $84
    From
    $787
    US$669
    Sign up to save $135
    6 Sep 2020
    10+ spaces left
    20 Sep 2020
    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
    $208
    From
    $2,176
    US$1,870
    You save: $306
    19 Sep 2020
    10+ spaces left
    View tour
    More information
  • 15 Day Original

    "Our guide Camillo was excellent and was passionate about his country. We had lots..."
    Just $99 now
    destinations
    Havana, Cienfuegos, Santa Clara, Trinidad, Camaguey, Santiago de Cuba, Baracoa+5 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    Cuban Adventures
    Duration
    15 days
    Price per day
    $60
    From
    US$902
    • +$250 local payments
    4 Sep 2020
    10+ spaces left
    11 Sep 2020
    10+ spaces left
    View tour
    More information
  • Cuba Colonial

    "The trip was good, but not special. It had some really nice parts, some good activities,..."
    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
    $1,913
    US$1,626
    Sign up to save $328
    26 Sep 2020
    10+ spaces left
    View tour
    More information
  • Learn Spanish, Dance & Culture - Cuba 14 Days

    "My top on Jakera was profoundly wonderful. The people I met working at Jakera working..."
    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
    $57
    From
    US$792
    You save: $24
    6 Sep 2020
    10 spaces left
    20 Sep 2020
    10 spaces left
    View tour
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  • Learn Spanish, Dance & Culture - Cuba 28 days

    "I had a brilliant experience in Cuba. Everyone involved could nit of been more helpful..."
    Instant Booking
    Just $99 now
    destinations
    Havana, Vinales
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Hostel, Guesthouse
    transport
    Local Transport
    Country Region
    Vinales, Western Cuba, Cuba for US Citizens+1 more
    Travel style
    In-depth Cultural, Christmas & New Year+1 more
    operator
    Bucanero Adventure
    Duration
    28 days
    Price per day
    $55
    From
    US$1,551
    You save: $48
    6 Sep 2020
    10 spaces left
    20 Sep 2020
    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
    Just $99 now
    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
    -13%
    Duration
    8 days
    Price per day
    $178
    From
    $1,638
    US$1,421
    You save: $217
    2 Sep 2020
    10+ spaces left
    5 Sep 2020
    9 spaces left
    View tour
    More information
  • Original Cuba - 8 Days

    184 reviews
    AWARD WINNER
    "Great value for money."
    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
    $54
    From
    US$431
    • +$200 local payments
    3 Sep 2020
    10+ spaces left
    10 Sep 2020
    10+ spaces left
    View tour
    More information
  • Cuba Explorer

    "Great group to travel with, interesting guide and Cuba was all I expected."
    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
    $136
    From
    $1,440
    US$1,224
    Sign up to save $247
    6 Sep 2020
    10+ 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
    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
    -24%
    Duration
    8 days
    Price per day
    $89
    From
    $935
    US$711
    You save: $224
    5 Sep 2020
    10+ spaces left
    19 Sep 2020
    10+ spaces left
    View tour
    More information
  • One Week in Cuba

    "This was a really laid back, easy trip that covered so many hidden treasures in Cuba...."
    Instant Booking
    Just $99 now
    destinations
    Havana, Santa Clara, Trinidad, Vinales+2 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 29 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Travel style
    Historical, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -24%
    Duration
    8 days
    Price per day
    $84
    From
    $890
    US$676
    You save: $214
    8 Sep 2020
    10+ spaces left
    15 Sep 2020
    10+ spaces left
    View tour
    More information
  • Cycle Cuba

    14 day bicycle tour through Havana, Soroa, Las Terrazas and 6 other destinations in Cuba

    Instant Booking
    Just $99 now
    destinations
    Havana, Soroa, Las Terrazas, Vinales, Cayo Jutias, Cienfuegos, Trinidad, Santa Clara, Varadero+7 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 99 year olds
    accommodation
    Guesthouse
    transport
    Coach / Bus, Bicycle
    Travel style
    Discovery, Christmas & New Year+1 more
    operator
    Intrepid Travel
    Duration
    14 days
    Price per day
    $156
    From
    US$2,185
    You save: $56
    14 Sep 2020
    10+ 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
    Just $99 now
    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
    -29%
    Duration
    15 days
    Price per day
    $97
    From
    $2,066
    US$1,459
    You save: $607
    24 Sep 2020
    10+ spaces left
    View tour
    More information
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Caribbean in September 2020 Tours & Trips Reviews

  • "Accommodations are quite rustic and a bit loud as you are staying right next to a..."
    Dominican Republic – Heart & Soul of the Caribbean
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Best of Cuba
  • "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
  • "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!..."
    15 Day Original
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial