There’s much more waiting beyond the pier in one of the Caribbean’s most familiar ports
There are certain Caribbean islands that seem almost synonymous with cruising, and St. Thomas in the U.S. Virgin Islands is one of them. Look through enough Eastern Caribbean cruise itineraries and eventually you are going to see St. Thomas appear. For many travelers, their first introduction to the island comes from the balcony or upper deck of a cruise ship as it approaches Charlotte Amalie. Green hills rise sharply from the water, colorful homes seem to cling to the mountainsides, sailboats dot the harbor, and that unmistakably blue Caribbean water surrounds everything. It is a pretty impressive way to arrive.
St. Thomas is also one of those destinations that can easily get reduced to its cruise port. Mention the island to someone who has visited before and there is a good chance you will hear about duty-free shopping, jewelry stores or taking a taxi to Magens Bay. None of those things are wrong. Charlotte Amalie has been a major Caribbean shopping destination for generations, and Magens Bay deserves its reputation as one of the most recognizable beaches in the Virgin Islands. But if that is all you see, you have really only scratched the surface.
What makes St. Thomas interesting to me is just how much variety is packed into a relatively small island. In the course of a single day, you can wander through streets shaped by centuries of history, climb into the mountains for incredible views, spend a few hours floating in turquoise water, snorkel just offshore, sail among the surrounding islands or even use St. Thomas as a jumping-off point for neighboring St. John.
You don't need to see everything. You just need to decide what kind of St. Thomas day you want to have.
An Easy Introduction to the Caribbean
Take Some Time to Actually See Charlotte Amalie
My legs may question the 99 Steps. My camera probably won't.
That elevation is part of what makes St. Thomas so beautiful. As you move away from the waterfront and higher into the hills, the views seem to get better with every turn. Sometimes the best part Is the view.
There are overlooks throughout St. Thomas where the Caribbean seems to stretch forever. From one direction you may be looking toward neighboring islands scattered across the water. Turn another way and Magens Bay appears below, curving into the coastline between green hills.
Drake's Seat is one of the island's classic scenic stops and provides a beautiful perspective over Magens Bay. Mountain Top, high above the island, offers another sweeping view across St. Thomas and the surrounding Virgin Islands.
Closer to the cruise port, Paradise Point provides one of the easiest elevated experiences for cruise passengers, particularly when a ship is docked at Havensight. The Skyride carries visitors hundreds of feet above Charlotte Amalie Harbor, where the city, water and cruise ships spread out below.
There is something entertaining about looking down at a cruise ship from that height. These ships spend most of the week towering over everything around them, and then St. Thomas manages to make them look like toys sitting in the harbor.
The mountain roads themselves can become part of the experience. You'll round a corner and suddenly catch another glimpse of impossibly blue water between the hills. Then the road turns again and an entirely different view appears.
This is one of the reasons I wouldn't automatically spend an entire first visit to St. Thomas at the beach. The beaches are beautiful, but so is getting there. Sometimes the ride across St. Thomas is part of the excursion.
About That Famous Beach...
Beach Day or Something More Active?
Seeing St. Thomas From the Water
St. Thomas may be known for its mountain views and beautiful beaches, but sometimes the best way to appreciate the island is to leave it behind for a few hours and get back out on the water.
Sailing, catamaran and snorkeling excursions are popular throughout the Virgin Islands, and it doesn't take long to understand why. Once you're away from the shoreline, St. Thomas takes on a completely different look. The hills that seemed enormous while you were driving across the island become the backdrop, smaller islands and cays begin to fill the horizon, and stretches of coastline you would never notice from the road suddenly come into view.
And then, of course, there is the water itself. It looks beautiful from the deck of a cruise ship, but it's considerably more impressive when you're on a smaller boat with nothing between you and that Caribbean blue—or, even better, when you're actually swimming in it.
I especially like this option for anyone returning to St. Thomas. If you've already spent a day at Magens Bay, climbed the 99 Steps and wandered through the shops of Charlotte Amalie, there is no reason to simply repeat your first visit.
Sometimes seeing a familiar destination differently is all it takes to make it feel new again.
A Little St. Thomas Research
St. Thomas Can Also Be Your Gateway to St. John
One of the great things about visiting St. Thomas is that your port day doesn't necessarily have to stay on St. Thomas. Neighboring St. John is close enough to visit, and for the right traveler, it could easily become one of the highlights of the cruise.
Much of St. John is protected within Virgin Islands National Park, giving it a quieter, greener feel than St. Thomas. Trunk Bay is the island's best-known beach, with clear water, white sand and lush hills creating one of the most recognizable scenes in the U.S. Virgin Islands. Cinnamon Bay and Hawksnest offer even more opportunities to enjoy the island.
Passenger ferries connect Red Hook on St. Thomas with Cruz Bay on St. John, making an independent visit possible—but don't underestimate the time involved. You'll need to travel across St. Thomas, take the ferry, explore St. John and then do everything in reverse before your ship's all-aboard time.
Trunk Bay is beautiful. Watching your ship sail away without you would be considerably less beautiful.
If St. John is high on your list, consider a cruise-line excursion or plan an independent visit with plenty of extra time built in. Personally, I'd rather be back near the ship an hour early wondering what to do with myself than sitting in traffic watching the clock.
One Island, Very Different Days
This may be one of my favorite things about St. Thomas: there isn't one right way to spend the day. Two people can leave the same cruise ship in the morning and return having experienced completely different versions of the island. One might spend the day relaxing at Magens Bay, while another snorkels at Coki Point. Someone else might explore historic Charlotte Amalie and finish at Paradise Point, while another heads straight to St. John or boards a catamaran for a day on the water.
None of them chose incorrectly. Instead of asking, “What is the best thing to do in St. Thomas?” I think the better question is, “What do you want your day to feel like?” Relax on a beach, explore the history, head into the mountains, get out on the water or mix a little of everything together. That's part of what makes St. Thomas such a great cruise port—the day can be whatever you want it to be.
Making the Most of Your First Visit
If I were planning my first visit to St. Thomas, I would resist the temptation to cram everything into a single port day. It would be easy to bounce from Charlotte Amalie to a scenic overlook, rush to Magens Bay, squeeze in some shopping and then hurry back toward the ship. Technically, you would see a lot—but I'm not convinced you would actually enjoy much of it.
I'd rather remember three great experiences than twelve things I saw through a taxi window. For a first visit, I like the idea of combining a little sightseeing with some time at the beach. Explore Charlotte Amalie, head into the hills for one of those incredible views, and then spend a couple of hours at Magens Bay. Put the phone away for a while, get in the water and enjoy the fact that you're in the Caribbean.
If beaches aren't your priority, skip it. Spend more time wandering Charlotte Amalie, learn a little about the island's history, climb the 99 Steps and finish at Paradise Point overlooking the harbor. There is no rule that says a Caribbean vacation requires spending the entire day in a beach chair.
The goal isn't to see everything St. Thomas has to offer in a few hours. It's to enjoy enough of it that you leave wanting to come back.
Take Your Time—and Leave a Reason to Come Back
St. Thomas may be relatively small, but don't look at a map and assume everything is just a few minutes apart. Those beautiful mountains also mean winding roads, and traffic around Charlotte Amalie can get heavier when several cruise ships are in port. Taxis and shared transportation make getting around fairly easy, while an organized island tour can be a good option if you want to see several areas without arranging each part of the day yourself.
Whatever you choose, give yourself plenty of time to get back to the ship. I'd much rather return to the cruise terminal early and discover I have 45 minutes to shop or grab a drink than spend those same 45 minutes in the back of a taxi staring at the clock.
Cruise vacations should occasionally involve looking at a clock. They shouldn't involve arguing with one.
And if you don't manage to see everything? That's perfectly fine. St. Thomas appears on enough Eastern Caribbean itineraries that there's a good chance you'll eventually find yourself back.
That's when the island becomes even more fun. If your first visit was spent at Magens Bay, snorkel at Coki Point next time. If you explored by road, see St. Thomas from the water. If you wandered Charlotte Amalie on your first visit, maybe your return is when you finally make the trip over to St. John.
A repeat visit takes away some of the pressure to see the places you're "supposed" to see. You've already checked a few of those boxes.
Now you can simply choose whatever sounds fun.
Sometimes that's when you really start to enjoy a destination.
One Last Look at St. Thomas