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Top 10 Best Central & South America Sailing Trips

Found 134 Sailing Trips activities in Central & South America. Sort by Popularity.
 

Sunset Catamaran in Playa Flamingo

(4.8 of 903 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

Sunset Catamaran in Playa Flamingo

  • Central & South America
  • Superb903 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
 
 

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

(4.5 of 368 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
  • Exellent368 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 Sailing Tour in Rio de Janeiro

(4.9 of 846 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

Sunset Sailing Tour in Rio de Janeiro

  • Central & South America
  • Superb846 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
 
 

Tamarindo Snorkel and Sunset Cruise with Lunch

(4.6 of 591 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

Tamarindo Snorkel and Sunset Cruise with Lunch

  • Central & South America
  • Superb591 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
 
 

Blue Dolphin - Public Catamaran Tour

(4.6 of 880 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

Blue Dolphin - Public Catamaran Tour

  • Central & South America
  • Superb880 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

(4.9 of 162 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
  • Superb162 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
 
 

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

(4.8 of 834 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

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

  • Central & South America
  • Superb834 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 Morning Catamaran in Playa Flamingo

(5 of 24 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

Private Morning Catamaran in Playa Flamingo

  • Central & South America
  • Superb24 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
 
 

Sailing to Tayrona with Luis and his team: Unique!

(4.7 of 404 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
Private Tour
Start From $70.00
 
Sailing to Tayrona with Luis and his team: Unique!

Sailing to Tayrona with Luis and his team: Unique!

  • Central & South America
  • Superb404 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
    Private Tour
    Start From $70.00
 
 
-10% Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

(4.5 of 104 reviews)

Set sail with us to explore hidden Caribbean gems only accessible by sea! With 20 years of experience navigating these waters, we’ll guide you to vibrant marine spots far from the crowds. This tour explores two stunning and con... More

Special Offer
Free Cancellation
Private Tour
Start From $121.50
(Saving 10% ) $135.00
 
-10% Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and Lunch

Full-Day Catamaran Sailing Caribbean Beaches with Snorkelling and....

  • Central & South America
  • Exellent104 reviews4.5

Set sail with us to explore hidden Caribbean gems only accessible by sea! With 20 years of experienc....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $121.50
    (Saving 10% ) $135.00
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 93 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

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

  • Central & South America
  • Superb93 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
 
 

Catamaran Private Sailing Tour

(5 of 18 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 $210.00
 
Catamaran Private Sailing Tour

Catamaran Private Sailing Tour

  • Central & South America
  • Superb18 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 $210.00
 
 

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

(4.9 of 108 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

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

  • Central & South America
  • Superb108 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
 
 

Sailboat trip to Sunset in Rio de Janeiro

(4.9 of 58 reviews)

The tour starts in the middle of the afternoon at the Urca pier next to the floating restaurant and the Urca bar. You will navigate through several historical and important points in Guanabara Bay, which is why we pass close to Fo... More

Free Cancellation
Private Tour
Start From $50.00
 
Sailboat trip to Sunset in Rio de Janeiro

Sailboat trip to Sunset in Rio de Janeiro

  • Central & South America
  • Superb58 reviews4.9

The tour starts in the middle of the afternoon at the Urca pier next to the floating restaurant and ....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

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

(5 of 212 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

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

  • Central & South America
  • Superb212 reviews5

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
 
 

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

(5 of 132 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 $63.00
 
Sunset Boat Tour with Beer, Water, Soda and Snacks included

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

  • Central & South America
  • Superb132 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 $63.00
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 319 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
Private Tour
Start From $110.50
 
Catamaran Snorkeling & Sunset Sailing Tour

Catamaran Snorkeling & Sunset Sailing Tour

  • Central & South America
  • Superb319 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $110.50
 
 

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

(5 of 10 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
Private Tour
Start From $245.00
 
Perito Moreno Glacier - CALAFATE (Footbridges and Navigation) Likely to Sell Out

Perito Moreno Glacier - CALAFATE (Footbridges and Navigation)

  • Central & South America
  • Superb10 reviews5

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

    Free Cancellation
    Private Tour
    Start From $245.00
 
 

Private Sunset Sailing Tour in Rio de Janeiro

(5 of 190 reviews)

More than just a sail in the Private Tour we can arrange the boat and customize the service especially for the occasion. The Private Sunset Tour is perfect for romantic occasion. Or staffs are ready to provide a perfect atmosphe... More

Free Cancellation
Private Tour
Start From $485.00
 
Private Sunset Sailing Tour in Rio de Janeiro Likely to Sell Out

Private Sunset Sailing Tour in Rio de Janeiro

  • Central & South America
  • Superb190 reviews5

More than just a sail in the Private Tour we can arrange the boat and customize the service especial....

    Free Cancellation
    Private Tour
    Start From $485.00
 
 

Shared Tour in Vela Catamaran - Velas do Rio

(5 of 9 reviews)

We want to take you to explore the Bay of Guanabara aboard a luxurious 11-meter sailing catamaran to delight in the stunning landscapes of Rio de Janeiro. Being a sailor, our pleasure is to open the huge white candles of our catam... More

Free Cancellation
Private Tour
Start From $73.78
 
Shared Tour in Vela Catamaran - Velas do Rio Likely to Sell Out

Shared Tour in Vela Catamaran - Velas do Rio

  • Central & South America
  • Superb9 reviews5

We want to take you to explore the Bay of Guanabara aboard a luxurious 11-meter sailing catamaran to....

    Free Cancellation
    Private Tour
    Start From $73.78
 
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