Virgin Islands Sailing: Explore Breathtaking Views

An Unforgettable Sailing Experience, Just for You.
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.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • 6720 Smith Bay Rd - Experience the breathtaking Caribbean sunset aboard the “Frances Anne” during a private sailing adventure. Delight in an open bar, fantastic music, and a Charcuterie Board featuring meats, cheeses, dips, and vegetables. Accommodates up to 6 guests.
What's Included
  • Carbonated beverages
  • Bottled water
  • Alcoholic beverages
  • Snacks
  • Use of snorkeling equipment
Meal Options
  • Meat and Cheese Tray
Additional Information
  • If arriving by cruise ship you must provide date of arrival, cruise line and ship name and arrival and departure time. Not all port times will work with our sailing schedule. You must contact us directly to verify scheduling.
  • 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.
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.
Cancellation Policy

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

Customer Ratings
4.8
(105 Ratings)
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Robin_p
Jun 4, 2026
Beautiful Sunset Cruise - Captain Kendall was amazing!! He made us all feel very welcomed, personable and knowledgeable!! We really loved the Sunset Cruise and small group!!! Thanks again!!
Review provided by Viator
Brentp516
May 8, 2026
Wonderful Sunset Sailboat Cruise - Great trip, had a wonderful time with Darren Jackson as our captain, we had Mich ultra which is awesome, good time, relaxing journey, and beautiful rainbows and sunsets.
Review provided by Tripadvisor
Alok_b
Apr 11, 2026
Lovely small group sail... - Lovely small group sail with Darin who was very adaptable to the group's vibe. He did his best to keep the boat away from wet weather and we got a nice sunset over St Thomas.
Review provided by Viator
Jardinel251
Mar 29, 2026
Quiet and relaxing sunset sail - The sailboat was very nice and clean and seated our small group comfortably. Our captain was friendly and knowledgeable about the area and surrounding islands. It was a relaxing, low-key experience.
Review provided by Tripadvisor
Sharon_f
Mar 26, 2026
Great Evening on the Water - This was a beautiful evening on the water with Captain Darrin and 4 other guests. It was by far the best sunset cruise we have ever taken.
Review provided by Viator
Elizabeth_t
Mar 18, 2026
Great birthday experience - Kendall was friendly, knowledgeable, and funny! Couldn’t have asked for a better captain and bartender :)
Review provided by Viator
Havilah_n
Mar 18, 2026
Set Sail with the Frances Anne - Captain Kendel was an excellent sailor and host. He shared local history and interesting stories of the Virgin Islands. When we return to St Thomas next year we will set sail with the Frances Anne again.
Review provided by Viator
Tctravelers695
Feb 23, 2026
Great boutique all day sailing and snorkel! - We had a lovely all day sail and snorkel adventure on this boat with Darrin at the helm! He was a terrific host, and found lovely spots for snorkeling. He also grilled chicken for lunch off the back of the boat! We LOVED that this experience caps out at 6 people. It was my husband and myself and three terrific women we got to know. Highly recommend!
Review provided by Tripadvisor
Jill_c
Feb 12, 2026
Private Sunset cruise - We had 6 of us in our group which was a private sunset cruise even though we did not see a sunset we saw a beautiful double rainbow. Darren our captain was very knowledgeable had great conversations, it was an all around great experience.
Review provided by Viator
Packedmule
Feb 10, 2026
Amazing sunset sail - We really enjoyed this sunset sail. Our captain and bartender Kendall was amazing. He shared so much information about the islands including history. As the tour has only 6 people as a max I would recommend booking with this company. It was such a great experience and I would recommend it.
Review provided by Tripadvisor
From $139
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).