Who we Are

We are a family owned, inbound, sustainable, educational and inclusive tours operation, located in San Juan, Puerto Rico. We have been organizing unique and personalized group and private excursions all over Puerto Rico since 1992.

It all started with the Encantos Ecotours Brand. We were one of the pioneer companies doing ecotours in Puerto Rico, from right the beginning of the ecotourism and green tourism concept development. With Encantos Ecotours we could custom design and perform the largest variety of excursions all over Puerto Rico, for any group size and for any type of professional, educational, corporate, friends, or family members, before social media was born. We always emphasized on delivering quality services and the most personalized, diverse and professional experiences you could find in Puerto Rico.

The Sailing Dreams Brand is a pioneer project of love that started operations on January 2012, as our answer to the high levels of anxiety, depression, PTSD, etc., people from all over the world were experiencing. Before Sailing Dreams, there were no other sailing excursions in the San Juan Bay area. We wanted to be part of the relaxing, wellness and the healing process for individuals on our sailboat Poema de Amor Libertad (Poem of Love and Freedom). We wanted our guests to discover that special reason that is motivating you to take a break: a birthday, an anniversary, a proposal, vacations, getaways, an intimate wedding, etc. We wanted that one of the best things to do in Puerto Rico, one of the best things to do in San Juan, our unparalleled boat tours, were accessible to everybody.

In Sailing Dreams we share with our guests our passion for sailing, for doing boat tours, for the history of Old San Juan, its Historical Sites and magnificent views, while dreaming with a better present and the best future. We love to give you that onboard VIP pampering service nobody else has been close to. We continue improving our operations with unique surprises, year after year, season after season. We limit our services to a maximum of six guests per charter and at the moment we haven't considered having more people onboard. We highly recommend you, that if your party is larger than six, to split the group and come on different departure times. We are still focused on the personalized mission, since this tour is for you, this tour is for your souls!

Our Staff

Our tours are performed by the best team of highly educated and trained Puerto Rican professionals from different backgrounds, that have found in Outdoors Education and Conservation, the Missions and Passions of our lives. We love what we do!

Our Guidance

We strive into learning while having a great time!!! We get into the ocean, into the outdoors and let the colors and sounds of our nature, the wisdom of our heritage and the memories of our ancestors, pamper and teach us... That way you get to know the best of our Island, of our people and of the Caribbean.

Our Beliefs

We are strong believers that we are all students and teachers and we accept with pride and love our social, environmental and historical responsibility. Please know that when you book a tour with us, you are supporting those conservation, social, community and health non-profit organizations that we Reinvest in.


We speak Español, English, Music, Tolerance, Respect and Love! LGBTQ+ Community and people of all races, you have been welcome since ever!

Our Recommendation

Dream while exploring these pages before coming to enjoy the real Puerto Rico, the musical, colorful, diverse and gentle Island Nation...

Are you Ready to Celebrate?  We are.


Celebrating our 25th Anniversary!

First Sailboat Tour & Water Sports in San Juan

TripAdvisor Ranked 1 Winner

Welcome to Puerto Rico!

Over 25 Years of Fulfilled Experiences will guarantee the best service on your deserved time off. Take a Break, Book, Sit, Recline, Relax and Dream.... Let us pamper you on this Lifetime Experience in our beloved Island of Puerto Rico!

Looking forward to sharing with you,

 puerto rico

Thank you!

Thank you for your interest in our services.

In Sailing Dreams we offer a totally different experience to any ordinary tour you may take anywhere in the world. We know you work hard and we know you deserve the best free time, the best vacation ever. We intend to conquer dreams with you, to cuddle your hearts and souls, as we sail enjoying great views of gorgeous Old San Juan Bay and its World Heritage Sites.

We promise you will live that Memorable, Timeless, Relaxing and Totally Pampering experience you ever dreamed with. In Sailing Dreams we celebrate with you the reason that is taking you here: Vacations, Birthday Party, Marriage Proposal, Escape Getaway, Incentive, Wedding Anniversary, Life Celebration, Bachelors Party, Business Meeting, Intimate Wedding, Family and Friends Reunion, Cozy Eco Lodging, etc.

Our services are also natural-outdoors, wellness and healing therapy answers to depression, anxiety and Post Traumatic Syndrome Disorder (PTSD). Join us to give you a little life sparks to your lives! Maybe you will start dreaming again...

We have expanded our services by adding Intimate Weddings and Cozy Lodgings. Why? Because we know there was a deserted space that we could fill with great services, with intimacy, with coziness, with magic!

Welcome to Puerto Rico and to Sailing Dreams, welcome to our Family. We look forward to sharing with you!

just imagine

And Let's Smile from our Hearts ;) ...
Available Sailing Tours & Services
Secure 24/7 Online Bookings. Reserve your spaces NOW!

lets get lost

Our Guests are Saying...
A Few Quotes from Past Guests that Have Reviewed us on TripAdvisor

be fearless authentic

Lots of Fun!

This is What They Like...


Reasons why our services are so unique

The Sailboat
Is a Beautiful, Roomy, and Cozy,
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French 39-footer, Jeanneau Sloop Sailing Vessel, with a unique "Spa Deck" where you may relax your feet on the water.
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We offer you Comfortable Seating,
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with cushions at the cockpit and individual reclining seats on the main deck. It will be Delightfully Relaxing...
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We will serve you Exquisite Drinks
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and you may choose from a variety of alcoholic and non-alcoholic ones. Drinks will be joyfully served in festive, acrylic glasses.
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We serve Quality, Delicious Food,
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and we will consider any Dietary Restrictions or Food Allergies you may have, if you ordered meals as part of your tour*.
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We sail away in a Perfect Timing...
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Because, you want to enjoy the sunset, when the sun is setting. Not before, not after... ;)
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Personalized Services
Give us ideas, we'll make them real.
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Share your dreams with us and we'll help you conquer them. You will be amazed!
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Attention to Details
Your desires are unique queues,
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that will guide us to work all those little details that will make your experience an unforgettable one.
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Professional Services
Committed, pioneer professionals,
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offering services in real "Face Time", since the times when reviews were just simply "Words of Mouths". We will go beyond.
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The Joy of Life!
Is the motor that keep us working.
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We are really passionate with what we do! We will do our best, to connect you to your joy as well.
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The SPA - A Bonus Gift
The best surprise your feet will have,
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enjoying the ride while being caressed by the warm, salty waters of the Caribbean and a refreshing drink in your hands. Full Relaxation!
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LGBTQ Welcome!

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We invite you to join our venture, while laughing, enjoying great views, dreaming with a better future and dancing to life!

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Educational Experiences
Learning is a natural fun process,
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where we are all teachers and students. Enjoy live commentaries by our passionate local interpreters.
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Wildlife Spotting
Open your eyes to loving living creatures,
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as nature surprises us when we are less expecting them... We have good chances to spot marine birds, fish, manatees, dolphins, sea turtles, etc.
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Document Happiness
We will take your pictures or videos
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as long as you want. We respect your privacy. If we take your pictures you can focus on living our unique and unforgettable experiences.
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We're Caribbean island descendants,
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proud of our heritage and of what we do! We represent the family values that were thought to us by our ancestors. And proudly, we welcome you!
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Restroom Facilities
There are restroom facilities,
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at the Marina and on the boat. The boat has an outdoor shower to rinse off the salty water after sitting at the SPA, or after swimming.
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Celebration Mode
Join our eternal celebration mode!
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From pleasant Birthdays, Wedding Anniversaries, Marriage Proposals, Graduations, anything. Just Celebrate the Gift of Life!
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Always playing "Music with Magic"!
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And always exploring "Magic with Music". We will ease your emotions with our selections, or you may choose your own sounds to fly high...
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Safety First
Your life and safety is our priority.
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Always. Many guests have never been on a boat before. We love to say that you won't join a race, but a pleasant and safe escape!
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Since we humbly LOVE what we do,
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we encourage you to live by this magic principle and great things will happen to you too. LOVE is what we'll share, while we sail with you!
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Available Intimate Weddings in Paradise
Secure 24/7 Online Bookings. Reserve your Intimate Wedding in Paradise NOW!

tie the knot


Inspired by a lifetime expe

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