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Singing Dog Sailing Day Tours

Address: Great Cruz Bay, Cruz Bay 00831, St. John
Phone Number: +1 717-602-3536
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Ranked #10 of 39 Activities in Cruz Bay
Certificate of Excellence 2014
Owner description: Singing Dog Sailing Catamaran Charters offers luxury USVI & BVI sailing catamaran excursions for...
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Attraction details
Owner description: 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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103 reviews from our community

Visitor rating
Date | Rating
  • English first
  • Any
English first
Senior Reviewer
9 reviews 9 reviews
3 attraction reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed December 24, 2014

Our family spent the day with Kelly and Stephen on a USVI snorkeling trip and all I can say is "Wow!" Their ship, the Singing Dog, is top notch in every way. They were fabulous hosts - we were served fresh cinnamon rolls and fruit when we boarded and a fabulous fish taco lunch. Kelly and Stephen navigated to the... More 

Was this review helpful? Yes 1
New York City, New York
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed December 2, 2014

I have been lucky enough to go on several charters with Kelly and Stephen over the last three years, and every trip is an extraordinary experience. Even for veteran Caribbean travelers like my friends and me, they manage to thrill us with their incredible snorkel spots and endear us with their hospitality and kindness. This year Kelly even took two... More 

Was this review helpful? Yes 1
Brooklyn, New York
17 reviews 17 reviews
8 attraction reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed December 1, 2014

I recently spent another day with Kelly and Stephen, sailing around St. John. They showed us some fantastic snorkeling. On our first dip, we swam with a bunch of turtles, as well as a pod of baby squid who were circling one of the moorings in the bay. On our second trip into the water, we watched Stephen lure a... More 

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Washington, dc
2 reviews
5 of 5 stars Reviewed November 26, 2014

We had a great day sailing around St. John with Kelly and Stephen of Singing Dog Sailing over Veteran's Day week! A delicious fruit tray awaited us when we boarded. And we loved the photos Kelly took of us boarding and throughout the rest of the day. Top notch snorkeling equipment was passed out when we stopped in Maho Bay... More 

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Oakland Park, Florida
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 2, 2014

My wife and I had a blast on board Steven and Kelly's boat. They showed us places that were breathtaking. They sailed us away all over the BVI's and one sight was more beautiful then the next. The snorkeling was fantastic. Their boat is huge with plenty of room to maneuver. The only problem with all this gorgeousness and pristine... More 

Was this review helpful? Yes 1
Fort Lauderdale, Florida
4 reviews 4 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed July 31, 2014

My husband and I were enthralled with our awe-inspiring day on-board Steven and Kelly’s incredible 45’ sailboat. Our day with them is a cherished memory that was filled with wondrous moments exploring the cool waters of the Virgin Islands. Their boat is comfortable, spacious and pristine glistening on the horizon in the turquoise waters. They sailed to phenomenal snorkel sites... More 

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1 review
5 of 5 stars Reviewed July 17, 2014 via mobile

My sister and her husband chartered a sunset cruise for us all before dinner while in Cruz Bay. It was amazing! Captains Kelly and Stephen and Admiral Jake were incredible hosts. We couldn't have asked for a more perfect evening. Thank you for helping to make our trip so awesome!

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Denver, Colorado
Senior Reviewer
6 reviews 6 reviews
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed June 7, 2014

We chartered a full day sailing/scuba trip with Captains Kelly and Stephen Sloan on Singing Dog Sailing. It was literally the best trip I've ever booked and my all time favorite experience in the Virgin Islands. Kelly and Stephen exceeded expectations on every front. The boat was absolutely stunning and immaculate. Kelly invites you into her home and it shows... More 

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19 reviews 19 reviews
7 attraction reviews
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed May 20, 2014

After spending a wonderful weekend with my Wife, i was blessed with an opportunity to Sail with Capts Kelly and Stephen to Anegada. Spent an amazing day on the Island and then sailed to Beef Island to have a relaxing dinner and today sailed back to St. Thomas. True Professionals. Fun, Flexible and just the best...Thank to Jake Stephen an... More 

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Belleville, Kansas
13 reviews 13 reviews
4 attraction reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 1, 2014

Sailing with Singing Dog Sailing is a lst class trip! The boat is spotless. Stephen and Kelly are the consumate hosts in their home. The live on the boat and take guests out to enjoy the wonderful ocean and breezes on a very stable and fun ship! Kelly will attend to all of your needs and Stephen inspires confidence in... More 

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
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