Cool Cat Charters

Sample USVI Itinerary

Day 1: 12pm - Board your yacht at American Yacht Harbor in St. Thomas - After a quick motor to a gorgeous anchorage named Christmas Cove, enjoy Lunch and then sail over to famous Caneel Bay, St. John for an afternoon of snorkeling or beach combing. Move over to Maho Bay to watch the sunset while enjoying cocktails and hors d’ouevres followed by a fantastic meal prepared by your own chef!

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Day 2: After Breakfast, its a quick swim or head to Mary’s Point or Whistling Cay for a snorkel, learning about the coral reef ecosystem as well as fish and coral identification.
Head back to the boat for lunch. Enjoy a gorgeous and leisurely sail to Waterlemon Cay, St. John. This is one of our very favorite spots!  Enjoy a short hike to the Annaberg Sugar Mill ruins for a fascinating historical tour or walk the path up the hill for more ruins and absolutely stunning views.  There is also fabulous snorkeling to be had in the bay.  Alternatively, you can simply relax and enjoy the calm of the afternoon.

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Day 3: After breakfast take a nice hike/snorkel at Waterlemon Cay (depending on what was accomplished day before) or a quick motor sail up to Newfound Bay to try your hand at snaring a Caribbean lobster!  We highly recommend heading over to Coral Bay to enjoy fresh craft cocktails, amazingly tasty tacos and a fun, festive atmosphere at Lime Out, St John's only floating taco bar. Or sail to Salt Pond Bay. Enjoy a quiet afternoon on a gorgeous white sand beach surrounded by gorgeous views. Other options include snorkeling at Booby Rock, a dive excursion or just relaxing on the boat!

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Day 4: Enjoy an early morning hike up the Ram’s Head Trail. Return to the vessel for a relaxing, mid-morning sail to the Lovango/Congo Cay cut. Feeling adventurous? Dive the legendary Carvel Rock, making sure to look for old cannon balls and other relics. You may even get lucky and see some local black tip reef sharks. 
Enjoy a Sunset sail to the World Famous Magens Bay, St Thomas and enjoy a sunset swim, paddle or walk on the longest beach in St. Thomas!

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Day 5: After breakfast its WATER SPORTS! Magen’s Bay is the perfect spot for water skiing and tubing. Not into the action?  Enjoy some time on the beach or visiting the Magen’s Bay Beach Bar and Boutique for some day drinking and shopping fun. Another option is to try an island taxi tour!

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Day 6: Motor sail up to Little St. James for a gorgeous snorkel/dive at “Ledges” or “Calf and Cow”. Enjoy lunch at Pizza Pi, a fun, floating pizza boat in Christmas Cove, Great St. James. Set Sail for historic Buck Island on St Thomas and enjoy the sunset.

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Day 7: Snorkel or dive the wreck of the Cartanza, an old freighter with a fascinating history, and/or dinghy over to Turtle Cove to swim with the turtles!  Then it's time for a nice downwind sail to Honeymoon Beach, Water Island. Enjoy lunch aboard and then spend the afternoon on the beach or rent golf carts and explore the island. Take a leisurely sunset sail overlooking historic downtown Charlotte Amalie while enjoying cocktails/hors d’oeuvres. 

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Day 8: Try a walking tour of historic Charlotte Amalie! Check out Emancipation Gardens, the 99 steps and the historic Fort Christian. Take advantage of duty free shopping at vendor’s plaza or in any of the downtown boutiques. 11 am Return to the boat to pack for a noon departure.  Don't forget to start planning your next fantastic adventure aboard Yacht Catatonic 500!