Island yacht Charters

November 24, 2025

Creating the Ultimate Itinerary: Your Week in the Virgin Islands

Planning the perfect week in the Virgin Islands is about crafting an experience that feels just right for you. Mornings may start with a quiet sunrise on a deserted beach, the waves crashing softly at your feet. By afternoon, you can find yourself exploring a lush national park, wandering scenic trails that wind past ancient petroglyphs and native wildlife. 

Evenings can be spent sampling fresh seafood at a local eatery, sipping cocktails while watching the sun dip below the horizon in a blaze of orange and pink. The key is finding balance; mixing relaxation with adventure, busy days with peaceful moments, local culture with natural beauty. When you plan your trip thoughtfully, it all comes together, leaving you with memories you’ll treasure forever.

Day 1: Welcome to St. Thomas

Arrive and Relax

Start your Virgin Islands adventure by arriving at Cyril E. King Airport on the island of St. Thomas. After checking into your accommodations, take a moment to unwind and soak in the beautiful views. Stroll along the harbor in Charlotte Amalie, exploring charming shops and sampling local bites at nearby cafes.

Dinner with a View

Enjoy your first evening dining at a waterfront restaurant like Oceana or The Old Stone Farmhouse. Savor fresh seafood and Caribbean cuisine while watching the sun set over the harbor.

Day 2: Explore St. John's Natural Beauty

Morning Ferry & Exploration

Hop aboard a morning ferry from Red Hook to St. John, a pristine paradise known for its untouched beauty. Spend the day exploring Virgin Islands National Park, which covers two-thirds of the island. Choose from hiking trails of various difficulty levels, such as the Reef Bay Trail, which takes you through tropical forests and past ancient petroglyphs.

Beach Time at Trunk Bay

After your hike, relax on the powdery sands of Trunk Bay, renowned for its underwater snorkeling trail. Snorkelers will love seeing the vibrant coral reefs and abundant marine life below the surface.

Casual Beach Dinner

Wrap up your day with a casual dinner at a local beach bar or grill. Convenient options include The Beach Bar in Cruz Bay, where you can unwind with your toes in the sand and a refreshing drink in hand.

Day 3: Adventure on St. Croix

Fly to St. Croix

Take a short flight over to St. Croix, the largest of the USVI. Begin exploration in Christiansted, a charming town with historic Danish architecture. Visit sites like Fort Christiansvaern for a glimpse into the island's colonial past.

Underwater Adventure at Buck Island

In the afternoon, set sail for Buck Island Reef National Monument, where you can snorkel or take a guided tour along the underwater trail. This marine park is home to stunning coral gardens and vibrant marine species, offering a unique dive experience.

Local Cuisine and Evening Fun

Enjoy dinner at a local restaurant in Christiansted, specializing in Caribbean flavors. Consider savoring dishes like fresh fish tacos or roti. Afterwards, take a leisurely walk along the boardwalk, enjoying the lively atmosphere.

Day 4: Leisure and History in St. Croix

Morning at Estate Whim Plantation

Start the day by visiting Estate Whim Plantation Museum to delve deeper into the island's history. This restored sugar plantation offers guided tours, giving you insights into colonial life and St. Croix’s sugar industry heritage.

Relax on Sandy Point

Spend a relaxing afternoon at Sandy Point National Wildlife Refuge, known for its beautiful beaches and wildlife, including nesting sea turtles during certain times of the year. Pack a picnic and soak up the sun in a tranquil setting.

 Dinner and Entertainment

Wrap up your day with an upscale dinner at The Terrace on St. John or enjoy casual dining at The Mermaid at The Buccaneer. Depending on your mood, dive into the local nightlife with live music or a cozy bar to end your day on a high note.

Day 5: Crew-Powered Water Adventure

Onboard Breakfast

Start your day with a delicious breakfast prepared onboard, enjoying the stunning ocean views. Then, head to prime snorkeling spots like Waterlemon Cay. Dive into turquoise waters to see colorful fish, sea turtles, and vibrant coral reefs, all guided by your crew.

Enjoy The Sun

After a morning of exploration, return to the yacht for a fresh, locally inspired lunch, dining al fresco in a scenic bay. In the afternoon, try paddleboarding or kayaking along the coast to discover hidden coves and marine life at your own pace. Relax on deck, soaking up the sun or enjoying the peaceful surroundings.

Dinner with a View

As evening approaches, cruise back to harbor just in time for sunset. The sky turns beautiful shades of orange and pink, creating the perfect backdrop for a relaxing dinner on board. It’s an unforgettable day of adventure and relaxation on the Caribbean sea.

Day 6: Water Sports and Island Hopping

Kayaking and Paddleboarding

Enjoy the morning on the water with water sports like snorkeling, paddleboarding, or relaxing in the calm bays.The calm sea makes it perfect for beginners and allows you to take in the stunning coastal scenery.

Island Hopping Adventure

After your morning activities, set off on an island-hopping adventure. Charter a boat or join a guided tour to explore the surrounding islands and hidden cays. Take the opportunity to snorkel in secluded spots and encounter the vibrant marine life unique to the Virgin Islands.

Dinner at Red Hook

End the day with dinner at one of Red Hook's bustling restaurants, such as Duffy’s Love Shack or Pesce Italian, where you can enjoy a feast of local and international flavors. Reflect on your exciting day while enjoying the lively atmosphere of this vibrant area.

Day 7: Relaxation and Shopping in Charlotte Amalie

Morning at Coral World Ocean Park

Spend your final morning visiting Coral World Ocean Park, where you’ll discover interactive exhibits and encounters with local marine life like sea turtles and stingrays. It’s a great family-friendly activity that brings you closer to the ocean’s wonders.

Shopping and Sightseeing

Head back to Charlotte Amalie for a leisurely afternoon of shopping and exploring. Browse duty-free shops for jewelry, clothing, and souvenirs. Visit historical sites like Blackbeard’s Castle and the 99 Steps, gaining insights into the island’s rich history.

Farewell Dinner and Sunset Views

Conclude your trip with a farewell dinner at a restaurant offering panoramic sunset views. Consider dining at one of St. Thomas’s hilltop venues like Mafolie Hotel or Blue Orchid at Bluebeard’s Castle Resort. As the sun sets, reminisce about your incredible week in the Virgin Islands, a true slice of paradise.

An Unforgettable Week in Paradise

Spending a week in the Virgin Islands is an unforgettable experience. With its perfect blend of adventure, culture, relaxation, and natural beauty, these islands offer something for everyone. Crafting your ideal itinerary ensures you take full advantage of all the USVI has to offer, making your vacation not only memorable but deeply enriching.


Ready to create your ultimate Virgin Islands itinerary? Visit Island Yacht Charters to learn more about yacht charters and how they can enhance your island adventure. Start planning today for the trip of a lifetime!

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