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Virgin Islands Sailing: Explore Breathtaking Views
4.8
99 Ratings
East End
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.
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 - 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. Up to 6 Guest.
- 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. Up to 6 Guest.
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
- Meat and Cheese Tray
- 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.
- 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(99 Ratings)
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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
Doug_s
Feb 8, 2026
Sunset cruise. - Very nice having a private. cruise. Captain was excellent. Gave us a lot of history and local knowledge.
Review provided by Viator
Amy_d
Feb 8, 2026
Amazing night - Wonderful experience with a small group. Boat was clean, Darin was so knowledgeable about the island and surrounding area. Fun intimate cruise. I would definitely book again.
Review provided by Viator
Maureen_t
Jan 28, 2026
Enjoyable Sunset Cruise - Captain Kendall is experienced, engaging and knowledgeable about the local area, and ably manages the cruise as captain, bartender and crew. Drinks were good. Boat seats 6 comfortably. No need to arrive to board early as removing shoes and boarding process is quick and easy. We had a delightful time.
Review provided by Viator
E9296fzandreas
Jan 17, 2026
Awesome Day - We're on a girls trip this week and spent the day yesterday on the sailboat. Addison was such a great captain and cook:) We had a great day on the boat....highly recommend 😁
Review provided by Tripadvisor
Jennifer_p
Jan 12, 2026
Pleasant Sail - Nice evening on the sailboat for a sunset cruise. Knowledgeable and experienced staff. Drinks were good.
Review provided by Viator
Kellyso9239oe
Dec 21, 2025
Best Evening Sail! - This was one of the best sailing experiences we have ever had. Our guide was knowledgeable of both the boat and the surroundings. He made everyone feel comfortable, told great stories and prepared delicious snacks and drinks. Would do this again in a heartbeat. Worth every penny!
Review provided by Tripadvisor
Christipher_b
Nov 30, 2025
Unreliable - This was for our anniversary and we had been really looking forward to it. They texted us that they were cancelling just a few hours before the excursion, leaving us no option or time to book anything else. They said they didn’t meet their minimum for the day, but we had paid for a semi private sail with a max of 6, so they should have still taken us.
Review provided by Viator
