USVI Sailing Itineraries

US Virgin Islands 7-DAY Itinerary

Sailing around the beautiful US Virgin Islands could not be easier!

Fly into STT – Cyril E King International Airport in St Thomas and then a short taxi ride to your chosen yacht which can be fully provisioned for your arrival, if you wish.  We offer bareboat (no captain provided where you and your crew have the skills to sail yourself), captain only/chef only or fully luxury crewed yacht charters.  Give us a call today at +1 877 494 8787 or +1 284 494 8787 or click here for more information.

Here is a sample itinerary so you can start dreaming about your US Virgin Islands sailing charter.  Why wait, contact us and let us help you plan your USVI yacht charter

Caneel Bay

Day 1

Welcome aboard! Boarding times vary on the charter company. When you are ready to depart, you can enjoy a lovely sail over to Caneel Bay on St John, which is a perfect stop for an overnight for your first evening on board. This is a beautiful bay to enjoy an evening walk along the beach and enjoy some sundowners on the deck before dinner!

Trunk Bay, St John, United States Virgin Islands.

Day 2

Wake up at your leisure and enjoy your coffee on the bow, take in the beautiful morning vistas. If you are feeling energetic, enjoy a quiet paddleboard along the shallow shores and experience the tranquillity of the Caribbean morning.  After breakfast, set sail and head to the famous Trunk Bay to explore the underwater world before lunch. Then off to Francis Bay or a little further east to Waterlemon Cay, Leinster Bay, St John, for the night. There are some great trails onshore to stretch out your sea legs, particularly the trail up to the Annaberg Plantation, which is in great condition and takes you back to the days of milling sugar cane to make rum.

USVI Itineraries - Horizon Yacht ChartersDay 3

In the morning, there is plenty of time for a lovely snorkel before you head off to Coral Harbor, located on the South-Eastern side of St John. Here, there is a fun, floating taco bar serving amazing tacos, you can dine in one of their large floating tables, pick up and dine on board or they will deliver to your yacht. If you head ashore to walk around, you will find the Calabash Market, in Johnson Bay where there are some souvenir shops, pottery shops and some clothing stores to browse around.  Lots of fun and good restaurants for dinner options too or have a short afternoon sail around to Hansen Bay for your overnight.

Lameshur Bay in the United States Virgin IslandsDay 4

After breakfast, a nice short sail around the south point of St John to the turtle viewing hotspot – Lameshur Bay National Park. There is a great walking trail/hike called the Yawzi Point Trail for you to enjoy and stretch your legs. If the weather is good, you can head to a bay around the corner called Genti Bay and explore some more sugar mill ruins. If not, then a taxi can be arranged if you would like to see this historical site.   Head to Great Cruz Bay for your overnight anchorage.

PizzaPiDay 5

Today would be a great day to take in some of the beautiful sites of St John – either taxi over or sail around to Cruz Bay which is the heart of St John.  Normally hustling and bustling with cruise ship activity, it is so quiet without the ships in port at the moment, a perfect time to go ashore! We can arrange an island tour for you to enjoy some of the beautiful National Parks sites that St John has to offer. This would be a great time to get some shopping in, and sample some of the local VI cultures and have a lovely lunch or dinner ashore or have a gentle afternoon sail across to overnight at Christmas Cove on Great Saint James Island, which homes the famous and award-winning floating restaurant Pizza Pi that serves amazing homemade Italian pizzas! Something different to see, for sure.

Famous 99 Steps in Charlotte Amalie

Day 6

Sail to Water Island, which gets its name from being one of the few places in the Caribbean with freshwater ponds where sailing vessels of old could replenish their freshwater casks. You can get a ferry ashore to Crown Bay Marina if you would like to explore historical Frenchtown and Charlotte Amalie – also renowned for fabulous shopping and restaurants.  Or spend the day exploring by dinghy (but watch out for traffic in this busy area), getting yourself ready to think about packing up the boat to head back to the Marina.

Day 7

Sail back to base to complete your charter, have your debrief and hand over the yacht, getting ready to head back to the Cyril E King Airport for the flight home (no further PCR tests are required for entry back to the US from the USVI).

This itinerary can be extended a few days to allow time to sail and explore Hans Lollik Island and Little Hans Lollik on the North of St Thomas; the beautiful Magen’s Bay, St Thomas and for the more adventurous sail west to the beautiful Spanish Virgin Islands of Culebra (where you will clear Customs), Culebrita, and Vieques.  Or sail South to the beautiful island of St Croix – or do both!

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