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Top Playa del Carmen Sailing Trips

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Playa del Carmen Tours

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Half-Day Luxury Sailing Experience in Tulum with Open Bar

This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can see different colors of blue so …More

4.5 (225)

Half-Day Luxury Sailing Experience in Tulum with Open Bar

This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can see different colors of blue so...

4 hours • Hotel pickup offered • Free Cancellation
4.5 (225)
from
$134
Isla Mujeres Luxury Sailing: Adults Only or Family Friendly

Join us for the Luxury Sailing Adventure to Isla Mujeres aboard a state-of-the-art catamaran — with the option to choose between an Adults Only or …More

4.8 (3,749)

Isla Mujeres Luxury Sailing: Adults Only or Family Friendly

Join us for the Luxury Sailing Adventure to Isla Mujeres aboard a state-of-the-art catamaran — with the option to choose between an Adults Only or...

5 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.8 (3,749)
from
$55
Snorkeling Adventure in Isla Mujeres

Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum is a unique activity in the world …More

4.3 (10)

Snorkeling Adventure in Isla Mujeres

Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum is a unique activity in the world...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.3 (10)
from
$59
Amazing Romantic Dinner on a Spanish Galeon with Saxophone Music

Have you run out of ideas to celebrate love with your partner? Imagine reconquering your true love. In Cancun, you have an incredible opportunity to …More

Likely to Sell Out
Likely to Sell Out
4.7 (108)

Amazing Romantic Dinner on a Spanish Galeon with Saxophone Music

Have you run out of ideas to celebrate love with your partner? Imagine reconquering your true love. In Cancun, you have an incredible opportunity to...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (108)
from
$99
Riviera Maya Luxury Sunset Sailing plus Light Dinner and Open Bar

Experience the sunset like never before on this fabulous Sunset Sailing excursion. You’ll sail along the stunning coastline of the Riviera Maya aboard a luxurious …More

4.7 (406)

Riviera Maya Luxury Sunset Sailing plus Light Dinner and Open Bar

Experience the sunset like never before on this fabulous Sunset Sailing excursion. You’ll sail along the stunning coastline of the Riviera Maya aboard a luxurious...

2 hours • Hotel pickup offered • Free Cancellation
4.7 (406)
from
$89
Private luxury catamaran in Tulum with snacks & open bar

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve …More

5.0 (238)

Private luxury catamaran in Tulum with snacks & open bar

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve...

4 hours • Free Cancellation
5.0 (238)
from
$2,700
Private luxury catamaran in Tulum with snacks & open bar

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and …More

5.0 (338)

Private luxury catamaran in Tulum with snacks & open bar

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and...

4 hours • Free Cancellation
5.0 (338)
from
$1,450
Private Customizable Sailing Tour in Cancun

Enjoy a private sailing tour for just you and your party aboard a private sailboat which offers the opportunity to visit wonderful places that can only be …More

4.9 (114)

Private Customizable Sailing Tour in Cancun

Enjoy a private sailing tour for just you and your party aboard a private sailboat which offers the opportunity to visit wonderful places that can only be...

4 to 8 hours • Free Cancellation
4.9 (114)
from
$549
Romantic Dinner on a Spanish Galeon in Cancun

Live this unique experience in one of the most romantic cities in the world! Enjoy a magical dinner with the most wonderful scenary. This is …More

Likely to Sell Out
Likely to Sell Out
4.4 (22)

Romantic Dinner on a Spanish Galeon in Cancun

Live this unique experience in one of the most romantic cities in the world! Enjoy a magical dinner with the most wonderful scenary. This is...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.4 (22)
from
$99
Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar

*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting from our crew who will provide you with unmatched service …More

4.7 (88)

Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar

*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting from our crew who will provide you with unmatched service...

2 hours • Hotel pickup offered • Free Cancellation
4.7 (88)
from
$89
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen

We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and …More

5.0 (448)

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen

We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and...

4 hours
5.0 (448)
from
$1,199
3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht …More

5.0 (219)

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht...

3 hours
5.0 (219)
from
$1,349
Isla Mujeres by Xcaret All Inclusive Catamaran Cruise

Experience Isla Mujeres the Xcaret way on a luxurious catamaran tour across the Caribbean Sea. Start your day snorkeling at the vibrant El Meco reef, …More

4.7 (25)

Isla Mujeres by Xcaret All Inclusive Catamaran Cruise

Experience Isla Mujeres the Xcaret way on a luxurious catamaran tour across the Caribbean Sea. Start your day snorkeling at the vibrant El Meco reef,...

7 hours • Hotel pickup offered • Free Cancellation
4.7 (25)
from
$119
Snorkeling Adventure in Puerto Morelos with snack and round trip

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the …More

4.2 (84)

Snorkeling Adventure in Puerto Morelos with snack and round trip

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the...

5 hours • Hotel pickup offered • Free Cancellation
4.2 (84)
from
$44
Romantic Dinner in the Spanish Galeon with Sax in Cancun

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner? …More

Likely to Sell Out
Likely to Sell Out
4.3 (6)

Romantic Dinner in the Spanish Galeon with Sax in Cancun

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner?...

4 hours • Hotel pickup offered • Free Cancellation
4.3 (6)
from
$99
Riviera Maya Half-Day Sailing Experience with Lunch and Open Bar

This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can see different colors of blue so …More

4.7 (69)

Riviera Maya Half-Day Sailing Experience with Lunch and Open Bar

This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can see different colors of blue so...

4 hours • Hotel pickup offered • Free Cancellation
4.7 (69)
from
$149
Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun

If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on our Columbus cruise, and live an unforgettable …More

Likely to Sell Out
Likely to Sell Out
4.7 (3)

Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun

If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on our Columbus cruise, and live an unforgettable...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (3)
from
$99
Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive …More

3.9 (65)

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive...

10 to 11 hours • Hotel pickup offered • Free Cancellation
3.9 (65)
from
$94
Amazing Romantic Dinner In Cancun On A Spanish Galeon

Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Amazing Romantic Dinner In Cancun On A Spanish Galeon

Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity...

3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$99
All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore …More

3.9 (27)

All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore...

8 hours • Hotel pickup offered • Free Cancellation
3.9 (27)
from
$85

Frequently Asked Questions

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

Recent tour reviews
It was a great time. More...
New York City
Isla Mujeres Luxury Sailing: Adults Only or Family Friendly
Jennifer_C, Sep 2026
It was a great time. More...
It was a great time. More time on the island would have been nice but getting to the island was a blast
Read more
All around great experience
New York City
Isla Mujeres Luxury Sailing: Adults Only or Family Friendly
Ashlee_C, Sep 2026
All around great experience
This excursion was wonderful! The catamaran is great with great staff/service, the snorkeling is awesome, and the amount of time spent on the island felt perfect. We also had a mishap where I thought I had booked a different time than I did and we completely missed our original boat.. we called and they were extremely understanding and did what they could go get us on the next boat. We were so grateful to be able to do the excursion and that they made it happen for us! It is totally worth it if you're debating this excursion, definitely recommend!
Read more
Amazing experience
New York City
4 hours – Private 48ft Yacht all inclusive in Tulum and Playa del Carmen
kemorac154, Sep 2026
Amazing experience
Such and amazing experience, the drinks were flowing and the entire crew was amazing! Thank you Victor, Alex and Daniel
Read more
Awesome
New York City
4 hours – Private 48ft Yacht all inclusive in Tulum and Playa del Carmen
shireew2026, Sep 2026
Awesome
Victor, Daniel, and Alex were great we had a good time and one of the best experiences
Read more
Best Sailing tour ever
New York City
Riviera Maya Half-Day Sailing Experience with Lunch and Open Bar
S9113XEalessandrom, Sep 2026
Best Sailing tour ever
It was a really nice tour, I enjoyed it so much. I had so much fun, lit the best sailing tour ever. The guide was excelente and funny
Read more
very comprehensive tour!
New York City
Riviera Maya Half-Day Sailing Experience with Lunch and Open Bar
Dream41876171566, Sep 2026
very comprehensive tour!
Great service and a very comprehensive tour!
Read more
Bachelorette cruise
New York City
3 Hour Xpuha-60′ Neptunus-Tulum, Playa del Carmen, Riviera Maya
braunwynnb2025, Sep 2026
Bachelorette cruise
Transportation to the boat was a little unexpected. Once we got to the boat. It wasn't air conditioned as promised.. BUT the crew more than made up for the other issues. Extremely hospitable. Kind amd caring.. Especially Alan.. he was so so nice .. thank you Alan
Read more
Perfection from start to finish
New York City
Amazing Romantic Dinner on a Spanish Galeon with Saxophone Music
Kelly_B, Sep 2026
Perfection from start to finish
This activity is a must do for couples. Beautiful scenery, exceptional staff, delicious food and laid back vibe. We enjoyed every moment. Highly recommend.
Read more
Excellent service, everything spectacular
New York City
Isla Mujeres by Xcaret All Inclusive Catamaran Cruise
Compass18698640035, Sep 2026
Excellent service, everything spectacular
I traveled with Mexico Travel Solutions with Katen Caamal, excellent service
Read more
Beautiful day
New York City
Isla Mujeres by Xcaret All Inclusive Catamaran Cruise
807luchyc, Sep 2026
Beautiful day
Excellent experience, added to the great group of people we were with.... We took away an unforgettable trip.
Read more
Great experience
New York City
Riviera Maya Luxury Sunset Sailing plus Light Dinner and Open Bar
G8832KFjoser, Sep 2026
Great experience
The crew the food and drinks were excellent. Highly recommend. Special thanks to Ivan and crew, boat 18! Thank to all, keep on the good work!
Read more
Would Recommend
New York City
Riviera Maya Luxury Sunset Sailing plus Light Dinner and Open Bar
Victoria_T, Aug 2026
Would Recommend
Friendly and attentive staff. Beautiful views. Definitely worth it. There is a $15/person fee when you get there. Food could be improved. On board photographer who takes solo and group/couples pictures. Digital photo package is $100.
Read more
Highly recommend!! Must do!
New York City
3 Hour Xpuha-60′ Neptunus-Tulum, Playa del Carmen, Riviera Maya
greciar447, Aug 2026
Highly recommend!! Must do!
Juan and Adrian were so amazing!! They provided us with such great service, super attentive, always making sure our drinks were topped off, our food was delicious, the atmosphere and music were top notch. Highly recommend!
Read more
The boat was big and...
New York City
Half-Day Luxury Sailing Experience in Tulum with Open Bar
Roger_F, Aug 2026
The boat was big and...
The boat was big and comfortable, the workers kept it clean and explained the rules of the ship before we left . The ride was about an hour long down the coast with great views until we reached out destination . When we stopped they gave us 2 hours or so to snorkel dive , swim , drink and eat . We saw sea turtles and sting rays and tons of fish at the reef while snorkeling . The food was fresh and the drinks were good (they do not cap you on the free alcohol they want you to have fun) , the crew was nice and professional. Would recommend for anyone trying to look for a day trip (we were picked up at 645 am and got back to our hotel around 2pm).
Read more
Great sunset cruise
New York City
Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar
503haenal, Jul 2026
Great sunset cruise
Great crew and vibes on the 18 boat!! Appreciated awesome service, would do again
Read more
Wonderful time sailing to Isla Mujeres
New York City
Private Customizable Sailing Tour in Cancun
131ericap, Jul 2026
Wonderful time sailing to Isla Mujeres
We had a great experience on this excursion. The crew members were professional and friendly. They designed the excursion to meet our interests. We had a great time at Playa Norte and on the sail both to and from there. Highly recommend!
Read more
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