My husband and our 2 daughters, ages 10 and 13, went on an afternoon sail with Captain Judith on our last day in San Juan and it was truly the highlight of our vacation! We absolutely loved cruising through the harbor, swimming in front of the governor's mansion and having a delicious lunch on board. Judith and her first mate could not have been more lovely and accommodating. We really enjoyed spending time with them and also learning more about the history of San Juan. I cannot recommend this excursion enough. If you are going to San Juan, booking a sailing trip with Captain Judith is a must!!

We did the Couples Sail at Sunset (with Fine Dining) to celebrate our 25th anniversary. I want to give this review 1000 Stars because 5 is NOT enough! It was the MOST romantic sailing we could EVER imagine (if I did not have pictures, I would have thought it was just a dream). We have done numerous private charters on sailing yachts, but this one "takes the cake"! Captain Judith is a vivacious and beautiful person (as well as a VERY experienced captain), and exudes the heart and soul of Puerto Rico. The staff on board (Paula, Hector, and Chef Pedro) were WONDERFUL people and made us feel like royalty. I work in Quality Assurance, so tend to be VERY picky, but could find NOTHING I would change - it exceeded my extremely high expectations a thousand-fold. It is hard writing this without using all caps and superlatives, but I am still "giddy" when I remember our sail; I could not have asked for a more PERFECT celebration by a PERFECT sailing company.
Oh, let's not forget and the food (VERY FINE DINING)! Am a HUGE foodie, but was blown away at all the plates served (the escargot were bigger & better than I had in the Burgundy region of France). It was literally a foodie's dream - we were stuffed! Honestly, as much as we thought our prior meal on V-Day at 1919 (in Condado) was both delicious and romantic, this sailing made that meal look like McDonald's! But then combine the fine dining experience with the romantic ambiance, as well as the INCREDIBLE service provided by Hector (Lemonade Mojitos? Yes, PLEASE!), and you have what I can only call: MAGICAL! Even with the 4 crew members on board, we NEVER felt "crowded", they went below deck, or to the bow, so we actually felt we had the yacht all to ourselves! The love that Captain Judith exudes to her guests made my head spin - I felt I was sailing with very close friends who actually cared about me; had to give long hugs to everyone when we departed, and yes, I bawled several times during our tour due to how romantic it was.
If you are a couple going to Puerto Rico, and want THE romantic experience of your life, BOOK THIS TOUR! You may think it expensive at first, but after it was over, I would have paid 10x the amount for the memories & romance it created (as well as one of the most gourmet meals I have had in my life). Felt like so much stress in my life was lifted away, and for once, the world was just the two of us, holding hands at sunset, in the historic & magnificent San Juan Harbor. And the music Capt. Judith played was PERFECT: Enya's "Sail Away" at sunset was so dramatic and set the tone for the entire sail (will ALWAYS "flash back" to this sailing when I hear that song). I could go on and on, but I hope after reading this, you see what you are missing, and wish many more will have the chance to experience what we did; we feel SO LUCKY that Captain Judith opened her sailing yacht, and her heart, to us - and you will too!