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Ultimate 5-Day St. Thomas and St. John Adventure

Ultimate 5-Day St. Thomas and St. John Adventure Itinerary

Last updated: 2024 Jun 14

Island Discovery and Culinary Delights

Morning
Start your day with a delightful breakfast at Gladys' Cafe, known for its local flavors and vibrant atmosphere. Afterward, embark on the St. Thomas Private Island Tour with a Local Guide to get a comprehensive overview of the island's history and culture.
Afternoon
For lunch, savor the Caribbean cuisine at Cuzzin's Caribbean Restaurant & Bar. Then, continue your exploration with a visit to the iconic Blackbeard's Castle (Skytsborg Tower) and the historic Fort Christian.
Evening
In the evening, enjoy a fine dining experience at Room with a View with its spectacular vistas. Afterward, take a leisurely stroll along the 99 Steps and immerse yourself in the charming architecture of the Charlotte Amalie.
Bedtime
Find amazing hotels in St. Thomas.
Visit St. Thomas Private Island Tour with a Local Guide in St. Thomas
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St. Thomas Private Island Tour with a Local Guide

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Visit Munich Night Watchman Old Town Walking Tour in St. Thomas
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Blackbeard's Castle (Skytsborg Tower)

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Marine Adventures and Sunset Serenity

Morning
Indulge in a sumptuous breakfast at The Twisted Cork Cafe before heading to Coral World Ocean Park for a morning of marine exploration.
Afternoon
For lunch, enjoy the ocean views at Sunset Grille and then partake in the Saint Thomas Snorkeling, Sailing & Beach Catamaran Tour for an afternoon of sun, sea, and snorkeling.
Evening
Conclude your day with a magical sunset at Cocktail Sunset Cruise aboard Breakaway Charters at Sapphire. After the cruise, have a memorable dinner at Oceana Restaurant & Wine Bar.
Bedtime
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Visit Coral World Ocean Park in St. Thomas
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Coral World Ocean Park

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Visit Saint Thomas Snorkeling, Sailing & Beach Catamaran Tour in St. Thomas
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Saint Thomas Snorkeling, Sailing & Beach Catamaran Tour

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Nature's Beauty and Epicurean Delights

Morning
Enjoy a serene breakfast at The Greenhouse before embarking on the St. Thomas Mangrove Kayak, Hike, & Snorkel 3-Hour Tour to immerse yourself in the island's natural wonders.
Afternoon
Have a light and fresh lunch at Sunset Grille before continuing to Magens Bay for an afternoon of relaxation on one of the world's most beautiful beaches.
Evening
Indulge in a gastronomic experience at Mafolie Restaurant and enjoy the stunning panoramic views of the island. After dinner, take a leisurely walk at Drake's Seat and admire the breathtaking vista of the surrounding islands.
Bedtime
Find amazing hotels in St. Thomas.
Visit St. Thomas Mangrove Kayak, Hike, & Snorkel 3-Hour Tour in St. Thomas
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St. Thomas Mangrove Kayak, Hike, & Snorkel 3-Hour Tour

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Visit Magens Bay in St. Thomas
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Magens Bay

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Tranquility and Natural Wonders

Morning
Begin your day with a breakfast at Virgilio's Cocktail Lounge & Piano Bar before taking a ferry to St. John. Once there, embark on the St. John Guided Tour with Annaberg Plantation Visit to explore the island's history and visit its iconic landmarks.
Afternoon
Enjoy a picnic lunch at Trunk Bay Beach and spend the afternoon snorkeling in the crystal-clear waters or simply relaxing on the pristine white sand.
Evening
For dinner, savor the flavors of the island at Havana Blue and then take a leisurely walk in the quaint streets of Cruz Bay.
Bedtime
Find amazing hotels in St. John.
Visit St. John Guided Tour with Annaberg Plantation Visit in St. John
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St. John Guided Tour with Annaberg Plantation Visit

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Visit St. John Half-Day at Trunk Bay Beach in St. John
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Trunk Bay Beach

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Cultural Immersion and Farewell to Paradise

Morning
On your last day, have a leisurely breakfast at Cuzzin's Caribbean Restaurant & Bar before delving into the Charlotte Amalie Historic Main Street Food Tour to experience the local culinary scene and learn about the city's history.
Afternoon
After the tour, spend your afternoon shopping for souvenirs and local crafts on the St. Thomas Half-Day Shopping and Sightseeing Tour. For your final afternoon in paradise, relax at Sapphire Beach.
Evening
Conclude your trip with a memorable dinner at Cuzzin's Caribbean Restaurant & Bar and a sunset cocktail at Skytsborg Historical Park. Reflect on your adventures and savor the last moments of your Caribbean getaway.
Bedtime
Find amazing hotels in St. Thomas.
Visit Charlotte Amalie Historic Main Street Food Tour in St. Thomas
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Charlotte Amalie Historic Main Street Food Tour

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Visit Saint Thomas Half-Day Shopping and Sightseeing Tour in St. Thomas
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St. Thomas Half-Day Shopping and Sightseeing Tour

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