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Top 10 Best Central & South America Sailing Trips

Found 135 Sailing Trips activities in Central & South America. Sort by Popularity.
 

Sunset Catamaran Tour in Playa Flamingo

(4.8 of 995 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

Sunset Catamaran Tour in Playa Flamingo

  • Central & South America
  • Superb995 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
 
 

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

(4.8 of 899 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

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

  • Central & South America
  • Superb899 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
 
 

Rio de Janeiro Sunset Sailing Tour with Drinks

(4.9 of 924 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

Rio de Janeiro Sunset Sailing Tour with Drinks

  • Central & South America
  • Superb924 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
 
 

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

(4.8 of 182 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

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

  • Central & South America
  • Superb182 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
 
 

Sunset Sailing Catamaran in Tamarindo

(4.5 of 402 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
 
Sunset Sailing Catamaran in Tamarindo

Sunset Sailing Catamaran in Tamarindo

  • Central & South America
  • Exellent402 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 - Tamarindo

(4.6 of 909 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

Blue Dolphin - Public Catamaran Tour - Tamarindo

  • Central & South America
  • Superb909 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
 
 

Rio de Janeiro Sunset Cruise or Sailing Tour

(4.9 of 431 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
Start From $70.00
 
Rio de Janeiro Sunset Cruise or Sailing Tour

Rio de Janeiro Sunset Cruise or Sailing Tour

  • Central & South America
  • Superb431 reviews4.9

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

    Free Cancellation
    Start From $70.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.7 of 102 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

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

  • Central & South America
  • Superb102 reviews4.7

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 435 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 $62.00
 
Sailing to Tayrona with Luis and his team: Unique!

Sailing to Tayrona with Luis and his team: Unique!

  • Central & South America
  • Superb435 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 $62.00
 
 

Morning Sailing Tour in Rio de Janeiro - DDRio

(5 of 192 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
  • Superb192 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
 
 
-5% Cartagena, CO: Sunset Skyline Bay Tour on a Pirate Boat + Drinks

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

(4.7 of 281 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

Special Offer
Free Cancellation
Start From $38.00
(Saving 5% ) $40.00
 
-5% Cartagena, CO: Sunset Skyline Bay Tour on a Pirate Boat + Drinks

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

  • Central & South America
  • Superb281 reviews4.7

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

    Special Offer
    Free Cancellation
    Start From $38.00
    (Saving 5% ) $40.00
 
 

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

(5 of 227 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

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

  • Central & South America
  • Superb227 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
 
 

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

(4.9 of 121 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

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

  • Central & South America
  • Superb121 reviews4.9

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

    Free Cancellation
    Start From $85.00
 
 

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

(4.7 of 23 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 $100.00
 
CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

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

  • Central & South America
  • Superb23 reviews4.7

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

    Free Cancellation
    Start From $100.00
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 339 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
  • Superb339 reviews4.7

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

    Free Cancellation
    Start From $110.50
 
 

Sailboat Tour in Rio de Janeiro

(4.9 of 72 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 $51.81
 
Sailboat Tour in Rio de Janeiro

Sailboat Tour in Rio de Janeiro

  • Central & South America
  • Superb72 reviews4.9

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

    Free Cancellation
    Start From $51.81
 
 

Catamaran Private Sailing Tour

(5 of 27 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 $295.00
 
Catamaran Private Sailing Tour

Catamaran Private Sailing Tour

  • Central & South America
  • Superb27 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 $295.00
 
 

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

(5 of 206 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

Free Cancellation
Private Tour
Start From $74.00
 
Sunset Boat Tour with Beer, Water, Soda and Snacks included

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

  • Central & South America
  • Superb206 reviews5

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

    Free Cancellation
    Private Tour
    Start From $74.00
 
 

Arraial do Cabo Tour from Rio with Boat Ride and Lunch

(3.9 of 23 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
Private Tour
Start From $62.00
 
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 Good23 reviews3.9

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

    Free Cancellation
    Private Tour
    Start From $62.00
 
 

Blue Dolphin - Private Catamaran Tour - Tamarindo

(5 of 19 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 - Tamarindo

Blue Dolphin - Private Catamaran Tour - Tamarindo

  • Central & South America
  • Superb19 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
 
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