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Singing Dog Sailing

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Cruz Bay 00831, St. John
+1 340-244-8230
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Review Highlights
Will scrub the hull anytime!

After years of visiting the island, we knew what a great day charter can add to a vacation, and... read more

Reviewed April 14, 2018
Taillie_Ho
,
Chicago, Illinois
via mobile
AMAZING Jost Van Dyke Trip!

My family has sailed with Kelly and Stephen 5 separate times and each of them has been so... read more

Reviewed March 18, 2018
Mackenzie M
,
Owls Head, Maine
Read all 152 reviews
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Singing Dog Sailing Catamaran Charters offers luxury USVI & BVI sailing catamaran excursions for private groups of up to 12 passengers 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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Travelers talk about
“admiral jake” (23 reviews)
“virgin islands” (14 reviews)
Suggested Duration: More than 3 hours
LOCATION
Cruz Bay 00831, St. John
CONTACT
Website
+1 340-244-8230
Write a ReviewReviews (152)
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All reviews
"admiral jake"
in 23 reviews
"wonderful hosts"
in 9 reviews
"virgin islands"
in 14 reviews
"separate times"
in 2 reviews
"wonderful couple"
in 2 reviews
"st john"
in 18 reviews
"jost van dyke"
in 15 reviews
"best pizza"
in 2 reviews
"close friends"
in 2 reviews
"sailing experience"
in 6 reviews
"day sail"
in 10 reviews
"next year"
in 9 reviews
"beautiful catamaran"
in 4 reviews
"foot catamaran"
in 2 reviews
"taking pictures"
in 2 reviews
"marine life"
in 5 reviews
"the soggy dollar bar"
in 8 reviews
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1 - 10 of 152 reviews

Reviewed April 14, 2018 via mobile

After years of visiting the island, we knew what a great day charter can add to a vacation, and while the memories of beach days are certainly lovely, those special days out on a boat stay vivid in your mind forever. We reached out to...More

Thank Taillie_Ho
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed March 18, 2018

My family has sailed with Kelly and Stephen 5 separate times and each of them has been so memorable! On this trip in March 2018 there were 9 of us. Our party was impressed with just how much progress has been made on Jost Van...More

Thank Mackenzie M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed March 10, 2018 via mobile

Couldn't ask for a better day. Captains Kelly and Stephen were remarkable hosts and everything was first class.

Thank Ron M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
See more reviews
Reviewed February 28, 2018 via mobile

We’ve had the best girls trip to St John with the highlight being a boat charter with Captains Kelly & Stephen on their catamaran. The weather has been the best and the colors in the water are vibrant. The boat is huge and really clean....More

Thank Allissa B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed August 1, 2017

We just completed a fantastic trip through the BVI's on a multi day sail. Everything is perfectly timed with tremendous snorkeling stops where the Captains help you discover marine life that many would miss. The boat is pristine and the plenty of room to relax...More

Thank john k
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed July 26, 2017 via mobile

Absolutely amazing trip, crew and experience. Justin and Pepper treated us right. I promise that you will love everything about your trip with these guys. From my first contact with them by phone to our final handshake at customs after reentering the US, they took...More

Thank jimmY3405WJ
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed July 7, 2017

I've been on Off Cay, the larger catamaran and now it was time to sail on Little Dog. We were a group of six that Captain Kelly and first mate Meagan took on a half day sail and snorkel. This boat is perfect for smaller...More

1  Thank sv b
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed June 26, 2017 via mobile

I am a Sunset enthusiasts and this Sunset Sail was 10 plus I can't say enough wonderful things about Captain Kelly and Captain Steve. Look at the color palette! We had more fun and laughter on board this Immaculate catamaran . Will definitely do this...More

Thank MermaidGypsea
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed June 23, 2017 via mobile

We were looking for the perfect mix of relaxation, adventure, and island vibes... and Sailing Dog delivered in spades. Plus, they literally have two happy puppies running around. Doesn't get much better than ice cold cocktails, crystal blue waters, catamarans, and cool captains that just...More

Thank Dan L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed June 19, 2017 via mobile

After a five star experience aboard Singing Dog two years ago, we booked them again this year and, of course, were over the moon satisfied!This wonderful couple quickly became our friends and gave us such a wonderful day, it felt like we were spending time...More

Thank gabbyloulou
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Questions & Answers
tttide
April 9, 2017|
Answer
Response from SingingDogSailing | Property representative |
We are sorry but we will be unable to accommodate your group in October. Singing Dog Sailing closed annually that month for hurricane season wherein we haul our boats and schedule our annual preventative maintenance. Thank... More
0
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joyn130
April 7, 2015|
Answer
Response from SingingDogSailing | Property representative |
We are an inspected vessel recognized by the US Coast Guard to carry up to 12 passengers. Our itinerary choices and rates are listed in detail on the website. It would be our pleasure to host your group for a memorable... More
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