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About Sail Winifred
Your day sail aboard the Winifred will be thehighlight of your vacation!Escape the crowds. Kick off your shoes. Relax! Be pampered as you experience the quiet joy of sailing aboard a Virgin Island Tradition, the classic wooden yacht, Winifred.Your sail will take you from St.Thomas to the St. John National Park or surrounding cays. We have no set itinerary so your day will be tailored to maximize your enjoyment and make this the best day of your vacation.After an hour or two sailing the protected waters of the Virgin Islands we will anchor in a quiet cove. As you snorkel, swim, beach comb, or simply relax aboard sunning on deck or under the shade of the awning an elegant lunch will be prepared for you by the chef/captain.The first mate will give you a guided snorkel tour around the reefs, pointing out the most amazing sea life so don't forget to bring along an underwater disposable camera!NEW!! We now offer power boat tours of the beautiful British Virgin Islands
St. Thomas

Sail Winifred
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1 - 10 of 71 reviews
Reviewed March 9, 2014

We had such a great sail on the Winifred on February 24th, 2014! Captain Mike and Matt were awesome!! Mike was great with our 11 year old son, teaching him about the boat and showing him how to tie knots with the ropes. Matt was...More

Date of experience: February 2014
Thank Barbara M
Reviewed January 7, 2014

This was our third time sailing aboard Winifred, now under new management. Had a great time, as usual, did some real sailing in the winds, and a great day at Honeymoon Beach. Celebrated our 25th wedding anniversary aboard. I highly recommend it! And Mom's Painkillers...More

Date of experience: December 2013
Thank Jgawne
Reviewed December 20, 2013

We thoroughly enjoyed our sail on Winifred with Capt Mike. Beautiful waters, knowledgable captain, attentive crew!! Lunch was awesome, and keep those Painkillers coming!! Great day, we'll be back next year.

Date of experience: December 2013
Thank Ronnie S
Reviewed October 4, 2013

Captain Mike and Bridget are awesome! We had a great sail to Waterlemon Cay with our 2 little boys (ages 3 and 4). We were first timers sailing and loved every bit of it. We are coming back in June and can't wait to sail...More

Date of experience: September 2013
Thank hellomsangie
Reviewed October 1, 2013

My friends and I had such a great time sailing on Winifred. Captain Mike and Bridget are the perfect hosts. They are professional, fun, and really go above and beyond to make sure everyone is having a great time, and we definitely did! Winifred also...More

Date of experience: September 2013
Thank courtn2
Reviewed October 1, 2013

Captain Mike and his mate Bridget provided an amazing sailing experience. They make sure everyone aboard gets the experience they desire whether its learning the lingo or lounging on the deck. His expert seamanship and knowledge of the islands goes above and beyond what you...More

Date of experience: September 2013
Thank Ashley G
Reviewed July 7, 2013

having spent our honeymoon in St Thomas and a day on the Winifred 11 years ago, we were anxious to relive that. Captain Mike and first mate Josh knew great snorkeling spots that exceeded our expectation. The sailing was fabulous - the highlight of our...More

Date of experience: July 2013
Thank hmnnnnnnn
Reviewed July 2, 2013

You really couldn’t ask for a more perfect day than what we had sailing Winifred this past month while in St. Thomas. Mike and Bridget were very professional while keeping things light and fun. Our 13 year old dubbed our day sail as the “best”...More

Date of experience: June 2013
Thank IslandFam0308
Reviewed June 28, 2013

We went and did several tourist things while in Saint Thomas (to which I do very few anyway) and this was by far the best time we had. I went with my boyfriend as a bday celebration and in the process we met up with...More

Date of experience: June 2013
Thank Livvy W
Reviewed March 8, 2013

Our first trip on this neat boat, but third time sailing with the Morningstar crew over the last four years. Its sometimes difficult to repeat a near perfect adventure, but Mike and Josh were able to pull it off once again! We are locals who...More

Date of experience: March 2013
Thank Anne S
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