US Virgin Islands Sailing Itinerary

Our US Virgin Islands Sailing Itinerary Is Great For Everyone

US Virgin Islands Sailing Itinerary

The US Virgin Islands (USVI) comprises three main islands: St Thomas, St Croix, and St John. Along with over 50 cays and islets surrounding the islands.

Located in the Caribbean Sea, close to the British Virgin Islands, the US Virgin Islands are as beautiful as their British neighbors.

St Thomas and St John are filled with rugged mountains, but St Croix only has mountains in the north, giving it a flat and plain like south. All three islands are surrounded by beautiful coral reefs, ideal for snorkeling.

On our US Virgin Islands sailing itinerary, you can discover the islands’ best activities and beautiful beaches.

Our Guide to the US Virgin Islands Sailing Itinerary

On a US Virgin Islands sailing itinerary, you will experience warm year-round temperatures. Temperatures range between 88f (31c) and 82f (28c). Between September and December is considered the rainy season with an average of 45inches of rainfall.

The US Virgin Islands sailing itinerary takes you around the three islands, exploring beaches, turquoise waters, and quaint, colorful towns.

  • Getting There

    For a US Virgin Islands sailing itinerary, the main airport to fly into is the Cyril E. King Airport (CEKA) on St Thomas’s island. CEKA has flights arriving and departing to many US cities, including Charlotte, Boston, New York, Miami, Atlanta, Chicago, Houston, Orlando, Fort Lauderdale, and Washington-Dulles, on Delta, American Airlines, United, Jet Blue, and Spirit. From these airports, you can connect to further afield, such as Europe, the UK, and other US cities.

  • Mooring

    The moorings in our US Virgin Islands sailing itinerary vary from world-class luxury marinas to sheltered anchorages depending on the location and island’s facilities.

  • Wind Conditions

    The weather on a US Virgin Islands sailing itinerary varies depending on the time of year you travel. Between November and January, the wind tends to blow at around 15-20 knots from a northeasterly direction. By February, these winds have moved easterly, and by June, they have completely altered to a southeasterly direction at around 10-15 knots. Between September and October, the trade winds appear, and this is the calmest time to go sailing in the USVI.

US Virgin Islands Sailing Itinerary

Discover Over 50 Cays And Islets, Surrounded By Calm Turquoise Waters

Day 1

St Thomas

Our US Virgin Islands sailing itinerary begins in St Thomas where you will check-in for your yacht charter, have a charter briefing and pick up provisions for your trip.

St Thomas has an abundance of things to see and do whilst waiting to check-in. Some great places to visit and things to see are:

Day 2

St Thomas → Druif Bay

Day two of our US Virgin Islands sailing itinerary begins with setting sail from St Thomas to Druif Bay. Located south of St Thomas, Druif Bay is well known for its quaint beach huts, palm trees, and beautiful sandy beaches.

Druif Bay is a great place to snorkel, go for a swim, or paddleboard at one of the USVI’s most peaceful places.

Day 3

Druif Bay → Christmas Cove

On day three of our itinerary it’s time to explore Christmas Cove. It is located on the west side of the Great St James, meaning it’s protected from both the wind and waves.

Christmas Cove is a great place to drop anchor and snorkel – you might be lucky enough to spot a turtle and other marine life. This is also one of the best places on our US Virgin Islands sailing itinerary to watch the sunset.

While anchored in Christmas Cove, you can order Pizza Pi for dinner or lunch. This is a pizza takeaway service with a difference: they serve New York-style pizza on their 37ft yacht.

Day 4

Christmas Cove → Coral Bay

Day 4 of our US Virgin Islands sailing itinerary takes you from Christmas Cove to Coral Bay on St John island. Coral Bay is a charming town and a great place to head ashore to explore what the island offers. Ranked number 4 on the New York Times list of top places to visit, Coral Bay has something for everyone.

Coral Bay has everything from Full Moon parties to forts and superb restaurants to dine at. Some other great things to do are:

  • Visit the 18th century Old Fort in Fortsberg
  • Hike to the Salt Pond
  • Take a hike along the Ram Head Trail or Drunk Bay Trail
  • Watch the sunrise over the bay
  • Go swimming, paddle-boarding, kayaking, or relax on the beach
  • Have dinner or lunch at one of the towns many great restaurants: some good ones to try are Miss Lucy’s, Skinny Legs, and Aqua Bistro
  • Salt Pond Bay
  • This is also a great place to re-stock supplies with several grocery stores

Day 5

Coral Bay → Leinster Bay

From Coral Bay, day 5 takes us to one of the best attractions on St John – Leinster Bay. This bay is one of the best places on our US Virgin Islands sailing itinerary to go snorkeling.

You can see an abundance of wildlife in this spot, from dolphins to turtles and thousands of species of marine life. Great places to snorkel are Whistling Cay and Mary’s Point.

You can take one of the 30 hiking trails along Leinster Bay Beach on land, and you can also visit the Annaberg Sugar Plantation Ruins historic site.

The park service in the area has 20 mooring buoys for yachts, but if they happen to be full when you arrive, you can anchor in the sand on the southeast of Waterlemon Cay.

Day 6

Leinster Bay → Trunk Bay

Our last stop before heading back to St Thomas and the end of our US Virgin Islands sailing itinerary is the journey from Leinster Bay to Trunk Bay.

Trunk Bay boasts over 650ft of underwater trails, great for snorkeling and swimming. This bay is shaped like a heart, and the crystal clear water and white sand make it picturesque. So picturesque in fact that Conde Nast Traveller named it one of the top 25 most beautiful beaches in the world.

Day 7

Trunk Bay → St Thomas

Our US Virgin Islands sailing itinerary comes to a close back in St Thomas. The base will take back your boat and you can spend the rest of your time on the island, exploring areas close to the marina or further afield, giving you a chance to see everything you didn’t get time to do before your departure.

Amazing Sailing Experiences

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