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Top 10 Best Central & South America Sailing Trips

Found 139 Sailing Trips activities in Central & South America. Sort by Popularity.
 

TIMAROUBA sunset Cata in Tamarindo with open bar, lunch & snorkel

(4.5 of 420 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 Cata in Tamarindo with open bar, lunch & snorkel

TIMAROUBA sunset Cata in Tamarindo with open bar, lunch & snorkel

  • Central & South America
  • Exellent420 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 Tour in Playa Flamingo

(4.9 of 1,045 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 Tour in Playa Flamingo Likely to Sell Out

Sunset Catamaran Tour in Playa Flamingo

  • Central & South America
  • Superb1,045 reviews4.9

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

    Free Cancellation
    Start From $95.00
 
 

Blue Dolphin - Public Catamaran Tour - Tamarindo

(4.6 of 938 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 - Tamarindo Likely to Sell Out

Blue Dolphin - Public Catamaran Tour - Tamarindo

  • Central & South America
  • Superb938 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

(4.8 of 214 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
  • Superb214 reviews4.8

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

    Free Cancellation
    Start From $150.00
 
 

CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

(4.8 of 54 reviews)

It’s the perfect mix of adventure, comfort, and pure Costa Rican nature. From the moment you step on board, our crew takes care of everything so you can simply relax, explore, and enjoy. What sets us apart : All-Inclusive & E... More

Free Cancellation
Start From $108.00
 
CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel Likely to Sell Out

CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

  • Central & South America
  • Superb54 reviews4.8

It’s the perfect mix of adventure, comfort, and pure Costa Rican nature. From the moment you step ....

    Free Cancellation
    Start From $108.00
 
 

Rio de Janeiro Sunset Sailing Tour with Drinks

(4.9 of 956 reviews)

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 Art, offering panoramic views of Sugarloaf Mountain and Christ ... More

Free Cancellation
Start From $70.00
 
Rio de Janeiro Sunset Sailing Tour with Drinks Likely to Sell Out

Rio de Janeiro Sunset Sailing Tour with Drinks

  • Central & South America
  • Superb956 reviews4.9

Travelers can experience Rio de Janeiro’s sunset from a premium sailing yacht on Guanabara Bay. Th....

    Free Cancellation
    Start From $70.00
 
 

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

(4.8 of 947 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 $110.00
 
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
  • Superb947 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 $110.00
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 373 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 $132.00
 
Catamaran Snorkeling & Sunset Sailing Tour Likely to Sell Out

Catamaran Snorkeling & Sunset Sailing Tour

  • Central & South America
  • Superb373 reviews4.7

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

    Free Cancellation
    Start From $132.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 126 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
  • Superb126 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!

(4.6 of 450 reviews)

My name is Luis, I am an Economist and worked as a consultant for more than 20 years. One day, I decided to trade the office for my true passion : sailing and enjoying nature, especially the sea. I have been sailing since I was 1... 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
  • Superb450 reviews4.6

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

    Free Cancellation
    Start From $70.00
 
 

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

(4.9 of 134 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
  • Superb134 reviews4.9

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

    Free Cancellation
    Start From $85.00
 
 

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

(4.7 of 296 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 $44.00
 
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
  • Superb296 reviews4.7

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

    Free Cancellation
    Start From $44.00
 
 

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

(5 of 237 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
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
  • Superb237 reviews5

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

    Free Cancellation
    Start From $140.00
 
 

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

(4.9 of 14 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 $205.00
 
Perito Moreno Glacier - CALAFATE (Footbridges and Navigation) Likely to Sell Out

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

  • Central & South America
  • Superb14 reviews4.9

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

    Free Cancellation
    Start From $205.00
 
 

Private Morning Catamaran in Playa Flamingo

(5 of 31 reviews)

The morning catamaran is the way to explore the pacific coast, you and your family can have the most unforgettable experience. ... More

Free Cancellation
Private Tour
Start From $1,250.00
 
 Private Morning Catamaran in Playa Flamingo Likely to Sell Out

Private Morning Catamaran in Playa Flamingo

  • Central & South America
  • Superb31 reviews5

The morning catamaran is the way to explore the pacific coast, you and your family can have the most....

    Free Cancellation
    Private Tour
    Start From $1,250.00
 
 

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 212 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
Private Tour
Start From $160.00
 
Small Group Sunset Sail for the Sophisticated Traveler Likely to Sell Out

Small Group Sunset Sail for the Sophisticated Traveler

  • Central & South America
  • Superb212 reviews5

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

    Free Cancellation
    Private Tour
    Start From $160.00
 
 

Rio de Janeiro Sunset Cruise or Sailing Tour

(4.9 of 440 reviews)

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 enjoy welcome drinks and snacks. With small groups and a local captain sharing ins... More

Free Cancellation
Private Tour
Start From $70.00
 
Rio de Janeiro Sunset Cruise or Sailing Tour Likely to Sell Out

Rio de Janeiro Sunset Cruise or Sailing Tour

  • Central & South America
  • Superb440 reviews4.9

Set sail on a 3-hour Rio sunset tour departing from Marina da Glória. Cruise past landmarks like Ch....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Catamaran Private Sailing Tour

(5 of 35 reviews)

We are Michelle & Clem, a mexican-french couple and we wish you welcome on Anna, our 34 feet catamaran for a day of adventure on the coast of Guanacaste ! Enjoy a homemade meal and cocktails on board, and take part in activities ... More

Free Cancellation
Private Tour
Start From $330.00
 
Catamaran Private Sailing Tour Likely to Sell Out

Catamaran Private Sailing Tour

  • Central & South America
  • Superb35 reviews5

We are Michelle & Clem, a mexican-french couple and we wish you welcome on Anna, our 34 feet catamar....

    Free Cancellation
    Private Tour
    Start From $330.00
 
 

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

(3.6 of 67 reviews)

Start your day with early hotel pickup in Rio for a transfer to Angra dos Reis, where a boat awaits to explore Ilha Grande. Swim, snorkel, and relax at three tropical islands such as Blue Lagoon, Japariz, or Cataguases. Savor a bu... More

Free Cancellation
Private Tour
Start From $64.00
 
Angra dos Reis and Ilha Grande Tour from Rio with Boat Ride and Lunch Likely to Sell Out

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

  • Central & South America
  • Very Good67 reviews3.6

Start your day with early hotel pickup in Rio for a transfer to Angra dos Reis, where a boat awaits ....

    Free Cancellation
    Private Tour
    Start From $64.00
 
 

Sailboat Adventure in Nosara

(5 of 11 reviews)

Set sail on a real sailboat and experience the beauty of the open sea! Enjoy 3 hours of relaxation and adventure as you glide over clear water, feeling the gentle sea breeze on your face. Our spacious sailboat offers shaded areas ... More

Free Cancellation
Private Tour
Start From $130.00
 
Sailboat Adventure in Nosara Likely to Sell Out

Sailboat Adventure in Nosara

  • Central & South America
  • Superb11 reviews5

Set sail on a real sailboat and experience the beauty of the open sea! Enjoy 3 hours of relaxation a....

    Free Cancellation
    Private Tour
    Start From $130.00
 
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