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Home » Destinations » Central America

Discovering the U.S. Virgin Islands: A Getaway Begging To Be Enjoyed

Published: Jul 25, 2025 by Guest Blogger |

The United States Virgin Islands are a dream destination for the vacationer seeking a relaxing tropical getaway. Its status as a free port and U.S. territory makes the region even more attractive for anyone looking to enjoy a holiday filled with shopping sprees and authentic cuisine.

The main islands of Saint Croix, Saint John, and Saint Thomas are among the most unique and enjoyable places on Earth, boasting rich history and culture, and surrounded by some of the most beautiful views. In addition to their natural Caribbean appeal, each island also has plenty of tourist attractions.

Saint Thomas in the U.S. Virgin Islands (photo by Alex Kolundzija, Unsplash).
Saint Thomas (photo by Alex Kolundzija)

By now, you can probably already envision yourself letting the stress leave you on one of these festive island getaways. However, there's one big question to answer before you start planning your trip: What's the best way to go about exploring this tropical destination?

Table of Contents

  • Modes of Travel
    • Flying
    • Cruising 
    • Sailing
  • When To Visit the U.S. Virgin Islands?

Modes of Travel

Flying

Taking a flight has become the default mode of travel for many, and the appeal is obvious. Air travel is quick, relatively straightforward, and increasingly affordable, especially for the savvy traveler.

St Thomas and St Croix are both popular destinations for U.S. airlines, and you can get right into the heart of the standard tourism experience straight away. When you finally do want to explore other areas of the region, you'll be able to find seaplanes to carry you between islands if you're so inclined. 

While the experience is certainly a pleasant one, there's a lot to be missed from flying across the islands. As with all tropical locations, much of the charm of the U.S. Virgin Islands lies in its coastal views and the water. As such, flying is only the best choice if you're short on time and big on speed. 

Cruising 

Taking a cruise is another popular option for those seeking to experience the good life in the Caribbean for a spell. Serving as a veritable hotel on the waves, a cruise to the U.S. Virgin Islands is an excellent choice for a holiday with your spouse or a work retreat that calls for some sun.

There are also great deals available, as the cruise industry is making a big comeback following the COVID-19 pandemic. 

While cruising allows you to enjoy both the journey and the destination, the cruise itself is often the main attraction. You'll be tethered to your room on board as your base of operations. While it can be a lot of fun, it does take away from the experience of being in a foreign locale. 

Sailing

A catamaran in St Thomas (photo by Island Guides).
A catamaran in St Thomas (photo by Island Guides)

There is undoubtedly no better way to discover the U.S. Virgin Islands than by trying your hand at sailing its waters yourself.

Historically, the region was explored and expanded by native sailors in proto-catamarans, which allowed for easy navigation between landmasses. This remains the best way to explore the area today, with the added advantage of a modern sailboat, making the experience even more pleasurable.

There's nothing quite like making your way from Magens Bay Beach and the beautiful coral reefs off St. Thomas to a Caribbean cultural experience with a St. Croix food tour, all the while taking in the warm sunshine and cool breezes of the region. With sailing, you can see some of the 50 smaller islands that also make up part of the region. 

One standout is yacht charter, which allows you to take in the beautiful waters of the U.S. Virgin Islands at your own pace and in comfort. More scenic than a flight and with far more freedom than a cruise, this is easily the best option for anyone willing to try their hand at sailing.

Services like Dream Yacht Charter offer a variety of options for your convenience, with over 800 well-maintained vessels and multiple levels of control over your sailing experience, including trained skippers and motorized options. 

When To Visit the U.S. Virgin Islands?

While the U.S. Virgin Islands are pleasant year-round, the period from November to March is easily the best time to be on the seas around the U.S. Virgin Islands, with calm, consistent winds that are perfect for sailing around and taking in the sights.

June to November is the most turbulent time of the year in the region, making it a good time to get cheap flights, but only enjoyable if you're an experienced sailor looking for a challenge or someone who likes to avoid the crowds and can rent out a motorized yacht.

No matter what period you want to go, though, the best time to start planning your trip around the U.S. Virgin Islands is today.

_____

This story is published in partnership with Dream Yacht Worldwide.

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About Guest Blogger

This post was written by a guest contributor. Please reference the author's byline in the post above for more information. If you would like to guest post on Go Backpacking, please read our submission guidelines. For information on advertising opportunities, go here.

Dave at Ahu Ko Te Riku on Rapa Nui (Easter Island), Chile.

Hi, I'm Dave

Editor in Chief

I've been writing about adventure travel on Go Backpacking since 2007. I've visited 68 countries.

Read more about Dave.

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