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Los Cabos Sailing Trips

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Los Cabos Tours

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Cabo Private Sunset Sailing with Open Bar and Appetizers

Unlike crowded sightseeing boats, you will enjoy a private luxury sailboat experience with personalized service and a relaxed atmosphere designed for comfort and exclusivity. The …More

4.9 (22)

Cabo Private Sunset Sailing with Open Bar and Appetizers

Unlike crowded sightseeing boats, you will enjoy a private luxury sailboat experience with personalized service and a relaxed atmosphere designed for comfort and exclusivity. The...

2 hours 30 minutes • Free Cancellation
4.9 (22)
from
$999
Private Sailboat tour in Cabo San Lucas with Papillon Yachts

Enjoy a sailing cruise with our open bar and freshly made snacks, our friendly crew will take care of you to make this an unforgettable …More

5.0 (172)

Private Sailboat tour in Cabo San Lucas with Papillon Yachts

Enjoy a sailing cruise with our open bar and freshly made snacks, our friendly crew will take care of you to make this an unforgettable...

3 hours • Free Cancellation
5.0 (172)
from
$870
Cabo San Lucas Private 2-Deck Yacht with Drinks

Step aboard your private two-level yacht in Cabo San Lucas and enjoy the perfect blend of adventure, relaxation, and unforgettable views. Unlike crowded group tours, …More

5.0 (22)

Cabo San Lucas Private 2-Deck Yacht with Drinks

Step aboard your private two-level yacht in Cabo San Lucas and enjoy the perfect blend of adventure, relaxation, and unforgettable views. Unlike crowded group tours,...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$850
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
5.0 (11)

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...

3 hours 30 minutes • Free Cancellation
5.0 (11)
from
$27
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

4.8 (16)

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...

3 hours • Hotel pickup offered • Free Cancellation
4.8 (16)
from
$99
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
5.0 (3)

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...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$149
Luxury All Inclusive Catamaran Charter in Cabo San Lucas

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 …More

4.9 (59)

Luxury All Inclusive Catamaran Charter in Cabo San Lucas

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 hours • Free Cancellation
4.9 (59)
from
$2,552
Cabo San Lucas Snorkel Adventure with Photos Included

Cruise out of the Marina of Cabo San Lucas on an unforgettable snorkeling journey. Your adventure begins with a photo stop at the stunning Arch …More

5.0 (5)

Cabo San Lucas Snorkel Adventure with Photos Included

Cruise out of the Marina of Cabo San Lucas on an unforgettable snorkeling journey. Your adventure begins with a photo stop at the stunning Arch...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$90
Cabo Yacht Tour to Lovers or Pelícano Beach with Beach Time

Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers you the chance to unwind on the …More

4.8 (25)

Cabo Yacht Tour to Lovers or Pelícano Beach with Beach Time

Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers you the chance to unwind on the...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.8 (25)
from
$35
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

5.0 (13)

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...

3 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$171
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

5.0 (8)

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...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (8)
from
$149
Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales

Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade hydrophones. If whales are communicating, you may be lucky …More

4.9 (16)

Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales

Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade hydrophones. If whales are communicating, you may be lucky...

2 hours 30 minutes • Free Cancellation
4.9 (16)
from
$125
The Finest Private Yacht Experience in Cabo

This 3hrs activity is the epitome of what the visitors have been coming to Cabo San Lucas for for 30+ years, it consists of some …More

4.7 (22)

The Finest Private Yacht Experience in Cabo

This 3hrs activity is the epitome of what the visitors have been coming to Cabo San Lucas for for 30+ years, it consists of some...

3 hours • Free Cancellation
4.7 (22)
from
$783
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 …More

5.0 (18)

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 hours • Free Cancellation
5.0 (18)
from
$1,786
Sailing Snorkel Adventure

Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sailing Boat Adventure is unbeatable Value. …More

4.5 (6)

Sailing Snorkel Adventure

Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sailing Boat Adventure is unbeatable Value....

4 hours • Free Cancellation
4.5 (6)
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

5.0 (8)

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...

2 hours • Free Cancellation
5.0 (8)
from
$400
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

5.0 (3)

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...

2 hours • Free Cancellation
5.0 (3)
from
$115
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

5.0 (1)

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...

2 hours • Free Cancellation
5.0 (1)
from
$999
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

5.0 (1)

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...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$119
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

5.0 (2)

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...

2 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$143

Frequently Asked Questions

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

Recent tour reviews
Beautiful way to end the day!
New York City
Cabo Private Sunset Sailing with Open Bar and Appetizers
SuzieQBee, Sep 2026
Beautiful way to end the day!
Overall, relaxing, beautiful experience. The drinks and snacks were great. The staff was even better! Bravo, Captain Caesar for a wonderful ride, Aldo for a beautiful pictures and the lovely Jurro for the perfect overall experience. We’ll be back! ❣️
Read more
Best Luxury boat experience in Cabos
New York City
Cabo Private Sunset Sailing with Open Bar and Appetizers
tonianns807, Sep 2026
Best Luxury boat experience in Cabos
We had a amazing luxury boat ride in Cabos got drinks and appetizers the team made the tour the best experience ever thank you Captain Cesar, Aldo photographer & Sailer Jaros🇲🇽🌮
Read more
Sunset Sailboat Cruise with Papillon
New York City
Private Sailboat tour in Cabo San Lucas with Papillon Yachts
kerkej2023, Sep 2026
Sunset Sailboat Cruise with Papillon
Three of us had a great time on Sunset sail on private 42 foot sailboat. Three crew: captain, cook and photographer (yes, we did buy the photos!). The 2.5 hour trip was the highlight of our time in Cabo. Everyone loved swimming off the boat and snorkeling in the warm, clear and very salty water! I wished we could have put the sails up, but I gather that’s rare. Don’t book a sunset cruise if you actually expect to be sailing instead of motoring around. Overall was a great time and crew were all super-friendly. Transportation included from hotel round trip and we were treated like VIPs. Would recommend.
Read more
Absolutely amazing
New York City
Private Sailboat tour in Cabo San Lucas with Papillon Yachts
joAnneBlossom1986, Aug 2026
Absolutely amazing
Manny the driver with Papilion yachts was amazing ! Picked us up on time, dropped us off on time …was extremely friendly and courteous…couldn’t have asked for a better trip.. will be using him again a
Read more
Wonderful Private Catamaran Experience!
New York City
Private Catamaran Ride in Los Cabos Food and Bar Outdoors
stacyp530, Aug 2026
Wonderful Private Catamaran Experience!
We had an incredible experience on our friends and family private catamaran tour. We loved used the swim mat, the food and drinks were amazing and they made it so much fun!
Read more
Amazing!!
New York City
Luxury All Inclusive Catamaran Charter in Cabo San Lucas
A5271PSstephanieg, Aug 2026
Amazing!!
Mitchell, Jose, and Captain Eddy are an amazing crew! My family, with our 3 kids 16yr, 11yr, and 9yr first time on a boat. We loved snorkeling, paddleboarding, and the amazing views. I highly recommend them.
Read more
Super tour and snorkeling
New York City
Snorkel Adventure through the Sea of Cortez
gabrielbX2983PU, Jul 2026
Super tour and snorkeling
Incredible experience. Diego from Cool Destinations gave us tips and made the adventure memorable
Read more
Beautiful
New York City
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks
mauriciobV9920DK, Jun 2026
Beautiful
We hired directly with the agency, it was very economical for watching the beautiful sunset over the sea in Los Cabos, a true gem.
Read more
Great tour, great rocks
New York City
Cabo San Lucas Private 2-Deck Yacht with Drinks
Coastal65709705245, Jun 2026
Great tour, great rocks
Great, short tour to see the rocks. Saul is a fun tour guide.
Read more
Sailing pelican beach
New York City
Cabo San Lucas Private 2-Deck Yacht with Drinks
jakobf511, Jun 2026
Sailing pelican beach
Great tour with great guides would recommend
Read more
Incredible sunset in Los Cabos!
New York City
Private Catamaran Ride in Los Cabos Food and Bar Outdoors
154greciae, May 2026
Incredible sunset in Los Cabos!
Incredible ride!! My friends and I agreed on a day at the sea, and we had everything... good music, amazing photos, we swam, danced, watched a beautiful sunset, and the crew was top-notch, always attentive. Do not hesitate to book with them and have an amazing time.
Read more
WOW! You have to do this TOUR
New York City
Cabo San Lucas Snorkel Adventure with Photos Included
Rachelle_G, May 2026
WOW! You have to do this TOUR
WOW! DO THIS TOUR! This was by far my Favorite and I had never really snorkeled so I was very nervous. José literally took my hand and showed me around Pelican Rock! He was so kind and you could tell he loves snorkeling. We had the BEST CAPTAIN on our Boat Ride to and from. He took us up close to view the Arch, Lover & Divorce Beach, East side of peninsula and drop off at Pelicans Rock. AMAZING!!! As if that wasn’t enough- Jose took some of the BEST Pictures!!! Under water ones included. THANK YOU!!!!
Read more
Great experience
New York City
Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales
Happiness22715569319, Apr 2026
Great experience
We were with a small group and we were lucky enough to see whales in real life. Was an amazing experience
Read more
Miguel was awesome!
New York City
Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales
Mary_M, Apr 2026
Miguel was awesome!
Miguel was awesome and we saw three sets of whales! He answered all our questions and was excited as we were to see them! It was a very windy day here and choppy day but he was safe on the ocean.
Read more
Beautiful day on the water
New York City
Cabo Yacht Tour to Lovers or Pelícano Beach with Beach Time
Guide00197764748, Apr 2026
Beautiful day on the water
Our guide was knowledgeable and funny sharing the history of Cabo and the points of interest including the Cabo Arch. An added bonus was seeing an adult humpback whale!
Read more
Can’t recommend this enough.
New York City
Whale Watching Sailboat Tour in San Jose del Cabo
Drinksareonme, Apr 2026
Can’t recommend this enough.
This was a wonderful experience. We saw a mother humpback and her calf several times. And the crew kept a sensitive distance but made sure we had the best view possible. Drinks and snacks were offered all the way through. The crew seemed as thrilled to see whales, sea lions and manta ray as we were. A fabulous trip.
Read more
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