An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love. If your celebrating a special occasion or have a special request, please reach out to us directly so we can provide a customized experience. If arriving by Cruise ship, please reach out to us directly to make sure that your port times will work with our sailings.
Reviews
Reviews and Rating (Tripadvisor)
5 stars
Reviews by Tripadvisor travelers
L4007UFemilym, 10/22/2025 10:34:58 AM
Incredible experience! Addison & Jay were awesome providing great service and interesting knowledge of the islands!
Bonnie_J, 10/21/2025 5:22:10 PM
Addison and jay were great! Addison was the captain and he was very knowledgeable about St. John and great captain. Would highly recommend
Rex P, 10/20/2025 10:31:47 AM
After doing quite a bit of homework, we chose this particular excursion because we wanted the experience of sailing, and we wanted a longer day on the water. We are so glad we did! Kendall was our captain, and he was fantastic! The day we were originally scheduled was overcast, so he called and suggested that we move to the following day. He gave us his cell phone and asked us to let him know if we had any questions or concerns. We arrived a few minutes early, and he told us everything we needed to know. My husband and I are beginning/intermediate snorkelers and we were on the boat with other passengers who were actually certified divers. It didn’t matter at all! The snorkeling equipment was excellent. The fins were large and the masks were in great shape and not scratched. We sailed all day, going to two wonderful sites. Kendall said he chooses the locations based on the weather and water visibility. He was kind, informative, and fun! After experiencing a smaller group with such a personal and accommodating captain, I can’t imagine anyone choosing a larger boat with more passengers. Kendall, we will see you again when we return! Thanks for making it such a great day!!
brandonsD2946SR, 10/17/2025 9:19:38 PM
My now wife and I had an amazing time with Captain Kendall. I would recommend this to anyone wanting a more intimate trip.
Erica_H, 10/11/2025 11:18:48 AM
Captain Kendall was absolutely amazing!! 💜 we also had the pleasure of having Captain Addison on board making us the BEST drinks! Rum punch and painkiller’s were very tasty!! We snorkeled 2 different spots - Lovango Bay- where we saw sting rays, lemon sharks, so many varieties of fish and coral (this was our favorite)! Then onto Christmas Bay - which is actually one of the Epstein islands, where we snorkeled a ship wreck, tons of sea turtles, fish and coral. Being on a sailboat is a whole new level of relaxation! Not to mention, lunch was super yummy too! Highly recommend!! 💜🏖️
John_P, 10/10/2025 5:18:12 PM
This was the absolute highlight of our week in St. Thomas. Kendall was such a great captain. So knowledgeable, informative, wonderful historic insights on the Virgin Islands. Great sailing with another couple. Snorkeling in 2 locations one with abundant coral and the other we saw 6 sea turtle. Great lunch.....and all the drinks we could tolerate
James M, 9/28/2025 5:45:57 PM
Captain Kendall was excellent, a wealth of local knowledge and took us to 3 great snorkeling spots. Lunch and cocktails were great. Highly recommend this trip and Captain. The boat is capped at 6 people. We saw sea turtles and sting rays and a variety of fish.
john62gerhart, 9/28/2025 9:26:52 AM
Great day , our captain - very knowledgeable of the sail and the snorkeling at each place he stopped , made sure the snorkeling equipment fit properly . made us a very tasty lunch . Entire day is a memory we will cherish for some time ; we will book it again in 2026 .
Carmen_R, 9/24/2025 9:30:57 AM
The water and the snorkeling was beautiful. Our tour guide was so knowledgeable about the islands and history. We didn’t want the experience to end. Thank you, Kendall for the amazing time.
Carolina_T, 9/21/2025 9:52:13 PM
We would highly recommend this trip. One of the highlights of the week. Kendall was unbelievable. He took us to amazing spots and we got to see dolphins and sea turtles. What a wild experience. Do not pass this up.
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Please be at the meeting location at least 15 minutes prior to the departure time. Time listed are departure times. If you miss the sailing there will be no refund.
- If you are arriving by cruise ship, you must reach out directly to the tour operator with your ships name and port times! Not all times will work with our schedule. No refunds will be offered on the day of departure if your times don't fit with ours..
No exclusions available
Departure point
We're located in Slip N-21 at Sapphire Beach Marina. The slip is located on the backside of the marina. If driving, we have ample free parking. If arriving by taxi, have the driver drop you at the Marina office. Proceed to slip N-21.Return details
An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love. If your celebrating a special occasion or have a special request, please reach out to us directly so we can provide a customized experience. If arriving by Cruise ship, please reach out to us directly to make sure that your port times will work with our sailings.No redemption information available
24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund