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Top 10 Best Central & South America Sailing Trips

Found 150 Sailing Trips activities in Central & South America. Sort by Popularity.
 

Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

(4.5 of 487 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 $97.00
 
Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

Timarouba Catamaran Sunset Cruise with Open Bar Lunch& Snorkeling

  • Central & South America
  • Exellent487 reviews4.5

The Ti Marouba is a catamaran specifically designed to be the ultimate in day charters. Moored in th....

    Free Cancellation
    Start From $97.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 176 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
  • Superb176 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
 
 
-10% Rio de Janeiro Sunset Sailing Tour with Drinks

Rio de Janeiro Sunset Sailing Tour with Drinks

(4.8 of 1,004 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

Special Offer
Free Cancellation
Start From $63.00
(Saving 10% ) $70.00
 
-10% Rio de Janeiro Sunset Sailing Tour with Drinks

Rio de Janeiro Sunset Sailing Tour with Drinks

  • Central & South America
  • Superb1,004 reviews4.8

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

    Special Offer
    Free Cancellation
    Start From $63.00
    (Saving 10% ) $70.00
 
 
-inf% Blue Dolphin - Public Catamaran Tour - Tamarindo

Blue Dolphin - Public Catamaran Tour - Tamarindo

(4.6 of 986 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

Special Offer
Free Cancellation
Start From $105.00
(Saving inf% ) $0.00
 
-inf% Blue Dolphin - Public Catamaran Tour - Tamarindo

Blue Dolphin - Public Catamaran Tour - Tamarindo

  • Central & South America
  • Superb986 reviews4.6

A trip to Tamarindo is not complete without a day spent on the ocean, and there is no better way to ....

    Special Offer
    Free Cancellation
    Start From $105.00
    (Saving inf% ) $0.00
 
 
-inf% Sunset Catamaran Tour in Playa Flamingo

Sunset Catamaran Tour in Playa Flamingo

(4.9 of 1,143 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

Special Offer
Free Cancellation
Start From $95.00
(Saving inf% ) $0.00
 
-inf% Sunset Catamaran Tour in Playa Flamingo

Sunset Catamaran Tour in Playa Flamingo

  • Central & South America
  • Superb1,143 reviews4.9

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

    Special Offer
    Free Cancellation
    Start From $95.00
    (Saving inf% ) $0.00
 
 
-inf% Rio de Janeiro: Sunset Boat Tour with Swimming, Drinks & Snacks

Rio de Janeiro: Sunset Boat Tour with Swimming, Drinks & Snacks

(5 of 288 reviews)

Board at Marina da Glória and cruise Guanabara Bay on a 3-hour boat tour timed to put you on the water at exactly the right moment for sunset. The group is capped at 11 passengers — no crowds, plenty of space on board, and full... More

Special Offer
Free Cancellation
Start From $64.00
(Saving inf% ) $0.00
 
-inf% Rio de Janeiro: Sunset Boat Tour with Swimming, Drinks & Snacks

Rio de Janeiro: Sunset Boat Tour with Swimming, Drinks & Snacks

  • Central & South America
  • Superb288 reviews5

Board at Marina da Glória and cruise Guanabara Bay on a 3-hour boat tour timed to put you on the wa....

    Special Offer
    Free Cancellation
    Start From $64.00
    (Saving inf% ) $0.00
 
 
-inf% Rio de Janeiro Sunset Cruise or Sailing Tour

Rio de Janeiro Sunset Cruise or Sailing Tour

(4.9 of 490 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

Special Offer
Free Cancellation
Start From $64.65
(Saving inf% ) $0.00
 
-inf% Rio de Janeiro Sunset Cruise or Sailing Tour

Rio de Janeiro Sunset Cruise or Sailing Tour

  • Central & South America
  • Superb490 reviews4.9

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

    Special Offer
    Free Cancellation
    Start From $64.65
    (Saving inf% ) $0.00
 
 
-inf% CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

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

(4.4 of 103 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

Special Offer
Free Cancellation
Start From $110.00
(Saving inf% ) $0.00
 
-inf% CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

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

  • Central & South America
  • Exellent103 reviews4.4

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

    Special Offer
    Free Cancellation
    Start From $110.00
    (Saving inf% ) $0.00
 
 
-inf% Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

(4.8 of 250 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

Special Offer
Free Cancellation
Start From $150.00
(Saving inf% ) $0.00
 
-inf% 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
  • Superb250 reviews4.8

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

    Special Offer
    Free Cancellation
    Start From $150.00
    (Saving inf% ) $0.00
 
 
-inf% Private Morning Catamaran in Playa Flamingo

Private Morning Catamaran in Playa Flamingo

(5 of 35 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $1,250.00
(Saving inf% ) $0.00
 
-inf% Private Morning Catamaran in Playa Flamingo

Private Morning Catamaran in Playa Flamingo

  • Central & South America
  • Superb35 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,250.00
    (Saving inf% ) $0.00
 
 
-inf% Morning Sailing Tour in Rio de Janeiro - DDRio

Morning Sailing Tour in Rio de Janeiro - DDRio

(5 of 211 reviews)

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 stronger, steadier winds on Guanabara Bay, giving this tour some of the longest true-sailin... More

Special Offer
Free Cancellation
Private Tour
Start From $54.00
(Saving inf% ) $0.00
 
-inf% Morning Sailing Tour in Rio de Janeiro - DDRio

Morning Sailing Tour in Rio de Janeiro - DDRio

  • Central & South America
  • Superb211 reviews5

Enjoy some of Rio de Janeiro's most spectacular sights from the water, in the soft light of the morn....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $54.00
    (Saving inf% ) $0.00
 
 
-inf% Sunset Sails Tours Morning tours (9am).

Sunset Sails Tours Morning tours (9am).

(4.7 of 651 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

Special Offer
Free Cancellation
Private Tour
Start From $95.00
(Saving inf% ) $0.00
 
-inf% Sunset Sails Tours Morning tours (9am).

Sunset Sails Tours Morning tours (9am).

  • Central & South America
  • Superb651 reviews4.7

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $95.00
    (Saving inf% ) $0.00
 
 
-inf% Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste

Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste

(4.5 of 12 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

Special Offer
Free Cancellation
Private Tour
Start From $200.00
(Saving inf% ) $0.00
 
-inf% Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste

Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste

  • Central & South America
  • Exellent12 reviews4.5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $200.00
    (Saving inf% ) $0.00
 
 
-inf% 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 317 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
Private Tour
Start From $50.00
(Saving inf% ) $0.00
 
-inf% 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
  • Superb317 reviews4.7

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $50.00
    (Saving inf% ) $0.00
 
 
-inf% Tayrona Sailing Sailboat trip

Tayrona Sailing Sailboat trip

(4.3 of 112 reviews)

Charter Dock at 9:30 AM. Ask for boat SONATA. We depart at 10:00 AM — we cannot wait past 9:50 AM. Sonata is a magnificent 58ft cutter-rigged ketch, built in 1979 in Taipei, Taiwan, with a capacity of 26 guests. The Journey We'... More

Special Offer
Free Cancellation
Private Tour
Start From $55.00
(Saving inf% ) $0.00
 
-inf% Tayrona Sailing Sailboat trip

Tayrona Sailing Sailboat trip

  • Central & South America
  • Exellent112 reviews4.3

Charter Dock at 9:30 AM. Ask for boat SONATA. We depart at 10:00 AM — we cannot wait past 9:50 AM....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $55.00
    (Saving inf% ) $0.00
 
 
-inf% Catamaran Snorkeling & Sunset Sailing Tour

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 408 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

Special Offer
Free Cancellation
Private Tour
Start From $132.00
(Saving inf% ) $0.00
 
-inf% Catamaran Snorkeling & Sunset Sailing Tour

Catamaran Snorkeling & Sunset Sailing Tour

  • Central & South America
  • Superb408 reviews4.7

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $132.00
    (Saving inf% ) $0.00
 
 
-inf% Hol Chan Full-Day Bucket List Snorkeling and Marine Life Tour

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

(4.8 of 1,025 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

Special Offer
Free Cancellation
Private Tour
Start From $110.00
(Saving inf% ) $0.00
 
-inf% 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
  • Superb1,025 reviews4.8

We love the natural beauty our country has to offer and want to share it in a fun-filled sustainable....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $110.00
    (Saving inf% ) $0.00
 
 
-inf% Small Group Sunset Sail for the Sophisticated Traveler

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 223 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

Special Offer
Free Cancellation
Private Tour
Start From $160.00
(Saving inf% ) $0.00
 
-inf% Small Group Sunset Sail for the Sophisticated Traveler

Small Group Sunset Sail for the Sophisticated Traveler

  • Central & South America
  • Superb223 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $160.00
    (Saving inf% ) $0.00
 
 
-inf% Sailing to Tayrona with Luis and his team: Unique!

Sailing to Tayrona with Luis and his team: Unique!

(4.6 of 472 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 10... More

Special Offer
Free Cancellation
Private Tour
Start From $79.00
(Saving inf% ) $0.00
 
-inf% Sailing to Tayrona with Luis and his team: Unique!

Sailing to Tayrona with Luis and his team: Unique!

  • Central & South America
  • Superb472 reviews4.6

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $79.00
    (Saving inf% ) $0.00
 
 
-inf% Private Tour in Catamaran to Sela

Private Tour in Catamaran to Sela

(5 of 11 reviews)

An exclusive experience aboard a comfortable and elegant catamaran, navigating the most stunning scenery of Rio de Janeiro! If you want to experience an unforgettable tour with all the comfort and exclusivity, our 3-hour private... More

Special Offer
Free Cancellation
Private Tour
Start From $333.36
(Saving inf% ) $0.00
 
-inf% Private Tour in Catamaran to Sela

Private Tour in Catamaran to Sela

  • Central & South America
  • Superb11 reviews5

An exclusive experience aboard a comfortable and elegant catamaran, navigating the most stunning sce....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $333.36
    (Saving inf% ) $0.00
 
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