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“10 year anniversary ”

Day Sail High Pockets
Ranked #7 of 31 Tours in East End
Certificate of Excellence
More attraction details
Attraction details
Owner description: Day sail and sightseeing charters in the Caribbean. Join Captain Kathleen Nelson and High Pockets offer an incomparable day of fun with sailing, sightseeing, and snorkeling. About your day: You begin with an exciting sail across protected waters toward St John and the surrounding islands. All inclusive for your day: A wide variety of beverages are available. Full snorkel gear (or bring your own), expert snorkel instruction and flotation are available. Fresh water rinse following swimming. If desired, a dinghy ride to a beach. A fresh lunch is prepared for you onboard by your captain. Flowers, cloth napkins and wine goblets set the pace for your meal. Your day concludes with graceful down wind sail with Kathleen's famous homemade rum cake. About the owner/captain: Kathleen, is a gourmet cook and former Registered Nurse. Her merchant marine credential is licensed for up to 100 ton vessels. She has been crewing and captaining charter boats (sail and power) in the US and British Islands going back to 1987. Kathleen and her husband, Jim have extensively sailed the Caribbean as far as Grenada and the New England Atlantic coast, logging in over 50,000 ocean miles in the past 28 years. High Pockets is a classic and stable yacht, purchased new by the Jim Nelson in 1970 and is fully customized for day sails, as well as long distance offshore sailing and live aboard cruising.
Useful Information: Activities for older children, Bathroom facilities, Activities for young children
Reviewed 24 September 2017 via mobile

My wife and I sailed i High Pockets during our Honeymoon and it was one of the most memorable parts our honeymoon so 10 years later when we decided to go back to St Thomas we had to take another day trip on High Pockets. Kathleen and her first mate are awesome. My wife and I taken many day sailing trips over the years and our trips on High Pockets have been the best. Great boat, great lunch and excellent company. A trip to St Thomas isn't complete without a trip on High Pockets a 10 out of 10.

Thank Sean M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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"captain kathleen"
in 72 reviews
"rum cake"
in 94 reviews
"day sail"
in 77 reviews
in 11 reviews
"gourmet lunch"
in 13 reviews
"highlight of our trip"
in 25 reviews
in 37 reviews
"prepared lunch"
in 8 reviews
"st john"
in 23 reviews
"delicious drinks"
in 6 reviews
"another couple"
in 12 reviews
"virgin islands"
in 20 reviews
"sea turtles"
in 19 reviews
"great conversation"
in 6 reviews
"caneel bay"
in 7 reviews
"snorkel gear"
in 15 reviews
"trip to st thomas"
in 6 reviews

1 - 5 of 398 reviews

Reviewed 29 August 2017 via mobile

This is one review that I am so excited to share with the world, because this day was absolutely dreamy!
I reached out to book high pockets for the day during our cruise stop in St. Thomas. Kathleen was so lovely to communicate with from the beginning. I briefly mentioned food allergies, not in detail, & Kathleen inquired in more detail. The gluten free issues were no issue at all for her. As the time came closer Kathleen helped arrange transportation & asked if she could make a specific gluten free cake to surprise my daughter for her birthday the day of our sailing.
The morning of our sail, we were greeted by the recommended transportation & it was an easy trip to the other side of the island. We were greeting by Kathleen in her dingy at the marina. She brought us to "high pockets" & gave us an overview of the boat. Let me say, the vintage sail boat is beautiful, meticulous, & comfortable.
We were immediately served the most amazing beverages with fresh juices. We went to some beautiful snorkeling areas while Kathleen prepared lunch. The areas were clear, pristine, & full of beautiful sea life. After we entered the boat, first mate Danni ( who was wonderful) had a fresh shower ready for us & more delicious drinks in hand. When we returned there was fresh boganvilla, a birthday banner, and the most decadent meal for lunch consisting of a fresh mixed green salad, most amazing herbed chicken breast with a light vinaigrette, herb rice & to our surprise....Kathleen had even baked homemade gluten free bread! It was all just fantastic! After lunch we relaxed on deck & Danni brought us the most amazing, decadent chocolate cupcakes with cadbury chocolate inside.
From beginning to end.....this was the most perfect day spent on the water. From the scenery, beautiful sail boat, hospitality, gourmet lunch, drinks, music of our liking, & great conversation.....I cannot rave enough about how delightful Kathleen & crew were!
If you do anything at all while in the St. Thomas or St. John area.....your must sail High Pockets!

1  Thank tootlepops
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 28 August 2017

This might qualify as an excursion but it is so much more personal than that. Captain Kathleen and First Mate Emma provide a very educational, informative, feels like you are with family experience. Can't beat an outting that has only 6 guest and 2 crew. If you have never been sailing, just to experience the power of the wind when the sails are drawn is something to see and hear.

Captain Kathleen is quite the chef as well as being an awesome sailor. She knows her boat and her galley. Menu changes but guarantee a great meal will be consumed. A perfect spot to anchor and snorkel will be found for sure....

Final thoughts... GO GO GO... Don't miss this awesome experience. Small price to pay for a lifetime memory. We owe Captain Kathleen and Emma two big thumbs up for our day on the water with them. Even the storm that got us coming back did not deter from the experience.. added to memory.... Many Thanks... Kevin and Luanne

Thank K L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 22 July 2017

We had a great day with Kathleen and Emma, who both gave excellent customer service to the four of us. My Husband, two teenage girls and myself. The day started out sunny and beautiful. When we were in the water snorkeling the rains came but did not hinder our fun. Lunch was the best meal we had on our vacation. Our teenage girls had a blast dancing in the rain on the front of the boat in Kathleen's bright yellow raincoats! The rain did stop for our second snorkel and we were able to swim with turtles and stingrays.

Thank Energyoasis
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 20 July 2017

Great day. Excellent food. Fabulous company.
Kathleen made sure we spent our time exactly how we wanted to.

Review collected in partnership with this attraction
Thank nlee_do
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC

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