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Cabo San Lucas Sailing Trips

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Cabo San Lucas Tours

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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
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
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
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
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 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
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
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 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
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

5.0 (1)

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 hours • Hotel pickup offered
5.0 (1)
from
$1,600
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
$766
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
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
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
Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

Enjoy a private 3-hour catamaran experience reserved exclusively for your group. Unlike a shared cruise, you can celebrate at your own pace while enjoying onboard …More

5.0 (1)

Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

Enjoy a private 3-hour catamaran experience reserved exclusively for your group. Unlike a shared cruise, you can celebrate at your own pace while enjoying onboard...

3 hours • Free Cancellation
5.0 (1)
from
$1,549
Private Luxury 45ft Yacht Cabo: El Arco up to 10 Pax

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 …More

5.0 (3)

Private Luxury 45ft Yacht Cabo: El Arco up to 10 Pax

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 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
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
$142

Frequently Asked Questions

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

Recent tour reviews
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
Private arches tour hits differently
New York City
Private Luxury Sunset Sail in San Jose del Cabo Marina
Todd G, May 2026
Private arches tour hits differently
Amazing. We’ve seen the arches many times. I’d you can do this, do it. It’s so personal. They do what you want and take to where you want. It was amazing
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
Pablo is the best!!!!
New York City
Los Cabos Sunset Sailing Adventure
721rileya, Apr 2026
Pablo is the best!!!!
We had the time of our lives in Cabo we stayed at the Riu Palace Baja California and our Cool Destinations representative Pablo was extremely helpful and caring when it came to helping us schedule tours and honestly just being a really cool guy. He helped us book this tour and the Off-road Camel riding combo adventure and we couldn’t ask for a better person to help us out. Thank you so much Pablo!!
Read more
Excellent service
New York City
Snorkel Adventure through the Sea of Cortez
634irvingv, Apr 2026
Excellent service
Great service from Cool Destinations los cabos!! Especially Diego Servín.. Excellent host. As at home we felt!!
Read more
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