sailing-home facebook-icon eco-friendly-business trip-advisor-link gay-friendly book-now

TripAdvisor Certificate of Excellence Winner

Sailing Dreams... because it's all about giving yourself a Breathtaking Experience, smiling at your own dreams, while Living World Heritage Old San Juan's histories and culture!


Inspired by Quality

The quality of our services is simply the best!  Because your quality as a person keep us inspired.


We Cater to Service

Because we want you to relax and enjoy great views, while "dreaming your own dreams" on board!


We are Passionate

With what we do. That's why you Live a Unique Journey, in our Exclusive Sailing Tours.


Share this post

Submit to FacebookSubmit to Google PlusSubmit to TwitterSubmit to LinkedIn

About  Us

Sailing Dreams is a project of love that began operations in January, 2012 as our answer to the high levels of anxiety people are experiencing lately all over the world.

We love to share in a one on one basis a unique and first quality experience of our sailboat Poema de Amor Libertad (Poem of Love and Freedom).

We share with our guests our passion for sailing and for the history of Old San Juan and the Historical Sites, while enjoying the best views of the city. We love to keep a VIP pampering service  on board. Our cozy services are limited to a maximum of 6 guests at once.


The Ecotourspr Group

Sailing Dreams is part of the Ecotourspr Group. Our companies are a local Puerto Rican Family owned, inbound, sustainable, educational and responsible tours operation, since 1992.


Our Staff

Our tours are performed by the best team of USCG Licensed Captains and First Mates. We have found that going out sailing, sharing historical, natural and cultural values, while making people happy are the Missions and Passions of our lives. We love what we do...

Captain Judith

Judith is our head Captain. She is a seasoned traveler who has been continuously sailing since 1996. With a multidisciplinary academical background and a major in Psychology, plus more than 20 years of experience as an Outdoors Educator, she will make sure you will have a great time on board. Her favorite words are Love and Freedom.

If you sail with Judith you will get to know why her favorite phrase is "All we need is love".


Our Sailboats

Our main sailboat is Poema de Amor Libertad (A Poem of Love and Freedom...) Poema is a 2006 refurbished, french 38.2' Sloop Jeanneau Sunshine Sailboat.


Jeanneau offers safe, seaworthy boats without compromise: strong and sturdy in all types of weather, comfortable while cruising, sure when the wind tests the sails and always pleasant at port. The brand is proud of its values: adherence to the true maritime tradition; love of beautiful, fluid lines; use of state-of-the-art technologies; careful attention to functionality; security; and respect for nature.


Our Tours

We organize personalized sailing excursions, for people that most of the time are non sailors, that have been dreaming with being in a sailboat, in a natural, exquisite and a soft way. We love to custom design any of our services in order to fulfill any of our guest's desires and needs. We offer Daytime Sailing Tours, Sunset Excursions and Nighttime Sailing Tours. If you come to San Juan at any given time, there are many chances to take an excursion with us.


Our Guidance

We strive into learning while having a great time with ours guests!!! We get into the harbor and let the colors and sounds of our historical Old San Juan, of our nature, of the wisdom of our heritage and the memories of our ancestors, pamper and teach us... That way you get to enjoy one of best experiences on our Island Nation and on the Caribbean.


Our Believes

We are strong believers that we are all students and teachers and we accept with pride and love our social and environmental responsibility. Please get to know that when you book a tour with us, you are supporting those conservation, social, community and health - not for profit organizations that we Reinvest in.


Our Languages

We speak Spanish, English, Music, Tolerance, Respect and Love!  LGBTT Community you are always welcome!


Our Recommendation

Dream while exploring these pages before coming to enjoy the real Old San Juan, the musical, colorful, diverse and gentle city.

Thanks for stopping by. We look forward to sharing with you soon!


Our Tours and Services



(C) The Ecotourspr Group, LLC | Sailing Dreams, 2015 All Rights Reserved. We Reserve the Right of Bookings and the Right of Admittance. From Puerto Rico with Love!