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)
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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
135renb
Jan 14, 2024
5 Star Sailong - Hands down 5 Stars! We lucked out in the Virgin Islands and will talk and tell our sailing story for years to come! HELIOS, a classic - luxury, 48' Hinckley Yawl sailed us through the crystal blue waters and gave us memories not to be forgotten! Captain Jay, went above and beyond to ensure we had the sights, the history and the cocktails to sail around all afternoon. It was pure heaven! All inclusive, comfortable, relaxing and entertainingly educational. I know there were places to see that only an Expert like Captain Jay could provide in those waters. In addition to being incredibly accommodating, we made some of our favorite memories - every minute on Helios was unforgettable. We will never come back to USVI’s without a sail and hang with Captain Jay! Loyal 4 Life, Ren and Karl Hahnfeld
Review provided by Tripadvisor
Samuelgv9693ha
Jan 12, 2024
Exceptional - Beautiful boat and a wonderful crew. Would definitely do this again. Capt. Jay and his crew were incredibly welcoming and made sure the whole family was entertained. 10/10 service
Review provided by Tripadvisor
Pattie_t
Jan 4, 2024
Happy New Year - Celebrating the new year!!! It was a bit costly but for a private cruise for 3 couples, we thought it was well worth it. Captain Jay and first mate Liz knew the island well. They shared great stories about the island and themselves! The schooner was beautiful! We were all very comfortable. The cruise through the bays were great with the sunset at the end. They treated us to drinks ( wished they would have had wine) and snacks. A great memory of our stay on St. John.
Review provided by Viator
Rebecca_w
Dec 28, 2023
Beautiful Sunset Cruise! - I had a lovely solo trip for Christmas Eve. The sunset cruise was not only beautiful and scenic, but the captain and his first mate were so kind. The arrangements were seamless and timely. I was a relaxing and beautiful way to celebrate the holidays!
Review provided by Viator
W9936ucannak
Nov 18, 2023
The best sunset cruise in St. John! - A must do private sunset sail on Helios! It was perfect for our honeymoon, so relaxing, and the views were beautiful. Captain Jay and Patricia were the absolute best, they were both so fun, kind, and personable and made the trip amazing. Thanks again!
Review provided by Tripadvisor
Ellyssae2023
Nov 10, 2023
Fabulous sunset sail on the Helios - We sailed on the Helios, a beautiful 48’ Hinkley with Captain Jay and Hans. I am completely inexperienced when it comes to sailing but my friend is an experienced sailor and a bit of a boat nerd. We both had a fabulous time! The views were stunning and Captain Jay and Hans were great company. Highly, highly recommend!
Review provided by Tripadvisor
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up to 6 guests
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May 2024
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