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Sailing Tours/Trips in Cuba

Sailing Tours/Trips in Cuba

Find a Sailing trip that explores Cuba. There are 3 tours to choose from, that range in length from days up to days. The most popular month for these tours is , which has the most tour departures.

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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!

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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.

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3 Sailing trips through Cuba with reviews

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  • Sailing Cuba

    "Philippa was attentive caring knowledgeable and showed neverendng energy in doing..."
    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
    -33%
    Duration
    8 days
    Price per day
    $147
    From
    $1,749
    US$1,175
    You save $574
    4 May 2019
    5 spaces left
    18 May 2019
    7 spaces left
    View tour
    Sailing
    More information
  • Sailing Cuba - South Coast Explorer

    8 day sailing tour through Havana, Cienfuegos, Guajimico and 3 other destinations in Cuba

    Instant Booking
    Just $99 deposit
    destinations
    Havana, Cienfuegos, Guajimico, Trinidad, Playa Ancon, Cayos Machos de Fuera+4 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 99 year olds
    transport
    Ship
    Country Region
    Central Cuba
    Travel style
    Sailboat, Discovery
    operator
    G Adventures
    -28%
    Duration
    8 days
    Price per day
    $157
    From
    $1,749
    US$1,260
    You save $490
    15 Jun 2019
    10+ spaces left
    13 Jul 2019
    10+ spaces left
    View tour
    Sailing
    More information
  • Cuba Sailing Adventure

    "Amazing trip, you won't regret it!!"
    Instant Booking
    Just $99 deposit
    destinations
    Havana, Cienfuegos, Cayos de Dios, Cayo Largo+2 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin, Guesthouse
    transport
    Boat, Local Transport
    Travel style
    Adventure, Sailboat, In-depth Cultural+1 more
    operator
    Intrepid Travel
    Duration
    9 days
    Price per day
    $221
    From
    US$1,986
    You save $83
    16 Nov 2019
    6 spaces left
    30 Nov 2019
    6 spaces left
    View tour
    Sailing
    More information

Sailing Tours/Trips in Cuba Reviews

  • "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Sailing Cuba
  • "An incredible experience! Small groups of 8 max on a very comfortable 55ft Yacht...."
    Cuba Sailing Adventure