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Top 10 Best Central & South America Sailing Trips

Found 115 Sailing Trips activities in Central & South America. Sort by Popularity.
 

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

(4.5 of 331 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
  • Exellent331 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
 
 

Sunset Catamaran in Playa Flamingo

(4.8 of 763 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 Likely to Sell Out

Sunset Catamaran in Playa Flamingo

  • Central & South America
  • Superb763 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 768 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 Likely to Sell Out

Sunset Sailing Tour in Rio de Janeiro

  • Central & South America
  • Superb768 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
 
 

Tamarindo Snorkel and Sunset Cruise with Lunch

(4.6 of 542 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 Likely to Sell Out

Tamarindo Snorkel and Sunset Cruise with Lunch

  • Central & South America
  • Superb542 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
 
 

Blue Dolphin - Public Catamaran Tour

(4.6 of 824 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 Likely to Sell Out

Blue Dolphin - Public Catamaran Tour

  • Central & South America
  • Superb824 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
 
 

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

(4.9 of 130 reviews)

Snorkeling and Sailing to Caye Caulker with stops at Hol Chan Marine Reserve and Shark & Ray Alley. We do a guided snorkel of the Marine Reserve Hol Chan and then snorkeling at Shark & Ray Alley. We leave a little later than most... More

Free Cancellation
Start From $150.00
 
Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley Likely to Sell Out

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

  • Central & South America
  • Superb130 reviews4.9

Snorkeling and Sailing to Caye Caulker with stops at Hol Chan Marine Reserve and Shark & Ray Alley. ....

    Free Cancellation
    Start From $150.00
 
 

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

(4.8 of 748 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 Likely to Sell Out

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

  • Central & South America
  • Superb748 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
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 273 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 Likely to Sell Out

Catamaran Snorkeling & Sunset Sailing Tour

  • Central & South America
  • Superb273 reviews4.7

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

    Free Cancellation
    Start From $110.50
 
 

3-Hour Sailing Experience in Rio

(4.9 of 381 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 $55.00
 
3-Hour Sailing Experience in Rio Likely to Sell Out

3-Hour Sailing Experience in Rio

  • Central & South America
  • Superb381 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 $55.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 76 reviews)

What makes us different is in our level of customer service and attention to detail. 10 years of wedding and event planning experience, has given us a unique perspective to understand that, taking every experience to the next leve... More

Free Cancellation
Start From $95.00
 
5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica Likely to Sell Out

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

  • Central & South America
  • Superb76 reviews4.6

What makes us different is in our level of customer service and attention to detail. 10 years of wed....

    Free Cancellation
    Start From $95.00
 
 

Sailing to Tayrona with Luis and his team: Unique!

(4.7 of 379 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 $70.00
 
Sailing to Tayrona with Luis and his team: Unique! Likely to Sell Out

Sailing to Tayrona with Luis and his team: Unique!

  • Central & South America
  • Superb379 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 $70.00
 
 

Morning Sailing Tour in Rio de Janeiro - DDRio

(5 of 150 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 Likely to Sell Out

Morning Sailing Tour in Rio de Janeiro - DDRio

  • Central & South America
  • Superb150 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
 
 

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

(4.4 of 93 reviews)

We’ve been sailing this area for 20 years, and we will take you to beautiful Caribbean beaches that are only accessible by sea, no road can get you here! We will explore two very different spots: Playa Drake, a Caribbean beach w... More

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

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

  • Central & South America
  • Exellent93 reviews4.4

We’ve been sailing this area for 20 years, and we will take you to beautiful Caribbean beaches tha....

    Free Cancellation
    Start From $135.00
 
 

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 177 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, op... More

Free Cancellation
Start From $149.00
 
Small Group Sunset Sail for the Sophisticated Traveler Likely to Sell Out

Small Group Sunset Sail for the Sophisticated Traveler

  • Central & South America
  • Superb177 reviews5

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

    Free Cancellation
    Start From $149.00
 
 

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

(4.9 of 10 reviews)

Be part of our French Sailboat expedition from Playa Tamarindo to explore remote beaches inaccessible by land. Enjoy a sunset tour full of luxuries: music, an open bar of spirits and soft drinks, and a typical Costa Rican lunch. T... More

Free Cancellation
Private Tour
Start From $103.00
 
CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience Likely to Sell Out

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

  • Central & South America
  • Superb10 reviews4.9

Be part of our French Sailboat expedition from Playa Tamarindo to explore remote beaches inaccessibl....

    Free Cancellation
    Private Tour
    Start From $103.00
 
 

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

(4.7 of 224 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
Private Tour
Start From $37.00
 
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
  • Superb224 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $37.00
 
 

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

(5 of 191 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

Free Cancellation
Private Tour
Start From $140.00
 
Cruising on a 100' Wooden Sail Ship in Province of Puntarenas Likely to Sell Out

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

  • Central & South America
  • Superb191 reviews5

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

    Free Cancellation
    Private Tour
    Start From $140.00
 
 

Blue Dolphin - Private Catamaran Tour

(5 of 9 reviews)

Blue Dolphin is the original sailing tour in Costa Rica, operating since 2004. Our friendly, bi-lingual, licensed crew will work hard to make your trip aboard a memorable one. Our freshly prepared food is designed to satisfy every... More

Free Cancellation
Private Tour
Start From $500.00
 
Blue Dolphin - Private Catamaran Tour Likely to Sell Out

Blue Dolphin - Private Catamaran Tour

  • Central & South America
  • Superb9 reviews5

Blue Dolphin is the original sailing tour in Costa Rica, operating since 2004. Our friendly, bi-ling....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Estancia Cristina

(4.3 of 107 reviews)

Experience the remote beauty of Patagonia’s Estancia Cristina and Upsala Glacier on a journey of discovery from El Calafate. Sail past icebergs across Lago Argentino and tour the historic Estancia Cristina ranch. In the afternoo... More

Free Cancellation
Private Tour
Start From $285.00
 
 Estancia Cristina Likely to Sell Out

Estancia Cristina

  • Central & South America
  • Exellent107 reviews4.3

Experience the remote beauty of Patagonia’s Estancia Cristina and Upsala Glacier on a journey of d....

    Free Cancellation
    Private Tour
    Start From $285.00
 
 

Private Sunset Sailing Tour in Rio de Janeiro

(5 of 174 reviews)

More than just a sail in the Private Tour we can arrange the boat and customize the service especially for the occasion. The Private Sunset Tour is perfect for romantic occasion. Or staffs are ready to provide a perfect atmosphe... More

Free Cancellation
Private Tour
Start From $449.00
 
Private Sunset Sailing Tour in Rio de Janeiro Likely to Sell Out

Private Sunset Sailing Tour in Rio de Janeiro

  • Central & South America
  • Superb174 reviews5

More than just a sail in the Private Tour we can arrange the boat and customize the service especial....

    Free Cancellation
    Private Tour
    Start From $449.00
 
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