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Roam Around

5-Day Ultimate Adventure in Saint Thomas, US Virgin Islands Itinerary

Last updated: 2024 Jun 14

Island Introduction and Culinary Delights

Morning

Begin your Saint Thomas journey with a delightful Charlotte Amalie Historic Main Street Food Tour. Explore the historic streets while savoring local flavors. Afterward, visit the iconic Fort Christian, the oldest standing structure in the Virgin Islands, and immerse yourself in the island's history.

Afternoon

Enjoy a sumptuous lunch at The Twisted Cork Cafe, known for its fusion cuisine. Post-lunch, take a leisurely St. Thomas Half-Day Shopping and Sightseeing Tour to discover the island's vibrant culture and find unique souvenirs.

Evening

Dine at Gladys' Cafe, a local favorite, and then experience the nightlife at Virgilio's Cocktail Lounge & Piano Bar. Sip on expertly crafted cocktails while enjoying live music.

Bedtime

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Snorkeling and Island Hopping

Morning

Start with a refreshing breakfast at The Greenhouse, and then head out for a Saint Thomas Snorkeling, Sailing & Beach Catamaran Tour. Explore the crystal-clear waters and visit beautiful snorkeling spots and secluded beaches.

Afternoon

After the tour, have a late lunch at Sunset Grille, offering a stunning ocean view. Spend the rest of the afternoon at Magens Bay, consistently voted one of the world's most beautiful beaches.

Evening

For dinner, enjoy the ambiance and cuisine at Oceana Restaurant & Wine Bar. Conclude the day with a tranquil walk at Drake's Seat, a historic lookout offering panoramic views of the island and surrounding waters.

Bedtime

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Underwater Wonders and Kayaking

Morning

Have breakfast with a view at Room with a View, and then head to Coral World Ocean Park. Spend the morning exploring the park's marine exhibits and enjoy a Sea Trek, walking on the ocean floor.

Afternoon

Lunch at Mafolie Restaurant, known for its Caribbean cuisine and panoramic vistas. Post-lunch, embark on a Saint Thomas Mangrove Kayak and Snorkel Tour to witness the unique mangrove ecosystem and snorkel in the clear waters.

Evening

Dine at Havana Blue, a restaurant with a fusion of Latin, Caribbean, and Asian flavors. Cap off the evening with a St. Thomas Night Kayak in the Lagoon, gliding through the calm waters under the starry sky.

Bedtime

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Historical Sites and Secret Beaches

Morning

Start with a hearty breakfast at Cuzzin's Caribbean Restaurant & Bar. Then, visit Blackbeard's Castle (Skytsborg Tower) and the adjacent 99 Steps, both steeped in pirate lore. Continue to Skytsborg Historical Park for a historical walk.

Afternoon

Enjoy a picnic lunch at Secret Harbour Beach Resort, a hidden gem with excellent snorkeling. Spend the afternoon relaxing on the beach or exploring the underwater world.

Evening

Dine at The Twisted Cork Cafe for a different experience from your previous visit. Afterward, take a sunset cruise aboard Breakaway Charters at Sapphire and witness the breathtaking colors of the Caribbean sky.

Bedtime

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Mountain Views and Island Farewell

Morning

Breakfast at The Greenhouse to energize for the day. Then, drive up to the famous Mountain Top, the highest point on the island, and enjoy the panoramic views. Take in the scenery and visit the souvenir shops.

Afternoon

Have a relaxed lunch at Sunset Grille, reminiscing about your adventures. Spend the rest of the afternoon at Water Island, the fourth and smallest of the main US Virgin Islands, known for its pristine beaches and quiet atmosphere.

Evening

Conclude your trip with a final dinner at Virgilio's Cocktail Lounge & Piano Bar, where you can raise a glass to the memories made.

Bedtime

Find amazing hotels in Charlotte Amalie, Saint Thomas.