St Thomas Sailing Itinerary
A St Thomas Crewed yacht charter offers the very best service from your professional captain and chef, as well as the opportunity to experience the very best sights and sounds of two beautiful Caribbean destinations – the US Virgin Islands and the British Virgin Islands. These turquoise waters are just waiting to be explored!
Charlotte Amalie
Teeming with hundreds of stores offering everything from high-end clothing and jewellery to sweet treats and local gifts, Charlotte Amalie is a duty-free shopping mecca. When the sun sets in this largest city in the US Virgin Islands, hit up Frenchtown for an array of international and gourmet cuisine, or dance to the beat of live island music at the laid back bars located all throughout the city. A former haven for pirates, Charlotte Amalie is a happening place with something fun for everyone in your group.
Things to do
Experience the wonder of an underwater safari, take part in an eco tour or historical tour, or find absolute serenity at one of the spas. Get some exercise while enjoying the unique scenery by climbing the famous 99 steps stairway. And for some close encounters with adorable creatures, visit Coral World Ocean Park.
Facilities
Restaurants - Boutiques - Jewellery stores - Retail shops - Spas - Government buildings - Churches - Post office - Park - Museum - Shopping Centre
Druif Bay
Nestled between iconic palm trees and crystalline waters, and lined with quaint palm frond huts, this beach is arguably one the most peaceful places in the US Virgin Islands. For a dose of local history, take the short trip south and visit Fort Segarra, a tunnel-filled underground fort built by the U.S. during World War II.
Things to do
Select the perfect patch of white sand and temporarily settle into your very own sunbathing sanctuary. Go for a refreshing swim in the surf-free ocean or enjoy snorkelling your way through the clear blue water and colourful coral reefs. With the palm tree scenery and the sparse beach population, take advantage of this incredible photo opportunity.
Facilities
Recreation rentals (kayaks, snorkelling gear, stand-up paddleboards, beach chairs)
Magens Bay
Magens Bay is a scenic haven of calm waters and secluded shoreline, perfect for getting in the swing of island time. Kayak around the bay, relax on the remote beachfront, or enjoy a famous banana daiquiri in the place where it originated. Magens Bay is the most popular beach in St. Thomas and one of the top 10 beaches in the world as named by National Geographic. Featuring almost one mile of soft white sand for locals and visitors to enjoy year-round, Magen's Bay is also home to some magnificent mountain views. This public beach offers calm waters perfect for swimming, as well as on-duty lifeguards, concessions, and paddleboard rentals. The waters are clear, but the sandy ocean bottom is not ideal for snorkelling. For a rejuvenating retreat, escape to the Discovery Nature Trail to explore the coconut grove, mangrove, and arboretum.
Things to do
Kayak around the bay, relax on the remote beachfront, or enjoy a famous banana daiquiri in the place where it originated. Immerse yourself in the orchid jungle, view the local art pieces on display, and enjoy a complimentary rum punch at The St. Peter Greathouse Estate & Gardens. And for a more active Magens Bay experience, learn about the island's history while taking in the tropical scenery during a guided Walk on Water tour or eco tour.
Facilities
Public toilets & showers - Snack stands - Bars - Souvenir shops - Recreational rentals (paddleboards, kayaks, snorkelling gear, floats) - Beach rentals (towels, lounge chairs, lockers)
Christmas Cove
Just off the eastern coast of St. Thomas sits Christmas Cove, a sheltered oasis on Great St. James Island. Sea turtles and other magnificent marine animals live abundantly in the surrounding waters. That, combined with the ocean clarity make for the most spectacular snorkelling experiences. Feeling hungry? Venture inland and feast on fresh-caught lobster at one of the seaside restaurants.
Things to do
Float atop the clear blue waves or dive below and swim with sea turtles, stingrays and other majestic marine life. Nearby Honeymoon Beach is only accessible by boat. Relax on the secluded shore or take the dinghy to Pizza Pi, a one-of-kind sailboat serving up some of the Caribbean’s best pizza. And if you stick around until sundown, nothing compares to pulling up a chair and basking in the orange glow of the horizon as the night sky sets in.
Facilities
Restaurants - Resorts
Coral Bay
This popular beachside town offers plenty of charm to out of town visitors, but it is also a haven for many former U.S. residents. Coral Bay is an eclectic community that thrives on the true island living experience. Known by locals as the more quaint and quiet version of Cruz Bay, this is the perfect place if you want something fun to do inland, but don't require the features of a big city. Not to mention, Coral Bay was ranked number four by The New York Times on their list of best places to go.
Things to do
Head to Drunk Bay Trail for some unbelievable hiking, or hit up Carolina Corral so you can soak up the majestic scenery while horseback riding. When it's time to eat, choose from a number of unique restaurants such as Skinny Legs, The Tourist Trap, Miss Lucy's, or Shipwreck Landing. Engage in some island retail therapy because Coral Bay is famous for its funky shops. You can even shop for groceries here if you so choose. You also have the option of snorkelling during your Coral Bay visit. Simply swing by Crabby's Watersports to rent your gear. The most prominent landmark in Coral Bay is the Emmaus Moravian Church, which is part of the list of registered historical place in the US Virgin Islands. The church is said to be haunted because of the double murder that occurred at the neighbouring Carolina Estate plantation in 1733.
Facilities
Restaurants - Bars - Grocery stores (three) - Shops - Watersports rental - Mall - Mail centre
Leinster Bay
Snorkelling in the US Virgin Islands is exceptional, but the rocky windswept shores of Leinster Bay is the number one snorkelling spot in St. John. TripAdvisor even named this area, in conjunction with Waterlemon Cay, the number one St. John attraction for travellers because there's a little something for everybody. You may even have the chance to swim alongside a pair of dolphins during your visit to Leinster Bay.
Mooring
Leinster Bay has about 20 mooring balls, courtesy of the Park Service. If none available, anchor only in the sand, or southeast of Watermelon Cay.
Things to do
The must-do activity in Leinster Bay is snorkelling because of the abundant marine life and fringing reefs. Sea turtles, rays, and colourful fish are spotted often along with bright and beautiful corals. On land, explore over 30 different trails along Leinster Bay Beach and see the historic Annaberg Sugar Plantation Ruins along the way.
Facilities
No facilities for yachts are available.
Trunk Bay
Home to some of the most cobalt blue waters in the Caribbean, Trunk Bay is the crown jewel of the Virgin Islands National Park. Trunk Bay is a photogenic paradise that features 650 feet of underwater trails with signs for the most remarkable swimming and snorkelling experiences. This heart-shaped bay is arguably one of the most beautiful beaches in the world.
Things to do
Enjoy the underwater trails by swimming or snorkelling your way through the breath-taking blue water or bask in the Caribbean sun on the white sand beach.
Facilities
Restaurants - Retail shops - Picnic areas - Toilets and showers - On-duty lifeguards - Snorkelling gear rentals -
Charlotte Amalie
Teeming with hundreds of stores offering everything from high-end clothing and jewellery to sweet treats and local gifts, Charlotte Amalie is a duty-free shopping mecca. When the sun sets in this largest city in the US Virgin Islands, hit up Frenchtown for an array of international and gourmet cuisine, or dance to the beat of live island music at the laid back bars located all throughout the city. A former haven for pirates, Charlotte Amalie is a happening place with something fun for everyone in your group.
Things to do
Experience the wonder of an underwater safari, take part in an eco tour or historical tour, or find absolute serenity at one of the spas. Get some exercise while enjoying the unique scenery by climbing the famous 99 steps stairway. And for some close encounters with adorable creatures, visit Coral World Ocean Park.
Facilities
Restaurants - Boutiques - Jewellery stores - Retail shops - Spas - Government buildings - Churches - Post office - Park - Museum - Shopping Centre
Druif Bay
Nestled between iconic palm trees and crystalline waters, and lined with quaint palm frond huts, this beach is arguably one the most peaceful places in the US Virgin Islands. For a dose of local history, take the short trip south and visit Fort Segarra, a tunnel-filled underground fort built by the U.S. during World War II.
Things to do
Select the perfect patch of white sand and temporarily settle into your very own sunbathing sanctuary. Go for a refreshing swim in the surf-free ocean or enjoy snorkelling your way through the clear blue water and colourful coral reefs. With the palm tree scenery and the sparse beach population, take advantage of this incredible photo opportunity.
Facilities
Recreation rentals (kayaks, snorkelling gear, stand-up paddleboards, beach chairs)
Magens Bay
Magens Bay is a scenic haven of calm waters and secluded shoreline, perfect for getting in the swing of island time. Kayak around the bay, relax on the remote beachfront, or enjoy a famous banana daiquiri in the place where it originated. Magens Bay is the most popular beach in St. Thomas and one of the top 10 beaches in the world as named by National Geographic. Featuring almost one mile of soft white sand for locals and visitors to enjoy year-round, Magen's Bay is also home to some magnificent mountain views. This public beach offers calm waters perfect for swimming, as well as on-duty lifeguards, concessions, and paddleboard rentals. The waters are clear, but the sandy ocean bottom is not ideal for snorkelling. For a rejuvenating retreat, escape to the Discovery Nature Trail to explore the coconut grove, mangrove, and arboretum.
Things to do
Kayak around the bay, relax on the remote beachfront, or enjoy a famous banana daiquiri in the place where it originated. Immerse yourself in the orchid jungle, view the local art pieces on display, and enjoy a complimentary rum punch at The St. Peter Greathouse Estate & Gardens. And for a more active Magens Bay experience, learn about the island's history while taking in the tropical scenery during a guided Walk on Water tour or eco tour.
Facilities
Public toilets & showers - Snack stands - Bars - Souvenir shops - Recreational rentals (paddleboards, kayaks, snorkelling gear, floats) - Beach rentals (towels, lounge chairs, lockers)
Christansted
Once the capital of the Danish West Indies, Christiansted is a quiet harbour town on the northern coast of St. Croix. Walk the streets and surround yourself with distinctive Danish architecture from the 18th and 19th century. Or, visit the nearby Christiansted National Historic Site and explore five historic structures: Fort Christiansvaern (1738), the Danish West India & Guinea Company Warehouse (1749), the Steeple Building (1753), Danish Custom House (1844), and the Scale House (1856). Each of these building provide a glimpse into the storied past of Christiansted and Danish sovereignty in the Caribbean.
Mooring
Located three miles east of Christiansted, the Green Cay Marina can accommodate vessels up to 100 feet in length. In addition, there are about 50 moorings that are free to use for up to three hours during the day.
Things to do
Visit the Christiansted National Historic Site and spend a day discovering historic structures that date back all the way to the early 18th century. These include the Danish West India & Guinea Company Warehouse as well as Fort Christianvaern, a massive Danish military fort that took 11 years to complete. Once the capital of the West Indies, the city of Christiansted offers a variety of things to do—from snorkelling to cocktail sipping at any one of the restaurants and bars lining the streets.
Facilities
The Green Cay Marina offers diesel, gas, potable water, showers and bathrooms, a Laundromat, 110/220v shore power and two restaurants.
Frederiksted
Along with Christiansted, Fredriksted is a bustling St. Croix hotspot, featuring everything from beachside attractions to historical architecture, delicious dining and more. Spend a day on Rainbow Beach and bask in the beautiful scenery while sipping your favourite cocktail, made fresh at the nearby Rhythms Restaurant. Or, venture into town and explore the beautiful flora at the St. George Village Botanical Garden. When the day winds down, be sure to catch an unforgettable view of the sunset from the Frederiksted Pier.
Mooring
Docking is available at the the Ann E. Abramson Marine Facility in the Frederiksted Harbour.
Things to do
In addition to being absolutely beautiful, Rainbow Beach has a variety of things to do from swimming to sunbathing, snorkelling and dining at the nearby Rhythms Restaurant. Other popular attractions include the St. George Village Botanical Garden, Frederiksted Pier, Emancipation Park and more.
Facilities
All berths at the Marine Facility have access to potable water, fuel, a nearby shopping area and available ground transportation to historical sites, beaches, snorkelling spots and more.
Buck Island
Buck Island is a secluded island off the northern shore of St. Croix. While there’s plenty to do on land—like beachside sunbathing and hiking the lush landscape—Buck Island’s most famous attraction sits just below the water. The Buck Island Reef National Monument is a sought-after dive site for more than 50,000 snorkelers and scuba divers each year. This one-of-a-kind attraction is a must-visit for any underwater explorer, and once you’re there, it’s easy to see why: colourful coral of all shapes and sizes, a vibrant variety of sea life, and a marked trail that guides you through all the best spots.
Mooring
Mooring balls are available on the north coast and inside the bay on the western end of the island.
Things to do
Since Buck Island is a designated national monument, things to do here are more nature- and activity-oriented. Guests can swim and sunbathe on secluded beaches; hike the lush trails (look for the lighthouse) or dive down to the area’s most acclaimed attraction, the Buck Island Reef National Monument.
Facilities
Located three miles away in Christiansted, The Green Cay Marina offers diesel, gas, potable water, showers and bathrooms, a laundrette, 110/220v shore power and two restaurants.
Coral Bay
This popular beachside town offers plenty of charm to out of town visitors, but it is also a haven for many former U.S. residents. Coral Bay is an eclectic community that thrives on the true island living experience. Known by locals as the more quaint and quiet version of Cruz Bay, this is the perfect place if you want something fun to do inland, but don't require the features of a big city. Not to mention, Coral Bay was ranked number four by The New York Times on their list of best places to go.
Things to do
Head to Drunk Bay Trail for some unbelievable hiking, or hit up Carolina Corral so you can soak up the majestic scenery while horseback riding. When it's time to eat, choose from a number of unique restaurants such as Skinny Legs, The Tourist Trap, Miss Lucy's, or Shipwreck Landing. Engage in some island retail therapy because Coral Bay is famous for its funky shops. You can even shop for groceries here if you so choose. You also have the option of snorkelling during your Coral Bay visit. Simply swing by Crabby's Watersports to rent your gear. The most prominent landmark in Coral Bay is the Emmaus Moravian Church, which is part of the list of registered historical place in the US Virgin Islands. The church is said to be haunted because of the double murder that occurred at the neighbouring Carolina Estate plantation in 1733.
Facilities
Restaurants - Bars - Grocery stores (three) - Shops - Watersports rental - Mall - Mail centre
Leinster Bay
Snorkelling in the US Virgin Islands is exceptional, but the rocky windswept shores of Leinster Bay is the number one snorkelling spot in St. John. TripAdvisor even named this area, in conjunction with Waterlemon Cay, the number one St. John attraction for travellers because there's a little something for everybody. You may even have the chance to swim alongside a pair of dolphins during your visit to Leinster Bay.
Mooring
Leinster Bay has about 20 mooring balls, courtesy of the Park Service. If none available, anchor only in the sand, or southeast of Watermelon Cay.
Things to do
The must-do activity in Leinster Bay is snorkelling because of the abundant marine life and fringing reefs. Sea turtles, rays, and colourful fish are spotted often along with bright and beautiful corals. On land, explore over 30 different trails along Leinster Bay Beach and see the historic Annaberg Sugar Plantation Ruins along the way.
Facilities
No facilities for yachts are available.
Trunk Bay
Home to some of the most cobalt blue waters in the Caribbean, Trunk Bay is the crown jewel of the Virgin Islands National Park. Trunk Bay is a photogenic paradise that features 650 feet of underwater trails with signs for the most remarkable swimming and snorkelling experiences. This heart-shaped bay is arguably one of the most beautiful beaches in the world.
Things to do
Enjoy the underwater trails by swimming or snorkelling your way through the breath-taking blue water or bask in the Caribbean sun on the white sand beach.
Facilities
Restaurants - Retail shops - Picnic areas - Toilets and showers - On-duty lifeguards - Snorkelling gear rentals -
Christmas Cove
Just off the eastern coast of St. Thomas sits Christmas Cove, a sheltered oasis on Great St. James Island. Sea turtles and other magnificent marine animals live abundantly in the surrounding waters. That, combined with the ocean clarity make for the most spectacular snorkelling experiences. Feeling hungry? Venture inland and feast on fresh-caught lobster at one of the seaside restaurants.
Things to do
Float atop the clear blue waves or dive below and swim with sea turtles, stingrays and other majestic marine life. Nearby Honeymoon Beach is only accessible by boat. Relax on the secluded shore or take the dinghy to Pizza Pi, a one-of-kind sailboat serving up some of the Caribbean’s best pizza. And if you stick around until sundown, nothing compares to pulling up a chair and basking in the orange glow of the horizon as the night sky sets in.
Facilities
Restaurants - Resorts
Call Our Experts ![]()
Book Online Today
Book Online Today
Bank wire transfers and debit cards are our preferred way to take payments - Pay just 50% deposit to secure your holiday on bookings departing 90 days or more.
Chat Online