Sailing Adventure: Virgin Islands Exploration

An Immersive Sailing Adventure, Tailored for You. Explore limitless sights with Virgin Islands Day Sailing. Join us on a journey through the Virgin Islands’ most awe-inspiring sites. Craft enduring remembrances while discovering remarkable sailing spots with loved ones. Please contact us to personalize the trip for any particular events.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • 6720 Smith Bay Rd - Sail into the sunset as you enjoy the spectacular Caribbean sunset from the deck of “Frances Anne” on your private sail. Enjoy our open bar, great music and a Charcuterie Board of meats, cheeses, dips and veggies. Feel free to jump in the water and enjoy the sunset from “sea level”. Sunset cruises typically last 2 hours. Please reach out to us to customize your trip for a special occasion. Up to 6 Guest.
What's Included
  • Carbonated beverages
  • Bottled water
  • Alcoholic beverages
  • Snacks
  • Use of snorkeling equipment
Meal Options
  • Charcuterie Board of meats, cheeses, dips and veggies.
Location
Sapphire Beach Marina
Smith Bay Road
We're located in Slip S-18 at Sapphire Beach Marina. If driving, we have ample free parking. If arriving by taxi, have the driver drop you at the Marina office. Proceed to slip S-18. The slip is located on the back side of the marina from the parking area.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(32 Ratings)
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Vince_c
May 6, 2025
Best Sunset Cruise EVER!! - Captain Tommy and First Mate Courtney were the best tour guides and gave the best experience possible. The boat was beautiful and spacious. The mixed drinks and snacks were amazing as well. Me and my fiancée got engaged on the trip and Tommy and Courtney made sure to help (and film) the whole process. One of the best experiences ever!! Couldn’t beat the views.
Review provided by Viator
Tiffany_a
Apr 30, 2025
Top knotch! - Captain Tommy and Dante were amazing they took great care of us. Very professional and knowledgeable. Tommy went above and beyond! Would sail with them any time!
Review provided by Viator
Annafi5833xp
Apr 28, 2025
Great sail! - Great realizing sail. Great drinks and snacks. Captain and first mail were great to visit with and very knowledgeable of the area
Review provided by Tripadvisor
Wiser320
Apr 17, 2025
Spectacular sunset sail - Mark & Rusty are great; very knowledgeable, friendly and accommodating! The boat is beautiful & the sail was lovely. Delicious drinks & food. Definitely recommend!
Review provided by Tripadvisor
Barbj659
Mar 17, 2025
Our favorite night in St. Thomas was this Sunset Cruise! - What could be better than a tropical sunset sail with good company, plentiful cold drinks, and delicious snacks with a knowledgable, capable crew?This was our favorite evening of our vacation! We plan to go back to St. Thomas again next year and will definitely book another sunset cruise with Virgin Island Day sailing. Mark and Rusty were so interesting and fun to sail with, and they made us feel welcome and comfortable from the minute we stepped onto their immaculately maintained sailboat. I was a little skeptical about going out on a sailboat, but it truly was a beautiful, peaceful experience. WE LOVED IT!!
Review provided by Tripadvisor
Thi_t
Mar 7, 2025
Mark and Rusty were... - Mark and Rusty were amazing hosts, and they worked hard to provide an amazing experience and unique views. The drinks were delicious and plentiful. I also proposed to my girlfriend on this cruise and they were so helpful with that as well.
Review provided by Viator
Tataxx86
Mar 7, 2025
Amazing Private Experience and Views - Mark and Rusty did an amazing job making us feel special. They were both super friendly and professional. I proposed to my now fiance on this trip, and they worked with me to help create a memorable proposal. The drinks were bottomless and delicious as well. I would definitely recommend this for anyone looking for a private and special experience. The views were unforgettable as well.
Review provided by Tripadvisor
Barrykw5586uy
Jan 24, 2025
Great operation, this is who you want - Mark and Rusty were awesome. My wife was on crutches and they were more than accommodating. A knowledgeable captain who provided a safe and relaxing sunset cruise. They both were very interesting to talk with. Highly recommend. We'll look for them next time we come back to book again.
Review provided by Tripadvisor
Steve_b
Mar 13, 2024
Highly recommended! - Awesome sunset cruise! The captains were amazing and catered to every need. Drinks of all kinds. Thanks you!!
Review provided by Viator
Daytrip19555943291
Jan 8, 2024
Wonderful Day - What an amazing day. The crew was very helpful all day and very friendly. Would recommend to everyone
Review provided by Tripadvisor
From $695 (Per Boat)
up to 6 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).