BEST SELECTION & PRICESBEST SELECTIONBEST PRICESTRUSTED PAYMENTS
Caribbean in October 2019 Tours & Trips
Up to 75% off - across the globe!
ends on 24 Jan 2019
122 October 2019 trips through Caribbean
Sort: Popularity
Filters
Black Friday SaleBlack Friday SaleBlack Friday Sale

122 October 2019 trips through Caribbean

Sort by
Sort by
  • Cuba in Depth 13 Days (9 destinations)

    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
    $792
    From
    US$10,300
    You save $429
    8 Oct 2019
    10 spaces left
    View tour
    More information
  • 15 Day Original

    "The 15 day original tour was great! It hits all the main places you want to go to..."
    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
    4 Oct 2019
    10+ spaces left
    11 Oct 2019
    10+ spaces left
    View tour
    More information
  • 8 Day Cuba Group Tour - Lively Cuba

    "I've done a lot of travel throughout the world but this was my 1st time travelling..."
    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
    $75
    From
    $710
    US$603
    You save $107
    6 Oct 2019
    6 spaces left
    13 Oct 2019
    6 spaces left
    View tour
    More information
  • 10 Day Cuba Group Tour - Vivacious Cuba

    "We loved the tour! It made it so easy to see all the cool places to visit!"
    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
    6 Oct 2019
    8 spaces left
    13 Oct 2019
    8 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
    6 Oct 2019
    10+ spaces left
    13 Oct 2019
    10+ spaces left
    View tour
    More information
  • 8 Day Original

    138 reviews
    AWARD WINNER
    "This was a great tour! Our guide was great! So smart and knowledgeable of all history,..."
    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
    3 Oct 2019
    10+ spaces left
    10 Oct 2019
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms

    "Really great tour, would recommend to anyone who wanted to see a lot of Cuba in a..."
    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
    6 Oct 2019
    10+ spaces left
    13 Oct 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
    19 Oct 2019
    10+ spaces left
    26 Oct 2019
    10+ spaces left
    View tour
    More information
  • Cuba in Depth 13 Days (10 destinations)

    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
  • Beautiful Cuba

    "I’d been to Cuba twice before this tour and did the all-inclusive thing. Going..."
    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
    2 Oct 2019
    10+ spaces left
    5 Oct 2019
    10+ spaces left
    View tour
    More information
  • 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
    Duration
    10 days
    Price per day
    $149
    From
    US$1,488
    You save $30
    17 Oct 2019
    10+ spaces left
    24 Oct 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
    -29%
    Duration
    15 days
    Price per day
    $111
    From
    $2,336
    US$1,663
    You save $673
    10 Oct 2019
    10+ spaces left
    24 Oct 2019
    10+ spaces left
    View tour
    More information
  • Cuba Highlights

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

    Instant Booking
    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
    Coach / Bus, Private Vehicle, Plane+2 more
    Travel style
    Christmas & New Year
    operator
    Peregrine Adventures
    -14%
    Duration
    13 days
    Price per day
    $286
    From
    $4,310
    US$3,724
    You save $586
    12 Oct 2019
    9 spaces left
    View tour
    More information
  • Cuba Family Holiday

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

    Instant Booking
    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
    Coach / Bus, Mini-coach
    Travel style
    Adventure, Discovery
    operator
    Intrepid Travel
    Duration
    11 days
    Price per day
    $147
    From
    US$1,621
    You save $33
    20 Oct 2019
    10+ spaces left
    View tour
    More information
  • Discover Cuba - 15 days

    15 day discovery tour through Havana, Vinales, Cienfuegos and 9 other destinations in Cuba

    destinations
    Havana, Vinales, Cienfuegos, Trinidad, Parque Natural El Cubano, Camaguey, Bayamo, Sierra Maestra NP, Santiago de Cuba, Baracoa, Parque Nacional Alejandro de Humboldt, Guardalavaca+10 more
    starts/ ends in
    Havana / Guardalavaca
    age range
    16 to 80 year olds
    operator
    On The Go Tours
    Duration
    15 days
    Price per day
    $179
    From
    US$2,683
    You save $112
    28 Oct 2019
    10 spaces left
    View tour
    More information
Load more

Caribbean in October 2019 Tours & Trips Reviews

  • "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!..."
    15 Day Original
  • "Our tour gave us a feel for Cuba which I don't think that we would have got on our..."
    8 Day Cuba Group Tour - Lively Cuba
  • "A great way to see Cuba, loved staying in Casas, the perfect way to get the real..."
    10 Day Cuba Group Tour - Vivacious Cuba
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Best of Cuba
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    8 Day Original
  • "By far the best holidays I've ever had. Cuba is beautiful, musical, and addictive!..."
    Cuban Rhythms