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Cabo San Lucas Sailing Trips

Private Luxury 42ft Sailing with Snorkeling in Los Cabos
Likely to Sell Out
Likely to Sell Out

Sail Cabo San Lucas aboard a luxurious 42 feet private sailing boat. Enjoy an unforgettable time Snorkeling with tropical fishes and cruise along the beautiful...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (127)
from
$1,090

Private Yacht Charter to the Arch in Cabo San Lucas

Enjoy a private yachting experience in Cabo San Lucas without committing to a full-day tour. Perfect for couples, families, or small groups, this 2-hour cruise...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,150

Los Cabos Private Catamaran Sunset Cruise with Snacks & Open Bar

Experience Cabo San Lucas like never before on your private catamaran at sunset. Unlike crowded group tours, this 2-hour cruise is exclusive to your party,...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,200

Los Cabos Catamaran Private Sunset Sail with Snorkel Gear

Enjoy a fully private catamaran cruise where your group has the entire vessel to yourselves—no crowds, just personalized VIP service. Sail past Los Cabos’ most...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,295

Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop

Set sail from the lively Marina Cabo San Lucas aboard your private 45ft luxury yacht, perfect for up to 8 guests. A friendly crew welcomes...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,500

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...

3 hoursHotel pickup offered
3 hoursHotel pickup offered
3 hours • Hotel pickup offered
5.0 (1)
from
$1,600

Private Luxury Yacht Charter with Snorkeling in Los Cabos

Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one of the best beach areas to discover the underwater...

4 hoursHotel pickup offered
4 hoursHotel pickup offered
4 hours • Hotel pickup offered
from
$1,600

Private Catamaran Ride in Los Cabos Food and Bar Outdoors

Enjoy a complete catamaran experience combining scenic sailing, snorkeling and onboard dining. Sail in front of the Cabo San Lucas Arch while enjoying open bar...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (16)
from
$1,797.04

Luxury Sailing catamaran charter in Cabo San Lucas all inclusive

Welcome aboard our new, luxury Catamaran; all-inclusive and all-private! We have both a large outdoor area with a large seating area in the front and...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.9 (58)
from
$2,041.60

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...

3 hoursHotel pickup offeredFree Cancellation
3 hoursHotel pickup offeredFree Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$2,500

Private Luxury Yacht Charter aboard Tu Enamorado

Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San Lucas Bay aboard the beautifully crafted Tu Enamorado. Live the...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
3.0 (5)
from
$5,572

Frequently Asked Questions

These answers are based on answers previously given to Cool Cabo customers' questions.

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Cool Cabo wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Cabo over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.