Luxury Crewed Yacht Charters in the USVI

Step aboard your private yacht in St. Thomas and take a deep, cleansing breath. You have arrived. Your private yacht is gleaming, stocked with champagne and your favorite sips, and ready to whisk you into a tropical paradise.

Cruise over to Caneel Bay on St. John for your first swim and snorkel session, then sail to Maho Bay—a dreamy cove known for its crystal-clear water and curious sea turtles.

As evening settles over the bay, enjoy cocktails on deck, fresh island cuisine, and the kind of sleep that only comes with ocean air and zero to-do lists.

Start your morning with a guided snorkel around Mary’s Point or Whistling Cay, where your crew will help you spot coral species, reef fish, and maybe even a reef shark or two.

In the afternoon, sail to Waterlemon Cay. You can hike to the Annaberg Sugar Mill ruins for a glimpse of island history—or simply dive in. This bay is known for fly fishing, soft breezes, and some of the best snorkeling in the Virgin Islands. Lounging around is an all time favorite activity, too!

Still want more of Waterlemon? Go for a morning snorkel or head to Newfound Bay.

For lunch, head to Coral Bay for cocktails and floating tacos at the famous Lime Out bar—or anchor in Salt Pond Bay for a quieter afternoon. Hike Ram Head for jaw-dropping ocean views, snorkel Booby Rock, or unwind on the sand. The day ends however you want it to. This time is yours.

Fuel up with breakfast, then hike Ram Head Trail (if you missed it) before sailing toward the Lovango/Congo Cay cut. Rent a Cabana for the afternoon with your friends before heading over to Carvel Rock, where coral-covered relics and the occasional reef shark await. Prefer to stay above the surface? Ask your captain about cliff jumping nearby or try to surf the cut at Mingo Cay.

That evening, sail into Magens Bay, a postcard-perfect stretch of white sand that just might become your favorite beach in the Caribbean.

After breakfast, cruise up to Little St. James for snorkeling or diving at Calf & Cow or The Ledges, where sea life thrives in technicolor.
For lunch, float into Christmas Cove for a slice at Pizza Pi, the iconic pizza boat tucked into the bay at Great St. James. Then it’s off to Buck Island (STT) for a sunset sail, a swim, and a quiet evening under the stars.

Magens Bay is your personal playground. Go full throttle with wakeboarding, foiling, water skiing, or tubing—or claim a quiet slice of beach all to yourself.

Take it slow with a beach picnic, grab a drink at the beach bar, or shop for something breezy at the local boutique. And if you're bringing the kids?

Keep the fun going with a little scavenger hunt—see if your crew can help you find the Magens Bay mural near the beach bar.

(That’s Lauren’s son in the photo pointing to their house on the hill!)

Want to venture out? Your crew can arrange an island tour while you sip something icy and soak in the views.

Snorkel the Cartanza wreck, a sunken freighter with a wild backstory, or dinghy to Turtle Cove and swim alongside—you guessed it—sea turtles.

After lunch, sail to Honeymoon Beach on Water Island, where you can lounge on shore or rent a golf cart and explore. The grand finale? A sunset cruise through historic Charlotte Amalie, where cocktails and hors d’oeuvres are served alongside tales of pirates, traders, and old island secrets.

Spend the night anchored in the harbor—or head back to the dock if you’re ready to slip on something fancy and explore the local nightlife.

After breakfast, stretch your legs with a walking tour through historic Charlotte Amalie. Visit Fort Christian, count the 99 Steps, or pick up a few last treasures in the local shops.

By noon, your crew will have everything arranged—bags transported, transportation ready, and maybe even your next charter already in the works.