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About Sailing Dreams
Sailing Dreams has been Old San Juan premier's sailing tours company, offering excursions for almost a decade. We cater to Lifetime Experiences that will make you dream again! We commit to having the most personalized, idyllic, memorable, romantic, fun and/or relaxing sailing day of your life, while enjoying great sights of Magical World Heritage and Landmark Sites of Old San Juan in Puerto Rico.
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Hours Today: 12:00 AM - 11:30 PM
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Sailing Dreams
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Ralf W wrote a review Feb 2020
Minneapolis270 contributions55 helpful votes
We had an adventure and more. We booked an afternoon sail, and after a friendly greeting and orientation, headed out under skies with building clouds. Maybe 20 minutes after setting sail, it started to rain. It quickly began to pour. Our captain suited up and sent us below with the friendly first mate, who kept our drinks refreshed, though we had to head for port. Of course the downpour ended about the time we tied up! It's the tropics. We had flexibility so we returned the next day for a full 90 minute+ very sunny and lovely sail out to the fort at the end of Old San Juan. Judith shares history of the area along with helpful tips if one is steering the boat, which she encourages! We had an amazing time - both times! :) (I did find the booking and payment process confusing, but phone support was quick and responsive.)
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Date of experience: February 2020
2 Helpful votes
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Daniel S wrote a review Feb 2020
4 contributions1 helpful vote
Booked a boat tour with the lovely Captain Judith for Valentine's Day and loved every minute! Captain Judith was very welcoming, accommodating, and knowledgable! This was an incredible way to learn about the history and culture of San Juan while relaxing with amazing views and drinks. Highly recommend!
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Date of experience: February 2020
1 Helpful vote
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Valerie wrote a review Dec 2019
1 contribution4 helpful votes
Our daughter and son in law treated us to this sunset cruise. Outstanding personalized service-excellent food and drink-was able to dip my feet in the warm water on our way back to the dock. Do not miss this once in a lifetime experience.
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Date of experience: November 2019
1 Helpful vote
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Response from SailingDreamsPR, General Manager at Sailing Dreams
Responded Jan 30, 2020
Dear Grammithegreat; Thank you very much for your kind words. It was truly a great experience sharing with you and your family. We are delighted to know this was a "once in a lifetime experience". To us those are major words coming from you. We wish you all the blessings and a healthy, happy and prosperous life! Cheers!!
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halolpal wrote a review Mar 2019
Solana Beach, California37 contributions4 helpful votes
We celebrated our 45th anniversary on Sea Dream II March 11-18. We started our cruise in Havana and ended in Cienfuegos, Cuba. SeaDream began offering Cuban cruises in 2019. We participated in Cuba’s “people to people” program for Americans. Our time on SeaDream was 5+ stars on a 5 star system. Our time ashore in Cuba was 2.5 stars. The country is naturally beautiful and the Cuban people were friendly and fun. However, because of Cuba’s economy they cannot produce 5 star quality. We enjoyed our time in Cuba and we’re glad we made the trip. This was our second cruise on SeaDream and we booked another before we disembarked. We are in awe of the SeaDream experience. Everything aboard is perfect, i.e. staterooms, food, programs, etc but the staff is the most impressive. SeaDream’s staff is the best that we’ve ever experienced at any hotel, restaurant or company anywhere. It’s expensive but in this case you truly get what you pay for.
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Date of experience: March 2019
1 Helpful vote
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Response from SailingDreamsPR, General Manager at Sailing Dreams
Responded Jan 30, 2020
We thank you for your review, but you did a trip with the Sea Dream II, not with Sailing Dreams. Anyways, we wish you all the blessings and a healthy, happy and prosperous life! Cheers!!
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David W wrote a review Jul 2018
San Diego, California15 contributions18 helpful votes
Capitán Judith and the crew were wonderful, warm and accommodating. We enjoyed amazing drinks and food while enjoying the wonders of San Juan bay. The food was more than mere appetizers and exceeded our expectations. We had delicious shrimp, crab and other delights. The music and conversation was perfect. We left the ship with two new friends. We will be back on our next visit to San Juan
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Date of experience: July 2018
1 Helpful vote
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Response from SailingDreamsPR, General Manager at Sailing Dreams
Responded Jan 30, 2020
Dear David W; Thank you very much for your kind words! We are so delighted you had a great time with us. As you know we focus on providing the best service available in Puerto Rico, while sharing with you as old time friends. We hope you are having a great time back home. We would love to share with you in the near future. We wish you all the blessings and a healthy, happy and prosperous life! Cheers!!
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