We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Singing Dog Sailing

Features Animals

Singing Dog Sailing
Booking unavailable on TripAdvisor

Want other options you can book now?
All photos (113)
Full view
Certificate of Excellence
Traveler Overview
  • Excellent100%
  • Very good0%
  • Average0%
  • Poor0%
  • Terrible0%
Travelers talk about
“st john”(17 reviews)
“jost van dyke”(15 reviews)
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...more
Suggested duration: More than 3 hours
Cruz Bay 00831, St. John
+1 340-244-8230
Improve This Listing
Recommended experiences in and around Cruz Bay
from $89.00
More Info
from $750.00
More Info
Reviews (155)
Filter reviews
155 results
Traveler rating
Traveler type
Time of year
Show reviews that mention
All reviews separate times st john jost van dyke catamaran sailing top notch the soggy dollar bar memorable trip amazing experience great trip kelly water knowledge crew paradise vacation
Updating list...
1 - 10 of 155 reviews
Reviewed 1 week ago

We sailed with Captain Kelly and 1st Mate M our last day of vacation on St John, January, 2019. As Kelly mentioned earlier to me... why not save the best for last? And how right she was! Our day sail was from Cruz Bay to...More

Date of experience: January 2019
Thank Deb_Chris
Reviewed January 11, 2019

Just got back from a week at St. John and the highlight was a fully loaded day of sailing and snorkeling and hanging out with the Singing Dog Sailing crew. The owner - Kelly - and the crew - Cory - were top notch in...More

Date of experience: January 2019
1  Thank Mowe111
Reviewed November 23, 2018 via mobile

We had the best time on our Sunset cruise. The crew made it perfect and memorable in every way! Thank you!

Date of experience: November 2018
Thank Austid7
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

Date of experience: March 2018
Thank Taillie_Ho
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

Date of experience: March 2018
Thank Mackenzie M
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.

Date of experience: March 2018
Thank Ron M
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

Date of experience: February 2018
Thank Allissa B
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

Date of experience: July 2017
Thank john k
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

Date of experience: July 2017
Thank jimmY3405WJ
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

Date of experience: June 2017
1  Thank svb_11
View more reviews
Nearby HotelsSee all 6 nearby hotels
Cruz Bay Boutique Hotel
513 reviews
.15 miles away
St. John Inn
538 reviews
.28 miles away
Gallows Point Resort
911 reviews
.35 miles away
Sea Shore Allure
134 reviews
.41 miles away
Nearby RestaurantsSee all 125 nearby restaurants
Our Market Smoothies
611 reviews
.08 miles away
Extra Virgin Bistro
825 reviews
.13 miles away
The Longboard - Coastal Cantina
957 reviews
.11 miles away
Morgan's Mango
1,834 reviews
.08 miles away
Nearby AttractionsSee all 243 nearby attractions
Scott Bay Beach
191 reviews
.09 miles away
Solo Cup Charters
21 reviews
.06 miles away
Bajo El Sol Gallery
35 reviews
.07 miles away
Leinster Bay
154 reviews
.07 miles away
Questions & Answers
Ask a question
April 9, 2017|
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
April 7, 2015|
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