Catamaran Dianna Rose

   Sample Itinerary

Day 1.

Typically, we meet at the boat in Red Hook St Thomas. This is about a 20 minutes ride from the airport and makes a great place to start because of its close proximity to the British Virgin Islands. We would sail from there to Jost Van Dyke and clear BVI customs. In White Bay, guests enjoy swimming, kayaking or paddle boarding to the beach for cocktails at the famous soggy dollar bar. After sipping back a couple of their house drinks, the "Pain Killer", it doesn’t take long for the partying to get started. As the sun starts to set, we usually move the boat over to great harbor for a relaxing dinner then anchor there for the night. On shore the famous bar is Foxy's which is lively beach bar with live entertainment.

Day 2

Green Key and Sandy Key are two small uninhabited islands nearby with beautiful beaches and great snorkeling. Sandy key also has a short but interesting hiking trail. Little Jost van dyke is another great stop. It has a natural inland bubble pool created from the northerly swell. This also has a nice secluded anchorage where we often spend the night. If your preference is somewhere with restaurants and night life, it is just a short sail over to Cane Garden bay. There are numerous beach bars and restaurants there and often live music on the beach.

Day 3

Our next stop is Guanna Island which has a beautiful private secluded natural beach. No restaurants or bars but you can snorkel with 100's of fish including some tarpin almost 6 feet long and sea turtles. We like to head to our secret anchorage nearby in Cam bay for the evening and night. Most boaters don't know of this spot so we usually get the small bay, and beach to ourselves. There are several huge eagle rays in the bay and it is a great place to dine on the aft deck while watching the sun set, then enjoy a quite undisturbed evening onboard.

Day 4

We sail by Richard Branson's famous Neckar Island into North Sound. There are a variety of things to do their including beach volleyball, the Michael Bean happy hour at Leverick Bay (comedy routine which includes crab races, conch blowing contest and music), drinks, happy hour and dinner at Sabba Rock, and visiting the shops and bars at the Bitter End Yacht Club.

Day 5

We sail to Virgin Gorda. We have found a beautiful private beach surrounded by large boulders making it invisible from the water. Few people know of this spot so we often get it to ourselves. There are Outdoor grills and picnic tables here to so we often bring food to shore and have a beach BBQ. We of course make a visit to the baths where boulders, some the size of houses, have formed tunnels along the coast. This area gets very busy with day charters and tour buses so we like to go late afternoon when everyone is gone. Seeing the setting sun over the ocean through these huge rocks is spectacular!

Day 6

Norman Island is our next stop. The Indians and the caves at the mouth of the bay are 2 of the most spectacular snorkeling sights in the area. A trip to the BVI would not be complete without a visit to Willy T's (an old schooner converted into a floating bar). People tend to get a little out of hand there so be prepared for almost anything. A restaurant called the Pirates Bite on shore just reopened. It has great food and elegant beach dining. The Pirates Bite also features a fantastic beach bar which is somewhat tamer than Willy T's.

Day 7

We cross back into USVI waters for our final stop at Caneel Bay. Here, Honeymoon beach is great place to swim with sea turtles. On shore there is a beautiful resort built by the Rockefeller's on the ruins of an old sugar mill. It is well worth doing a tour of the grounds and perhaps having a drink or dinner in their open air restaurant overlooking the bay.

In the morning we head back to our starting place in Red Hook.