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Ultimate 5-Day St. Thomas Adventure with Local Flavors Itinerary

Last updated: 2024 Jun 14

Island Discovery and Underwater Wonders

Morning

Start your adventure with a delicious breakfast at Gladys' Cafe, known for its local cuisine. Afterward, embark on the St. Thomas Private Island Tour with a Local Guide to get an insider's view of the island's hidden gems.

Afternoon

For lunch, savor the flavors of the island at Cuzzin's Caribbean Restaurant & Bar. In the afternoon, immerse yourself in the marine world with the Coral World Ocean Park experience, including the Sea Trek and Coral World Ocean Park General Admission.

Evening

Enjoy a romantic dinner at Room with a View, offering stunning vistas. Conclude your day with a Cocktail Sunset Cruise aboard Breakaway Charters at Sapphire.

Bedtime

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Historic Charms and Culinary Delights

Morning

Indulge in a delightful breakfast at The Twisted Cork Cafe. Explore the island's history with a visit to Blackbeard's Castle (Skytsborg Tower) and Fort Christian.

Afternoon

For lunch, head to Mafolie Restaurant for a mix of great food and panoramic views. In the afternoon, take a Charlotte Amalie Historic Main Street Food Tour to sample local delicacies.

Evening

Dine at the iconic Gladys' Cafe, known for its vibrant atmosphere. Conclude the day with a leisurely stroll along the 99 Steps.

Bedtime

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Beach Bliss and Marine Encounters

Morning

Enjoy a beachside breakfast at The Greenhouse before heading to the famous Magens Bay for a relaxing morning by the crystal-clear waters.

Afternoon

For lunch, try the fresh seafood at Sunset Grille. Spend the afternoon snorkeling with sea turtles on the St. John Snorkel with Sea Turtles excursion.

Evening

Dine at the elegant Oceana Restaurant & Wine Bar and enjoy a sophisticated dining experience.

Bedtime

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Nature's Beauty and Local Flavors

Morning

Start your day with a hearty breakfast at Virgilio's Cocktail Lounge & Piano Bar. Embark on the St. John Guided Tour with Annaberg Plantation Visit to explore the natural beauty of the island.

Afternoon

Enjoy a picnic lunch at Trunk Bay Beach on St. John. Afterward, take a St. John 3-Hour Eco Hike and Snorkel to discover the island's unique ecosystem.

Evening

Return to St. Thomas for dinner at Havana Blue, a fusion of Caribbean and Latin flavors. Conclude your day with a Bird Island Sunset Kayak Adventure.

Bedtime

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Sailing Paradise and Farewell to the Islands

Morning

For your last morning in paradise, enjoy a leisurely breakfast at Sunset Grille. Sail on the St. Thomas Private 50-Foot Voyage 500 Catamaran Sail to soak in the beauty of the Caribbean waters.

Afternoon

Indulge in a sumptuous seafood lunch at Cuzzin's Caribbean Restaurant & Bar. Spend the afternoon at Honeymoon Beach on Water Island, a perfect spot to relax and unwind.

Evening

Conclude your journey with a farewell dinner at Mafolie Restaurant, offering a perfect blend of great food and stunning views.

Bedtime

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