We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sailing Dreams Yacht Charters

482 Ave Fernandez Juncos | San Juan Bay Marina, Slip 64, San Juan 00907-3187, Puerto Rico
+1 787-519-5000
Website
Save
Review Highlights
A absolut highlight of our stay in puerto rico

We ended up booking the sunset sailing. We was the only couple on board, but that I think made the... read more

Reviewed 1 week ago
nysteffi
,
rahway
Best way to spend the day in San Juan

Having visited San Juan many times as a cruise port destination, we wanted to try something... read more

Reviewed 1 week ago
Davisd01
Read all 450 reviews
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Overview
More
In Sailing Dreams we speak about LIFETIME EXPERIENCES! We commit to having the most personalized, idyllic, memorable, romantic and relaxing sightseeing experience and ecotour of your whole vacation in Puerto Rico. We offer First Class VIP Private and pampering tours, focused on having a great quality time, while enjoying the best views of unparalleled World Heritage Sites of Historic Old San Juan, including San Juan City Walls, La Fortaleza Castle and El Morro Fortress. Join us in an outdoor activity and be the Captain of your life, while discovering our colorful Old City, enjoying nature and wildlife, like sting rays, sea birds, fish, sea turtles, dolphins, or manatees. Sit relax on a comfortable reclining deck seat or learn the basics of sailing, with you at the helm. On Private VIP Tours you have the option of swimming, or kayaking Old San Juan's shoreline. Travel in time with great music and history, while enjoying strawberries, a glass of Wine or Champagne, a delicious homemade Pina Colada, or a delicious Tropical Rum Mix. You may order Delicious Hors D 'Oeuvres to complete the experience in our welcoming and cozy French Jeanneau 39 ft. Sailboat Sloop Poema de Amor Libertad (A Poem of Love and Freedom). Our tours are limited to a maximum of six people at once, giving you the space and time to feel intimate with your guests. For more details, as well as to make your secure online bookings, please visit our website. We look forward to sharing and living a lifetime experience with you!
  • Excellent97%
  • Very good1%
  • Average1%
  • Poor0%
  • Terrible1%
Travellers talk about
“captain judith” (184 reviews)
“sunset cruise” (65 reviews)
“light dinner” (8 reviews)
Open Now
All hours
Hours Today: 09:00 - 23:00
LOCATION
482 Ave Fernandez Juncos | San Juan Bay Marina, Slip 64, San Juan 00907-3187, Puerto Rico
CONTACT
Website
+1 787-519-5000

Similar Things to Do in San Juan

Write a Review
Reviews (450)
Traveller rating
Traveller type
Time of year
Language

1 - 10 of 428 reviews

Reviewed 1 week ago

We ended up booking the sunset sailing. We was the only couple on board, but that I think made the experience even better. The view of the sunset was breath taking. We had a sightseeing on a sailboat not everyone can say that. We have...More

Thank nysteffi
Reviewed 1 week ago

Having visited San Juan many times as a cruise port destination, we wanted to try something different. We sailed into San Juan via Royal Caribbean and had an early arrival. The timing of our time at port worked perfectly. We arrived off our cruise ship...More

1  Thank Davisd01
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 1 week ago

Dear Davisd01; Thank you so much for such lovely words and for being part of our Sailing Dream. It is a pleasure for us to know that you had an amazing time sailing with us, that we were beyond your expectations and you had the...More

Reviewed 4 weeks ago

...and you need not do anything else. This is one of the most amazing experiences of my life. Unless I win the lottery, I can't thank Veronica and Captain Judith enough. This was the highlight of our trip to San Juan. Amazing views, great history,...More

3  Thank Lawrence C
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 2 weeks ago

Dear Lawrence C; Thank you so much for such lovely words and for being part of our Sailing Dream. It is a pleasure for us to know that you had a wonderful time sailing with us and that this tour was the highlight of your...More

Reviewed 4 weeks ago

I don't have the words to describe the amazing evening my husband and I had with Captain Judith. It ended up being just my husband and myself so we had a romantic sunset cruise around San Juan. Judith and the crew were wonderful. We learned...More

2  Thank Lisa L
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 2 weeks ago

Dear Lisa L; Thank you so much for such lovely words and for being part of our Sailing Dream. It is a pleasure for us to know that you and your husband had an amazing time sailing with us and that this tour was the...More

Reviewed 4 weeks ago

What a lovely way to see part of a beautiful Island. We were expecting a boat full of tourist, but it was just me and my Husband (Crew too). Thank you Judith for a memorable trip.More

1  Thank Mary A
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 2 weeks ago

Dear Mary A; Thank you so much for being part of our Sailing Dream. It is a pleasure for us to know that you and your husband had an amazing time sailing with us and that it was a wonderful tour. We are very happy...More

Reviewed 10 July 2017

Sailing around San Juan with our captain pointing out destinations gave us an insight of places to go for the remainder of our trip. The trip was as relaxing as a spa day for me being out on the water, and my husband enjoyed his...More

3  Thank jdgemz
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 4 weeks ago

Dear jdgemz; Thank you so much for being part of our Sailing Dream. It is a pleasure for us to know that you and your husband had an amazing time sailing with us and that it’s an experience that you will repeat and recommend. We...More

Reviewed 27 June 2017

Captain Judith and her crew were absolutely phenomenal! My family and I truly enjoyed our experience. We plan to return to San Juan next year and Sailing Dreams is a must do on our list!!!More

3  Thank L M
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 4 weeks ago

Dear L M; Thank you so much for being part of our Sailing Dream. It is a pleasure for us to know that you and your family had an amazing time sailing with us and that you truly enjoyed the experience. We are very happy...More

Reviewed 25 June 2017

We are relatively new residents to San Juan so we are always looking for new things to explore and learn. Judith takes the boat out into the harbor with a comfortable tempo and a constant delivery of interesting information. The crew was friendly and attentive....More

3  Thank WinstonWWolf
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 4 weeks ago

Dear WistonWWolf; Thank you so much for such lovely words and for being part of our Sailing Dream. It is a pleasure for us to know that you had an amazing time sailing with us and that it was the best sailing night. We are...More

Reviewed 21 June 2017

My husband found Judith and her beautiful vessel 5 years ago and every year that we visit our family in Puerto Rico we take her cruise. She is a beautiful person, so kind, knowledgeable, hospitable and I almost don't want to share her with the...More

1  Thank debraa842
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 4 weeks ago

Dear debraa842; Thank you so much for such lovely words and for being part of our Sailing Dream. It is a pleasure for us to know that you and your husband come every year and that we are always the highlight of your trip.. We...More

Reviewed 20 June 2017 via mobile

I want to start by saying these folks went above and beyond! Judith took my husband and I out on a private cruise and it was amazing. We truly felt like royalty. My husband and I make sunset cruises a staple on every vacation and...More

1  Thank Jessica S
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded 21 June 2017

Dear Jessica S; Thank you so much for being part of our Sailing Dream. It is a pleasure for us to know that you had a beautiful and great experience with us and that we went above and beyond with you. We are very happy...More

Nearby
Nearby Restaurants
Casita Miramar
850 reviews
.34 km away
Fogo de Chao Brazilian Steakhouse
481 reviews
.52 km away
El Mercado de Paseo Caribe
74 reviews
.52 km away
Choices Restaurant
181 reviews
.48 km away
Nearby Attractions
Puerto Rico Convention Center
234 reviews
.60 km away
El Alcazar Antiques
6 reviews
.66 km away
San Juan Bike Rentals
260 reviews
.70 km away
Ask a question
Questions & Answers
dzine77
19 October 2016|
AnswerShow all 7 answers
Response from Todd S | Reviewed this property |
The harbor is protected from wind, depending on the direction of the wind. Capt. Judy will do a great job in keeping the boat in calm waters. The evening sail that we took the harbor was very calm. This was a highlight of... More
0
Votes
Danna M
19 July 2016|
AnswerShow all 3 answers
Response from wouldbehero | Reviewed this property |
Per their booking website, $149/each with included 3 drinks. $169/each with unlimited drinks. You can see more at sailingdreamspr website
1
Vote
Aranisse13
4 December 2015|
AnswerShow all 3 answers
Response from Gurpreet N | Reviewed this property |
Yes. Our tour was cancelled for bad weather as well. But it was moved to another day. Depending on availability they are very accommodating in moving your schedule.
0
Votes