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Singing Dog Sailing Day Tours

Certificate of Excellence
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Address: Great Cruz Bay, Cruz Bay 00831, St. John
Phone Number: +1 717-602-3536
Recommended length of visit: More than 3 hours

Singing Dog Sailing Catamaran Charters offers luxury USVI & BVI sailing...

Singing Dog Sailing Catamaran Charters offers luxury USVI & BVI sailing catamaran excursions for private groups departing from St. John & St. Thomas. Superior amenities, attentive service & performance sailing capabilities are features of our charters aboard our spacious 45' (1100 square feet of usable deck and cabin space) luxury sailing catamaran, 'OFF CAY.' So UPGRADE your Coach vacation to First Class with a Singing Dog Sailing catamaran private charter. Let us be your hosts for a memorable day on the water during your next St. John or St. Thomas island vacation. As 'OFF CAY' as you want to be! Singing Dog sailing's luxury catamaran, 'OFF CAY' is stable, comfortable and spacious; you don't have to rub elbows...unless you want to! It's your private yacht for the day! Sailing catamaran 'OFF CAY' ('cause that is where we take you and that is also how the dog sings...) is twice the boat in size compared to mono-hulls of equal length & St John's only first class sailing catamaran offering charters for private groups. Why pay (sometimes more) for an inferior experience? Make your day on the water one you will treasure forever with Singing Dog Sailing where you come as a guest and leave as a friend--without the price-tag you'd expect for a luxury private charter! A NOTE: Trip Advisor members looking for Captain Kelly from St. John--Singing Dog Sailing is the place to find her. So come join the fun and sail with Kelly and the crew of Singing Dog Sailing. Also if you are looking for a reasonably priced mono-hull sailing charter, please consider Salty Dog Day Sails. We are the same company (our sister boat is not new to us, but is a new trip advisor listing, so the rankings are not high YET) with two different boats and levels of service! Try Salty Dog Day Sails for Classic Day sail charters from St. John. (same company, same great service & reputation)!

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TripAdvisor Reviewer Highlights

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What an amazing trip! Can't wait to go again. Food, hosts and sail was beyond the highest of expectations

5 of 5 bubblesReviewed 4 days ago
via mobile

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123 Reviews from our TripAdvisor Community

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Showing 123: English reviews
1 review
5 of 5 bubbles Reviewed 4 days ago NEW via mobile

What an amazing trip! Can't wait to go again. Food, hosts and sail was beyond the highest of expectations

Thank jendouglass
Leucadia, California
1 review
5 of 5 bubbles Reviewed 5 days ago NEW via mobile

The boat was super clean, the crew was so fun! And the captain (Sandy the Dog) was amazing!!! I didn't want to come home. They took care of my 93yr old grandma & family as if we were one of their own. I can't wait to go back!!!. Words can't express how sweet this family vacation was thanks to the... More 

Thank SweetMauiMelissa
Glen Ellyn, Illinois
2 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed May 17, 2016 via mobile

Loved our time sailing with Stephen and Kelly. The trip was a perfect way to spend with friends enjoying the sun and the sea. Already looking forward to our next opportunity to sail with Singing Dog Sailing.

2 Thank jeanGEIL
Fort Lauderdale, Florida
Level Contributor
28 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
5 of 5 bubbles Reviewed March 29, 2016

Captain Kelly, Captain Stephen and their singing dog Admiral Jake made us feel so welcome, like we were guests in their beautiful catamaran home. We really appreciated the excellent snorkel equipment they had for the six adults and four kids in our group - the best masks and flippers I have ever used. They took us to a wonderful snorkel... More 

5 Thank Shoshanna E
Rochester, New York
Level Contributor
10 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed March 14, 2016

I have had the pleasure of spending a few different occasions out on the water with Captain's Kelly and Stephen. They are top notch. The vessels are spotless and gorgeous. You will have an amazing day on the water with them and their crew. Their knowledge of the waters above and below are unmatched. Captain Stephen jumps right in and... More 

Thank Barb Y
SingingDogSailing, Owner at Singing Dog Sailing Day Tours, responded to this review

Thank you so very much for taking time to review Singing Dog Sailing, Barb. We enjoyed hosting such a fun group of friends and look forward to your annual trips. May all your sailing dreams come true until next time. Your Captains. More 

Charlotte Amalie, St. Thomas
Level Contributor
5 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed March 12, 2016

We have sailed with Kelly and Stephen 4 times now, and every time has been wonderful! We have sailed to the BVI's, and we have also stayed in the USVI's. Whatever we do and wherever we go, the hospitality is the best, food delicious, drinks plentiful and snorkeling spectacular. Off Cay is quite beautiful and we always feel spoiled. Highly... More 

1 Thank Mary J
Des Moines, Iowa
Level Contributor
15 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed February 19, 2016

If you really want to see the Caribbean, avoid the crowds and snorkel unspoiled waters this experience is absolutely the Best. We make sure to sail with them every time we visit the Islands at least one if not twice. The vessel is sparkling clean and the captains are so knowledgeable, and friendly they make you feel like its your... More 

1 Thank john k
Hong Kong, China
2 reviews
5 of 5 bubbles Reviewed January 14, 2016

I had an amazing time sailing with Kelly and Stephen. The Off Cay was beautiful and clean, the snorkeling sites they took us to were not crowded which led to a really great experience, and Kelly and Stephen were wonderful hosts. My favorite experience was swimming with the sea turtles :)

Thank Emily M
Belleville, Kansas
Level Contributor
45 reviews
15 attraction reviews
common_n_attraction_reviews_1bd8 11 helpful votes
5 of 5 bubbles Reviewed November 29, 2015

A repeat trip with Kelly, Stephen, Admiral Jake and Sailor Sandy was perfect! We arrived to a beautiful table setting of fresh fruit and color coordinated table settings. No paper plates on this cruise! The first mates were unobtrusive yet friendly. We had first time sailors and an 86 year old woman with us. All were put at ease immediately... More 

Thank Nancy H
Calgary, Canada
2 reviews
5 of 5 bubbles Reviewed November 24, 2015

Wonderful day on Off Cay. Boat is immaculate and Stephan and Kelly are great hosts. I had never been on a big catamaran and it was very cool. Also took us to some great snorkeling. If you are looking for a great sailing experience in the USVI make this the one. Even if you have never snorkeled before, and my... More 

Thank Rickrider1948

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