A 6-Hour Private Island Adventure in St. Thomas: Discovering Charlotte Amalie and Beyond
If you’re looking to get a personalized taste of St. Thomas, this 6-hour private tour offers a flexible, intimate experience exploring the island’s highlights. For around $834 per group (up to 14 people), you’ll enjoy a tailored itinerary with your own guide and chauffeur, making it ideal for families, couples, or small groups seeking a relaxed, authentic day. Expect scenic viewpoints, historic landmarks, and a generous chunk of free time on Magens Bay—one of the Caribbean’s most celebrated beaches.
What we love most about this experience is how it balances stunning vistas and local history with the freedom to explore at your own pace. The stops at Mountain Top and Drake’s Seat promise dramatic views, while Blackbeards Castle immerses you in the island’s pirate lore. Plus, the opportunity to wander through Charlotte Amalie’s lively streets adds a vibrant, local flavor.
One important consideration is the price—$834 might seem steep for some, especially considering the cost doesn’t include Magens Bay’s entrance fee. However, the private aspect, personalized guide, and extensive time to explore make it a good value for those wanting a flexible, stress-free day. This tour suits travelers who prioritize comfort, personalized attention, and a customizable itinerary over scheduled group tour constraints.
If you enjoy sightseeing with a touch of history, breathtaking views, and a flexible schedule, this tour will likely suit you. It’s especially appealing for those who want to avoid large crowds, as it’s designed for a private group, ensuring privacy and personalized service.
Key Points
- Private, customizable experience tailored to your group’s pace and interests
- Breathtaking viewpoints like Mountain Top and Drake’s Seat offer iconic Caribbean vistas
- Rich historical sites such as Blackbeards Castle provide a glimpse into the island’s pirate past
- Flexible itinerary with a full hour exploring Charlotte Amalie’s charming streets
- Time at Magens Bay allows relaxing on one of the Caribbean’s most beautiful beaches (entrance fee not included)
- Comfort and convenience with pickup and drop-off included, avoiding public transportation hassles
Exploring the Details of the 6-Hour Tour

This private tour kicks off with a pickup at your location, setting the tone for a relaxed, hassle-free day. With up to 14 guests, the group size is small enough to feel personal but large enough to keep the energy lively. The price, $834, covers the entire experience, with the flexibility to skip or linger at stops according to your preferences. Booking around 46 days in advance is typical, reflecting its popularity among visitors seeking a tailored day.
Prefer personalized experiences? Here are other private options we've covered in St Thomas
The Scenic Highlights
Mountain Top is a must-see early stop. Perched 1,500 feet above sea level, it offers breathtaking panoramic views of Magens Bay and the surrounding islands. This spot is also home to the world-famous banana daiquiri bar. We loved the way the view stretches across the water, offering perfect photo opportunities and a chance to appreciate the island’s lush landscape. The stop lasts about 30 minutes, giving you enough time for photos and a quick refreshment.
Next, a scenic drive along Skyline Drive takes you through elevated vistas of the islands, turquoise waters, and green hills. A 20-minute stop for photos at a lookout point ensures you don’t miss capturing the stunning landscape—the kind of view that makes you realize why so many travelers fall in love with the Caribbean.
Blackbeards Castle offers a dash of history. Built by the Danes in the 17th century, this watchtower once monitored shipping and was linked to the legendary pirate Edward “Blackbeard” Teach. It’s a quick 15-minute stop where you can admire the historic architecture and imagine the swashbuckling past. Our impression? It’s a fun, quick immersion into the island’s pirate lore, perfect for history buffs.
Drake’s Seat is another popular spot, offering sweeping views said to be where Sir Francis Drake watched for incoming ships. The 15-minute stop here is well worth it—the views are iconic, and it’s easy to spend extra moments soaking in the scenery. It’s a favorite among travelers, and we agree—it’s a photo-worthy, memorable moment.
The Heart of Charlotte Amalie
The tour includes a full hour in Charlotte Amalie, the vibrant capital of St. Thomas. Wandering the cobblestone streets, exploring 17th-century architecture, and browsing duty-free shops are highlights. The lively atmosphere is contagious, with colorful buildings and bustling markets. This stop offers flexibility—whether you want to shop, take photos, or just soak up the local vibe.
Relaxation Time at Magens Bay
Finally, you’ll spend about 2 hours at Magens Bay, renowned for its powdery white sand and crystal-clear waters. You can swim, sunbathe, or take a walk along the shoreline—whatever suits your mood. Keep in mind, entrance fees are not included, so budget accordingly. The beauty of this stop is that you can relax and recharge after a busy morning of sightseeing, making it a perfect end to your private adventure.
Practicalities and Considerations

The private nature of this tour means you’re not bound by a rigid schedule. It offers a flexible, relaxed pace—ideal if you prefer to linger at certain spots or skip others. The transportation is comfortable, with a chauffeur taking you through the island’s most scenic routes. The 6-hour duration strikes a good balance—long enough to see key sights without feeling rushed.
The cost of $834 reflects the private experience, including the personalized guide, transportation, and the convenience of door-to-door service. While not inexpensive, the value lies in the customization and comfort—especially if you’re traveling as a group or with family.
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- Vi Top Taxi &Tours – Airport Transfer to the Ritz Carlton
- Jost Van Dyke – Funday!
- USVI Private Boat Charters – New, Fast Powerboats for Half and Full Day
- Half Day Snorkeling Tour from Margaritaville
What Real Travelers Say
While there are currently no reviews, the description indicates that knowledgeable guides make a significant difference. The stops at sites like Mountain Top and Drake’s Seat are praised for their stunning views, making this tour ideal for those who want visual splendor combined with authentic local sites.
Who Would Love This Tour?

This private tour is best suited for travelers who value personalized service, flexibility, and a mix of nature, history, and local life. It’s perfect if you want to avoid large group tours and prefer to set your own pace. Small families or couples looking for a romantic, hassle-free day will find this especially appealing. If you enjoy iconic views, historical landmarks, and beach time, this tour checks all those boxes.
Final Thoughts

This 6-hour private tour in St. Thomas offers an attractive combination of scenic vistas, historic sites, and free exploration. The personalized approach means you can enjoy the highlights without feeling rushed while having time for spontaneous adventures or relaxing at Magens Bay.
The experience’s emphasis on authenticity and comfort makes it stand out for travelers who want a tailored, memorable day. While the price might be a consideration, the inclusion of private transportation and a dedicated guide ensures a level of service that justifies the cost—especially when compared to crowded, scheduled group tours.
If you’re after a relaxed, customized day exploring the best of Charlotte Amalie and some of the island’s most iconic viewpoints, this tour offers an excellent introduction to St. Thomas’s natural beauty and history.
FAQ

Is this tour suitable for all ages?
Yes, the tour is designed for most travelers, as most participants can participate comfortably. It’s ideal for families or small groups.
Does the tour include transportation?
Yes, transportation is included, and your guide will pick you up and drop you off at your location, making the day easy and convenient.
Are there any additional costs?
The tour price doesn’t include Magens Bay’s entrance fee. Other than that, most major stops are free to access.
How long do we stay at each site?
Stops vary from 15 to 60 minutes, with the longest at Magens Bay. This gives you enough time to explore or relax without feeling rushed.
Can I customize the itinerary?
Since this is a private tour, you have some flexibility to adjust the schedule or focus on places that interest you most.
What happens if the weather is bad?
Weather conditions are a factor; if canceled due to poor weather, you’ll be offered a different date or full refund.
In essence, this private tour offers a well-rounded, flexible way to see St. Thomas, perfect for those who want a relaxed, personalized experience, with ample opportunities for stunning views, local history, and beach relaxation.
More Private Tours in St Thomas
- St.Thomas Airport(STT) to St.Thomas – Round-Trip Private Transfer
- Private Full Day Sail in Virgin Islands National Park
- Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.
- Private British Virgin Islands Full Day Charter on 32′ Power Cat
- Private Luxury Transportation from St. Thomas Hotel to Airport
- St. Thomas 3 Hour Private Island Scenic Views Tour
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More St Thomas experiences we've covered
- St.Thomas Airport(STT) to St.Thomas – Round-Trip Private Transfer
- Night Life Experience – St. Thomas USVI (3hrs)
- Private Full Day Sail in Virgin Islands National Park
- Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.
- Coral Reef and Turtle Discovery Tour
- Snorkel Cat All Inclusive Adventure
- Private British Virgin Islands Full Day Charter on 32′ Power Cat
- Private Luxury Transportation from St. Thomas Hotel to Airport
- Prince Taxi USVI- ST.Thomas Aiport Transfer to Crown bay ferry
- Two-Tank Dive for Certified Diving in St Thomas
- St. Thomas 3 Hour Private Island Scenic Views Tour
- Private Beach Hopper Tour of St. Thomas (pick three beaches)
