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Caribbean Tours & Trips

Caribbean Tours & Trips

With white sandy beaches and blue-hued, clear waters it is near impossible to describe just how stunning the Caribbean really is. Islands such as the Bahamas (Nassau), Jamaica, Puerto Rico (San Juan), Aruba and St. Lucia are the most known, but there are so many other hidden gems in the Caribbean Sea.

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ends on 26 Sep 2019

161 Caribbean trips with 786 reviews

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  • Original Cuba - 8 Days

    191 reviews
    AWARD WINNER
    "A great and well-organized tour with a very good focus on the highlights in Cuba...."
    Instant Booking
    Flexible Payments
    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
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    Cuban Adventures
    Duration
    8 days
    Price per day
    $50
    From
    US$396
    • +$200 local payments
    3 Oct 2019
    10+ spaces left
    10 Oct 2019
    5 spaces left
    View tour
    More information
  • Cuban Rhythms

    "Amazing experience! Great tour guide"
    Instant Booking
    Flexible Payments
    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
    -22%
    Duration
    8 days
    Price per day
    $76
    From
    $771
    US$605
    You save: $167
    29 Sep 2019
    2 spaces left
    24 Oct 2019
    3 spaces left
    View tour
    More information
  • Best of Cuba

    "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Instant Booking
    Flexible Payments
    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
    -19%
    Duration
    15 days
    Price per day
    $101
    From
    $1,875
    US$1,514
    You save: $361
    29 Sep 2019
    8 spaces left
    6 Oct 2019
    10 spaces left
    View tour
    More information
  • Cuba Colonial

    "Absolutely amazing!!! Our tour guide and driver were brilliant, I unfortunately was..."
    Instant Booking
    Flexible Payments
    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
    -22%
    Duration
    15 days
    Price per day
    $98
    From
    $1,874
    US$1,469
    You save: $405
    19 Oct 2019
    9 spaces left
    16 Nov 2019
    3 spaces left
    View tour
    More information
  • 15 Day Original

    "Rooms were basic & comfortable, we slept well in most places. The plumbing was poor..."
    Flexible Payments
    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
    $55
    From
    US$826
    • +$250 local payments
    27 Sep 2019
    10+ spaces left
    11 Oct 2019
    10+ spaces left
    View tour
    More information
  • Beautiful Cuba

    "A great primer on Cuba. The trip covers alot of ground in a short amount of time...."
    Instant Booking
    Flexible Payments
    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
    -19%
    Duration
    8 days
    Price per day
    $152
    From
    $1,511
    US$1,218
    You save: $293
    28 Sep 2019
    7 spaces left
    2 Oct 2019
    7 spaces left
    View tour
    More information
  • Vivacious Cuba Group Tour - 10 Days

    "George, our guide, was great. He was always upbeat and smiling. He was very knowledgeable..."
    Instant Booking
    Flexible Payments
    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
    Travel style
    Family, Christmas & New Year+1 more
    operator
    Locally Sourced Cuba Tours
    -12%
    Duration
    10 days
    Price per day
    $73
    From
    $833
    US$734
    You save: $98
    22 Sep 2019
    8 spaces left
    29 Sep 2019
    8 spaces left
    View tour
    More information
  • Cuba Group Tour - 8 Days

    "A great itinerary. Love Cuba!"
    Instant Booking
    Flexible Payments
    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
    Travel style
    Family, Christmas & New Year+1 more
    operator
    Locally Sourced Cuba Tours
    -12%
    Duration
    8 days
    Price per day
    $76
    From
    $689
    US$608
    You save: $81
    22 Sep 2019
    10 spaces left
    29 Sep 2019
    8 spaces left
    View tour
    More information
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  • Essential Cuba

    "We really enjoyed our trip of Cuba and our fellow travellers were great fun."
    Instant Booking
    Flexible Payments
    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
    $210
    From
    $2,202
    US$1,894
    You save: $308
    12 Oct 2019
    8 spaces left
    26 Oct 2019
    8 spaces left
    View tour
    More information
  • Best of Puerto Rico trip

    "The tour was awesome. Our guide knows very well the road, and when asked and needed..."
    Instant Booking
    Flexible Payments
    destinations
    San Juan, Arecibo, Ponce, Fajardo, El Yunque, Carolina+4 more
    starts/ ends in
    San Juan / San Juan
    age range
    8 to 70 year olds
    accommodation
    Hotel
    Travel style
    Family, Christmas & New Year+1 more
    operator
    Spotin
    Duration
    7 days
    Price per day
    $112
    From
    US$784
    You save: $16
    27 Sep 2019
    10+ spaces left
    4 Oct 2019
    10+ spaces left
    View tour
    More information
  • Adventure Sailing Charter from St Lucia to Grenada

    10 day sailing tour through Rodney Bay, Marigot Bay, Soufriere and 10 other destinations in 3 different countries

    Instant Booking
    Flexible Payments
    destinations
    Saint Lucia, Saint Vincent and the Grenadines, Grenada+2 more
    starts/ ends in
    Rodney Bay / St Georges
    age range
    30 to 65 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Ocean
    Atlantic
    Travel style
    Sailboat
    operator
    BlueFoot Travel
    Duration
    10 days
    Price per day
    $267
    From
    US$2,670
    You save: $55
    22 Nov 2019
    5 spaces left
    29 May 2020
    6 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
    Flexible Payments
    destinations
    Havana
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Hostel
    Country Region
    Western Cuba
    operator
    Bucanero Adventure
    Duration
    14 days
    Price per day
    $56
    From
    US$784
    You save: $16
    6 Oct 2019
    10 spaces left
    20 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
    Flexible Payments
    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
    -14%
    Duration
    13 days
    Price per day
    $221
    From
    $3,346
    US$2,879
    You save: $467
    12 Oct 2019
    5 spaces left
    23 Nov 2019
    7 spaces left
    View tour
    More information
  • Best of Cuba in 10 days

    "We decided to take a trip for 10 days around Cuba with MiCuba and the experience..."
    Instant Booking
    Flexible Payments
    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
    Travel style
    Local Living, Christmas & New Year+1 more
    operator
    MiCuba
    -14%
    Duration
    10 days
    Price per day
    $63
    From
    $729
    US$629
    You save: $100
    22 Sep 2019
    1 space left
    23 Sep 2019
    1 space left
    View tour
    More information
  • Explore Cuba. Live like a local in 15 days

    "Just loved our trip! We made beautiful memories and this, thanks to you! Thank you..."
    Instant Booking
    Flexible Payments
    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
    Travel style
    Local Living, In-depth Cultural, Christmas & New Year+2 more
    operator
    MiCuba
    -14%
    Duration
    15 days
    Price per day
    $61
    From
    $1,059
    US$913
    You save: $146
    22 Sep 2019
    2 spaces left
    23 Sep 2019
    2 spaces left
    View tour
    More information
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Highlights

  • Put your dancing shoes on and move to the seductive rhythms of salsa, in one of Havana’s many sizzling salsa clubs.
  • Enjoy a sundowner, and listen to the hypnotic Afro-Cuban rhythm of Son music, in the colonial inspired city of Trinidad.
  • Experience spine-tingling excitement, as you listen to the tales of Che Guevara’s bravado at Santa Clara, Cuba.
  • Go swimming with sea turtles, and discover the secrets of pristine coral reefs, while snorkelling in the crystal clear archipelago that surrounds the British Virgin Islands.
  • Enjoy a heart-pounding and vibrant drum lesson by indigenous Rastafarian communities, in the heart of Jamaica’s verdant inland wilderness.
  • Feast your eyes on natural wonders, and listen to the alluring voices of nature as you follow the Waitukubuli National Trail in Dominica.
  • Discover the secrets of Haiti’s indomitable spirit, its vibrant culture and Voodoo folklore in the alleys and streets of Port-au-Prince.
  • Hit the waves at Puerto Rico’s Rincon Island, the Mecca of Caribbean surfing.

Tips

  • Get an intimate introduction to Cuban customs and traditional meals, by spending some time at a Cuban home stay.
  • Go ahead and try some Varadero rum and Havana Club rum, while in Cuba.
  • You can shop for high quality Cuban cigars that come in ornate cigar boxes.
  • Buy decorative pieces and amber jewellery in Dominica.
  • Sample some of Jamaica’s famous and flavoursome jerk chicken.
  • Head to Jamaica’s Kingston Town for the best live reggae music and calypso.
  • Haiti’s Iron Market is an excellent place to shop for paintings and other handicrafts in the local ‘naif’ style.
  • Most of the locals understand Spanish or English (Spanglish) on the islands of Puerto Rico, so you won’t find it difficult to communicate.

Caribbean Tours & Trips Reviews

  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    Original Cuba - 8 Days
  • "By far the best holidays I've ever had. Cuba is beautiful, musical, and addictive!..."
    Cuban Rhythms
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Best of Cuba
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial
  • "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!..."
    15 Day Original
  • "Amazing and fantastic tour. The people are sooo proud of their country even tho it..."
    Beautiful Cuba