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Sailing Tours/Trips in Latin America

Sailing Tours/Trips in Latin America

Find a Sailing trip that explores Latin America. There are 36 tours to choose from, that range in length from 4 days up to 113 days. The most popular month for these tours is October, which has the most tour departures.

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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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36 Sailing trips through Latin America with 25 reviews

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  • Sailing Cuba

    "This tour went beyond any expectations and all our team on the boat was definite..."
    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
    More information
  • Bahamas Sailing Adventure

    "Bahamas Sailing - June 2016 - this trip was incredible. 7 days on a Catamaran sailing..."
    Instant Booking
    Just $99 deposit
    destinations
    Marsh Harbour, Tahiti Beach, Hope Town, Man-O-War Cay, Great Guana Cay, Green Turtle Cay+5 more
    starts/ ends in
    Marsh Harbour / Marsh Harbour
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship
    Regions
    Atlantic, Bahamas
    Travel style
    Sailboat, Discovery
    operator
    Intrepid Travel
    -33%
    Duration
    7 days
    Price per day
    $228
    From
    $2,375
    US$1,596
    • +$60 local payments
    You save $779
    4 May 2019
    2 spaces left
    11 May 2019
    1 space 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
    Just $99 deposit
    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
    $238
    From
    US$2,376
    You save $99
    31 May 2019
    2 spaces left
    View tour
    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
    More information
  • Cuba Sailing Adventure

    "I did this sailing trip in November last year. I did an overland 2 week tour of Cuba..."
    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$1,989
    You save $83
    16 Nov 2019
    6 spaces left
    30 Nov 2019
    6 spaces left
    View tour
    More information
  • Best of South America with Galápagos & Amazon Cruise (2020)

    28 day sailing tour through Santiago, Buenos Aires, Iguazu Falls and 16 other destinations in 5 different countries

    Just $99 deposit
    destinations
    Chile, Argentina, Brazil, Peru, Ecuador+3 more
    starts/ ends in
    Santiago / Lima
    accommodation
    Hotel, Berth / Cabin
    transport
    Train & Rail, Coach / Bus, Ship, Boat, Plane+3 more
    Travel style
    Adventure, Wildlife
    operator
    APT
    Duration
    28 days
    Price per day
    $644
    From
    US$18,021
    • +$1,924 upfront costs
    You save $751
    18 Mar 2020
    8 spaces left
    29 Apr 2020
    7 spaces left
    View tour
    More information
  • Adventure Sailing Trip in Grenada & The Grenadines

    10 day sailing tour through St Georges , Moliniere Point, Carriacou and 8 other destinations in 2 different countries

    Instant Booking
    Just $99 deposit
    destinations
    St Georges , Moliniere Point, Carriacou, Union Island, Petit Saint Vincent, Tobago Cays, Mayreau, Port Elizabeth, Cumberland Bay, Young Island, Saint Vincent+10 more
    starts/ ends in
    St Georges / Saint Vincent
    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
    $238
    From
    US$2,376
    You save $99
    14 Jun 2019
    6 spaces left
    View tour
    More information
  • Yachty Social Presents: Cartagena Colombia

    7 day sailing tour through Cartagena, Cholon (Islas del Rosario), El Islote, Punta Brava, Playa Blanca in Colombia

    Instant Booking
    Just $99 deposit
    destinations
    Cartagena, Cholon (Islas del Rosario), El Islote, Punta Brava, Playa Blanca+4 more
    starts/ ends in
    Cartagena / Cartagena
    age range
    21 to 38 year olds
    accommodation
    Berth / Cabin, Villa
    transport
    Boat, Local Transport, Private Vehicle+1 more
    Regions
    Caribbean Coast Colombia, Andes Mountains+1 more
    Travel style
    Adventure
    operator
    Yachty Social
    Duration
    7 days
    Price per day
    $238
    From
    US$1,668
    You save $70
    29 Jun 2019
    10+ spaces left
    View tour
    More information
  • Antigua Sailing Week

    9 day sailing tour in Antigua, Antigua and Barbuda

    Instant Booking
    Just $99 deposit
    destinations
    Antigua
    starts/ ends in
    Antigua / Antigua
    age range
    16 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Ocean
    Atlantic
    operator
    Spartan Ocean Racing
    Duration
    9 days
    Price per day
    $267
    From
    US$2,400
    You save $100
    View tour
    More information
  • RORC Caribbean 600 2020

    7 day sailing tour in Nelsons Dockyard, Antigua and Barbuda

    Instant Booking
    Just $99 deposit
    destinations
    Nelsons Dockyard
    starts/ ends in
    Nelsons Dockyard / Nelsons Dockyard
    age range
    16 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Ocean
    Atlantic
    operator
    Spartan Ocean Racing
    Duration
    7 days
    Price per day
    $343
    From
    US$2,400
    You save $100
    22 Feb 2020
    10+ spaces left
    28 Feb 2020
    10+ spaces left
    View tour
    More information
  • The Latin Quest (From Feb 2020)(With Inca Trail Trek,Start Quito, End Rio De Janeiro)

    36 day adventure tour through Quito, Tena, Banos and 24 other destinations in 4 different countries

    Instant Booking
    Just $99 deposit
    destinations
    Ecuador, Peru, Argentina, Brazil+2 more
    starts/ ends in
    Quito / Rio de Janeiro
    age range
    18 to 35 year olds
    accommodation
    Hotel, Lodge
    transport
    Train & Rail
    Travel style
    Wildlife, Sailing, Historical+1 more
    operator
    Contiki
    Duration
    36 days
    Price per day
    $177
    From
    US$6,375
    • +$2,530 upfront costs
    Sign up to save $128
    11 Feb 2020
    10 spaces left
    3 Mar 2020
    10+ spaces left
    View tour
    More information
  • Icons of South America

    18 day discovery tour through Lima, Machu Picchu, Sacred Valley and 4 other destinations in 3 different countries

    Just $99 deposit
    destinations
    Peru, Argentina, Brazil+1 more
    starts/ ends in
    Lima / Buenos Aires
    age range
    12 to 99 year olds
    accommodation
    Hotel, Berth / Cabin, Guesthouse, Hut+2 more
    transport
    Bicycle, Boat, Local Transport, Private Vehicle, Plane+3 more
    Travel style
    Sailing, Historical
    operator
    Scenic Luxury Cruises & Tours
    Deal
    Duration
    18 days
    Price per day
    $525
    From
    US$9,452
    You save $394
    14 Oct 2019
    9 spaces left
    16 Mar 2020
    9 spaces left
    View tour
    More information
  • South American Christmas (2020)

    14 day discovery tour through Rio de Janeiro, Iguazu Falls, Lima and 5 other destinations in 3 different countries

    Just $99 deposit
    destinations
    Brazil, Argentina, Peru+1 more
    starts/ ends in
    Rio de Janeiro / Cusco
    accommodation
    Hotel
    transport
    Train & Rail, Coach / Bus, Boat, Plane+2 more
    Mountain
    Andes Mountains
    Travel style
    Sailing, Historical
    operator
    APT
    Duration
    14 days
    Price per day
    $767
    From
    US$10,744
    • +$582 upfront costs
    You save $448
    21 Dec 2020
    10 spaces left
    View tour
    More information
  • Galapagos Island Hopping - 6 days

    6 day discovery tour through Isla Baltra, Isla Santa Cruz, Floreana Island, Isla Isabela in Ecuador

    Just $99 deposit
    destinations
    Isla Baltra, Isla Santa Cruz, Floreana Island, Isla Isabela+3 more
    starts/ ends in
    Isla Baltra / Isla Baltra
    age range
    18 to 70 year olds
    accommodation
    Home-stay, Guesthouse
    transport
    Coach / Bus, Boat
    Regions
    Pacific, Galapagos Islands+1 more
    Travel style
    Adventure, Beach, Wildlife, Sailing+1 more
    operator
    On The Go Tours
    Duration
    6 days
    Price per day
    $399
    From
    US$2,395
    You save $100
    13 May 2019
    4 spaces left
    17 May 2019
    3 spaces left
    View tour
    More information
  • Galapagos Expedition Cruise South

    8 day adventure tour through Quito, Isla San Cristobal, Isla Espanola and 3 other destinations in Ecuador

    Just $99 deposit
    destinations
    Quito, Isla San Cristobal, Isla Espanola, Floreana Island, Isla Santa Cruz, South Plaza Island+5 more
    starts/ ends in
    Quito / Quito
    age range
    16 to 99 year olds
    accommodation
    Lodge
    transport
    Ship
    Regions
    Pacific, Galapagos Islands+1 more
    Travel style
    Wildlife, Sailing
    operator
    Grand American Adventures
    Duration
    8 days
    Price per day
    $653
    From
    US$5,221
    You save $218
    1 Sep 2019
    4 spaces left
    15 Sep 2019
    4 spaces left
    View tour
    More information
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Sailing Tours/Trips in Latin America Reviews

  • "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Sailing Cuba
  • "Bahamas Sailing - June 2016 - this trip was incredible. 7 days on a Catamaran sailing..."
    Bahamas Sailing Adventure
  • "An incredible experience! Small groups of 8 max on a very comfortable 55ft Yacht...."
    Cuba Sailing Adventure