BEST SELECTION & PRICESBEST SELECTIONBEST PRICESONLY $99 DEPOSIT
Caribbean in October 2020 Tours & Trips

Caribbean in October 2020 Tours & Trips

  • Unlock your extra savings
  • 24/7 expert travel advice
  • Personal tour recommendations

Hot Summer Sale

We're offering big savings on some of our favourite destinations to help you enjoy the sunshine.

ends on 28 Jun 2019
up to
$600
off

By clicking "Unlock Now" you accept our Terms & Conditions

Terms & Conditions

The Hot Summer Sale starts on Friday 21st of June 2019 at 8:00AM in Auckland NZST and ends on Friday 28th of June 2019 at 11:59PM in San Francisco PDT. Unlock this saving with your personal email address and full name. Once unlocked, the saving will be applied automatically to all applicable tour listings and your booking upon check-out. All tours from Adventures Abroad, AmaWaterways, Butterfield & Robinson, Cuban Adventures, Custom Walks, Dragoman, Europamundo, Grasshopper Adventures, Guide to Iceland, Hiking New Zealand, Monkey Adventures, Oasis Overland, Oku Japan, Red Cat Adventures, SpiceRoads Cycling, Stray Asia, Stray Travel, Sunway Safaris, Wilderness Ireland, Wilderness Scotland and Tucan Travel are excluded from this extra discounted offer. Moreover, bookings made in USD or CAD for tours operated by Cosmos, Globus and Monograms, as well as tours booked in USD operated by Contiki, Trafalgar, Insight Vacations, Luxury Gold, U River Cruises and Uniworld, tours booked in NZD and EUR operated by Collette, tours booked in AUD, GBP, EUR and NZD operated by Intrepid, Geckos and Peregrine and tours booked in GBP operated by Travel Talk and The Dragon Trip are excluded from this discounted offer. Current sale pricing, promotional codes and other special offers cannot be applied toward prior purchases. Discounts can be applied on top of participating Operators discounts, but cannot be combined with any existing TourRadar discounts (Friends with Benefits, Traveller's Credits, other TourRadar Promo codes). Refunds on item(s) purchased during a sale will be calculated based on the total basket value of the item(s) kept and any discount associated with the revised total amount. TourRadar reserves the right to terminate the advertised sale without notice. For full terms and conditions, please see here.

  • Unlock your extra savings
  • 24/7 expert travel advice
  • Personal tour recommendations
Unlock up to $600 off Hot Summer Sale Unlock up to $600 in extra savings
ends on 28 Jun 2019

44 October 2020 trips through Caribbean

Sort: Popularity
Filters
Sort by
Sort by
  • Best of Cuba

    "This was my first tour with Intrepid but I have previously only ever heard good things..."
    Instant Booking
    Just $99 deposit
    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
    -30%
    Duration
    15 days
    Price per day
    $97
    From
    $2,091
    US$1,460
    You save: $631
    4 Oct 2020
    10+ spaces left
    11 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cycle Cuba!

    15 day bicycle tour through Havana, Soroa, Las Terrazas and 7 other destinations in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Soroa, Las Terrazas, San Diego de los Banos, Vinales, Cayo Levisa, Cienfuegos, Trinidad, Topes de Collantes, Santa Clara+8 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 85 year olds
    operator
    Explore!
    Duration
    15 days
    Price per day
    $171
    From
    US$2,563
    You save: $107
    24 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms

    "Excellent tour experience"
    Instant Booking
    Just $99 deposit
    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
    -18%
    Duration
    8 days
    Price per day
    $92
    From
    $899
    US$733
    You save: $165
    4 Oct 2020
    10+ spaces left
    11 Oct 2020
    10+ spaces left
    View tour
    More information
  • Book your tour with only $99 deposit!

    With $99 deposit per person you can book your space on the tour and not worry about paying everything at once.

  • Original Cuba - 8 Days

    4.5/5
    181 reviews
    AWARD WINNER
    "Absolutely recommend. Ideal way to see the real Cuba . An ethical efficient and reliable..."
    Instant Booking
    Just $99 deposit
    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
    1 Oct 2020
    10+ spaces left
    8 Oct 2020
    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
    Just $99 deposit
    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
    Duration
    13 days
    Price per day
    $299
    From
    US$3,883
    You save: $162
    10 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cuba Libre!

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

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Vinales, Santa Clara, Sancti Spiritus, Camaguey, Bayamo, Santiago de Cuba, Playa Santa Lucia, Trinidad, Topes de Collantes, Cienfuegos, Playa Giron+10 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 85 year olds
    accommodation
    Hotel, Camping
    transport
    Coach / Bus
    Travel style
    Adventure, Sightseeing, In-depth Cultural+1 more
    operator
    Explore!
    Duration
    15 days
    Price per day
    $148
    From
    US$2,227
    You save: $93
    10 Oct 2020
    10+ spaces left
    24 Oct 2020
    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
    Just $99 deposit
    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
    $248
    From
    $2,585
    US$2,234
    You save: $351
    10 Oct 2020
    10+ spaces left
    24 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cuba Colonial

    "Absolutely amazing!!! Our tour guide and driver were brilliant, I unfortunately was..."
    Instant Booking
    Just $99 deposit
    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
    -23%
    Duration
    15 days
    Price per day
    $107
    From
    $2,099
    US$1,612
    You save: $487
    17 Oct 2020
    10+ spaces left
    24 Oct 2020
    10+ spaces left
    View tour
    More information
  • Beautiful Cuba

    "Amazing and fantastic tour. The people are sooo proud of their country even tho it..."
    Instant Booking
    Just $99 deposit
    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
    -25%
    Duration
    8 days
    Price per day
    $156
    From
    $1,658
    US$1,244
    You save: $414
    3 Oct 2020
    10+ spaces left
    7 Oct 2020
    10+ spaces left
    View tour
    More information
  • 15 Day Original

    "Cuban Adventures had the perfect tour for me, a U.S. teacher of Spanish (and French)...."
    Just $99 deposit
    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
    2 Oct 2020
    10+ spaces left
    9 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cuba – Preserving Nature’s Wonders

    8 day volunteer/community tour through Havana, Las Terrazas, Vinales, Cayo Levisa in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Las Terrazas, Vinales, Cayo Levisa+2 more
    starts/ ends in
    Havana / Havana
    age range
    16 to 99 year olds
    accommodation
    Apartment
    transport
    Private Vehicle
    Country Region
    Western Cuba, Cuba for US Citizens+1 more
    Travel style
    Wildlife, Christmas & New Year+1 more
    operator
    Discover Corps
    Duration
    8 days
    Price per day
    $359
    From
    US$2,875
    You save: $120
    3 Oct 2020
    10+ spaces left
    View tour
    More information
  • Cuba – Building Bridges

    8 day volunteer/community tour through Havana, Trinidad, Cienfuegos in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Trinidad, Cienfuegos+1 more
    starts/ ends in
    Havana / Havana
    age range
    16 to 99 year olds
    accommodation
    Apartment
    transport
    Private Vehicle
    Country Region
    Central Cuba, Cuba for US Citizens+1 more
    Travel style
    Local Living, Discovery, Christmas & New Year+1 more
    operator
    Discover Corps
    Duration
    8 days
    Price per day
    $311
    From
    US$2,491
    You save: $104
    11 Oct 2020
    10+ spaces left
    View tour
    More information
  • Western Cuba

    "Had an amazing time, saw an amazing place and met some amazing people!!! Natalia..."
    Instant Booking
    Just $99 deposit
    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
    -25%
    Duration
    7 days
    Price per day
    $116
    From
    $1,083
    US$813
    You save: $270
    4 Oct 2020
    10+ spaces left
    25 Oct 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 deposit
    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
    -25%
    Duration
    8 days
    Price per day
    $89
    From
    $946
    US$710
    You save: $236
    10 Oct 2020
    10+ spaces left
    17 Oct 2020
    10+ spaces left
    View tour
    More information
  • Central Cuba

    9 day bicycle tour through Havana, Playa Larga, Playa Giron, Cienfuegos, Trinidad in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Playa Larga, Playa Giron, Cienfuegos, Trinidad+3 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 80 year olds
    accommodation
    Guesthouse
    transport
    Bicycle, Mini-coach
    Travel style
    Local Living, Discovery, Historical+1 more
    operator
    Cubyke
    Duration
    9 days
    Price per day
    $235
    From
    US$2,119
    You save: $88
    19 Oct 2020
    10+ spaces left
    View tour
    More information

Haven't found your dream tour yet?

We’re here to help! Try using the filters to narrow down your search, check out the deals or get help from our travel experts.

Load more

Caribbean in October 2020 Tours & Trips Reviews

  • "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
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    Original Cuba - 8 Days
  • "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    Essential Cuba
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial
  • "Amazing and fantastic tour. The people are sooo proud of their country even tho it..."
    Beautiful Cuba