Top 10 Things to Do in Charlotte Amalie: A Local’s Guide from Hotel 1829

Planning your next island escape? Look no further than Charlotte Amalie, the vibrant capital of St. Thomas in the U.S. Virgin Islands. Known for its rich history, colorful markets, and stunning harbor views, this charming town is more than just a cruise ship stop—it’s a cultural gem filled with must-see spots. At Hotel 1829, we don’t just offer a place to stay—we offer local insight. Here's our curated guide to the top 10 things to do in Charlotte Amalie, straight from our doorstep.

1. Climb the Famous 99 Steps

Just outside Hotel 1829’s gates, the historic 99 Steps lead you to panoramic views of the harbor. Built from ship ballast bricks, this iconic stairway is a favorite among visitors and locals alike.

2. Tour Fort Christian

This St. Thomas attraction is a must for history lovers. Fort Christian is the oldest standing structure in the Virgin Islands, offering insight into Danish colonial history and breathtaking architecture.

3. Visit Blackbeard’s Castle

Perched above the town, Blackbeard’s Castle blends legend and history. Enjoy lush gardens, sculptures, and one of the best vantage points in Charlotte Amalie.

4. Stroll Main Street

Lined with colorful colonial buildings, Main Street is perfect for duty-free shopping, dining, and snapping vibrant photos.

5. Explore the Hotel 1829 Courtyard & Views

Our very own Hotel 1829 is a historical attraction in its own right. Originally built in the 1800s, the hotel has preserved its original stone walls, archways, and picturesque terrace—perfect for a cocktail at sunset.

6. Discover Emancipation Garden

Right in the heart of town, Emancipation Garden is a peaceful green space commemorating the abolition of slavery in the Virgin Islands.

7. Visit the St. Thomas Synagogue

The second-oldest synagogue in the Western Hemisphere, it features sand floors and deep historical roots that captivate visitors of all faiths.

8. Take a Day Trip to Water Island

Looking for hidden gems? Catch a ferry to nearby Water Island and enjoy a quiet beach day away from the crowds.

9. Enjoy Local Events

Whether it’s a food festival, carnival, or art walk, there’s always something happening. Check out our local events calendar to time your trip just right.

10. Sunset Sailing Tour

End your day on the water with a sunset catamaran cruise. A truly magical way to experience the beauty of the Virgin Islands. Virgin Islands travel tips: The best time to visit is between December and April, but shoulder seasons in early summer and fall offer fewer crowds and great rates.

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Need a place to stay in the heart of it all? Learn more about our historic boutique hotel in Charlotte Amalie and start planning your trip with ease.