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

Caribbean in May 2020 Tours & Trips

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

Easter Sale

We've teamed up with the Easter Bunny himself to find the very best treats this year: big savings on some of our best tours!

ends on 24 Apr 2019
up to
$600
off

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

Terms & Conditions

The Easter Sale starts on Friday 19th of April 2019 at 9:00AM in Brisbane AEST and ends on Wednesday 24th of April 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 AmaWaterways, Butterfield & Robinson, Cuban Adventures, Custom Walks, Dragoman, Europamundo, 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 GBP operated by Travel Talk and The Dragon Trip, tours booked in USD operated by Contiki, Trafalgar, Insight Vacations, Luxury Gold, U by Uniworld & Uniworld, tours booked in NZD and EUR operated by Collette and tours booked in AUD, GBP, EUR and NZD operated by Intrepid, Geckos and Peregrine 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 Easter Sale Unlock up to $600 in extra savings
ends on 24 Apr 2019

57 May 2020 trips through Caribbean

Sort: Popularity
Filters
Sort by
Sort by
  • 8 Day Original

    168 reviews
    AWARD WINNER
    "One of those times when everything came together perfectly. Our guide deserves a..."
    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
    7 May 2020
    10+ spaces left
    14 May 2020
    10+ spaces left
    View tour
    More information
  • Western Cuba

    "I had a wonderful time with my Intrepid group on the Western Cuba tour. Our guide..."
    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
    -31%
    Duration
    7 days
    Price per day
    $105
    From
    $1,068
    US$736
    You save $332
    7 May 2020
    10+ spaces left
    10 May 2020
    10+ spaces left
    View tour
    More information
  • Essential Cuba

    "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    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
    2 May 2020
    10+ spaces left
    9 May 2020
    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
    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
    -23%
    Duration
    8 days
    Price per day
    $82
    From
    $849
    US$652
    You save $197
    3 May 2020
    10+ spaces left
    7 May 2020
    10+ spaces left
    View tour
    More information
  • Explore Cuba. Live like a local in 15 days

    "Hi, we loved our tour, we had get support due to our flights being delayed. Micuba..."
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Vinales, Cienfuegos, Santa Clara, Sancti Spiritus, Trinidad, Varadero+5 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Home-stay, Guesthouse
    transport
    Coach / Bus, Local Transport, Private Vehicle, Mini-coach+3 more
    Country Region
    Cuba for US Citizens
    Travel style
    Local Living, In-depth Cultural, Christmas & New Year+2 more
    operator
    MiCuba
    -10%
    Duration
    15 days
    Price per day
    $65
    From
    $1,080
    US$974
    You save $105
    1 May 2020
    10 spaces left
    2 May 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
    2 May 2020
    10+ spaces left
    9 May 2020
    10+ spaces left
    View tour
    More information
  • Best of Cuba in 10 days

    "It was amazing, great island, great people and the organization was the best! Would..."
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Trinidad, Varadero+1 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Home-stay, Guesthouse
    transport
    Coach / Bus, Bicycle, Private Vehicle, Mini-coach+2 more
    Country Region
    Cuba for US Citizens
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    MiCuba
    -10%
    Duration
    10 days
    Price per day
    $67
    From
    $743
    US$671
    You save $73
    1 May 2020
    10 spaces left
    2 May 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
    Travel style
    Christmas & New Year
    operator
    Peregrine Adventures
    -14%
    Duration
    13 days
    Price per day
    $264
    From
    $3,965
    US$3,426
    You save $539
    23 May 2020
    10+ spaces left
    View tour
    More information
  • Active Cuba

    "I had the pleasure to take part of the Active Cuba tour and it was excellent. The..."
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Vinales, Playa Larga, Playa Giron, Trinidad, Escambray, Santa Clara+5 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Camping, Guesthouse
    transport
    Jeep & 4WD, Local Transport, Mini-coach+2 more
    physical rating
    Active
    Travel style
    Beach, Multi-sport, Diving
    operator
    Cuban Adventures
    Duration
    10 days
    Price per day
    $49
    From
    US$490
    • +$250 local payments
    19 May 2020
    10+ spaces left
    View tour
    More information
  • Best of Cuba

    "We took the 15 day,beginning May 5th 2016, "Best of Cuba" Tour, and had Yanet Cabrera..."
    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
    -26%
    Duration
    15 days
    Price per day
    $101
    From
    $2,064
    US$1,518
    You save $546
    3 May 2020
    10+ spaces left
    10 May 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
    -27%
    Duration
    8 days
    Price per day
    $85
    From
    $933
    US$681
    You save $252
    2 May 2020
    10+ spaces left
    9 May 2020
    10+ spaces left
    View tour
    More information
  • Cuba Explorer

    "Well organised, great mix of organised activities and free time"
    Instant Booking
    Just $99 deposit
    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
    -26%
    Duration
    10 days
    Price per day
    $111
    From
    $1,501
    US$1,114
    You save $387
    7 May 2020
    10+ spaces left
    28 May 2020
    10+ spaces left
    View tour
    More information
  • 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 deposit
    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
    $299
    From
    US$2,395
    You save $100
    23 May 2020
    10+ spaces left
    View tour
    More information
  • Best of Western Cuba + Beach Extension

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

    Instant Booking
    Just $99 deposit
    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
    $163
    From
    US$1,632
    You save $68
    23 May 2020
    10+ spaces left
    View tour
    More information
  • Classic Cuba

    15 day discovery tour through Havana, Vinales, Trinidad and 7 other destinations in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Vinales, Trinidad, Camaguey, Bayamo, Santiago de Cuba, Sancti Spiritus, Cayo Ensenachos, Santa Clara, Las Terrazas+8 more
    starts/ ends in
    Havana / Havana
    age range
    14 to 85 year olds
    Travel style
    Coach / Bus, In-depth Cultural+1 more
    operator
    Explore!
    Duration
    15 days
    Price per day
    $164
    From
    US$2,458
    You save $102
    2 May 2020
    10+ spaces left
    View tour
    More information
Load more

Caribbean in May 2020 Tours & Trips Reviews

  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    8 Day Original
  • "This was the most amazing tour/ holiday i have ever been on. The people were so friendly..."
    Western Cuba
  • "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    Essential Cuba
  • "By far the best holidays I've ever had. Cuba is beautiful, musical, and addictive!..."
    Cuban Rhythms
  • "We had a wonderful time in Cuba on our family holiday. Maayke helped us organize..."
    Explore Cuba. Live like a local in 15 days
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial