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5-Day Ultimate St. Thomas Adventure and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Island Welcome and Underwater Wonders

Morning

Begin your St. Thomas journey with a delightful breakfast at The Twisted Cork Cafe, known for its fresh pastries and artisanal coffee. Afterward, immerse yourself in the vibrant marine life with the Coral World Ocean Park Dolphin Moment. Spend time interacting with these intelligent creatures and learning about their habitat.

Afternoon

For lunch, head to Cuzzin's Caribbean Restaurant & Bar for a true taste of the island. Post-lunch, enjoy the St. Thomas Mangrove Kayak, Hike, & Snorkel 3-Hour Tour. Paddle through the mangroves, hike to scenic viewpoints, and snorkel in the clear waters, encountering a variety of tropical fish.

Evening

As the sun sets, savor a fine dining experience at Gladys' Cafe, where the Caribbean flavors are elevated. Conclude your evening with a Cocktail Sunset Cruise aboard Breakaway Charters at Sapphire. Relax on the deck, enjoy the sea breeze, and witness the sky painted in mesmerizing hues.

Bedtime

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4.50
Coral World Ocean Park Dolphin Moment
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4.74
St. Thomas Mangrove Kayak, Hike, & Snorkel 3-Hour Tour
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Historic Treasures and Local Tastes

Morning

Start with a hearty breakfast at Pie Whole, known for its savory and sweet pies. Then, take a step back in time with the Charlotte Amalie Historic Main Street Food Tour. Explore the historic streets and indulge in local culinary delights, learning about the island's rich food culture.

Afternoon

Enjoy a leisurely lunch at Greengos Caribbean Cantina, a lively spot with a wide range of Caribbean dishes. Post-lunch, visit the iconic Blackbeard's Castle (Skytsborg Tower) and the adjacent 99 Steps. Climb to the top for panoramic views and a glimpse into the island's pirate history.

Evening

Dine at The Smoking Rooster, a popular spot for its barbecue and island-inspired dishes. Afterward, take a stroll at Skytsborg Historical Park, also known as Government Hill, and enjoy the evening breeze while overlooking the harbor.

Bedtime

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4.54
Charlotte Amalie Historic Main Street Food Tour
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4.70
Blackbeard's Castle (Skytsborg Tower)
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Beach Bliss and Island Shopping

Morning

Wake up to breakfast with a view at Oceana Restaurant & Bistro, located by the water. Post-breakfast, spend your morning at the famous Magens Bay, often listed among the most beautiful beaches in the world. Relax on the soft sand or take a swim in the calm, azure waters.

Afternoon

For lunch, head to Mafolie Restaurant, perched on the mountainside with stunning vistas. Afterward, indulge in a bit of retail therapy with the St. Thomas Half-Day Shopping and Sightseeing Tour. Explore the island's shopping hotspots and pick up some unique souvenirs.

Evening

Enjoy a sophisticated dinner at Room with a View, known for its elegant ambiance and delectable cuisine. Cap off the night with a visit to Yacht Haven Grande, where you can admire the luxury yachts and perhaps enjoy a drink at one of the waterfront establishments.

Bedtime

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4.67
Magens Bay
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4.17
St. Thomas Half-Day Shopping and Sightseeing Tour
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Nature's Serenade and Local Encounters

Morning

Start your day with breakfast at Virgilio's Cocktail Lounge & Piano Bar, where the morning melodies accompany your meal. Then, embark on the St. Thomas Private Island Tour with a Local Guide. Explore hidden gems, learn about the island's history, and interact with the friendly locals.

Afternoon

Have a laid-back lunch at The Galleon Restaurant, offering a relaxed atmosphere and a menu featuring fresh seafood. Post-lunch, take a trip to the nearby St. John with the St. John Guided Tour with Annaberg Plantation Visit. Explore the pristine beaches and the remnants of the island's sugar plantation era.

Evening

Dine at Sunset Grille, an establishment known for its culinary excellence and, as the name suggests, breathtaking sunset views. Return to St. Thomas and if you're up for some entertainment, catch a live performance or enjoy the ambiance at The Galleon House, Antilles School.

Bedtime

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4.20
St. Thomas Private Island Tour with a Local Guide
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4.60
St. John Guided Tour with Annaberg Plantation Visit
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Hidden Coves and Farewell Feasts

Morning

Enjoy a final breakfast at Pesce Italian St. Thomas USVI, where the Italian flavors provide a refreshing start to the day. Then, set out to discover the lesser-known Water Island and its pristine beaches. Relax in this tranquil setting, soaking in the last moments of your island escape.

Afternoon

For your last lunch on the island, visit The Twisted Cork Cafe once more to reminisce over the flavors you've experienced. Afterward, if time allows, take a visit to Phantasea Tropical Botanical Garden to stroll among the exotic flora and fauna.

Evening

Conclude your St. Thomas adventure with a memorable dinner at The Smoking Rooster, where the island's spirit is captured in every dish. Reflect on your journey as you enjoy the meal, and perhaps raise a toast to the memories made.

Bedtime

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