Are you Ready to Celebrate?  We are.

Amazing!

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,

Avatar
Captain Judith,
Head Dreamer
Signature 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...

enjoy

Reasons why our services are so unique

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

LGBTQ Welcome!

Flip It

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

Flip It
Educational Experiences
Learning is a natural fun process,
Flip It
where we are all teachers and students. Enjoy live commentaries by our passionate local interpreters.
Flip It
Wildlife Spotting
Open your eyes to loving living creatures,
Flip It
as nature surprises us when we are less expecting them... We have good chances to spot marine birds, fish, manatees, dolphins, sea turtles, etc.
Flip It
Document Happiness
We will take your pictures or videos
Flip It
as long as you want. We respect your privacy. If we take your pictures you can focus on living our unique and unforgettable experiences.
Flip It
Proudness
We're Caribbean island descendants,
Flip It
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!
Flip It
Restroom Facilities
There are restroom facilities,
Flip It
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.
Flip It
Celebration Mode
Join our eternal celebration mode!
Flip It
From pleasant Birthdays, Wedding Anniversaries, Marriage Proposals, Graduations, anything. Just Celebrate the Gift of Life!
Flip It
Music
Always playing "Music with Magic"!
Flip It
And always exploring "Magic with Music". We will ease your emotions with our selections, or you may choose your own sounds to fly high...
Flip It
Safety First
Your life and safety is our priority.
Flip It
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!
Flip It
LOVE, LOVE, LOVE!
Since we humbly LOVE what we do,
Flip It
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!
Flip It

Available Intimate Weddings in Paradise
Secure 24/7 Online Bookings. Reserve your Intimate Wedding in Paradise NOW!

tie the knot

Relaxing...

Inspired by a lifetime expe

Book Now

0
Shares

Like what you see?

Follow us, you'll love what we do!

icons8 instagram 64  icons8 facebook old 64