BEST SELECTION & PRICESBEST SELECTIONBEST PRICESTRUSTED PAYMENTS
Sort: Popularity
Filters
Sailing Tours/Trips in Latin America

Sailing Tours/Trips in Latin America

Find a Sailing trip that explores Latin America. There are 14 tours to choose from, that range in length from 5 days up to 19 days. The most popular month for these tours is March, which has the most tour departures.

  • Unlock your extra savings
  • 24/7 expert travel advice
  • Personal tour recommendations

Members-only Deals

Simply enter your information below and gain access to exclusive prices available only to TourRadar members.

ends in 60:57:12
up to
$600
off

By clicking "Unlock Now" you accept our Terms & Conditions

Terms & Conditions

Members-only Deals starts on Friday 9th of November 2018 at 9:00AM in Brisbane AEST and ends on Wednesday 14th of November 2018 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, Dragoman, Europamundo, Expat Explore, Guide to Iceland, Hiking New Zealand, Monkey Adventures, Oasis Overland, Oku Japan, Stray Asia, Stray Travel, Sunway Safaris, The Dragon Trip, 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 Avalon Waterways, Cosmos, Globus, Monograms, as well as 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.

  • Unlock your extra savings
  • 24/7 expert travel advice
  • Personal tour recommendations
Unlock up to $600 off Members-only Deals Sign up to TourRadar and enjoy our members-only savings
ends in 60:57:12

14 Sailing trips through Latin America with 14 reviews

Sort by
  • Sort by
  • Cuba Sailing Adventure

    "I did this sailing trip in November last year. I did an overland 2 week tour of Cuba..."
    destinations
    Havana, Cienfuegos, Cayos de Dios, Cayo Largo+2 more
    starts/ ends in
    Havana / Havana
    age range
    15 to 70 year olds
    accommodation
    Berth / Cabin, Guesthouse
    transport
    Coach / Bus, Boat, Local Transport+1 more
    Travel style
    In-depth Cultural
    operator
    Intrepid Travel
    -33%
    Days
    9
    Our saving
    $711
    From
    $2,165
    US $ 1,454
    days
    9
    $162 per day
    1 Dec 2018 7 spaces left
    8 Dec 2018 8 spaces left
    View MoreGetDownload Brochure
  • Cuba Libre & Sailing

    "It was just excellence."
    destinations
    Havana, Vinales, Maria La Gorda, San Diego de los Banos, Soroa, Cienfuegos, Cayo Largo, Cayo del Rosario+6 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    accommodation
    Hotel, Home-stay, Berth / Cabin+1 more
    transport
    Coach / Bus, Ship, Boat, Private Vehicle+1 more
    operator
    G Adventures
    -18%
    Days
    15
    Our saving
    $653
    From
    $3,549
    US $ 2,896
    days
    15
    $193 per day
    24 Nov 2018 1 space left
    1 Dec 2018 2 spaces left
    View MoreGetDownload Brochure
  • Sailing the British Virgin Islands – Tortola to Tortola

    "Great to see a fantastic place getting itself back to normality without the crowds."
    destinations
    Tortola, Norman Island, Virgin Gorda, Jost van Dyke+3 more
    starts/ ends in
    Tortola / Tortola
    age range
    12 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Ocean
    Atlantic
    Travel style
    Discovery
    operator
    G Adventures
    -38%
    Days
    7
    Our saving
    $733
    From
    $1,949
    US $ 1,216
    days
    7
    $174 per day
    24 Nov 2018 3 spaces left
    1 Dec 2018 7 spaces left
    View MoreGetDownload Brochure
  • Pure Galapagos (Daphne)

    8 day sailing tour through Isla Baltra, Isla Santa Cruz, Seymour Norte and 4 other destinations in Ecuador

    destinations
    Isla Baltra, Isla Santa Cruz, Seymour Norte, Isla Bartolome, Isla Santiago, Isla Isabela, Isla Fernandina+6 more
    starts/ ends in
    Isla Baltra / Isla Baltra
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Coach / Bus, Boat
    Regions
    Pacific, Galapagos Islands+1 more
    Travel style
    Adventure, Discovery
    operator
    Intrepid Travel
    Days
    8
    Our saving
    $170
    From
    US $ 4,080
    • +$120 local payments
    days
    8
    $510 per day
    28 Nov 2018 2 spaces left
    26 Dec 2018 5 spaces left
    View MoreGetDownload Brochure
  • Cruising South America

    19 day sailing tour through Buenos Aires, Montevideo, Puerto Madryn and 8 other destinations in 4 different countries

    destinations
    Argentina, Uruguay, Falkland Islands, Chile+2 more
    starts/ ends in
    Buenos Aires / Santiago
    age range
    8 to 99 year olds
    transport
    Coach / Bus
    operator
    Cosmos
    Days
    19
     
     
    From
    US $ 2,309
    days
    19
    $122 per day
    2 Jan 2020 8 spaces left
    30 Jan 2020 10 spaces left
    View MoreGetDownload Brochure
    Sailing
  • Galapagos Escapade - Nemo III (Itinerary B)

    10 day sailing tour through Quito, Isla Santa Cruz, Isla Genovesa and 6 other destinations in Ecuador

    destinations
    Quito, Isla Santa Cruz, Isla Genovesa, Isla Isabela, Isla Fernandina, Isla Santiago, Daphne Island, Isla Baltra, Guayaquil+8 more
    starts/ ends in
    Quito / Guayaquil
    age range
    16 to 99 year olds
    accommodation
    Hotel, Berth / Cabin
    transport
    Boat, Mini-coach
    Regions
    Pacific, Galapagos Islands+1 more
    operator
    Exodus Travels
    -8%
    Days
    10
    Our saving
    $499
    From
    $6,465
    US $ 5,966
    days
    10
    $597 per day
    4 Jan 2019 8 spaces left
    1 Feb 2019 8 spaces left
    View MoreGetDownload Brochure
  • Cruceros Australis - Darwin's Route

    8 day sailing tour through Punta Arenas, Cape Horn, Bahia Wulaia and 3 other destinations in 2 different countries

    destinations
    Punta Arenas, Cape Horn, Bahia Wulaia, Ushuaia, Parque Nacional Alberto de Agostini, Magdalena Island+5 more
    starts/ ends in
    Punta Arenas / Punta Arenas
    age range
    18 to 80 year olds
    transport
    Ship
    Regions
    Andes Mountains, Chile Austral, Patagonia, Antarctica / South Pole+3 more
    Travel style
    Discovery
    operator
    World Expeditions
    Days
    8
    Our saving
    $163
    From
    US $ 3,914
    days
    8
    $489 per day
    17 Nov 2018 6 spaces left
    24 Nov 2018 6 spaces left
    View MoreGetDownload Brochure
    Sailing
  • Cruising Costa Rica and Panama - Costa Rica to Panama

    8 day sailing tour through Caldera, Quepos, Playa Biesanz and 6 other destinations in 2 different countries

    destinations
    Caldera, Quepos, Playa Biesanz, Puerto Jimenez, Golfito, Isla Cebaco, Reserva Natural Punta Patino, Pearl Islands, Panama City+7 more
    starts/ ends in
    Caldera / Panama City
    age range
    7 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship
    Travel style
    Discovery
    operator
    Peregrine Adventures
    Days
    8
    Our saving
    $122
    From
    US $ 2,918
    days
    8
    $365 per day
    22 Dec 2018 10+ spaces left
    5 Jan 2019 10+ spaces left
    View MoreGetDownload Brochure
    Sailing
  • Cruising Costa Rica and Panama - Panama to Costa Rica

    8 day sailing tour through Panama City, Gatun Lake, Reserva Natural Punta Patino and 5 other destinations in 2 different countries

    destinations
    Panama City, Gatun Lake, Reserva Natural Punta Patino, Parque Nacional Darien, Golfito, Puerto Jimenez, Quepos, Caldera+7 more
    starts/ ends in
    Panama City / Caldera
    age range
    7 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Ship
    Travel style
    Discovery
    operator
    Peregrine Adventures
    Days
    8
    Our saving
    $122
    From
    US $ 2,918
    days
    8
    $365 per day
    29 Dec 2018 10+ spaces left
    12 Jan 2019 10+ spaces left
    View MoreGetDownload Brochure
    Sailing
  • Magical San Cristobal 5D 4N

    5 day sailing tour through Laguna El Junco, Galapaguera de Cerro Colorado, Puerto Chino and 5 other destinations in Ecuador

    destinations
    Laguna El Junco, Galapaguera de Cerro Colorado, Puerto Chino, Leon Dormido, Isla Lobos, Puerto Baquerizo Moreno, Punta Suarez, Bahia Gardner+7 more
    starts/ ends in
    Laguna El Junco / Puerto Baquerizo Moreno
    age range
    2 to 90 year olds
    Regions
    Pacific, Galapagos Islands+1 more
    Travel style
    Discovery
    operator
    BM Tours
    Days
    5
    Our saving
    $52
    From
    US $ 1,256
    days
    5
    $251 per day
    15 Nov 2018 10+ spaces left
    16 Nov 2018 10+ spaces left
    View MoreGetDownload Brochure
  • Sailing Cuba

    "Relaxing tour with the best skipper and tour leader (CEO) anyone could ask for!"
    destinations
    Havana, Cienfuegos, Cayo Largo, Cayo del Rosario+2 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Travel style
    Discovery
    operator
    G Adventures
    Days
    8
    Our saving
    $70
    From
    US $ 1,679
    days
    8
    $210 per day
    17 Nov 2018 1 space left
    1 Dec 2018 1 space left
    View MoreGetDownload Brochure
  • Sailing Cuba - South Coast Explorer

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

    destinations
    Havana, Cienfuegos, Guajimico, Trinidad, Playa Ancon, Cayos Machos de Fuera+4 more
    starts/ ends in
    Havana / Havana
    age range
    12 to 70 year olds
    transport
    Ship
    Country Region
    Central Cuba
    Travel style
    Discovery
    operator
    G Adventures
    -18%
    Days
    8
    Our saving
    $395
    From
    $2,149
    US $ 1,754
    days
    8
    $219 per day
    15 Dec 2018 9 spaces left
    19 Jan 2019 10+ spaces left
    View MoreGetDownload Brochure
  • Bahamas Sailing Adventure

    "Bahamas Sailing - June 2016 - this trip was incredible. 7 days on a Catamaran sailing..."
    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
    Discovery
    operator
    Intrepid Travel
    Days
    7
    Our saving
    $88
    From
    US $ 2,112
    • +$60 local payments
    days
    7
    $302 per day
    23 Mar 2019 4 spaces left
    30 Mar 2019 7 spaces left
    View MoreGetDownload Brochure
  • Mexico Sailing & Whale Watching Expedition

    7 day sailing tour through La Paz, San Evaristo, Isla San Francisco, Isla San Jose, Isla Espiritu Santo in Mexico

    destinations
    La Paz, San Evaristo, Isla San Francisco, Isla San Jose, Isla Espiritu Santo+3 more
    starts/ ends in
    La Paz / La Paz
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Regions
    Baja, California
    Travel style
    Whale watching
    operator
    Intrepid Travel
    Days
    7
    Our saving
    $86
    From
    US $ 2,054
    days
    7
    $293 per day
    23 Mar 2019 6 spaces left
    6 Apr 2019 8 spaces left
    View MoreGetDownload Brochure

Sailing Tours/Trips in Latin America Reviews

  • "An incredible experience! Small groups of 8 max on a very comfortable 55ft Yacht...."
    Cuba Sailing Adventure
  • "It was just excellence."
    Cuba Libre & Sailing
  • "Great to see a fantastic place getting itself back to normality without the crowds."
    Sailing the British Virgin Islands – Tortola to Tortola
  • "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