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Travelers talk about
“captain ryan”(91 reviews)
“day sail”(50 reviews)
“tortellini”(5 reviews)
About
Experience the sheer joy of sailing on our 44-foot sail yacht, Liberty. Come for a private sailing cruise and luxuriate on our spacious decks or under the shady cockpit and forget about your worries. Sail With Liberty takes up to six guests. Our...more
Contact
6100 Red Hook Qtrs Ste 2, 00802-1348, St. Thomas
Website
+1 443-831-1911
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Reviews (212)
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All reviews captain ryan day sail tortellini lord darnley laid back secret spot garlic bread delicious lunch beautiful boat rum punch st john perfect hosts caneel bay snorkeling stops private excursion could not have been more amazing snorkeling
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1 - 10 of 212 reviews
Reviewed yesterday

We left American Yacht Harbor in Red Hook on a overcast, rainy day. The weather in front of us looked awful as we left the harbor and started across to St. John. Captain Ryan consulted the weather radar app on his phone over and over...More

Date of experience: January 2019
Thank TRM02
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded yesterday

The weather is funny here sometimes. You can look over and see rain across the island while sitting in the sunshine. So we get some awesome rainbows! I’m glad we were able to sail outside of the rain and then enjoy a great day of...More

Reviewed 2 days ago via mobile

My wife and I and our friends had an amazing day with Cpt Ryan and Jamie. We’ve been sailing with Ryan before and he went out of his way to take us to his “secret spot” where we saw turtles, stingray, barracuda and lots of...More

Date of experience: January 2019
Thank Aaron G
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded yesterday

Hi Aaron, What a pleasure it was to sail with you again! Thanks for taking a moment to write a review— we appreciate your compliments and are glad you got to see so much great sea life! Please stay in touch as we hope to...More

Reviewed 6 days ago via mobile

Captain Ryan was an amazing host and helped me with my proposal on the sunset cruise! He was very helpful and friendly and made us feel at home on his sailboat. When it came time for me to propose, his deckhand helped with the proposal...More

Date of experience: January 2019
Thank BeachbumDK
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded 5 days ago

Aw, we were really looking forward to your proposal sail since you planned it, and the actual event did not disappoint! You did a terrific job proposing, and you, your fiancé, and friends were a pleasure to have aboard. Please stay in touch...wishing you guys...More

Reviewed 2 weeks ago

Our family of four booked a full day sail with Captain Ryan on the Liberty. Our daughters had never been sailing and my wife and I had been on a couple sailing trips a long time ago. A few days before our sailing trip, we...More

Date of experience: January 2019
Thank JohnCChar
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded 1 week ago

Hi John, Thank you for writing a review that so specifically describes what the seas were like. We had “Christmas Winds” while you guys were here, and that does tend to bring the seas up. I’m glad your daughter did so well and felt comfortable...More

Reviewed 2 weeks ago

We had a fabulous trip with Captain Ryan and his mate Jamie. The boat is beautiful and comfortable, and they make you feel very welcome. We went to two different snorkel spots off of St John and had a great lunch in between the two...More

Date of experience: January 2019
Thank family4us1998
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded yesterday

We’re so happy to hear you enjoyed your day with us sailing, snorkeling, eating, and “rum punching!” That was a fun day, and we look forward to taking you and your family sailing again when you visit. Cheers, Captain Ryan

Reviewed 2 weeks ago via mobile

My husband and I went on a full day sail with Captain Ryan and Jamie. Both were extremely accommodating and made our trip memorable! We sailed to St John and snorkeled along a beautiful stretch of Caneel Bay. The entire day was very relaxed and...More

Date of experience: January 2019
Thank mbw2018
Reviewed 2 weeks ago via mobile

We had a great day out with Ryan and Jamie a few days ago. Ryan has a very laid back nature but is also clearly a very experienced sailor, the perfect combination when out on the water! Both Ryan and Jamie (and the super cool...More

Date of experience: December 2018
Thank BDettweiler
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded 2 weeks ago

It was great sailing with you guys, too! Thanks for taking a minute to share your experience with TripAdvisor readers. Cheers, Captain Ryan

Reviewed 3 weeks ago

This was so much fun! Captain Ryan took such good care of me and my family. We all had so much fun taking photos, snorkeling, and relaxing on the boat. He was very conscientious of our time to make sure we got back to our...More

Date of experience: December 2018
Thank daphne0liu
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded 2 weeks ago

Hello Daphne, Happy new year! We’re glad you had such a fun trip with us on Liberty. Post some of your great photos when you get a chance! Cheers, Captain Ryan

Reviewed 3 weeks ago via mobile

We had a terrific day sailing to St. John. Captain Ryan was great. The weather was not ideal, but Ryan was calm, humorous, and clearly very experienced. The boat is big and comfortable and handled the weather and waves with ease. We dodged the squalls,...More

Date of experience: December 2018
Thank nathanrT8877QA
Reviewed 4 weeks ago via mobile

What a blessed sail!! He had so much local information! Fantastic Lunch! Great, great service! It was 4 women and 1 man, all very close friends and we got on with captain as if we had been friends for a while! Would and look forward...More

Date of experience: November 2018
Thank 351annao
Teresa D, Owner at Sail With Liberty Private Day Sails, responded to this reviewResponded 4 weeks ago

We’re so glad you enjoyed your sail with us! We look forward to sailing with you all again one day, too!! Captain Ryan

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Questions & Answers
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Hanna C
January 14, 2017|
Answer
Response from Teresa D | Property representative |
Hello Hanna, Thanks for your interest in Sail with Liberty! Our rates range from $90 to $140 per person, depending on what type of trip you book. Please go to our website for more detailed information on our rates, and... More
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