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Top 10 Best Central & South America Sailing Trips

Found 120 Sailing Trips activities in Central & South America. Sort by Popularity.
 

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

(4.5 of 352 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
  • Exellent352 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

(4.9 of 854 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
  • Superb854 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

(4.6 of 857 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
  • Superb857 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
 
 

Sunset Sailing Tour in Rio de Janeiro

(4.9 of 820 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
  • Superb820 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
 
 

Caye Caulker Sailing with Snorkeling Hol Chan and Shark Ray Alley

(4.9 of 148 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
  • Superb148 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
 
 

Tamarindo Snorkel and Sunset Cruise with Lunch

(4.6 of 561 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
  • Superb561 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
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 301 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
  • Superb301 reviews4.7

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

    Free Cancellation
    Start From $110.50
 
 

Sunset in Rio

(4.9 of 395 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 $70.00
 
Sunset in Rio Likely to Sell Out

Sunset in Rio

  • Central & South America
  • Superb395 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 $70.00
 
 

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

(4.5 of 101 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
  • Exellent101 reviews4.5

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
 
 

Sailing to Tayrona with Luis and his team: Unique!

(4.7 of 392 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
  • Superb392 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
 
 

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

(4.9 of 14 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
Start From $103.00
 
CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience Likely to Sell Out

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

  • Central & South America
  • Superb14 reviews4.9

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

    Free Cancellation
    Start From $103.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 92 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
  • Superb92 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
 
 

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

(5 of 86 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
Start From $59.00
 
Sunset Boat Tour with Beer, Water, Soda and Snacks included Likely to Sell Out

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

  • Central & South America
  • Superb86 reviews5

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

    Free Cancellation
    Start From $59.00
 
 

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

(4.8 of 791 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
  • Superb791 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
 
 

Private Tour with Churrasco in Vela Catamaran - Velas do Rio

(5 of 3 reviews)

Explore Guanabara Bay with exclusivity and comfort aboard a sailing catamaran! Our tour is perfect for those looking for unforgettable moments in Rio de Janeiro. Ideal for groups, couples or families who want a personalized experi... More

Free Cancellation
Private Tour
Start From $365.02
 
Private Tour with Churrasco in Vela Catamaran - Velas do Rio Likely to Sell Out

Private Tour with Churrasco in Vela Catamaran - Velas do Rio

  • Central & South America
  • Superb3 reviews5

Explore Guanabara Bay with exclusivity and comfort aboard a sailing catamaran! Our tour is perfect f....

    Free Cancellation
    Private Tour
    Start From $365.02
 
 

Morning Sailing Tour in Rio de Janeiro - DDRio

(5 of 169 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
Private Tour
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
  • Superb169 reviews5

Enjoy some of the most spectacular sights in the world from a different point of view. ​ Sailing a....

    Free Cancellation
    Private Tour
    Start From $54.00
 
 

Blue Dolphin - Private Catamaran Tour

(5 of 14 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
  • Superb14 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
 
 

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

(4.9 of 96 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
  • Superb96 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 241 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
  • Superb241 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
 
 

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

(4.8 of 35 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
  • Superb35 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
 
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