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Summer Tours & Vacation Packages Caribbean

Summer Tours & Vacation Packages Caribbean

Searching for tours in Caribbean during Summer 2020? Look no further, as our tours of Caribbean will allow you to discover exceptional destinations such as Cuba and Jamaica. Taste the adventure and discover new cultures

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83 Caribbean holiday packages in June, July and August

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  • Learn Spanish, Dance & Culture - Cuba 14 Days

    "Jakera Cuba provided a clean, helpful, happy and healthy home away from home. The..."
    Instant Booking
    Flexible payments
    destinations
    Havana
    starts/ ends in
    Havana / Havana
    age range
    18 to 99 year olds
    accommodation
    Hostel
    Country Region
    Western Cuba
    Travel style
    Christmas & New Year
    operator
    Bucanero Adventure
    Duration
    14 days
    Price per day
    $57
    From
    US$792
    You save: $15
    7 Jun 2020
    10 spaces left
    21 Jun 2020
    10 spaces left
    View tour
    More information
  • 15 Day Original

    "It was incredible. A great balance of the many aspects of Cuban Culture. I was amazed..."
    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
    $58
    From
    US$868
    • +$250 local payments
    You save: $16
    5 Jun 2020
    10+ spaces left
    12 Jun 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
    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
    -24%
    Duration
    9 days
    Price per day
    $214
    From
    $2,547
    US$1,928
    You save: $619
    6 Jun 2020
    10+ spaces left
    20 Jun 2020
    10+ spaces left
    View tour
    More information
  • Best of Cuba

    "This trip provided a comprehensive overview of the best that Cuba has to offer. Our..."
    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
    -17%
    Duration
    15 days
    Price per day
    $122
    From
    $2,192
    US$1,823
    You save: $369
    7 Jun 2020
    10+ spaces left
    14 Jun 2020
    10+ spaces left
    View tour
    More information
  • Cuba Group Tour - 8 Days

    "Our tour gave us a feel for Cuba which I don't think that we would have got on our..."
    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
    Duration
    8 days
    Price per day
    $85
    From
    US$682
    You save: $13
    7 Jun 2020
    8 spaces left
    14 Jun 2020
    8 spaces left
    View tour
    More information
  • Original Cuba - 8 Days

    194 reviews
    AWARD WINNER
    "Great value. The itinerary covered all of the places I wanted to see over my preferred..."
    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
    $52
    From
    US$414
    • +$200 local payments
    You save: $8
    4 Jun 2020
    10+ spaces left
    11 Jun 2020
    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
    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
    -15%
    Duration
    15 days
    Price per day
    $112
    From
    $1,979
    US$1,682
    Sign up to save $347
    6 Jun 2020
    10+ spaces left
    13 Jun 2020
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms: Rum & Fun

    "This was my first time with GAdventures and I really didn't know what to expect...."
    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
    -15%
    Duration
    8 days
    Price per day
    $89
    From
    $833
    US$708
    Sign up to save $146
    4 Jun 2020
    10+ spaces left
    7 Jun 2020
    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
    Flexible payments
    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
    -28%
    Duration
    15 days
    Price per day
    $106
    From
    $2,203
    US$1,588
    You save: $615
    11 Jun 2020
    10+ spaces left
    2 Jul 2020
    10+ spaces left
    View tour
    More information
  • Vivacious Cuba Group Tour - 10 Days

    "it was good. wish there was a little more planning about separate day trips, people..."
    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
    Duration
    10 days
    Price per day
    $82
    From
    US$825
    You save: $15
    7 Jun 2020
    10+ spaces left
    14 Jun 2020
    10+ spaces left
    View tour
    More information
  • Sailing Cuba

    "Philippa was attentive caring knowledgeable and showed neverendng energy in doing..."
    Instant Booking
    Flexible payments
    destinations
    Havana, Cienfuegos, Cayo Largo, Cayo del Rosario+2 more
    starts/ ends in
    Havana / Havana
    age range
    16 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship
    Travel style
    Sailboat, Discovery, Christmas & New Year+1 more
    operator
    G Adventures
    -30%
    Duration
    8 days
    Price per day
    $154
    From
    $1,757
    US$1,230
    Sign up to save $564
    6 Jun 2020
    10+ spaces left
    13 Jun 2020
    10+ spaces left
    View tour
    More information
  • Western Cuba

    "This was the most amazing tour/ holiday i have ever been on. The people were so friendly..."
    Instant Booking
    Flexible payments
    destinations
    Havana, Las Terrazas, Soroa, Vinales+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
    -28%
    Duration
    7 days
    Price per day
    $117
    From
    $1,140
    US$821
    You save: $319
    7 Jun 2020
    10+ spaces left
    14 Jun 2020
    10+ spaces left
    View tour
    More information
  • Cuba Highlights

    14 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
    -18%
    Duration
    14 days
    Price per day
    $207
    From
    $3,544
    US$2,898
    You save: $646
    4 Jul 2020
    8 spaces left
    View tour
    More information
  • One Week in Cuba

    "Cuba was such a great, untouched destination, made very accessible by our local guide..."
    Instant Booking
    Flexible payments
    destinations
    Havana, Santa Clara, Trinidad, Playa Giron, Vinales+3 more
    starts/ ends in
    Havana / Havana
    age range
    18 to 29 year olds
    accommodation
    Guesthouse
    transport
    Private Vehicle
    Travel style
    Historical, Christmas & New Year+1 more
    operator
    Intrepid Travel
    -12%
    Duration
    8 days
    Price per day
    $89
    From
    $801
    US$708
    You save: $93
    2 Jun 2020
    10+ spaces left
    16 Jun 2020
    10+ spaces left
    View tour
    More information
  • Explore Cuba. Live like a local in 15 days

    "I can only say one thing: WOW ! It was my fourth time in Cuba (each year with a different..."
    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
    Duration
    15 days
    Price per day
    $70
    From
    US$1,047
    You save: $21
    1 Jun 2020
    4 spaces left
    2 Jun 2020
    4 spaces left
    View tour
    More information
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Caribbean Summer Holiday & Vacation Packages Reviews

  • "My trip to Cuba with Jakera turned out to be a life changing experience! I went with..."
    Learn Spanish, Dance & Culture - Cuba 14 Days
  • "Guide: David I really liked my trip to Cuba, and I can say the guide makes the difference!..."
    15 Day Original
  • "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    Essential Cuba
  • "Our guide, Roger (? sp.), was knowledgeable, had a lovely sense of humour, and was..."
    Best of Cuba
  • "Our tour gave us a feel for Cuba which I don't think that we would have got on our..."
    Cuba Group Tour - 8 Days
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    Original Cuba - 8 Days