Private Luxury Sunset Sail: An All-Inclusive Sailing Experience in Pillsbury Sound
5.0
45 Ratings
Cruz Bay
Experience the ultimate luxury sunset sail in Pillsbury Sound. Enjoy an all-inclusive sailing experience with breathtaking views, beverages, and the option for a romantic dinner at Zozo's.
Duration: 2 hours
Cancellation: 1 day learn more
Highlights
  • St. Thomas - We will be able to see the Little St James, Great St James, Lovango, Mingo, Grassy, Thatch, Henley Cays plus lots of smaller ones!
What's Included
  • On-board restrooms
  • Very Open Bar, White Wine, Beer, Sodas and Water
What's Not Included
  • Gratuity
Additional Information

Enjoy the full-package sunset sail from 4:30 p.m. to 6:30 p.m., where we’ll navigate through Pillsbury Sound to secure the most spectacular view of the sunset. While sailing in the stunning Caribbean waters, beverages will be offered and served to you. This excursion is perfect for families, a group of friends, or for a romantic trip for couples. If desired, a dinner at Zozo’s could also be arranged upon booking.

Location
Wharfside Village Hotel
We pick up directly behind the famous "High Tide" restaurant on the beach in a dingy , for a short ride to Helios. Special arrangements can be made for picking up at the National Park Dock.
Cancellation Policy

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

Customer Ratings
5.0
(45 Ratings)
5 stars
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1 star
Karyn_h
May 15, 2024
Beautiful, relaxing, fun - Our family was together to celebrate our son’s engagement. Cap’n J and Rachel made it extra special to help the celebration. The ride was beautiful and Rachel was great about pointing things out to us
Review provided by Viator
Samuel_g
May 4, 2024
Great trip with Captain Jay - Captain Jay and Rachel were awesome! They were very friendly and we had a great time. My husband enjoyed sailing the boat as Jay coached him.😊 We didn’t have a great sunset but we had a great time none the less. Would definitely recommend Captain Jay!
Review provided by Viator
Shellgilardi
May 3, 2024
Great, relaxing trip - We had two couples on our private trip. Captain Jay and Rachel were awesome! They had whatever we needed and were very attentive. Their whole goal was to make us happy… and we were! It was so peaceful and relaxing. We didn’t get a great sunset but it was still a fantastic excursion. Would highly recommend!
Review provided by Tripadvisor
Angelique_r
Apr 5, 2024
Memorable sunset - The boat was beautiful and well kept. Food and drinks kept coming. The kids had a blast and the captain and second in command were great company :-)
Review provided by Viator
Angeliqueandbrianr
Apr 5, 2024
Wonderful time - Wonderful trip aboard, beautiful boat and great service. The food and drinks were great and the sunset was memorable. We’ll be back!
Review provided by Tripadvisor
Exploration598516
Apr 1, 2024
Awesome sunset family trip! - We had a fantastic sunset trip with Captain Jay and Hannah! Thorough safety brief to start, but soon Hannah was making us drinks with her personal painkiller recipe and taking care of the five teens and four adults on our trip. They thought of every detail and were wonderful hosts - it was truly a special trip!
Review provided by Tripadvisor
Guide02640489166
Mar 1, 2024
This is what to do on St. John, US Virgin Islands! - Our sailing expedition with Captain Jay and 1st mate Rachel was pretty special! Captain Jay kept us informed prior to the expedition and was very concerned with our evening’s weather forecast so he recommended to postpone until one of the next two days. We sailed the next evening and the weather was perfect. Our party of three couples had a great time! Our glasses of wine , beer and simple cocktails were kept filled and Captain Jay even provided gluten free crackers (which I gave him only one day notice of the request) for the meat, cheese and cracker trays provided! Definitely a great way to spend a unique experience with friends! St. John never fails to make us happy (3rd) trip in three years. Helios made us even happier!
Review provided by Tripadvisor
Hawkexplorer
Mar 1, 2024
Fun and relaxing - By far the best 2 hours I have had in a long time. Such an enjoyable time. Jay and Rachel were fantastic. They pointed out many sites and even shared personal stories. One complaint. It ended too soon. Absolutely loved it
Review provided by Tripadvisor
A6921nhpaulv
Feb 14, 2024
Romantic evening on the water - Captain Jay and first mate Rachel gave my wife and I a first class experience on Valentines Eve. The views were spectacular, Captain made sure the boat ride was very smooth and Rachel kept us fed and made some great drinks as well as filling us in on many island points. Just a terrific two hours . Recommend this highly without any reservations.
Review provided by Tripadvisor
Dw2716
Feb 3, 2024
Sunset Birthday Sail - Sunset birthday sail with my sister and our families. Captain Jay and Rachel gave us a lovely evening on the water. We are a boat loving sailing family and he was kind enough to give our grown sons some time at the helm as we watched the sun go down. He timed the sunset perfectly. Highly recommend the experience-comfortable, beautiful.
Review provided by Tripadvisor
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up to 6 guests
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June 2024
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