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

Caribbean Tours in Summer 2020

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

Secure your getaway with a $99 DEPOSIT
ends in 08:12:23

63 trips in Caribbean in June, July and August

Sort: Popularity
Filters
Sort by
Sort by
  • 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
    -12%
    Duration
    9 days
    Price per day
    $252
    From
    $2,585
    US$2,269
    You save $316
    6 Jun 2020
    10+ spaces left
    20 Jun 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
    -12%
    Duration
    13 days
    Price per day
    $268
    From
    $3,965
    US$3,480
    You save $485
    20 Jun 2020
    10+ spaces left
    4 Jul 2020
    10+ spaces left
    View tour
    More information
  • 8 Day Original

    168 reviews
    AWARD WINNER
    "Transport was spot on, Guide was called Edwardo he most helpful and aimed to please..."
    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
    4 Jun 2020
    10+ spaces left
    11 Jun 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
    $303
    From
    US$2,420
    You save $75
    20 Jun 2020
    10+ spaces left
    4 Jul 2020
    10+ spaces left
    View tour
    More information
  • Cuba Colonial

    "Nadya our CEO was the best!!Always willing to help in anything!Ten +++ for her....."
    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
    Duration
    15 days
    Price per day
    $140
    From
    US$2,099
    Sign up to save $84
    6 Jun 2020
    10+ spaces left
    13 Jun 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
    -9%
    Duration
    10 days
    Price per day
    $68
    From
    $747
    US$681
    You save $66
    1 Jun 2020
    10 spaces left
    2 Jun 2020
    10 spaces left
    View tour
    More information
  • Western Cuba

    "We were not met at the airport and could have missed the tour. I found a number and..."
    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
    -30%
    Duration
    7 days
    Price per day
    $108
    From
    $1,073
    US$753
    You save $320
    7 Jun 2020
    10+ spaces left
    14 Jun 2020
    10+ spaces left
    View tour
    More information
  • Sailing Cuba

    "What a great trip! Boat was excellent, food very special and guide and group a pleasure..."
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Cienfuegos, Cayo Largo, Cayo del Rosario+2 more
    starts/ ends in
    Havana / Havana
    age range
    12 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
    $153
    From
    $1,749
    US$1,224
    Sign up to save $574
    6 Jun 2020
    10+ spaces left
    13 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
    Just $99 deposit
    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
    -24%
    Duration
    15 days
    Price per day
    $105
    From
    $2,073
    US$1,577
    You save $496
    11 Jun 2020
    10+ spaces left
    25 Jun 2020
    10+ spaces left
    View tour
    More information
  • Explore Cuba. Live like a local in 15 days

    "Thank you so much for everything, it has been an excellent trip, Cuba is a fascinating..."
    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
    -9%
    Duration
    15 days
    Price per day
    $66
    From
    $1,085
    US$989
    You save $96
    1 Jun 2020
    10 spaces left
    2 Jun 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$2,225
    You save $45
    25 Jul 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
    $363
    From
    US$2,905
    You save $90
    6 Jun 2020
    10+ spaces left
    20 Jun 2020
    10+ spaces left
    View tour
    More information
  • Best of Cuba

    "The places visited were interesting and completed the overview of Cuba and its history...."
    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
    -25%
    Duration
    15 days
    Price per day
    $103
    From
    $2,073
    US$1,550
    You save $523
    7 Jun 2020
    10+ spaces left
    14 Jun 2020
    10+ spaces left
    View tour
    More information
  • One Week in Cuba

    "This was a really laid back, easy trip that covered so many hidden treasures in Cuba...."
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Santa Clara, Trinidad, Vinales+2 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
    -25%
    Duration
    8 days
    Price per day
    $84
    From
    $893
    US$673
    You save $220
    2 Jun 2020
    10+ spaces left
    16 Jun 2020
    10+ spaces left
    View tour
    More information
  • Cuban Rhythms

    "Loved it. Exactly what I expected which is to not expect anything and to take and..."
    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
    Duration
    8 days
    Price per day
    $106
    From
    US$849
    Sign up to save $34
    4 Jun 2020
    10+ spaces left
    7 Jun 2020
    10+ spaces left
    View tour
    More information
Load more

Caribbean Tours and Trips Reviews

  • "A great way to see Cuba in a small group before it gets overtouristed. Our Guide,..."
    Essential Cuba
  • "My husband and I joined Cuban Adventures for the Original Cuba Tour in June/July..."
    8 Day Original
  • "Accommodations are quite rustic and a bit loud as you are staying right next to a..."
    Dominican Republic – Heart & Soul of the Caribbean
  • "Awesome tour!! We had the best CEO, Nadya, such a sweet girl and always willing to..."
    Cuba Colonial
  • "It was amazing, great island, great people and the organization was the best! Would..."
    Best of Cuba in 10 days
  • "This was the most amazing tour/ holiday i have ever been on. The people were so friendly..."
    Western Cuba