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Top 10 Best Central & South America Sailing Trips

Found 146 Sailing Trips activities in Central & South America. Sort by Popularity.
 

Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

(4.5 of 444 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 Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

  • Central & South America
  • Exellent444 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

(4.8 of 1,089 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
  • Superb1,089 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
 
 

Blue Dolphin - Public Catamaran Tour - Tamarindo

(4.6 of 959 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 $105.00
 
Blue Dolphin - Public Catamaran Tour - Tamarindo Likely to Sell Out

Blue Dolphin - Public Catamaran Tour - Tamarindo

  • Central & South America
  • Superb959 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 $105.00
 
 

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

(4.4 of 81 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 just relax, explore, and enjoy. What sets us apart: All-Inclusive & Easy... 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
  • Exellent81 reviews4.4

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

(4.8 of 979 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
  • Superb979 reviews4.8

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 231 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
  • Superb231 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
 
 

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

(4.8 of 988 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
  • Superb988 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 389 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
  • Superb389 reviews4.7

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

    Free Cancellation
    Start From $132.00
 
 

Private Catamaran Tour Guanacaste - Anna Holala (Playa Del Coco)

(5 of 40 reviews)

Anna Holala offers a fully private catamaran experience in Guanacaste, focused on quality, comfort, and authenticity. Unlike crowned tours, every trip is designed for a small group, with fresh homemade food, carefully prepared dr... More

Free Cancellation
Private Tour
Start From $345.00
 
Private Catamaran Tour Guanacaste - Anna Holala (Playa Del Coco) Likely to Sell Out

Private Catamaran Tour Guanacaste - Anna Holala (Playa Del Coco)

  • Central & South America
  • Superb40 reviews5

Anna Holala offers a fully private catamaran experience in Guanacaste, focused on quality, comfort, ....

    Free Cancellation
    Private Tour
    Start From $345.00
 
 

Rio de Janeiro Sunset Cruise or Sailing Tour

(4.9 of 458 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 $57.20
 
Rio de Janeiro Sunset Cruise or Sailing Tour Likely to Sell Out

Rio de Janeiro Sunset Cruise or Sailing Tour

  • Central & South America
  • Superb458 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 $57.20
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 147 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
Private Tour
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
  • Superb147 reviews4.6

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

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Sunset Sails Tours Afternoon (2pm) or Morning tours (9am).

(4.7 of 639 reviews)

This is a family business tour with over 30 years of experience we take great pride in our client service and in our food, our tour consists in going around the coast of Manuel Antonio, we try to look for dolphins, turtles, stingr... More

Free Cancellation
Private Tour
Start From $95.00
 
Sunset Sails Tours Afternoon (2pm) or Morning tours (9am). Likely to Sell Out

Sunset Sails Tours Afternoon (2pm) or Morning tours (9am).

  • Central & South America
  • Superb639 reviews4.7

This is a family business tour with over 30 years of experience we take great pride in our client se....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

ALL INCLUSIVE San Blas Islands Day Tour on Sailboat

(4.7 of 15 reviews)

Join an unforgettable sailing adventure through the stunning San Blas Islands with an experienced crew who know the region and its culture inside out. Discover the most beautiful islands of the archipelago and snorkel in some of t... More

Free Cancellation
Private Tour
Start From $240.00
 
ALL INCLUSIVE San Blas Islands Day Tour on Sailboat Likely to Sell Out

ALL INCLUSIVE San Blas Islands Day Tour on Sailboat

  • Central & South America
  • Superb15 reviews4.7

Join an unforgettable sailing adventure through the stunning San Blas Islands with an experienced cr....

    Free Cancellation
    Private Tour
    Start From $240.00
 
 

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

(4.9 of 140 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
Private Tour
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
  • Superb140 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

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

(4.7 of 311 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 $48.00
 
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
  • Superb311 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 $48.00
 
 

Brunch & Sunset Cruise with Capirinha in Rio

(4.9 of 112 reviews)

The tour begins in the middle of the afternoon at Pier A of Marina da Glória. You will navigate through several historical and important points of the bay of Guanabara, because of this we passed near the Fort São João, Fort Lag... More

Free Cancellation
Private Tour
Start From $75.00
 
Brunch & Sunset Cruise with Capirinha in Rio Likely to Sell Out

Brunch & Sunset Cruise with Capirinha in Rio

  • Central & South America
  • Superb112 reviews4.9

The tour begins in the middle of the afternoon at Pier A of Marina da Glória. You will navigate thr....

    Free Cancellation
    Private Tour
    Start From $75.00
 
 

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 214 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
  • Superb214 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
 
 

Morning - Sunset Catamaran Sailboat & Snorkeling Tour- Guanacaste

(4.3 of 9 reviews)

Luxury shared that whispers, sunsets that stay with you. Sail the Golden Coast aboard a world-class catamaran, where impeccable service, gentle sea breezes, and exquisite details awaken your senses. Toast as the sun paints the P... More

Free Cancellation
Private Tour
Start From $194.24
 
Morning - Sunset Catamaran Sailboat & Snorkeling Tour- Guanacaste Likely to Sell Out

Morning - Sunset Catamaran Sailboat & Snorkeling Tour- Guanacaste

  • Central & South America
  • Exellent9 reviews4.3

Luxury shared that whispers, sunsets that stay with you. Sail the Golden Coast aboard a world-class....

    Free Cancellation
    Private Tour
    Start From $194.24
 
 

Private Sailing Tour from Playa Flamingo - Explore Costa Rica's Gold Coast

(4.8 of 58 reviews)

Glide along Costa Rica’s Gold Coast in style on a Private Sailing charter, Pegasus: a luxurious, comfortable, newly refurbished 52ft French Sailing Yacht. Witness some of the most beautiful and unspoilt bays, hidden beaches, ju... More

Free Cancellation
Private Tour
Start From $180.00
 
Private Sailing Tour from Playa Flamingo - Explore Costa Rica's Gold Coast Likely to Sell Out

Private Sailing Tour from Playa Flamingo - Explore Costa Rica's G....

  • Central & South America
  • Superb58 reviews4.8

Glide along Costa Rica’s Gold Coast in style on a Private Sailing charter, Pegasus: a luxurious, c....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

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

(4.9 of 248 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
  • Superb248 reviews4.9

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
 
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