It's your Caribbean sailing vacation and you are the boss! Create your own custom itinerary and choose where you go, when you go, what to eat and drink plus all the activities from snorkeling to island hopping and shopping. Below is a sample custom itinerary to give you some ideas on what to do during Caribbean Sailing Vacations in the BVI!

Welcome to Your Caribbean Sailing Vacations!

Caribbean Sailing Vacations on Chartered Catamarans

On the first day of Caribbean sailing vacations, all the guests will be happily greeted by your captain and crew by starting with a welcome aboard cocktail. You’ll immediately want to relax, unwind and enjoy familiarizing yourself with your luxurious catamaran charter.

We always like to emphasize that you are going to be pampered your entire vacation. Your crew does all the heavy lifting and the chef prepares your breakfast, lunch and dinner with snacks and drinks in-between.

A few weeks prior to your BVI catamaran charter you will be receiving your Food & Bar Preference sheets to complete. These forms let the crew know in advance what types of foods, drinks, snacks and desserts you want to have during your Caribbean sailing vacations and they will fill the boat with all your favorites!

Here is an example of a great 7 day Caribbean catamaran charter!

Day 1

 caribbean sailing vacations in the British Virgin Islands.You arrive at the yacht in St. Thomas by noon and after a leisurely lunch you depart for Leinster Bay, St. John in the USVI. This bay is well protected and quite comfortable with its flat, calm turquoise waters. After a quick sail you can start with a snorkeling dive as it is an excellent location to see fish, underwater wildlife and coral.

Afterwards you may enjoy an lovely walk ashore on a trail leading to the 300-year old Annaberg Sugar Mills. These ruins have been beautifully restored by the United States Park Service. This will be your anchorage for your first nights’ stay. The evening will be filled with cocktails and canapes prior to a delicious dinner of grilled Caribbean lobster, fresh fruits and vegetables and finished with a dessert of sweet flan and cream.

Day 2

Enjoy a refreshing morning swim while breakfast is being prepared by your chef.

Afterwards, depart St. John and enter the beautiful British Virgin Islands. You will be crossing an international boundary to Soper’s Hole, our point of entry. Your sailing vacation captain will prepare all the necessary forms and take them to the BVI Customs and Immigration office.

Caribbean Sailing Vacations in the BVIMeanwhile, sit back and enjoy a rum punch and the views of the prettiest harbor in the Caribbean! Once through customs, you can go ashore for about an hour and look around the terrific shops.

After lunch on board you’ll sail towards Norman Island, home of Pirates Bight Bar Restaurant and Gift Shop that is most famous for inspiring Robert Louis Stevenson to write his classic novel Treasure Island. Legends of Norman Island are resplendent with stories of pirates and hordes of buried treasure!

If there is enough daylight, you can take dingy around to the three caves on Norman Island. It is known the “caves”, a great snorkel spot. This island is called Norman after a man who lived on the island of Anegada. He was a sailor and when a brigantine (pirate) boat went aground on the island he convinced the captain to load up his treasure from the wrecked ship onto his private vessel.  He actually tricked them and sailed instead to ‘Norman’ Island where some the some of the treasure was discovered in the caves in about 1898.

Stop for an island cocktail at the floating bar “The William Thornton” that was christened in 1966. Handy for its proximity is a popular beach bar known as “Billy Bones”. For those with some stamina, consider taking a somewhat challenging hiking trail up to Spy Glass Hill and the magnificent views of nearby islands and the Caribbean.

Day 3

Caribbean sailing vacations in the BVIs.After a scrumptious breakfast you’ll lift anchor and set sail for and moor at Pelican Island & The Indians (an uninhabited small archipelago of islets) for a delightful snorkel dive. There’s a fun tunnel for brave snorkelers to explore!  Afterwards set sail for Marina Cay, a tiny picturesque sailing vacations island surrounded by a beautiful reef.

Rob White a writer of screenplays, television scripts, and youth oriented adventure novels along with his wife Rodie settled on the island right before World War II. You may visit the home that they built and have a drink at the spectacular Sunset Bar.

There’s also a Pusser’s Company Store stocked with their nautical and tropical clothing, unique accessories and gifts. Your captain can show you two super snorkeling spots or you perhaps you’d like to try some water sports like knee boarding or wind surfing.

Day 4

Today you’ll set sail for the famous Bitter End Sailing Vacations Yacht Club in the North Sound of Virgin Gorda. If time and weather permit, you can elect to make a lunch stop at one of the islands along the way. Discoverer Christopher Columbus named it Virgin Gorda because from a seaward view it resembled a full-figured woman lying on her back. He might have been at sea way too long!

It was once the capital of the BVI’s and has a population of 9,000 people. You might choose to spend the evening here and we suggest dining at the Bitter End or have a very elegant meal at Biras Creek. This is a wonderful area to stretch your legs and enjoy the beautiful scenery. It’s truly a “world-class” resort.

Day 5

BVI catamaran chartersThis may very well be your favorite day of the vacation while at The Baths. Located on the southwest tip of Virgin Gorda, the Baths are a most unusual formation of large granite boulders. Where the sea washes in between the huge rocks, large pools have been created. Shafts of light play upon the water, creating a dramatic effect.

The adjacent beach is white and sandy with easy access to excellent snorkeling. You’ll enjoy the easy 20 minute trail through the Baths over to Devil’s Bay. Only one other place on the planet, the Seychelles Islands off the coast of Africa, is similar to the Baths.

You may choose to board the complimentary shuttle at the Bitter End Yacht Club to ferry across the North Sound to Gun Creek where a cab will be waiting. The fare is  about $10 dollars per person round trip.

All of our guests really enjoy getting to see this beautiful island up close and personal. The driver will drop you at The Baths and we usually ask them to pick you up by 3:00 or 4:00.  During your visit you have lunch at one of our favorite spots, “Mad Dogs Bar and Grille”. There’s a beautiful view of the Sir Francis Drake Channel on one side and the Caribbean Sea on the other. It’s also world famous for their BLT (bacon, lettuce and tomato) sandwiches. It’s all inexpensive and lots of fun!

You’ll need to wear your swimsuit and a cover-up or T-shirt and shoes that can get wet and don’t forget your underwater camera. The crew will bring snorkeling gear, a beach blanket and a few towels. Your captain and crew will be available as your guides; but you may wish to go on this excursion by yourselves. Either way, you will have a marvelous time!

Day 6

Caribbean family sailing vacationsToday you can head towards Yost Van Dyke. Weather permitting, we can make a lunch stop at Sandy Cay, a postcard-picture perfect little deserted island that you may have all to yourself! Yost Van Dyke is known for its 1000-foot high peaks.

You can anchor in Great Harbor, near Foxy’s Tamarind Bar and Grill at the eastern end. Over the years, Foxy’s has become an institution for cruising boats and was been named the “Number 3 Place to Be” in the world. Foxy and his wife Tessa have hosted the Wooden Boat Regatta for many years.

You will not want to miss hearing Foxy sing his calypso ballads and Tessa has a fantastic gift shop filled with native made gifts and goodies. If we arrive on a Friday or Saturday night, you may choose to spend another night ashore at the restaurant enjoying the bountiful buffet.

The fish served there is guaranteed to very fresh – usually only 3 hours old! Roasted chicken and barbecued ribs are accompanied alongside Caribbean rice, salads, tropical fruits, vegetables and freshly baked breads. What a super feast and no shoes are required! The band usually starts around 8:30 pm and play until 11 pm. It’s a wonderful way to end your Caribbean catamaran charter!

Day 7
After a delightful evening and starting the day with a leisurely breakfast you’ll depart from Yost Van Dyke around 10:00 am for the sail back to St. Thomas, BVI catamaran charterswhere our Caribbean sailing vacations end.

You’ll have had the time of your life and we’re sure you’ll already want to start planning for more Caribbean sailing vacations!  We trust this sample customized itinerary has given you some ideas about how you can spend a fabulous, full-filled sailing vacation in the beautiful Virgin Islands.

To book your Caribbean Sailing Vacations call us on 800-478-2029 or outside the US +1 954-720-0475 or click HERE to start your search for a Caribbean Catamaran today!