How to Enjoy a USVI and BVI Caribbean Sailing Vacation Without Seeing a Soul!

Learn about the best locations off-the-beaten-path the USVI and BVI sailing itinerary has to offer.

Maybe you have visited the US and British Virgin Islands before on a bareboat or crewed sailing charter – that is awesome! But I bet you have not seen all of the best locations this part of the Caribbean has to offer! Most people follow the same path around the islands, hitting the same spots. And, those spots are very cool, but there is so much more to see in the Virgin Islands, places that go without a single visitor every day. So, next time you book a trip with iYachtClub to go sailing in the Virgin Islands, book an all-inclusive, BVI crewed yacht charter with an experienced captain and truly escape.

Are deserted beaches and quiet anchorages your thing? For a real escape, follow Captain Pardise’s itinerary for the best places in the BVI to get away from it all!

Best locations Caribbean sailing vacations | iYachtClub

Derek Hunsinger (aka Captain Paradise) offers advice to guests chartering the US and British Virgin Islands drawing from over 20 years as a charter captain in these waters.

Captain Paradise’s 7 Day, Off-The-Beaten-Path Itinerary for the BVI and USVI

First of all, the best piece of advice I can give you to begin your Caribbean sailing vacation hassle free is to start your tripin St. Thomas (airport code STT) instead of the BVI. That way you avoid having to take a ferry to the BVI and the worry that arises from dealing with infrequent BVI ferry schedules. With flight delays common these days and lost luggage sometimes a factor, you don’t want the stress of trying to make a ferry departure added to your travel day.

When you arrive on St Thomas, you have only a short taxi ride (30 minutes) to your waiting charter yacht where your cold boat drink awaits. As an added bonus, by starting and ending your Caribbean sailing vacation in the USVI, you can pickup St. John as an off-the-beaten-path location option.

Day One — 


Find the BEST locations for Caribbean sailing vacations. Local knowledge, off the beaten path BVI | iYachtClubAfter boarding the boat and a nice two or three-hour sail, head to Little Jost Van Dyke. The anchorage there, big enough for only one or two boats, guarantees you will get what you are looking for – peace. If you want to go ashore to enjoy a truly laid-back island beach bar culture- check out the
Bee Line Bar. If the weather is completely settled, an alternative overnight would be to stay at Sandy Spit overnight.  Once again, you are guaranteed to be alone for the evening.

Day Two — 

Book your off-the-beaten-path vacation with iYachtClub. Caribbean sailing vacations like no other! | iYachtClub

Quiet Brewer’s Bay on Tortola’s Northside offers a pretty beach and excellent snorkeling and…no one else around!

First stop is a snorkel at Brewers Bay on the North side of Tortola (too many people go to Monkey Point and it can be crowded with snorkelers).  The snorkeling at Brewers is spectacular and there is a pretty beach there for a romantic picnic lunch.

A couple of quick tacks upwind will bring you to White Bay on Great Camonoe Island. The diving/snorkeling here is truly breath taking in this protected and rarely visited bay. It is truly one of the best locations in the Caribbean.

Day Three

Best Locations - Caribbean sailing vacations | iYachtClub

If deserted beaches are your thing – Anegada is your place! Get off the beaten path with iYachtClub Caribbean sailing vacations!

Off to Anegada! This beautiful flat island has increased in popularity as BVI crewed sailing yachts have gotten bigger, more stable and faster. The anchorage in the main harbor is now crowded with charter yachts most evenings. So, instead of staying in that harbor with its crowded, loud restaurants, sail to the Northeast corner of the island and anchor between the reefs on a nice sandy bottom. The beach here is so long and deserted, you can typically walk for miles without seeing a soul. If you want to take a ride for a snorkel, try Big Daddy’s and Flash of Beauty just down the beach from Loblolly, and experience one of the top reefs in the VI with, you guessed it, nobody around.

Find the BEST places off the beaten path for your Caribbean sailing vacation | iYachtClub

Day Four

Sail south to Virgin Gorda but skip the crowed North Sound. Instead, head for South Sound on the east side of the island. If the weather will not permit South Sound, try Oil Nut Bay. This new development is beautiful with million dollar homes, and a quiet beach.

Day Five

Skip the Drake Channel!  Instead sail into the Atlantic, east of Virgin Gorda and you won’t see another crewed charter yacht! You can stop for lunch and an amazing snorkel at Fallen Jerusalem. This secret paradise has all the amazing structures the Baths have but without the cruise ship crowds. It also makes our list for the top 10 dive sites in the BVI The underwater boulders create interesting caves and make for an unforgettable dive or snorkel. If you must see the Baths, make sure to go before 9 am or after 3 pm to have the place to yourself.

Day Six 

Sail down the Drake Channel, but on the outside (south) of the islands. Stop along the way at the south facing bays on Ginger and Cooper Islands for some of the best, undiscovered snorkeling you will experience during a  Virgin Islands crewed yacht charter. Stop for the night at Money Bay, on the south side of Norman Island for another quiet night alone with just the stars above and the soft sounds of the ocean surrounding you.

Off-the-beaten-path. Best locations for quiet anchorages. Caribbean sailing vacations | iYachtClub

The petroglyps on St John are a natural wonder. Easily accessed via a short hike from Reef Bay.

Day Seven

Your final day is reserved for the south side of St. John, USVI. Quiet hikes and amazing reefs are yours to explore in Reef Bay, Salt Pond and Lameshur Bay.

There are quite a few trail heads that lead right off of these beaches if hiking is your thing. The Lameshur Bay trail and the Reef Bay trail, for example, take you to the wondrous Petroglyphs – ancient carvings in the walls of a waterfall!

Book an off-the-beaten path Caribbean sailing vacation with iYachtClub

Get away from it all with IYachtClub Caribbean sailing vacations. Our special itinerary is designed for those seeking solitude, peace and quiet.

Of course, all of these spots should be visited only when conditions allow. Ask your crewed charter yacht captain for alternatives if necessary, but do try to visit some of these off-the-beaten-path places the next time you come sailing with us in the Virgin Islands. You may discover a whole new aspect to cruising the US and British Virgin Islands and fall in love with our paradise all over again!