How to Book our Services

You can book with confidence Right Now. Booking is an easy, secure and automated online process, available 24/7. With us everything is always an easy and relaxing process, just like vacations and free time are meant to be... You don't need to enter payment information to book your spaces.

1. Choose the Tour, Wedding, or Lodging you are interested in booking. Read all the details carefully. When you are ready to book, you may click the Book Online, or Book Now Button. You will be directed immediately to our encrypted, safe reservations site: Follow the simple steps and in less than five minutes your reservation will be submitted. For all sailing excursions:

  • Please remember there is a maximum weight amount of 275 pounds (125 kg) per person.
  • Pregnant woman over six months can't join any sailing tour.
  • Tours are not suitable for people with recent surgeries, or with serious limiting health conditions.
  • The sailboat is not wheelchair ready.

2. Continue the step by step process, filling all the questions. By knowing details, we may custom design your services.

3. Please enter correct information regarding your name, address, etc. It should match the payment information. You should present a valid Id at the time of arrival. Card fraud is a federal crime and a felony punishable by heavy fines and jail time. Fraudulent behavior will be prosecuted aggressively and to the fullest extent of the law.

4. Click the Check Out Button.

5. You will receive a first email once you submit the Order. It includes the details of your reservation. The Status of your Order is set to "Reservation Pending for Confirmation and Payment".

6. Once we verify the information is correct, you will receive a Second Email with the Status set to "Reservation Confirmed.  Pending for Payment".

7. You will receive an email with the Invoice to pay for your services. It has a link to prompt you to pay securely on our PayPal site. You don't need to have a PayPal account to pay for our services, since we have partnered with PayPal to be our payments processor. If you don't have a PayPal account you may pay your booking with a Visa, Master Card, or Discover. However if you do have a PayPal account, besides the Debit or Credit Card options for payments, you may also pay with your savings, or checking account, like you usually do with any PayPal transactions.

8.  You will then receive final email, with the status set to "Reservation Confirmed.  Fully Paid".  This email includes a PDF File with your Boarding Pass / E-Ticket. Keep this PDF Voucher either printed or on your cellphone, as it has very specific instructions to guide you to meet with us. It includes a walking map, pictures and details to arrive on time for your tour and above all, Relaxed!

9. If you booked a tour, on the day of your excursion your Captain will send you a text message. The message has a cellphone number you may send text messages in case you need to contact us directly on the boat, without calling the office.

10. If you book an Intimate Wedding or a Cozy Lodging, we will contact you to discuss all the details.


We look forward to sharing with you soon!

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

Book Now