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Top Los Cabos Sailing Trips

47 Results
Private Luxury Adventure Tours in Cabo San Lucas

Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy this amazing adventure for 2 …More

Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy this amazing adventure for 2...

2 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$149
Whale Watching with Lunch and transportation included

Experience the "Whale-tastic Adventure" in Cabo San Lucas during the winter season, where you'll have front-row seats to witness the playful and majestic antics of …More

Experience the "Whale-tastic Adventure" in Cabo San Lucas during the winter season, where you'll have front-row seats to witness the playful and majestic antics of...

3 hours Hotel pickup offered Free Cancellation
4.8 (16)
from
$110
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and …More

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and...

3 hours Hotel pickup offered Free Cancellation
5.0 (13)
from
$180
Platinum Private Catamaran Sailing Tour

If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April …More

If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April...

2 hours Hotel pickup offered Free Cancellation
4.9 (12)
from
$237
Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse marine life, including tropical fish and occasionally …More

Likely to Sell Out
Likely to Sell Out

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse marine life, including tropical fish and occasionally...

3 hours 30 minutes Free Cancellation
5.0 (11)
from
$27
Snorkel Adventure through the Sea of Cortez

Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride a luxurious and comfortable catamaran along the …More

Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride a luxurious and comfortable catamaran along the...

4 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$149
Luxury Private Yacht Charter in Cabo San Lucas Mexico

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to …More

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to...

2 hours Free Cancellation
5.0 (8)
from
$400
Private Yacht Charter in Cabo for Up to 8 People

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch, …More

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch,...

2 hours Free Cancellation
5.0 (4)
from
$429
Whale Watching Sailboat Tour in San Jose del Cabo

Join us at the marina for a brief orientation before boarding the vessel. As we set sail, you'll cruise past the iconic landmarks of San …More

Likely to Sell Out
Likely to Sell Out

Join us at the marina for a brief orientation before boarding the vessel. As we set sail, you'll cruise past the iconic landmarks of San...

2 hours Free Cancellation
5.0 (3)
from
$149
Sunset Cruise Tequila Tasting

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the history of one of Mexico's most iconic drinks, brought …More

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the history of one of Mexico's most iconic drinks, brought...

2 hours Free Cancellation
5.0 (3)
from
$115
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of …More

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of...

2 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$135
Private Luxury Sunset Sail in San Jose del Cabo Marina

Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour. The Luxury Private Sailing boat have capacity from 1 to 16 …More

Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour. The Luxury Private Sailing boat have capacity from 1 to 16...

3 hours Hotel pickup offered
5.0 (1)
from
$1,600
Private Sunset Sailing

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premium Open Bar and a Cheese and Cold Cuts table as …More

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premium Open Bar and a Cheese and Cold Cuts table as...

2 hours Free Cancellation
5.0 (1)
from
$999
Cabo San Lucas Private Custom Snorkel or Sunset Adventure

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that …More

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that...

3 hours Free Cancellation
5.0 (1)
from
$1,875
Los Cabos Sunset Sailing Adventure

Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete with delicious appetizers and an international open bar. After …More

Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete with delicious appetizers and an international open bar. After...

2 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$119
Los Cabos Sunset Cruise: Iconic Views, Group Joy, Food and Drink

What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience travelers dream about. You’ll sail right up to the legendary Arch, …More

What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience travelers dream about. You’ll sail right up to the legendary Arch,...

2 hours 15 minutes Free Cancellation
5.0 (1)
from
$89
Private Yacht 32 FT 8 PAX with Food and Bar Los Cabos

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch, …More

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch,...

3 hours Free Cancellation
5.0 (1)
from
$880
Cabo Sunset Tour with Dinner and Open Bar

If you are in Cabo wanting to make memories that last a lifetime then this is the one for you. Watch the sunset as it …More

If you are in Cabo wanting to make memories that last a lifetime then this is the one for you. Watch the sunset as it...

2 hours 15 minutes Free Cancellation
5.0 (1)
from
$89
Pirate Ship Sunset Dinner and Show in Los Cabos

Come back in time, to the days when Cabo was home to pirates, onboard our pirate ships. A fantastic sunset cruise with a show that …More

Likely to Sell Out
Likely to Sell Out

Come back in time, to the days when Cabo was home to pirates, onboard our pirate ships. A fantastic sunset cruise with a show that...

2 hours Free Cancellation
4.4 (680)
from
$99
Cabo San Lucas Luxury Sailing Yacht and Dinner with a Chef

Sail into the sunset on board Tu Enamorado, a beautifully crafted sailing yacht of unsurpassed quality, comfort, and performance. Live the yachting lifestyle, walk barefoot …More

Sail into the sunset on board Tu Enamorado, a beautifully crafted sailing yacht of unsurpassed quality, comfort, and performance. Live the yachting lifestyle, walk barefoot...

3 hours Free Cancellation
4.6 (299)
from
$199

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