PLEASE NOTE
In the event of ANY named storm - all guests sailing with us during hurricane season (1 June to 30 Nov) will be expected to disembark our yachts for the duration of the storm.
Itinerary
Here is sample itinerary of what you may expect while enjoying a sailing vacation with TradeWinds. Weather or other outside factors may mean that your Captain sets an alternative course. In the event of a private booking, (you have booked all the cabins on the yacht) the decision on whether to include Anegada is made on a weekly basis, to allow for weather and sea conditions.
Arrival Day - Saturday
Check-in is from 13:00 (1:00 pm) until 16:00 (4:00 pm) at Nanny Cay Marina, with embarkation at 17:00 (5:00 pm). You will be greeted by our base-managers, who will take you through the embarkation procedure. We kindly urge guests to arrive before16:00 (4:00 pm) in order to check in and board at 17:00 (5:00 pm). This will help us to be able to cast off our lines and set sail into the sunset.
While waiting to board you after check-in and dropping of your luggage at our office, you can relax by one of the restaurants / bars or at the pool or beach in the Nanny Cay Resort and Marina.
Once you board your yacht you will be introduced to your crew and fellow sailors. After a refreshing welcome cocktail on-board, you will be shown to your cabin and helped to settle in. Providing all guests have arrived timely we will be setting sail across the Francis Drake Chanel, with the sun setting over the Virgin Island. Here a delicious three course dinner will be served on-board before we retire for the night.
Cruising Day 1 - Sunday
After a scrumptious breakfast, you can enjoy your first amazing snorkelling or scuba diving experience. Later this morning we then set sail for Cooper Island. You are very welcome to try your hand at sailing the yacht, and helping with the sails, but - if that’s not your style - just lie back and relax and enjoy the sail, the choice is yours! Following a delicious lunch, we explore Manchioneel Bay, where you can snorkel, kayak or spend some time ashore at the renowned Cooper Island Beach Club. This is not only one of the BVIs most beautiful beaches, the Cooper Island Beach Club also hosts one of the Caribbean’s most exclusive rum bars, with more than 100 different rums in stock. Later in the afternoon, we raise the sails again and head up the Sir Francis Drake Channel to the paradise island of Virgin Gorda. We anchor in Trunk Bay and enjoy Captain’s Cocktails while the sun sets over the islands, before dinner under the stars.
Cruising Day 2 - Monday
After breakfast, we take a short trip by dinghy to The Baths - the most renowned, natural feature in the BVI. The Baths are a collection of giant boulders which form spectacular pools and grottos. The huge boulders and rocks form a maze that leads to Devil's Bay Beach. Here you can enjoy an ice cold beverage of your choice, in what is truly one of the world’s great natural wonders. Your crew will swim your drinks ashore for you in a flowing cooler.
Later, we sail to North Sound, the BVIs favourite playground of the super-rich and home to Richard Branson`s private islands Necker and Moskito (maned after the local tribe, not the insect) Islands and Larry Page`s Eustatia Island. The protected waters here lend themselves to every possible water sport - including tubing, paddle boarding and kayaking. Perhaps, some of you sailors may feel like playing volleyball on the beach? After all this activity, well deserved sundowners are created by your captain, followed by another delicious dinner on-board. Lie back and relax under a beautiful star-filled sky, while listening to the sounds of the waves lapping against the shore at Vixen Point.
Cruising Day 3 – Tuesday
Following breakfast, we enjoy a leisurely, downwind sail to Marina Cay, one of the most spectacular cays in this region. We can snorkel on Diamond Reef if the weather allows; this is a favourite for large schools of small fish and the vibrant colours of the soft coral on this reef. We then hoist the sales and sails and sail on the beautiful (and aptly named) White Bay on the privately owned Guana Island. Here we will have time to explore the powdery white beaches or snorkel Monkey Point before sitting down to a tropical feast for lunch. After lunch we set sail for Cane Garden Bay where we will enjoy cocktails before we go ashore for dinner at one of the many beach-front restaurants.
Cruising Day 4 – Wednesday
Before breakfast we set sail to Jost Van Dyke and anchor in arguably one of the most beautiful bays in all of the Caribbean. We do this to ensure that we get the best anchorage right in front of the world famous Soggy Dollar Bar, home of the famous cocktail, the Painkiller. After a scrumptious breakfast on-board, you can swim ashore and buy your painkiller with your “soggy dollars”, the wet money from swimming ashore, hence the name Soggy Dollar Bar. After lunch, the day charter boats arrive and the beautiful bay gets very crowded. This is our “Q“ to set sail for the island of Little Jost Van Dyke and the picturesque Diamond Cay. Step ashore and check out the boutique at "Foxy’s Taboo", before frolicking in the world-famous geological wonder called the "Bubbly Pool." This is like a natural jacuzzi and can be quite invigorating when the tide is in!
Enjoy dinner on board this evening. The light pollution from the islands is virtually non-existent at this anchorage, so you may want to finish off a truly fantastic day, with a nightcap on deck - and some amazing stargazing, with your fellow guests and crew.
Cruising Day 5 – Thursday
While you are still asleep in your cabin, your Captain will set off for either Sandy Spit, or Sandy Cay, so that you can put the "first footsteps in the sand". Use the time after breakfast to swim, snorkel, or take the kayak ashore for some more exploring. A beautiful sail through Thatch Island Cut leads us to the original Dutch settlement of Soper's Hole. Once ashore, you can visit some of the best shops and boutiques on the island - and have the opportunity to purchase the infamous Pusser's Rum! After lunch on-board we sail to Privateer Bay on Norman Island where we have the opportunity to snorkel in three water-level caves, at the base of the cliffs. The caves push deeply into the cliffs so that the darkness makes the experience like a night snorkel. There is a documented history of pirates' treasure having been stowed in these caves - so keep your eyes peeled! Privateer Bay is a sheltered bay which provides an idyllic overnight anchorage. You may wish to pay a visit to the infamous "Willy T" - the William Thornton Floating Bar. Your captain will happily take you there with the dinghy, or you may choose to rather snorkel another famous snorkel spot of the BVI, The Caves at Treasure Point. Afterwards, you can relax with your favourite cocktail and enjoy another great dinner on-board.
Cruising Day 6 – Friday
An early move to the west side of Norman Island, just a stone's throw from Norman Island and beside Pelican Island, is a wonderful place named "The Indians". From a distance, these four tall rock formations look somewhat like an Indian headdress - hence their name! After breakfast there will be ample time to snorkel and scuba dive here, in one of the BVIs most popular snorkel spots. A sail up the Sir Francis Drake Channel brings us to the best kept secret in the Virgin Islands, Little Harbour on Peter Island. This is also known as “unemployment bay”, after all the privately owned yacht-crew that anchor here when their owners are not on-board! Here we can snorkel with turtles and enjoy the true tranquillity while anchored “stern to” the rock formations and land. After lunch we set sail for our home base in Tortola - just in time for those powerful sundowners! A quick change, and we’re ready to go ashore to a nearby restaurant for our last dinner on this trip.
Departure Day – Saturday
After a last tasty breakfast on-board, it is time to gather your belongings, as well as your wonderful memories of a week in this most beautiful environment. Before exchanging fond farewells, your crew will arrange transport to the airport. Already you will be planning your next cruise with TradeWinds.