US Virgin Islands Yacht Charters

After landing at Cyril E. King Airport in St. Thomas, your adventure begins with a short taxi ride to the marina—either Yacht Haven Grande or American Yacht Harbor in Red Hook. Here, you'll be warmly welcomed by your professional crew and shown aboard your luxurious yacht. Settle in, enjoy a refreshing drink, and let the relaxation begin.

Once you're ready, your crew will get underway for a short sail to the breathtaking National Park beaches of St. John. Spend your first evening anchored off one of the island's pristine beaches. Maho Beach is a favorite for its serene waters and near-guaranteed turtle sightings, while Trunk Bay, considered one of the world's most famous beaches, offers stunning views and powdery white sand.

Unwind, take a dip in the turquoise waters, and enjoy a chef-prepared dinner under the stars as you embrace the start of your unforgettable journey.

After a peaceful start to your morning, your captain will handle clearing customs at the West End of Tortola while you relax aboard. With the paperwork sorted, your adventure in the British Virgin Islands truly begins.

In the afternoon, we'll set sail to nearby Norman Island, a haven for relaxation and adventure. Drop anchor in the protected waters of The Bight, where you can enjoy a variety of activities. Snorkel at the famous Norman Island Caves, rumored to have inspired Treasure Island, or simply float and soak up the sun from the deck of your yacht.

As the sun dips low, enjoy a cocktail while your private chef prepares another memorable meal. Cap off your day with a stunning sunset view over the water and the option to visit the legendary Willy T, a floating bar known for its lively atmosphere.

Start your day with an early sail to The Baths, one of the British Virgin Islands' most iconic and enchanting destinations. While you rest or savor a quiet morning coffee, your crew will guide the yacht to this natural wonder. Arriving early ensures you can explore the magical granite boulders, tidal pools, and grottoes in serene solitude before the crowds. Wander the famous caves trail, capturing unforgettable photos along the way. Afterward, return to your yacht for a refreshing breakfast prepared by your chef.

Next, sail up the Sir Francis Drake Channel to George Dog, one of the idyllic islands in the Dogs. Here, you can spend your late morning snorkeling vibrant reefs, sunbathing on deck, or simply floating in the crystal-clear water. It's the perfect way to unwind before enjoying a delicious lunch back on board.

In the afternoon, you'll continue on to the famed North Sound, celebrated as one of the Caribbean's most beautiful natural harbors. To escape the busier areas, your crew will anchor in nearby Eustatia Sound—a peaceful retreat within easy reach of all the action.

The rest of your day is filled with choices: snorkel the vibrant Eustatia Reef, where you might spot an old cannon nestled within the reef—a fascinating relic of the past. Walk the pristine sands of Prickly Pear Island, or take a short tender ride to the iconic Bitter End Yacht Club for boutique shopping and waterside lounging. As evening approaches, head to Saba Rock for a magical sunset and the enchanting tarpon feeding. A visit to Leverick Bay is another great option.

Begin your day with fishing lines in the water as you leave the North Sound, enjoying a scenic downwind sail along the northern coastline of Tortola. Midday, your crew will anchor at the breathtaking Guana Island. While the eco-resort remains private, you can relax on the pristine white sands of White Bay or explore the serene Muskmelon Bay just to the north, known for its vibrant marine life and excellent snorkeling opportunities.

After a leisurely lunch and some time to unwind, continue cruising the picturesque north shore of Tortola before settling in for the evening at Brewers Bay. This lesser-visited gem offers a tranquil anchorage and a pristine beach perfect for swimming, floating, or simply soaking in the island's beauty. As the sun sets, cocktails and another delicious dinner await, with the option of ending your evening watching a movie under the stars on your yacht's projector.

Sail to the iconic Jost Van Dyke, an island rich in history and surrounded by breathtaking natural beauty. Begin the day by anchoring near Sandy Spit, a picture-perfect islet with soft white sand and crystal-clear waters. This tiny island is an idyllic spot for sunbathing, enjoying a picnic, or simply soaking in the serene 360-degree views.

Make the day your own with activities tailored to your group's preferences. Sample the Soggy Dollar Bar's famous concoction - the Painkiller at the lively White Bay. Take a hike from Foxy's Taboo to the Bubbly Pool, a unique sea-fed pool that's as refreshing as it is fun. Alternatively, visit nearby Sandy Cay, known for its pristine beach and short hiking trail through lush greenery. Whether lounging aboard, swimming, or making use of your yacht's water toys, the beauty and charm of Jost Van Dyke promise an unforgettable experience.

Start your day with a leisurely morning as your crew prepares the yacht for another spectacular day. Your first destination is The Indians, a breathtaking group of rocky islets renowned for offering some of the best snorkeling in the BVIs. Dive into the crystal-clear waters and marvel at the vibrant coral reefs and marine life that call these unique formations home.

After your underwater adventure, we'll set sail for Peter Island's Little Harbour, a serene and secluded anchorage. Your yacht will be secured with a stern tie just feet from the shoreline, creating the perfect setting for a relaxing afternoon. Lounge on deck, swim in the turquoise waters, or simply float and soak in the peaceful surroundings.

As the day winds down, enjoy cocktails and a gourmet dinner prepared by your private chef. Cap off the evening with a breathtaking sunset over the calm waters—a picture-perfect way to savor your final night in the BVIs.

After clearing customs as you return to the U.S. Virgin Islands, your yacht will sail towards St. John for a final morning of island exploration. Choose from Waterlemon Cay or Hawksnest Bay, where you can snorkel vibrant coral reefs, hike scenic trails, or simply relax on the sandy shores.

Following lunch aboard, the adventure continues offshore to Buck Island, part of the National Wildlife Refuge. This pristine island offers clear waters for snorkeling and swimming, with opportunities to spot sea turtles, tropical fish, and colorful coral reefs. Onshore, enjoy short walks and take in stunning views of the surrounding sea. Buck Island provides a perfect mix of tranquility and adventure to close your Caribbean journey.

For a final evening in the islands, head to Christmas Cove where you'll celebrate with cocktails and another fantastic sunset.

Your final morning in the Virgin Islands begins with a serene start aboard your yacht. Relish a leisurely breakfast as you take in the breathtaking turquoise waters one last time. It's the perfect moment to reflect on your unforgettable journey through the islands.

Your crew will set sail back to the marina, ensuring a smooth and timely arrival for your noon departure. Once ashore, your transportation—whether to the airport or other accomodations—will be seamlessly handled. As you bid farewell, take with you memories of an extraordinary adventure and dreams of returning to this Caribbean paradise.

After landing at Cyril E. King Airport in St. Thomas, your adventure begins with a short taxi ride to the marina—either Yacht Haven Grande or American Yacht Harbor in Red Hook. Here, you'll be warmly welcomed by your professional crew and shown aboard your luxurious yacht. Settle in, enjoy a refreshing drink, and let the relaxation begin.

Once you're ready, your crew will get underway for a short sail to the breathtaking National Park beaches of St. John. Spend your first evening anchored off one of the island's pristine beaches. Maho Beach is a favorite for its serene waters and near-guaranteed turtle sightings, while Trunk Bay, considered one of the most beautiful beaches in the world, offers stunning views and powdery white sand.

Unwind, take a dip in the turquoise waters, and enjoy a chef-prepared dinner under the stars as you embrace the start of your unforgettable journey.

Ease into the rhythm of island time with a morning sail along the dramatic eastern coastline of St. John. You'll enjoy postcard-worthy views of both the USVI and the neighboring British Virgin Islands as you cruise past secluded coves and rugged cliffs.

Around midday, drop anchor in Coral Bay and dinghy over to Lime Out, a floating taco bar famous for its creative bites and cold drinks—served right from the water. It's a quintessentially Caribbean experience you won't want to miss.

After lunch, continue south around the tip of St. John and into Salt Pond Bay, a peaceful anchorage tucked into the Virgin Islands National Park. Spend the afternoon snorkeling, paddleboarding, or stretching your legs on the scenic hike to Ram Head, where sweeping views await. The day ends with another gourmet dinner prepared by your crew and a quiet night under a canopy of stars.

After a leisurely breakfast, hoist the sails and enjoy a beautiful downwind run along the southern coast of St. John and over toward the north shore of St. Thomas.

Your midday stop is Coconut Bay, nestled between the uninhabited Hans Lollik Islands. This off-the-beaten-path anchorage boasts crystal-clear water, excellent snorkeling, and a peaceful beach—perfect for a swim and lunch on board.

From there, head west to Magens Bay, one of the most stunning natural harbors in the Caribbean. Drop anchor in its wide, calm bight and take advantage of the ideal conditions for water sports, paddleboarding, or simply floating the afternoon away. As golden hour approaches, sip cocktails on deck and soak in the scenery—this is a bay built for lingering.

Your final full day starts with a morning cruise west around the tip of St. Thomas. Set your sights on Flat Cay, a small, rocky outcrop surrounded by vibrant coral reefs. This is a fantastic spot for snorkeling and swimming before winding down the trip.

In the afternoon, make your way to your final anchorage: Honeymoon Bay on Water Island or Christmas Cove. Both are favorites among seasoned sailors, with calm water, great swimming, and front-row sunset views. At Honeymoon Bay, go ashore to grab a drink at Dinghy's Beach Bar, or kick back on board for a final night of limin' under the stars.

Enjoy a leisurely breakfast aboard, one last swim if you're feeling adventurous, and then begin the short motor back to your marina in St. Thomas. Your crew will assist with departure logistics and help you wrap up what's sure to be an unforgettable Virgin Islands getaway.

STT lands non-stop from most US East Coast gateways, and the taxi ride to the marina is the only traffic you'll sit in all week. Yacht Haven Grande is fifteen minutes from the terminal; American Yacht Harbor in Red Hook is twenty. Your captain meets you at the passerelle, the mate takes the bags, and the chef has drinks ready in the cockpit before you've finished saying hello. The first thing you'll notice on deck is the temperature — a flat, dry 84° that won't move until November.

Lines come off mid-afternoon and the route traces St. Thomas the long way around — east past Red Hook and Cowpet Bay, north up the east coast with St. John laid out across Pillsbury Sound to starboard, around the northeast tip, and west along the wild north shore. Two and a half hours under sail with the trade wind on the beam and the chef putting canapés out. The destination is Magens Bay.

Magens is a mile-long horseshoe of white sand on St. Thomas's north shore, ringed by green hills — routinely ranked among the most beautiful bays in the world. Cruise-ship day-trippers arrive in the late morning and clear out by four. You arrive at four. From then until sunset the bay belongs to the anchored yachts: paddleboards across the inner curve, a swim ashore, the chef's first course on deck as the light on the western ridge turns to gold. Whatever was on the calendar before noon today is already gone.

Mornings at Magens are quiet — the day-tripper buses don't arrive until after eleven, so the first three hours of light belong to the anchored fleet. Coffee on deck. A swim across the inner curve. The chef's omelet at the cockpit table while the captain raises anchor. By the time the first day boat shows at the beach, you're already underway.

The route runs east along St. Thomas's north shore, around the northeast tip, and south across Pillsbury Sound — the narrow channel that separates St. Thomas from St. John. Ninety minutes under sail, mostly downwind. By midday the bow is pointed at Caneel Bay on St. John's northwest corner, just inside the Virgin Islands National Park.

Caneel is wide, calm, and quiet by late afternoon. The resort that gave the bay its name is closed for redevelopment, the day-charter fleet has cleared out, and the bay reads the way it would have a century ago. The crew runs the tender ashore for a walk on the empty beach, or you stay aboard for a long swim off the platform. Dinner is on deck. Across the channel, the lights of St. Thomas come up — somewhere over that ridge is Magens, where you anchored last night.

Mornings come slowly when there's no road within a mile of the anchor. Coffee on the foredeck, a swim before breakfast, then a four-mile hop east to Trunk Bay — the beach that's been on every Caribbean travel poster for fifty years and somehow still earns it. The cay just offshore carries the only marked underwater snorkel trail in the National Park system — markers in the reef identify the elkhorn and brain coral as you fin past. The crew drops the tender, you go ashore for the morning, and the chef packs a lunch so you can stay an hour past the day-trippers' departure when the crowd thins.

Around one, the yacht slips a mile east to Cinnamon — the longest beach on St. John, almost always empty in the afternoon — and again to Maho for the overnight. Maho is the turtle bay. The seagrass meadow that runs the length of the beach feeds a resident population of greens and hawksbills, and the snorkeling is the easiest in the Caribbean: slip in from the swim platform, drift twenty yards with the current, meet two or three of them before you've decided to. They surface every few minutes to breathe — you can hear them from the deck. Maho also has the most popular shoreside hang on St. John — a beach bar set back from the sand under the trees, food trucks, cold drinks, live music most afternoons. Dinghy in for a sundowner or stay aboard. Either way, by eight the bay is silent except for the halyards tapping the mast.

The longest day of the week and the best one. Slow breakfast at Maho, then — if the group's up for it — a short hop east to Waterlemon Cay for a morning snorkel. Waterlemon is the small green island off Leinster Bay that's the most concentrated reef in the USVI: coral heads in fifteen feet of water on the protected south side, schools of blue tang, parrotfish loud enough to hear biting the coral, the occasional southern stingray flushing off the sandy gaps. Twenty unhurried minutes to circumnavigate the cay; the current works for you the whole way around if you start where the captain says. Back aboard by mid-morning.

From Waterlemon the yacht rounds Mary Point and works east along St. John's north shore on a beam reach, the BVI laid out across the channel to port — Tortola filling the horizon, Norman Island sitting to the southeast, the Drake Channel running blue beyond. You round the east tip of St. John under sail and drop into Coral Bay just before noon. Coral is one of the last working sailing communities in the Caribbean — a small harbor on the south side of St. John that never got the resort makeover the rest of the territory got. The centerpiece sits in the middle of the bay: Lime Out, a floating taco bar that exists only on the water. There's no shore to walk to. You dinghy over from the yacht, tie up to a knotted rope at the side of the platform, and order from a chalkboard at water level — tacos, rice bowls, whatever the day's special is. Drinks come in plastic pints. You eat on the platform with your feet hanging off the edge, hot sauce on everything.

After lunch the yacht slips a short distance west along the south shore to Salt Pond — a quiet National Park anchorage under a ridge that gives the next hour its name. The Ram Head trail leaves from the beach, climbs through cactus and turpentine trees, and runs out the spine of a narrow point that drops three hundred feet on both sides. The reward at the end is the southernmost piece of St. John: Caribbean Sea on the right, Atlantic on the left, your yacht in miniature in the cove below. A forty-five-minute walk from the dinghy to the point and back, and the light gets better the later you go. Salt Pond stays calm well after dark — one of the only south-shore anchorages with no swell — and the breeze drops to nothing by ten. Dinner on deck.

Today is the longest crossing of the week, and it's still under three hours. The yacht slips out of Salt Pond at nine, rounds the east tip of St. John, and works north across Pillsbury Sound on a beam reach. By noon you're anchored at Coconut Bay — the protected cove between the two Hans Lollik islands off St. Thomas's north coast. Shallow, clear, warm. The snorkeling along the south shore of Great Hans Lollik is good in fifteen feet of water — coral heads, eagle rays in season — and the hillside above the beach is grazed by a small herd of feral goats that watch you eat lunch from a rock fifty feet up the slope. The whole anchorage is privately owned, uninhabited, and almost always yours.

After lunch the yacht slips west along the north coast of St. Thomas, past the long empty stretch of Botany Bay, and into Magens — the second time you've anchored here this week. The figure-eight passes through Magens twice on purpose: Day 1 from the marina at sunset, today from the south after a longer crossing and a wilder lunch stop. Different light, different angle, same payoff. Cruise-ship day-trippers arrive in the late morning and leave by four. You arrive at four. From then until sunset the bay is yours — paddleboards across the inner curve, a long swim ashore, a walk on the empty beach with a cold drink in hand. By seven the bay is dark except for the riding lights of two or three other yachts.

Dinner is on deck. Whatever the chef's been building toward all week is on the table tonight.

Today is a long, lazy sail around the western end of St. Thomas. Coffee on deck at Magens, one last paddleboard run across the empty bay before the day-trippers come back, and the yacht slips lines mid-morning. The route runs west along the north coast, past the long quiet stretch of Botany Bay, around the western tip of the island, and down the south side toward Charlotte Amalie. Two and a half hours, mostly downwind. The chef puts lunch out underway.

The afternoon anchorage is Honeymoon Beach on Water Island — a small island just off St. Thomas's south side, less than a half-mile across, that catches the sun straight on from noon to sunset. The bay is a U-shaped cove with a curve of white sand, mooring balls for the yacht, and a single shoreside operation: Dinghy's Beach Bar. The bar is set back under a canopy of sea grapes, runs a short menu of rum drinks and conch fritters, and most afternoons there's a steel band working through the standards. You ride the tender in, sit at a picnic table buried in the sand, and the rest of the day takes care of itself.

Cocktails and dinner back aboard. The lights of Charlotte Amalie come up just across the channel — the closest you'll be to the city all week.

The last full day is an easy sail east along St. Thomas's south shore — past Charlotte Amalie, past Red Hook, past the ferry traffic to St. John — and into Christmas Cove, the protected anchorage between St. Thomas and Great St. James Island. The cove has been a charter favorite for forty years for the snorkel alone: a healthy elkhorn stand on the north shore of Great St. James, a wide range of reef fish, and visibility that pushes sixty feet on a good day. The captain drops you in for a long swim before the afternoon light goes.

The closing dinner is the one this week is known for. Pizza Pi is a 37-foot sailboat moored in the middle of the cove, converted into a wood-fired pizza kitchen. You radio the order from your cockpit, and twenty minutes later the boxes come over by tender, still warm from the oven. Your chef takes the night off. You eat on the foredeck while the cove fills with other sailboats doing exactly the same thing, the sun drops behind St. Thomas, and the rigging clinks on every yacht at anchor. It's the right way to close the week.

Breakfast at anchor — coffee, fruit, one last omelet — and the yacht raises mid-morning for the short run west to the marina. The crew handles the bags and the cab. Most guests fly out of STT with the same thought: they came expecting a long-weekend version of the BVI, and they leave understanding the US Virgin Islands are their own week.