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Caribbean Tours in Fall / Autumn 2019

Caribbean Tours in Fall / Autumn 2019

Searching for tours in Caribbean during Fall / Autumn 2019? Look no further, as our tours of Caribbean will walk you through exceptional destinations such as Cuba and Dominican Republic. Taste the adventure and discover new cultures

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ends on 24 Jan 2019
138 trips in Caribbean in September, October and November
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138 trips in Caribbean in September, October and November

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  • Cuba Explorer

    "Well organised, great mix of organised activities and free time"
    Instant Booking
    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, Sleeper Bus
    transport
    Private Vehicle, Plane
    Country Region
    Central Cuba
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -22%
    Duration
    10 days
    Price per day
    $119
    From
    $1,518
    US$1,190
    You save $328
    5 Sep 2019
    10+ spaces left
    19 Sep 2019
    10+ spaces left
    View tour
    More information
  • Cuba in Depth 13 Days

    13 day discovery tour through Nassau, Long Island, Mayaguana and 7 other destinations in 3 different countries

    destinations
    Bahamas, Jamaica, Cuba+1 more
    starts/ ends in
    Nassau / Havana
    age range
    12 to 99 year olds
    accommodation
    Guesthouse, Hut
    Ship
    Scenic Eclipse
    Travel style
    Ocean Cruise
    operator
    Scenic Luxury Cruises & Tours
    Duration
    13 days
    Price per day
    $745
    From
    US$9,691
    You save $404
    8 Oct 2019
    10 spaces left
    View tour
    More information
  • Cuban Rhythms

    "Loved it. Exactly what I expected which is to not expect anything and to take and..."
    Instant Booking
    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
    Hotel, Home-stay
    transport
    Boat, Private Vehicle
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    G Adventures
    -18%
    Duration
    8 days
    Price per day
    $97
    From
    $949
    US$775
    You save $175
    1 Sep 2019
    10+ spaces left
    15 Sep 2019
    10+ spaces left
    View tour
    More information
  • Essential Cuba

    "We really enjoyed our trip of Cuba and our fellow travellers were great fun."
    Instant Booking
    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
    $297
    From
    $3,095
    US$2,674
    You save $421
    21 Sep 2019
    10+ spaces left
    12 Oct 2019
    10 spaces left
    View tour
    More information
  • 8 Day Original

    138 reviews
    AWARD WINNER
    "The tour was great meeting our expectations and more. We stayed in homestays and..."
    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
    $53
    From
    US$425
    • +$200 local payments
    5 Sep 2019
    10+ spaces left
    12 Sep 2019
    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
    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
    -22%
    Duration
    15 days
    Price per day
    $109
    From
    $2,086
    US$1,636
    You save $451
    12 Sep 2019
    10+ spaces left
    26 Sep 2019
    10+ spaces left
    View tour
    More information
  • Cuba Colonial

    "I did the Cuba Colonial tour in May, 2016 and it was above and beyond what I expected...."
    Instant Booking
    destinations
    Havana, Santa Clara, Trinidad, Camaguey, Santiago de Cuba, Baracoa+4 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    accommodation
    Hotel, Home-stay
    transport
    Private Vehicle, Plane
    Travel style
    Adventure, Christmas & New Year+1 more
    operator
    G Adventures
    -18%
    Duration
    15 days
    Price per day
    $125
    From
    $2,299
    US$1,876
    You save $423
    7 Sep 2019
    10+ spaces left
    21 Sep 2019
    10+ spaces left
    View tour
    More information
  • 10 Day Cuba Group Tour - Vivacious Cuba

    "Day 8 and 9 could be combined instead of making it two separate days. Transportation..."
    Instant Booking
    destinations
    Havana, Cienaga de Zapata NP, Cienfuegos, Santa Clara, Trinidad, Vinales+5 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 70 year olds
    accommodation
    Home-stay, Guesthouse
    transport
    Private Vehicle
    Country Region
    Cuba for US Citizens
    Travel style
    Christmas & New Year
    operator
    Locally Sourced Cuba Tours
    -15%
    Duration
    10 days
    Price per day
    $71
    From
    $830
    US$705
    You save $125
    1 Sep 2019
    8 spaces left
    8 Sep 2019
    8 spaces left
    View tour
    More information
  • Cuba in Depth 13 Days

    13 day discovery tour through Nassau, Long Island, Mayaguana and 6 other destinations in 3 different countries

    destinations
    Bahamas, Jamaica, Cuba+1 more
    starts/ ends in
    Nassau / Havana
    age range
    12 to 99 year olds
    accommodation
    Guesthouse, Hut
    Ship
    Scenic Eclipse
    Travel style
    Ocean Cruise
    operator
    Scenic Luxury Cruises & Tours
    Duration
    13 days
    Price per day
    $794
    From
    US$10,318
    You save $430
    8 Oct 2019
    10 spaces left
    View tour
    More information
  • 15 Day Original

    "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!..."
    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
    $59
    From
    US$890
    • +$250 local payments
    6 Sep 2019
    10+ spaces left
    13 Sep 2019
    10+ spaces left
    View tour
    More information
  • Best of Cuba

    "Fantastic trip! Spent just the right amount of time in each of the places we visited...."
    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
    -22%
    Duration
    15 days
    Price per day
    $109
    From
    $2,086
    US$1,636
    You save $451
    1 Sep 2019
    10+ spaces left
    15 Sep 2019
    10+ spaces left
    View tour
    More information
  • Classic Cuba Highlights

    "Yaima was very knowledgeable, helpful and personable. She gave a lots of insight..."
    Instant Booking
    destinations
    Havana, Santa Clara, Trinidad, Playa Ancon, Cienfuegos, Vinales+4 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 70 year olds
    accommodation
    Home-stay
    transport
    Private Vehicle
    Country Region
    Central Cuba
    Travel style
    In-depth Cultural
    operator
    Solo Travellers Group Holidays
    -15%
    Duration
    11 days
    Price per day
    $90
    From
    $1,158
    US$988
    You save $170
    11 Nov 2019
    8 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
    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
    -22%
    Duration
    7 days
    Price per day
    $150
    From
    $1,341
    US$1,052
    You save $290
    16 Sep 2019
    10+ spaces left
    14 Oct 2019
    10+ spaces left
    View tour
    More information
  • Hola Cuba - People to People for US citizens

    "This is my very first tour with Intrepid as well as my first time visiting Cuba...."
    Instant Booking
    destinations
    Havana, Las Terrazas, Vinales, Playa Giron, Playa Larga, Cienfuegos, Trinidad, Santa Clara+6 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Country Region
    Cuba for US Citizens
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    Intrepid Travel
    Duration
    9 days
    Price per day
    $299
    From
    US$2,695
    You save $55
    21 Sep 2019
    10+ spaces left
    5 Oct 2019
    10+ spaces left
    View tour
    More information
  • 8 Day Cuba Group Tour - Lively Cuba

    "We had an awesome time. The tour was a great introduction into Cuba, it's history..."
    Instant Booking
    destinations
    Havana, Cienaga de Zapata NP, Cienfuegos, Santa Clara, Trinidad, Vinales+5 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 70 year olds
    accommodation
    Home-stay, Guesthouse
    transport
    Private Vehicle
    Country Region
    Cuba for US Citizens
    Travel style
    Christmas & New Year
    operator
    Locally Sourced Cuba Tours
    -15%
    Duration
    8 days
    Price per day
    $72
    From
    $680
    US$578
    You save $102
    1 Sep 2019
    10 spaces left
    8 Sep 2019
    10 spaces left
    View tour
    More information
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Caribbean Tours and Trips Reviews

  • "Well organised, great mix of organised activities and free time"
    Cuba Explorer
  • "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
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    8 Day Original
  • "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