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Address: Great Cruz Bay, Cruz Bay 00831, St. John
Phone Number: +1 717-602-3536
Website
Description: 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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40th Birthday Party

Steve and Kelly are the best! What a way to spend the afternoon with friends to celebrate a special occassion or just for any reason. Jake and Sandy (the two dogs) were so fun and... read more

5 of 5 starsReviewed June 17, 2015
Keith M
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110 Reviews from our TripAdvisor Community

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Date | Rating
  • English first
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English first
Level Contributor
9 reviews
3 attraction reviews
5 of 5 stars Reviewed June 17, 2015

Steve and Kelly are the best! What a way to spend the afternoon with friends to celebrate a special occassion or just for any reason. Jake and Sandy (the two dogs) were so fun and added a feeling of home. This is an ecussion that you should not second guess. Thank you Steve and Kelly for a wonderful afternoon, see... More 

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Arlington, Virginia
1 review
5 of 5 stars Reviewed June 14, 2015

We booked Captains Stephen and Kelly very late in our trip, and they were easy to communicate and organize with. The day of the trip both the Captains and Admiral Jake were wonderfully friendly, incredibly knowledgeable, and super prepared: the meals and drinks were top notch, the course and destinations were set, and Stephen even snorkeled with us and copied... More 

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Glen Allen, Virginia
1 review
5 of 5 stars Reviewed May 21, 2015

Kelly and Stephen, We can't thank you enough for the amazing and memorable experience! We had the best time and really enjoyed meeting you! Thank you for your attention to detail and ensuring we had the best possible experience. Kelly, thanks for taking the time to make sure we were comfortable with the dive. It made all the difference for... More 

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Highlands Ranch, Colorado
Level Contributor
14 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed May 8, 2015

We enjoyed a spectacular day on Off Cay, an impeccably maintained catamaran. Stephen and Kelly make you feel like instant BFFs. They took us to some of the best snorkeling spots in the Caribbean where we saw turtles, rays, and spectacular coral. Unfortunately, my GoPro malfunctioned so I'm unable to share the videos :-( Guess I'll just have to return... More 

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Des Moines, Iowa
Level Contributor
6 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed April 24, 2015

We recently spent 3 outstanding days aboard the Off Cay with Captain's Stephen & Kelly. Sailing from St John to Anegada was fantastic highlighted by a open sea Dolphin encounter. We experienced the Island via scooters and dined on lobster and lion fish, before departing for Saba Rock where we spent another wonderful evening. Day 3 we took in the... More 

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Berwick, Pennsylvania
1 review
5 of 5 stars Reviewed March 21, 2015

We had a trip of a lifetime! Kelly and Stephen are the perfect hosts. The Singing Dog is a beautiful well appointed boat with plenty of places to sit back and relax in the sun. The islands are spectacular, the weather was great, the meals were delicious and the snorkeling was incredible. Saw all kinds of fish and turtles. They... More 

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2 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed February 28, 2015

We had an absolutely amazing day on The Singing Dog! We loved hanging out with Kelly, Steve and Jake! The boat was immaculately clean and we were very warmly greeted with delicious cinnamon buns and fruit tray, making it a great way to start the day.Steve and Kelly are not only highly competent captains, they are so accommodating wanting us... More 

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Houston, Texas
Level Contributor
12 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed February 18, 2015

Our group of 12 had a FABULOUS day aboard Off Cay with Captains Stephen & Kelly & Admiral Jake. I cannot say enough good things about them- what a wonderful boat and business they are running. Top Notch. Email & Text communication with Kelly was excellent and I felt very comfortable doing business with them. Kelly was a great communicator... More 

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Nashville
Level Contributor
12 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 12 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 

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Brooklyn, New York
Level Contributor
17 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 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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Additional Information about Singing Dog Sailing Day Tours

Address: Address: Great Cruz Bay, Cruz Bay 00831, St. John
Phone Number: +1 717-602-3536
Location: Caribbean  >  U.S. Virgin Islands  >  St. John  >  Cruz Bay

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?