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Ultimate 5-Day St. Thomas Island Adventure

Ultimate 5-Day St. Thomas Island Adventure Itinerary

Last updated: 2024 Jun 14

Island Welcome and Underwater Wonders

Morning
Begin your St. Thomas adventure with a sumptuous breakfast at The Twisted Cork Cafe, offering a variety of morning delights. Post breakfast, gear up for the Saint Thomas Mangrove Kayak and Snorkel Tour. Paddle through the serene mangroves and explore the vibrant underwater world.
Afternoon
After the kayak tour, head to Coki Beach for a relaxing afternoon of sun, sand, and snorkeling. Enjoy the crystal-clear waters and the colorful marine life. For lunch, indulge in Caribbean flavors at Cuzzin's Caribbean Restaurant & Bar.
Evening
As the sun sets, savor a delightful dinner at Sunset Grille, known for its elegant ambiance and delectable cuisine. Conclude your evening with the Cocktail Sunset Cruise aboard Breakaway Charters at Sapphire, offering breathtaking views and refreshing drinks.
Bedtime
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Saint Thomas Mangrove Kayak and Snorkel Tour

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Coki Beach

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Cocktail Sunset Cruise aboard Breakaway Charters at Sapphire

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Historic Streets and Culinary Delights

Morning
Start your day with a historic walking tour of Charlotte Amalie. Visit landmarks like Fort Christian and 99 Steps, immersing yourself in the island's rich history. For breakfast, enjoy the local specialties at Gladys' Cafe.
Afternoon
Explore the vibrant Main Street and indulge in the Charlotte Amalie Historic Main Street Food Tour. Sample a variety of dishes and learn about the island's culinary heritage. After the tour, take a leisurely stroll through the shops and boutiques, picking up unique souvenirs.
Evening
Dine at Virgilio's Cocktail Lounge & Piano Bar, where the elegant setting and live music create a memorable atmosphere. After dinner, take a night kayak adventure in the lagoon, experiencing the island's natural beauty in a different light with the St. Thomas Night Kayak in the Lagoon.
Bedtime
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Fort Christian

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99 Steps

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Charlotte Amalie Historic Main Street Food Tour

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St. Thomas Night Kayak in the Lagoon

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Island Hopping and Marine Encounters

Morning
Enjoy a hearty breakfast at Oceana Restaurant & Wine Bar before embarking on the St. Thomas Snorkeling, Sailing & Beach Catamaran Tour. Sail to the neighboring islands, snorkel in pristine waters, and bask in the Caribbean sun.
Afternoon
After the catamaran tour, relax at Sapphire Beach, known for its soft sand and excellent snorkeling. Grab a bite at The Greenhouse, offering a casual dining experience with ocean views.
Evening
For dinner, head to Mafolie Restaurant, perched on a hill with panoramic views. Indulge in their gourmet cuisine as you watch the sun set over the island. End the night with a visit to Skytsborg Historical Park, where you can soak in the island's history under the stars.
Bedtime
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Saint Thomas Snorkeling, Sailing & Beach Catamaran Tour

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San Diego Hop-on Hop-off Narrated Trolley Tour

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Skytsborg Historical Park

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Nature's Bounty and Private Escapes

Morning
Start with a visit to Phantasea Tropical Botanical Garden, where you can immerse yourself in the lush tropical flora. Afterward, enjoy a delightful breakfast at Room with a View with, as the name suggests, a stunning view of the island.
Afternoon
Spend the afternoon at Water Island, the "fourth" Virgin Island. Relax on the pristine beaches and explore the island's hidden coves. For lunch, enjoy the laid-back atmosphere and fresh seafood at Hull Bay [4761].
Evening
As the day winds down, take a private island tour with a local guide, St. Thomas Private Island Tour with a Local Guide. Discover the island's hidden gems and enjoy a personalized experience. Conclude the day with a quiet dinner at The Twisted Cork Cafe, reminiscing about the day's adventures.
Bedtime
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Phantasea Tropical Botanical Garden

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Water Island

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St. Thomas Private Island Tour with a Local Guide

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Farewell to Paradise

Morning
On your final morning, visit Mountain Top, the highest point on the island. Enjoy a panoramic view of the Caribbean and grab breakfast at the mountain's cafe. Reflect on your journey as you take in the breathtaking scenery.
Afternoon
Spend your last afternoon at Magens Bay, one of the most beautiful beaches in the world. Relax on the soft sand, swim in the calm waters, and soak up the tropical sun. For lunch, enjoy the beachside dining at Sunset Grille.
Evening
Conclude your trip with a memorable dinner at Havana Blue, known for its fusion of Latin, Caribbean, and Asian flavors. Raise a glass to the adventures you've had and the memories you've made on this stunning island.
Bedtime
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Mountain Top

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Magens Bay

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