Top Central & South America Sailing Trips

Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

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 …More

Tamarindo, Costa Rica

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...

5 hours Free Cancellation
4.6 (446)
from
$97
Rio de Janeiro Sunset Sailing Tour with Drinks

Travelers can experience Rio de Janeiro’s sunset from a premium sailing yacht on Guanabara Bay. The cruise passes historic fortresses and the Museum of Contemporary …More

Rio de Janeiro, Brazil

Travelers can experience Rio de Janeiro’s sunset from a premium sailing yacht on Guanabara Bay. The cruise passes historic fortresses and the Museum of Contemporary...

3 hours Free Cancellation
4.8 (675)
from
$65
Hol Chan Full-Day Bucket List Snorkeling and Marine Life Tour

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 …More

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...

6 hours 30 minutes Free Cancellation
4.8 (900)
from
$99
Small Group Sunset Sail for the Sophisticated Traveler

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 …More

Likely to Sell Out
Likely to Sell Out
Playa Flamingo, Costa Rica

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...

4 to 5 hours Free Cancellation
5.0 (225)
from
$128
Rio de Janeiro Sunset Cruise or Sailing Tour

Set sail on a 3-hour Rio sunset tour departing from Marina da Glória. Cruise past landmarks like Christ the Redeemer and Sugarloaf Mountain as you …More

Rio de Janeiro, Brazil

Set sail on a 3-hour Rio sunset tour departing from Marina da Glória. Cruise past landmarks like Christ the Redeemer and Sugarloaf Mountain as you...

3 hours Free Cancellation
4.9 (417)
from
$59
Morning Sailing Tour in Rio de Janeiro - DDRio

Enjoy some of Rio de Janeiro's most spectacular sights from the water, in the soft light of the morning. Sailing in the morning also means …More

Rio de Janeiro, Brazil

Enjoy some of Rio de Janeiro's most spectacular sights from the water, in the soft light of the morning. Sailing in the morning also means...

3 hours Free Cancellation
5.0 (132)
from
$51
Jaco Sunset Cruise to Playa Fantasia

Our Jaco sunset cruise takes you on a unique experience at Playa Fantasia. Playa Fantasia is a beach that is a secret hidden gem, left …More

Jaco, Costa Rica

Our Jaco sunset cruise takes you on a unique experience at Playa Fantasia. Playa Fantasia is a beach that is a secret hidden gem, left...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (189)
from
$159
Luxury Pirate Beach Adventure, Open sea Rope Swing, Drinks &Lunch

A Premium Pirate Adventure in Cartagena — More Than a Tour, a Legendary Day at Sea Set sail from Cartagena aboard a beautifully crafted pirate …More

Cartagena, Colombia

A Premium Pirate Adventure in Cartagena — More Than a Tour, a Legendary Day at Sea Set sail from Cartagena aboard a beautifully crafted pirate...

7 hours Free Cancellation
4.8 (55)
from
$100
Snorkeling and Cruises

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime. …More

Playa Hermosa, Costa Rica

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime....

4 hours Free Cancellation
4.8 (49)
from
$150
Private Morning Sail & Snorkel Tour

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime. …More

Playa Hermosa, Costa Rica

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime....

4 hours Free Cancellation
4.7 (26)
from
$188

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