Sample Itinerary

Every Day Is YOUR Way, Any Way… Secluded Coves or Island Hopping the Tiki-Bars, We’ll Make it Perfect For YOU! Here’s One Possibility…

We customize your vacation itinerary based on YOUR interests and desires.  Below is an example of an 8 day and 7 night trip, but we also specialize in 10 & 14 day vacations too that afford us the time needed to take you to some special out of the way destinations.

Also keep in mind that we’ve catered to every kind of group with every kind of specialty interests imaginable, and having lived in California and South Florida we’ve pretty much seen and hosted for it all so nothing surprises or shocks us, so please feel free to tell us whatever it is you’d like to make your vacation the perfect experience that will make you want to come see us again, and we’ll make it happen.

Here’s an Example:

Day 1: We’ll pick you up in convenient Crown Bay, just minutes from the airport or downtown Charlotte Amalie where you might want to spend the night before or after your charter. Arrive to your spacious yacht and settle in over a light lunch and cocktails as Freedom gets underway! We’ll overnight somewhere on St. John or Water Island, depending on your desires… perhaps anchored outside the resort at Caneel Bay, or maybe moored in one of the many pristine Marine Park coves, like Leinster Bay with famous Waterlemon Cay for some spectacular snorkeling. You’ll enjoy your first fabulous dinner and sunset aboard Freedom!

Day 2: After a delicious breakfast we’ll head over to Soper’s Hole to check into the BVI, and enjoy a little shopping in this scenic Tortola town. Then it’s a beautiful sail, stopping to lunch at The Indians for a snorkel or kayak…Then just watch the ocean glide by, cocktails in hand, as we head to The Bight on Norman Island, where you can get in on Willy T’s famous pirate bar action, or enjoy a little live music at Pirate’s Bight beach bar before dinner.

Day 3: Turquoise waters surround Peter Island where we’ll head for lunch… and maybe a dive to the world-famous Wreck of the Rhone. Artsy Trellis Bay and the tiny island resort of Marina Cay are wonderful place to stop in the afternoon and evening, maybe catching the Pirate Show at Pusser’s on Marina Cay, or if the timing ins right, dancing under the full moon sky at Trellis’ famous Full-Moon parties.

Day 4: An early start gets us a great spot in the coves around the famous Baths on Virgin Gorda. Trek around this unusual, majestic giant rock garden from the beach… or make it an island tour day with a breathtaking taxi tour of the whole island. We’ll sail over and meet you on the other side at fabulous Bitter End! The tiny islands of Prickly Pear or Saba Rock have great happy hour fun, and Bitter End has some of the best restaurants and shopping in the islands.

Day 5: After a great breakfast you’ll be ready to either dive the Dogs or snorkel the amazing rock heads of Monkey Point on Guana Island. Then it’s an amazing run down along Tortola to Cane Garden Bay. This picturesque cove is stunning and unique… with great happy hours and a beautiful wide white beach below green hillsides covered with brightly colored Caribbean homes.

Day 6: It’s off to Jost Van Dyke! We’ll stop at Diamond Cay or Sandy Spit for Cheeseburgers in Paradise. A short hike brings you to The Bubbling Pool, a beachside rock pool that turns into a jacuzzi at the right tide. A short sail away are famous Foxy’s in Great Harbor and The Soggy Dollar Bar in wonderful White Bay. This turquoise water, white sand slice of heaven is a must for everyone.

Day 7: It’s back to US waters, and check-in at Cruz Bay on St. John. This bustling town has it all, including the National Park Visitor Center. There are so many wonderful hideaways, towns and resorts on St. John… we’ll see where the wind blows for the night! Or Christmas Cove on Little St. James is always a favorite for the last dinner aboard Freedom.

Day 8: It’s time to make our way back to St. Thomas, but not before one more yummy breakfast and one more spectacular sail. Have lunch at Tickles in Crown Bay after we bid farewell… We promise you that the memories from Freedom will be some of the best you’ve ever had!

Here is another example that is entirely in the BVI:


TORTOLA Stunning beauty, relaxed sailing and endless activities surround you in the Virgin Islands. Bring an appreciation for diversity and find what you’re looking for: •Excellent weather year-round
•Crystal-clear waters •Sheltered sailing
•Abundant anchorages
•Boulder-formed caves
•Secluded swimming grottoes


Sailing The Way You Like It It’s water, land and weather made to order — easy deep-water island-hops comfortable line-of-sight navigation and the challenge and rewards of a passage to Anegada for those with adventurous spirits. Ashore, all sailors find waterfront resorts, restaurants, and lively night life.
With a cruising area 32 miles long (48 km) and half that in width, the BVI was created to be home to an infinite variety of vacations and the largest fleet of Moorings yachts anywhere on earth.Side Trips, Secrets, Sights & Sounds The British Virgin Islands extends an open invitation to endless exploration:

Snorkel the caves of Norman Island, rich in unfound pirate treasure
•Visit The Baths at Virgin Gorda, nature’s remarkable Stonehenge-by-the-Sea
•Sail to Cane Garden Bay, anchor, then navigate the island’s rum distillery
•Explore Jost Van Dyke, home to only 180, contemplate becoming the 181st
•Find your welcome at The Bitter End Yacht Club and Resort, then find a way to describe it.

Travel Made Easy:  Virgin Islands Sailing Adventures is base on the island of St Thomas USVI, a short trip from Puerto Rico or Tortolla BVI. Consider dinner and a night of air-conditioned comfort before setting sail for your Caribbean adventure.


Typical 7-Day Itinerary TORTOLA Charter Start• Orientation, chart briefing and check-out of your yacht. Depart by noon for a broad reach to The Bight, Norman Island.Day 1 • Snorkel the caves of Norman Island, lunch at Peter Island, sail to Trellis Bay.

Day 2 • A quick journey to Marina Cay or quiet Lee Bay on Great Camanoe.

Day 3 • Sail to Virgin Gorda, pick up a mooring, prowl the famous Baths. Dive in, dry off, then lunch in the cockpit and a sail up to Gorda Sound.

Day 4 • Explore the Sound, snorkel the reefs. Dinghy to Eustatia Island. And if it’s Thursday, meet other Moorings sailors at the Bitter End.

Day 5 • Sail to Cane Garden Bay, walk to the rum distillery. Anchor for the night at Jost Van Dyke.

Day 6 • The Sir Francis Drake Channel is passage to Little Harbour, Peter Island or Cooper Island. Lunch at Salt Island, then dive or snorkel the wreck of The Rhone.

Day 7 • Back to Road Town under sail, check the boat in before noon.