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Sailing Dreams Yacht Charters

482 Ave Fernandez Juncos | San Juan Bay Marina, Slip 64, San Juan 00907-3187, Puerto Rico
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Review Highlights
Family afternoon sail

We booked our family 2 hour day sail with Sailing Dreams on 8/26/2017. The tour was informative... read more

Reviewed September 27, 2017
thecasualtrek
,
Omaha, Nebraska
Is Captain Judith ok after Hurricane ?

Had a "Captain Judith" tour a few yrs ago-- wonderful.. Wondering if she is ok after the storm... read more

Reviewed September 26, 2017
SmartTravlerLV
,
Las Vegas, Nevada
Read all 453 reviews
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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%
Travelers talk about
“captain judith” (186 reviews)
“sunset cruise” (65 reviews)
“light dinner” (9 reviews)
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Hours
Hours Today: 9:00 AM - 11:00 PM
LOCATION
482 Ave Fernandez Juncos | San Juan Bay Marina, Slip 64, San Juan 00907-3187, Puerto Rico
Write a ReviewReviews (453)
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All reviews
"captain judith"
in 186 reviews
"sunset cruise"
in 65 reviews
"light dinner"
in 9 reviews
"beautiful person"
in 5 reviews
"romantic evening"
in 8 reviews
"puerto rico"
in 125 reviews
"delicious appetizers"
in 5 reviews
"san juan bay"
in 25 reviews
"cobb salad"
in 7 reviews
"highlight of our trip"
in 21 reviews
"great captain"
in 6 reviews
"history lesson"
in 11 reviews
"wonderful tour"
in 8 reviews
"took pictures"
in 10 reviews
"amazing experience"
in 10 reviews
"great history"
in 7 reviews
"boat"
in 127 reviews
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1 - 10 of 431 reviews

Reviewed September 27, 2017

We booked our family 2 hour day sail with Sailing Dreams on 8/26/2017. The tour was informative, casual, fun, and was a one of a kind experience. Captain Judy and her first mate had a perfect balance of fun, relaxation, and education. It was only...More

Thank thecasualtrek
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed September 26, 2017

Had a "Captain Judith" tour a few yrs ago-- wonderful.. Wondering if she is ok after the storm? Mainland US really needs to step up the help for PR.

Thank SmartTravlerLV
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed September 22, 2017

We booked the sunset sailing, there were only two couples on board and it was very relaxing. The only way to see the best views of San Juan. Captain Judith took so many great photos for us and really made the trip perfect for us....More

Thank ajk109
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed August 24, 2017

My wife and I agreed that this was our best anniversary celebration ever! As so many others have pointed out, Captain Judith makes sure that your trip is memorable. She is a wonderful person. That night, Marie was her first mate, and she took great...More

2  Thank LinniePman
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed August 15, 2017

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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed August 11, 2017

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

2  Thank Davisd01
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded August 14, 2017

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

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed July 24, 2017

...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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded August 3, 2017

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

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed July 23, 2017

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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded August 3, 2017

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

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed July 19, 2017

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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded August 3, 2017

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

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Reviewed July 10, 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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
SailingDreamsPR, Front Office Manager at Sailing Dreams Yacht Charters, responded to this reviewResponded July 19, 2017

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

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
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