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
phaeb2025, 12/13/2025 8:55:16 AM
Fantastic experience, exceeded expectations!! A total one man operation, captain was funny, knowledgeable and a great bartender. Drank painkillers, saw underwater shipwrecks and swam with many sea turtles, planning to do it again next year. 10/10
Curiosity811607, 12/10/2025 8:24:57 AM
This was really a spectacular day excursion. The sailing is awesome around here and Kendall was a fabulous captain. He has a great deal of sailing experience and he also knows these islands very well. He shared a wealth of information about the different islands, the climate, the currents, the types of fish. It was really an education as well as incredibly fun and we got to swim with sea turtles and see a lot of fish at the various places we moored. he is also an excellent bartender. The sailing part was so much fun for me.
Natalie_D, 12/10/2025 6:52:00 AM
Captain Kendall was great. The small group of 6 on this trip made it more personable and relaxing. Kendall was very knowledgeable about the Islands and history. A couple of us really wanted to see the turtles, and he did not disappoint! The food and drink is were good. My husband said it was the best day by far!
Jodie_P, 11/27/2025 7:32:16 AM
Very relaxing and fun day sailing, snorkeling and learning about the islands! Captain Addison was knowledgeable and made the trip fun!
Sandy_D, 11/23/2025 5:01:32 PM
Kendall is a great sailor and was good about choosing sites we hadn’t already visited. It’s nice to really sail on a snorkeling trip. The small size group makes this a special experience.
chrislF6824PC, 11/23/2025 12:46:36 PM
Kendall was a great captain for our tour. Shared with us all the great history of the island and random details about our surrounding areas. Excellent locations for snorkeling. Would highly recommend.
Cassidy W, 11/12/2025 9:17:55 AM
Great and easy sail, lunch was a fresh grilled chicken pasta salad. Great snorkel spots and a great captain and bartender! Addison is the best!
651tinah, 11/7/2025 8:11:27 AM
Captain Kendall was the best! We had a great day on the water. He was very informative about the islands and history. He was knowledgeable and experienced and we felt appreciative and had a great day!
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
- 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