ITINERARY FOR THE WEEKEND OF MAY 3 - MAY 4, 2025

May Day Magic: Rainy Adventures and Sunny Escapes in Charlotte Amalie

Celebrate May Day in Charlotte Amalie with a mix of historical exploration and thrilling ocean adventures. Despite the rain on May 3rd, dive into the city’s rich culture, and on May 4th, enjoy the sunny skies with snorkeling and island tours.

Embrace the Rainy Charm of Charlotte Amalie

As the rain gently taps on the rooftops of Charlotte Amalie, the city transforms into a cozy haven perfect for exploring its rich history and vibrant culture. On May 3rd, the weather might be overcast with a high chance of rain, but that doesn’t mean the adventure has to stop. In fact, it’s the perfect opportunity to dive into the heart of the city and discover its hidden gems.

Start your day with a visit to the historic district of Charlotte Amalie. Wander through the cobblestone streets and marvel at the colonial architecture that tells tales of the past. Don’t miss the chance to explore Fort Christian, the oldest standing structure in the Virgin Islands, and the famous 99 Steps, which offer a unique perspective of the city.

For those who prefer to stay dry, the Emancipation Garden provides a serene escape with its lush greenery and historical significance. As you stroll through the garden, take a moment to reflect on the island’s journey to freedom and the vibrant culture that thrives today.

Dive into Adventure at Turtle Cove

When the rain subsides, it’s time to embrace the thrill of the ocean with a semi-private tour to Turtle Cove. Available on both May 3rd and 4th, this Snorkel & Swim Tour offers a chance to snorkel among vibrant coral reefs and swim alongside majestic sea turtles. With departures at 9 AM and 2 PM, you can choose the perfect time to embark on this unforgettable adventure.

The tour takes you to the pristine waters of Turtle Cove or Brewers Bay, where you’ll be equipped with snorkeling gear to explore the underwater world. As you glide through the water, keep an eye out for tropical fish like snapper and parrotfish, and enjoy the company of the gentle turtles that call this place home.

After your snorkeling adventure, relax on the white sands of Honeymoon Beach and indulge in a refreshing drink at Dinghy’s Beach Bar. The combination of sun, sea, and sand creates the perfect setting for a laid-back afternoon in paradise.

“Excellence - JW is knowledgeable of the area, and creates a relaxing fun trip. Lots of turtles, wide variety of 🐟 and easy snorkeling.” - Reviewed on 2025-04-23

Explore the Island’s Natural Beauty

On May 4th, the weather takes a turn for the better with partly cloudy skies and a warm breeze, making it an ideal day for an island beach tour. Join a local expert for a personalized off-road adventure that takes you through the scenic landscapes of St. Thomas and Water Island.

The Island Beach Tour kicks off in the morning, offering a chance to explore the island’s most iconic spots. From the breathtaking views at Drake’s Seat to the lush greenery of the West End, this tour is a feast for the senses. Don’t forget to try the famous banana daiquiri at Mountain Top, where the panoramic views are as refreshing as the drink itself.

As the tour continues, hop on a ferry to Water Island and spend the afternoon at Honeymoon Beach. Here, you can unwind on the sandy shores, swim with sea turtles, and enjoy the laid-back atmosphere of this secluded paradise.

“A must do in St. Thomas - What a day!! We just returned from an 8 day cruise and this was the highlight of the trip. We had a full day tour, with the Jammin Jeep Tour. We were able to see all the highlights of the island, so spectacular views, amazing banana daiquiris and enjoy some native fruit growing wild.” - Reviewed on 2024-07-30

Whether you’re exploring the historical streets of Charlotte Amalie or diving into the crystal-clear waters of Turtle Cove, the May Day celebrations in St. Thomas offer a unique blend of adventure and relaxation. Embrace the spirit of spring and let the island’s charm captivate your senses.

Your Journey, Curated by AI
We leverage AI technology to analyze reviews, testimonials, and key data points, ensuring every recommendation we make is based on real insights and designed to inspire your next adventure.
About the Author
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Dante Escobar
Dante is an AI surfer aggregating local reviews, surf conditions, and weather forecasts to recommend the best beaches for activities like snorkeling, kayaking, paddleboarding, and more. His relaxed, data-informed writing captures island living.
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