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Antigua to St. Thomas : 14-Day Cruise

Day 1 –  Pick-up Antigua

On arrival at the airport, a host from our crew warmly welcomes you to Antigua, an island that, as its tourism board boasts, has 365 beaches, “one for each day of the year.”

Within minutes you will be onboard your yacht, waiting for you in the marina at Falmouth Harbor. After your journey, there will be time to relax, explore your surroundings, and meet the entire yacht crew. We will remain docked here for the night. After dinner, you may decide to wander ashore to enjoy some leisure time exploring this bustling port. Shops, bars, and a variety of restaurants are all within walking distance.  

Day 2 – Green Island

We will set out this morning for a cruise to Green Island, an uninhabited island just off the east coast of Antigua that offers a wide variety of pristine white sand and secluded beaches to discover.
We will anchor for lunch here in a secluded, sheltered bay where you can swim and snorkel surrounded by a multitude of brightly colored tropical sea life. Or if you prefer, go ashore to explore the island. You'll find it virtually unchanged from the time it was discovered by European sailors 500 years ago. We will anchor off of Green Island for the night.

Day 3 – Barbuda  

We will depart early this morning for a 1-hour cruise to Barbuda. Barbuda is Antigua's sister island; although, it could not be more different. Here, you will find a Caribbean island that is unspoiled by tourism. It is renowned for its vistas of shimmering beaches, which are natural and sprinkled with pink sand.

The island, just 15 miles long and eight miles wide, has the deep blue Atlantic on one side with wild beaches full of driftwood and shells and the calm Caribbean sea on the other—perfect for swimming and snorkeling. There are plenty of opportunities to see undisturbed turtles and many varieties of tropical fish in the turquoise water. It really is a picture book Caribbean island.  
Your yacht will sail casually around Barbuda to the eastern side of Coco Point. We will drop anchor in the reef-fringed Gravenor Bay, which offers good protection against a western swell.
This evening, dine onboard ship and reflect on the day’s sites by relaxing under the stars.

Day 4 – Nevis

This morning, we leave Barbuda early to head out on a 5-hour jaunt to Nevis, a small island (36-square miles) that is also very mountainous (rising to 3,600 ft. above sea level) and comes complete with rain forests, tropical flower gardens, and unspoiled and uncrowded beaches.

Day 4 – Nevis continuation

Take a tender ashore to stroll around and see the architecture of eras gone by: churches, windmills, and refurbished Great Houses. The 10,000 residents on the island are friendly, helpful, and ready to make new friends with their genuine charm and hospitality.

We will anchor here, in front of the Four Seasons resort, for the afternoon and night. Partake in a game of tennis or a round of golf, or simply relax onboard and enjoy the spectacular scenery!

Day 5 – Anse Colombier  / St. Barts

This morning we will leave Nevis behind and travel to Anse Colombier (located in the French West Indies)—an idyllic and a favorite spot for yachts to anchor near St. Barts, as well as a favorite meeting place for tortoises, rays, lobster, and even dolphins. This beach hideaway is still called "Rockefeller's Beach" because for many years, David Rockefeller owned the property that surrounds it.

Today, you could opt to take advantage of scuba diving or snorkeling opportunities, or simply relax onboard and soak in this oasis of peace and tranquility.

Later in the afternoon, we will move on to St. Barts (also known as St. Barth, St. Barths, and St. Barthélemy), which, at eight miles long, is one of the tiniest islands in the entire Caribbean.

Day 5 – St. Barts continuation

We will dock in Gustavia, the picture-postcard capital and enchanting harbor town on St. Bart. You will have plenty of opportunity to explore its "downtown," which includes dozens of chic boutiques, duty-free shops, galleries, and an open-air market. You will also discover world-famous restaurants and bars housed in buildings that date back to the Swedes and the early French settlers. We will dock here for the night.

Day 6 – St. Martin

Today, we leave St. Barts behind and cruise to St. Martin, where our final destination will be Marigot Bay—the capital on the French side of the island.   

Marigot is perhaps the most French in spirit of all the cities in the Caribbean.Colonial houses stand beside smart cafés and bistros, pastry shops, and luxury boutiques. At the southern end of town down by the harbor is the Marina Port la Royale, which features elegant stores with the latest in European designer fashions and fine jewelry. entire city is only four streets wide, so it is very easy to get around.

This evening, we will anchor out off of Marigot Bay where you can dine onboard under the stars or head ashore to dine at one of the island’s many fine restaurants.

Day 7  – Anguilla

This morning your crew will serve breakfast alfresco as your Skipper sets sail for another short, one-hour cruise—this time North to the wild island of Anguilla. With its magnificent, deserted, white sand beaches, Anguilla is little more than a strip of sand some 16 miles long by 3 miles wide.
We will find an anchorage spot in Long Bay for the afternoon where you can relax, sunbathe, and take a light lunch. The waters around this idyllic Caribbean sanctuary are a National Park, and the numerous reefs make this a perfect spot for snorkeling or scuba diving.

You may also choose to take a tender ashore to explore the island’s secluded beaches. Anguilla is also a top birding spot with over 80 species of birds that either migrate or permanently reside here. It is hardly surprising that this small island ranks as an expensive top-end destination in the Eastern Caribbean.
This evening, we will remain at anchor off of Anguilla. Enjoy a relaxing dinner onboard. Your yacht will depart late in the evening for a 7-hour, overnight run to our next destination: the remote islands of the British Virgin Islands.

Day 8 – British Virgin Islands - Virgin Gorda & The Baths

This morning you will awake to find your yacht anchored on the southern point of Virgin Gorda. Welcome to the BVI’s!
Here you will find The Baths, where giant boulders form a series of spectacular pools and grottoes filled with sea water. This is a perfect spot for swimming and exploring.

Day 8 –Virgin Gorda & The Baths continuation

By tender, we are able to shuttle guests to a drop-off point and let them make their way to the southern entrance, where the crew will be waiting with snorkeling gear and chilled drinks…From there, guests can enjoy snorkeling the outside rocks.
After the fun, we will proceed around to the North Sound of Virgin Gorda to The Bitter End Yacht Club, where the staff are always friendly and will rent out sunfishes and lasers if anyone cares to sail.

Another option is visiting the Saba Rock Resort, which is nice for drinks or dinner.

Day 9 – Peter Island

Today, we take a jump over to Peter Island, located directly across the Sir Francis Drake Channel from Road Town, Tortola. Here, Great Harbour will make an excellent spot for snorkeling, water skiing, and tubing.

Nearby, Deadman’s Bay is home of a beautiful stretch of beach lined with coconut palms. This will this make a great spot for a day anchorage. If snorkeling, keep an eye out for the Green Sea Turtle hanging out in the seagrass beds below.
We will rest at the dock in Great Harbour for the night.

Day 10 – Norman Island

This morning we depart for a short cruise to Norman Island and anchor in “The Bight,” which is the reputed setting for Robert Louis Stevenson's Treasure Island. Treasure Point, located at the lower end of The Bight, has three caves, appropriately named “The Caves,” which are excellent for snorkeling. While you may not discover a sunken treasure, you can count on finding hordes of Sergeant Major fish here. Be sure to bring along Cheese Whiz, the fish go crazy over it!      

Day 10 – Norman Island continuation

The Bight is also where the William Thornton Floating Bar & Restaurant (a.k.a. “Willy T’s”) is moored, and guests may enjoy this unique dining experience for a late lunch or dinner or better yet, a jumping cocktail hour!

We will anchor in The Bight for the night, and if you’re up for it, your yacht crew can throw a special pirate-themed party.

Day 11 – Sandy Cay & Jost Van Dyke

We will forge on to Jost Van Dyke today, with a brief stop at Sandy Cay en route. The small island of Sandy Cay makes a great for spot for lunch. The water is deep right up to the island, and the beautiful sand that welcomes you makes the perfect location for a beach party.

In the afternoon, we head to Jost Van Dyke’s Great Harbour. Jost Van Dyke is also home to Foxy’s, a renowned “watering hole,” where the guitar-playing owner normally starts his nightly gig around 4•6PM—he always puts on a great show. Dinner is nice here if guests care to dine ashore. We will anchor out in Great Harbour for the night.

Day 12 – St. John and Francis Bay

Just a short jump from Jost Van Dyke will deliver us to St. John, the smallest of the U.S. Virgin Islands.

St. John is two-thirds National Park, offering scenic hiking trails, numerous scallops of secluded coves, and broad bands of spectacular beaches. To these amazing natural resources, add relics from the pre-Colombian Amerindian civilization and remains of the Danish colonial sugar plantations—all part of the rich cultural history of the park and its island home.

We will clear customs in Cruz Bay before heading on to Francis Bay, located between Maho and Leinster Bays. Here, almost midway along the fabled north shore of St. John, is where we will anchor for the day and night. There is a sunken plane here that makes snorkeling a treasure-hunting treat. The area is also teeming with marine life. (Note: Wave runners are banned in the BVI’s and in USVI park areas.) 

Day 13 – Magens Bay, St. Thomas, USVI

This morning we make our way to St. Thomas, the most popular of the U.S. Virgin Islands.

Our destination will be the island’s North shore: Magens Bay, which makes an excellentspot for watersports action, including skiing and taking the wave runners for a spin.

Magens Bay also boasts what is reputed to be one of the most beautiful beaches in the world. We will anchor out for the night.

Day 14 – Depart Charlotte Amalie – St. Thomas / Waterfront Dock

We continue our cruise of the St. Thomas coast to reach our final destination, the hopping port of Charlotte Amalie at the “Waterfront” dock.

There may be some time to shop in town before your departure. Then, after breakfast or a late lunch on board your yacht, your journey aboard yacht comes to an end. You can be certain you can be certain that you have enjoyed the definitive Caribbean getaway!


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