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Sailing Adventure: Virgin Islands Exploration
5.0
37 Ratings
East End
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.
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 - Experience the breathtaking Caribbean sunset aboard the “Frances Anne” during your exclusive sailing adventure. Delight in our open bar, lively music, and a Charcuterie Board featuring meats, cheeses, dips, and vegetables. Take a refreshing dip in the water to admire the sunset from “sea level.” Sunset cruises generally last 2…
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6720 Smith Bay Rd - Experience the breathtaking Caribbean sunset aboard the “Frances Anne” during your exclusive sailing adventure. Delight in our open bar, lively music, and a Charcuterie Board featuring meats, cheeses, dips, and vegetables. Take a refreshing dip in the water to admire the sunset from “sea level.” Sunset cruises generally last 2 hours. Contact us to tailor your trip for any special occasion.
Accommodates up to 6 guests.
What's Included
- Carbonated beverages
- Bottled water
- Alcoholic beverages
- Snacks
- Use of snorkeling equipment
- Carbonated beverages
- Bottled water
- Alcoholic beverages
- Snacks
- Use of snorkeling equipment
Meal Options
- Charcuterie Board of meats, cheeses, dips and veggies.
- Charcuterie Board of meats, cheeses, dips and veggies.
Location
Sapphire Beach Marina
Smith Bay Road
We're located in Slip N-21 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 N-21. 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
5.0
(37 Ratings)
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Chrispt3706zu
Feb 2, 2026
Relaxing! - Very nice cruise, Addison was a great captain. He entertained us with snacks, drinks, conversation and such a great sail! The sunset was awesome. I'd recommend this cruise😊
Review provided by Tripadvisor
Jimmy_d
Dec 13, 2025
Excellent sunset sail with my new fiancé - I rented a private sailboat thru Viator and was super happy with the result. It was a gorgeous 40 foot sailboat and exactly how I imagined. We had a great Capitan, Kendall, that was super experienced, knowledgeable, and friendly. I had just proposed to my fiancé and it was a magical sail. We captured incredible golden hour photos. The scenery from the boat was phenomenal. They had a full bar and cheese board. Great experience all the way around.
Review provided by Viator
Niap855
Nov 14, 2025
Phenomenal experience! - 10/10 experience. The guide was great at showing us the different islands that we passed by and giving us different facts and history during the duration of the sail. Our taxi was running behind so we were a little late arriving but they waited until we got there which wasn’t too long after but the tour was amazing the cheese and cracker board was great and the drinks were veryyy good. I would definitely do this again. I cannot remember the persons name who was our guide but I did tip through cash app and the last name was Grant so I hope that helps!
Review provided by Tripadvisor
Quicksilvergt
Aug 25, 2025
Great Captain and Nice Boat. 6 guest max really sets it apart! - We had a really nice sunset cruise on the Francis Anne. Captain Tommy was AWESOME! He really hustled all around. He did a fantastic job getting drinks prepared and also our snack board was yummy. The semi private 6 person set up really makes it feel special. I recommend this, it was a beautiful way to spend the early part of the evening. 5 Stars Tommy! Thanks
Review provided by Tripadvisor
Amy_h
Jun 5, 2025
Tommy was the best and... - Tommy was the best and really made things special for our family. It was a great experience to do something private with no one else on the boat
Review provided by Viator
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
