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Virgin Islands Sailing: Explore Breathtaking Views
4.8
98 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
(98 Ratings)
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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
Megsluvspurple
Nov 1, 2025
Very nice boat trip! - This was a wonderful experience. Addison was a great host and captain. We chatted and ate, sailed and enjoyed our time on the boat watching the waves and the clouds. The boat was nice, the charcuterie was good and the drinks were a nice touch! We would highly recommend this tour for anyone that wants a nice, short adventure on the water without any responsibilities!
Review provided by Tripadvisor
Tinsley
Oct 3, 2025
Relaxing sunset sail. - Relaxing. Kendle, our captain, was friendly, informative and helpful and skillfully managed the sail. Really enjoyable because it was just our family, the experience being restricted to six. The food was a little sparse but nicely presented and there were several nice restaurants in the area for after the sunset sail. Excellent drinks. Don't forget the mosquito spray for the short walk from the parking area to the boat.... Great time and will do it again.
Review provided by Viator
Lee
Oct 1, 2025
Beautiful Sunset Sail So Relaxing - Captain Kendal helped us have a wonderful evening. It was so glorious. The snacks a drinks were spot on and the humor and commentary were very enjoyable!
Review provided by Tripadvisor
Stanley_s
Oct 1, 2025
Fantastic Sunset Sail - Wonderful evening sail from RedHook with captain Kendall and first officer Addison. They kept us safe, well fed, and we were never thirsty. We really enjoyed their sense of humor, and the serenity of sunset sailing. Highly recommended.
Review provided by Viator
P9575wvheathero
Sep 30, 2025
Beautiful and relaxing - Fantastic experience. Would definitely go again. The captains were wonderful and accommodating. Great company with other guests. Nice to have a small group. Beautiful sunset.
Review provided by Tripadvisor
Amy
Sep 25, 2025
Wonderful Sunset Cruise - Captain Kendall was absolutely wonderful. He was very knowledgeable and very personable. Definitely a must do. The views were amazing!
Review provided by Viator
Susanmu6034tm
Aug 16, 2025
Beautiful! - We had an amazing experience! Our captain was so knowledgeable of the area and very hospitable. The view was absolutely stunning! Thank you!
Review provided by Tripadvisor
Ianna_a
Aug 14, 2025
Book it ! - This was an amazing experience. Kendall was a great captain - kind, knowledgeable, and really entertaining! Drinks were amazing too. Would 100% recommend
Review provided by Viator
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
