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Top 10 Best Central & South America Sailing Trips

Found 129 Sailing Trips activities in Central & South America. Sort by Popularity.
 

Sunset Catamaran in Playa Flamingo

(4.8 of 932 reviews)

Enjoy your sailing sunset tour with the most respected sailing tour company in Costa Rica. We have a world wide reputation for the best Costa Rica sailing experience, just imagine yourself enjoying the amazing sunset the golden co... More

Free Cancellation
Start From $95.00
 
Sunset Catamaran in Playa Flamingo

Sunset Catamaran in Playa Flamingo

  • Central & South America
  • Superb932 reviews4.8

Enjoy your sailing sunset tour with the most respected sailing tour company in Costa Rica. We have a....

    Free Cancellation
    Start From $95.00
 
 

Sunset Sailing Tour in Rio de Janeiro

(4.9 of 865 reviews)

This is an amazing opportune to see the beauty of Rio de Janeiro for a unique angle and an exclusive vibe. We sail passing close by the Fortress of São José, Fortress Lage, and Fortes Santa Cruz, in the direction to Island of ... More

Free Cancellation
Start From $68.34
 
Sunset Sailing Tour in Rio de Janeiro

Sunset Sailing Tour in Rio de Janeiro

  • Central & South America
  • Superb865 reviews4.9

This is an amazing opportune to see the beauty of Rio de Janeiro for a unique angle and an exclusive....

    Free Cancellation
    Start From $68.34
 
 

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

(4.5 of 379 reviews)

The Ti Marouba is a catamaran specifically designed to be the ultimate in day charters. Moored in the bay off Playa Tamarindo in Guanacaste, Costa Rica, the boat is packed with amenities including trampolines for sunning and loung... More

Free Cancellation
Start From $95.00
 
TIMAROUBA Sunset Sailing Catamaran in Tamarindo

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

  • Central & South America
  • Exellent379 reviews4.5

The Ti Marouba is a catamaran specifically designed to be the ultimate in day charters. Moored in th....

    Free Cancellation
    Start From $95.00
 
 

Blue Dolphin - Public Catamaran Tour

(4.6 of 889 reviews)

A trip to Tamarindo is not complete without a day spent on the ocean, and there is no better way to enjoy the beauty and wonder of the Costa Rica sea than with Blue Dolphin Sailing. Blue Dolphin is the original and longest operati... More

Free Cancellation
Start From $85.00
 
Blue Dolphin - Public Catamaran Tour

Blue Dolphin - Public Catamaran Tour

  • Central & South America
  • Superb889 reviews4.6

A trip to Tamarindo is not complete without a day spent on the ocean, and there is no better way to ....

    Free Cancellation
    Start From $85.00
 
 

Tamarindo Snorkel and Sunset Cruise with Lunch

(4.6 of 603 reviews)

Departing from the beach in Tamarindo, you will enjoy a 4.5-hour sail along Costa Rica's spectacular coastline on one of the purpose built catamarans.  All are open and spacious allowing passengers to comfortably enjoy the blue w... More

Free Cancellation
Start From $110.50
 
Tamarindo Snorkel and Sunset Cruise with Lunch

Tamarindo Snorkel and Sunset Cruise with Lunch

  • Central & South America
  • Superb603 reviews4.6

Departing from the beach in Tamarindo, you will enjoy a 4.5-hour sail along Costa Rica's spectacular....

    Free Cancellation
    Start From $110.50
 
 

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

(4.5 of 108 reviews)

Set sail with us to explore hidden Caribbean gems only accessible by sea! With 20 years of experience navigating these waters, we’ll guide you to vibrant marine spots far from the crowds. This tour explores two stunning and con... More

Free Cancellation
Start From $135.00
 
Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and....

  • Central & South America
  • Exellent108 reviews4.5

Set sail with us to explore hidden Caribbean gems only accessible by sea! With 20 years of experienc....

    Free Cancellation
    Start From $135.00
 
 

Hol Chan Full-Day Bucket List Snorkeling and Marine Life Tour

(4.8 of 845 reviews)

We love the natural beauty our country has to offer and want to share it in a fun-filled sustainable way. We'll take you to explore 7 epic snorkel stops; turtles, manatees, a ship wreck, sharks and rays, pristine corals at Hol Cha... More

Free Cancellation
Start From $108.00
 
Hol Chan Full-Day Bucket List Snorkeling and Marine Life Tour

Hol Chan Full-Day Bucket List Snorkeling and Marine Life Tour

  • Central & South America
  • Superb845 reviews4.8

We love the natural beauty our country has to offer and want to share it in a fun-filled sustainable....

    Free Cancellation
    Start From $108.00
 
 

Sunset in Rio

(4.9 of 415 reviews)

Experience the beauty of Rio from a different angle! Come join us on a 3-hour tour under sail in the protected bay or open ocean waters of Rio. Departing from the Marina da Gloria, this sailing experience unveils, right from the... More

Free Cancellation
Start From $70.00
 
Sunset in Rio

Sunset in Rio

  • Central & South America
  • Superb415 reviews4.9

Experience the beauty of Rio from a different angle! Come join us on a 3-hour tour under sail in the....

    Free Cancellation
    Start From $70.00
 
 

Sailing to Tayrona with Luis and his team: Unique!

(4.7 of 411 reviews)

My name is Luis, I am an Economist and I worked as a consultant for more than 20 years. I changed my job for my passion: sailing and enjoying nature, especially the sea. I have been sailing since I was 10 days old, it is a passion... More

Free Cancellation
Start From $62.00
 
Sailing to Tayrona with Luis and his team: Unique!

Sailing to Tayrona with Luis and his team: Unique!

  • Central & South America
  • Superb411 reviews4.7

My name is Luis, I am an Economist and I worked as a consultant for more than 20 years. I changed my....

    Free Cancellation
    Start From $62.00
 
 
-15% Cruising on a 100' Wooden Sail Ship in Province of Puntarenas

Cruising on a 100' Wooden Sail Ship in Province of Puntarenas

(4.9 of 216 reviews)

Join us on a Shared morning or sunset cruise out of Marina Pez Vela, Quepos. (Up to 46 guests) The Brisa Elegante is a one-of-a-kind luxurious two-mast Gulet, built by world class craftsmen in 2010 in Turkey. Built and maintained... More

Special Offer
Free Cancellation
Start From $119.00
(Saving 15% ) $140.00
 
-15% Cruising on a 100' Wooden Sail Ship in Province of Puntarenas

Cruising on a 100' Wooden Sail Ship in Province of Puntarenas

  • Central & South America
  • Superb216 reviews4.9

Join us on a Shared morning or sunset cruise out of Marina Pez Vela, Quepos. (Up to 46 guests) The ....

    Special Offer
    Free Cancellation
    Start From $119.00
    (Saving 15% ) $140.00
 
 

Morning Sailing Tour in Rio de Janeiro - DDRio

(5 of 182 reviews)

Enjoy some of the most spectacular sights in the world from a different point of view. ​ Sailing around Rio de Janeiro is for sure one of a lifetime experience that we can offer in a unique way with a great all incisive onboard ... More

Free Cancellation
Start From $54.00
 
Morning Sailing Tour in Rio de Janeiro - DDRio

Morning Sailing Tour in Rio de Janeiro - DDRio

  • Central & South America
  • Superb182 reviews5

Enjoy some of the most spectacular sights in the world from a different point of view. ​ Sailing a....

    Free Cancellation
    Start From $54.00
 
 

Arraial do Cabo Tour from Rio with Boat Ride and Lunch

(4 of 21 reviews)

The crystal-clear water in shades of blue and green is waiting for you! We start the pickup very early in the morning, so we we will not miss a thing. As soon as we get in Arraial do Cabo, we go straight to the pier to take the bo... More

Free Cancellation
Start From $64.00
 
Arraial do Cabo Tour from Rio with Boat Ride and Lunch

Arraial do Cabo Tour from Rio with Boat Ride and Lunch

  • Central & South America
  • Very Good21 reviews4

The crystal-clear water in shades of blue and green is waiting for you! We start the pickup very ear....

    Free Cancellation
    Start From $64.00
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 329 reviews)

Afternoon snorkeling, sunset sailing tour with full offering of drinks and BBQ Chicken Meal. Enjoy the sunset after snorkeling to finish your Costa Rica vacation in luxury.... More

Free Cancellation
Start From $110.50
 
Catamaran Snorkeling & Sunset Sailing Tour

Catamaran Snorkeling & Sunset Sailing Tour

  • Central & South America
  • Superb329 reviews4.7

Afternoon snorkeling, sunset sailing tour with full offering of drinks and BBQ Chicken Meal. Enjoy t....

    Free Cancellation
    Start From $110.50
 
 

Angra dos Reis and Ilha Grande Tour from Rio with Boat Ride and Lunch

(3.6 of 61 reviews)

We begin with an early pickup in Rio de Janeiro to go to Angra dos Reis. Angra is Portuguese for 'small bay' and it is part of a grand complex of bays and hundreds of islands. The Ilha Grande is the most beautiful and famous of al... More

Free Cancellation
Start From $53.00
 
Angra dos Reis and Ilha Grande Tour from Rio with Boat Ride and Lunch

Angra dos Reis and Ilha Grande Tour from Rio with Boat Ride and L....

  • Central & South America
  • Very Good61 reviews3.6

We begin with an early pickup in Rio de Janeiro to go to Angra dos Reis. Angra is Portuguese for 'sm....

    Free Cancellation
    Start From $53.00
 
 

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 201 reviews)

Our Lucky 13 charters are great for smaller groups looking to escape the "booze-cruise". We only take up to 13 people on our spacious 50 foot Beneteau in order to maintain the Serendipity experience. Enjoy a delicious lunch, open ... More

Free Cancellation
Start From $149.00
 
Small Group Sunset Sail for the Sophisticated Traveler

Small Group Sunset Sail for the Sophisticated Traveler

  • Central & South America
  • Superb201 reviews5

Our Lucky 13 charters are great for smaller groups looking to escape the "booze-cruise". We only tak....

    Free Cancellation
    Start From $149.00
 
 

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

(5 of 10 reviews)

From the beginning, the trip holds pleasant surprises. Leaving the town, to the right we can see Lake Argentino with its Redonda Bay. In it you can see an important variety of birds, highlighting the black-necked swan, flamingo, s... More

Free Cancellation
Start From $280.00
 
Perito Moreno Glacier - CALAFATE (Footbridges and Navigation) Likely to Sell Out

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

  • Central & South America
  • Superb10 reviews5

From the beginning, the trip holds pleasant surprises. Leaving the town, to the right we can see Lak....

    Free Cancellation
    Start From $280.00
 
 

Ambergris Caye Sunset Sail Tour on the 40' Sirena Azul Sailboat

(4.9 of 112 reviews)

Experience Ambergris Caye, Belize sailing on our 40' Sirena Azul Sailboat, concluding with a breathtaking sunset view. This is one of our guest's favorite tours! *We require a minimum of 6 people to operate our 40' sailboat. If y... More

Free Cancellation
Start From $85.00
 
Ambergris Caye Sunset Sail Tour on the 40' Sirena Azul Sailboat Likely to Sell Out

Ambergris Caye Sunset Sail Tour on the 40' Sirena Azul Sailboat

  • Central & South America
  • Superb112 reviews4.9

Experience Ambergris Caye, Belize sailing on our 40' Sirena Azul Sailboat, concluding with a breatht....

    Free Cancellation
    Start From $85.00
 
 

Sailboat Tour in Rio de Janeiro

(4.9 of 73 reviews)

Our tour allows you a unique view of several tourist attractions in Rio de Janeiro, such as Sugarloaf Mountain and Corcovado Mountain, in addition to passing through several historical points of our city. You experience the most b... More

Free Cancellation
Start From $51.47
 
Sailboat Tour in Rio de Janeiro Likely to Sell Out

Sailboat Tour in Rio de Janeiro

  • Central & South America
  • Superb73 reviews4.9

Our tour allows you a unique view of several tourist attractions in Rio de Janeiro, such as Sugarloa....

    Free Cancellation
    Start From $51.47
 
 

Cartagena, CO: Sunset Skyline Bay Tour on a Pirate Boat + Drinks

(4.7 of 254 reviews)

Set sail on an unforgettable adventure aboard our authentic pirate ship as the sun dips below the horizon, painting the sky with vibrant hues. Perfect for couples, families, and groups of friends, this thrilling cruise offers a un... More

Free Cancellation
Start From $41.00
 
Cartagena, CO: Sunset Skyline Bay Tour on a Pirate Boat + Drinks Likely to Sell Out

Cartagena, CO: Sunset Skyline Bay Tour on a Pirate Boat + Drinks

  • Central & South America
  • Superb254 reviews4.7

Set sail on an unforgettable adventure aboard our authentic pirate ship as the sun dips below the ho....

    Free Cancellation
    Start From $41.00
 
 

Sunset Boat Tour with Beer, Water, Soda and Snacks included

(5 of 155 reviews)

Experience a magical sunset boat tour in Rio de Janeiro for up to 11 guests. Cruise along Guanabara Bay, enjoy breathtaking views of iconic landmarks like Sugarloaf Mountain, and stop for photos at the Niterói Contemporary Art Mu... More

Special Offer
Free Cancellation
Start From $57.80
(Saving 8% ) $63.00
 
-8% Sunset Boat Tour with Beer, Water, Soda and Snacks included Likely to Sell Out

Sunset Boat Tour with Beer, Water, Soda and Snacks included

  • Central & South America
  • Superb155 reviews5

Experience a magical sunset boat tour in Rio de Janeiro for up to 11 guests. Cruise along Guanabara ....

    Special Offer
    Free Cancellation
    Start From $57.80
    (Saving 8% ) $63.00
 
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