A Practical Guide to the 6 Hour St. Thomas Private Sightseeing Tour
If you’re looking to get a well-rounded taste of St. Thomas without the hassle of large tour groups or cookie-cutter itineraries, this private tour offers an excellent option. For $599 per group (up to 10 people), you’ll spend about six hours uncovering the island’s most iconic sights with a knowledgeable, friendly guide — often Desmond or Raymond — who truly knows how to bring the island’s stories alive.
What we really love about this experience are the stunning viewpoints at Drake’s Seat and Mountain Top — perfect for snapping photos and taking in the expansive scenery, including views of Magens Bay and the British Virgin Islands. Plus, the personalized attention from your guide, including insightful commentary and flexibility to tailor the day to your interests, makes this a standout choice.
A possible consideration is the length of the beach stop at Magens Bay — three hours — which might feel long if you’re not planning to swim, as there’s an admission fee of $7. If you prefer more time in the town or exploring other beaches, you might want to plan accordingly.
This tour suits travelers who value authentic experiences, scenic beauty, and cultural insights, especially those interested in historic sites and local neighborhoods. Families, couples, or small groups who enjoy flexibility and personalized service will find this tour particularly appealing.
Key Points

- Personalized Private Experience: Only your group participates, ensuring flexibility and undivided attention.
- Stunning Scenic Views: Stops at Drake’s Seat, Skyline Drive, and Mountain Top deliver unforgettable vistas.
- Rich Historic Sites: Explore Blackbeards Castle, the oldest synagogue, and the 99 Steps for a taste of local history.
- Flexible and Customizable: Guides are praised for adjusting schedules and preferences based on your needs.
- Comfort and Convenience: Private transportation, air-conditioning, and hotel/port pickup make logistics easy.
- Value for Price: While $599 might seem steep, the private, tailored experience and multiple scenic stops justify the cost for many travelers.
An In-Depth Look at the 6 Hour St. Thomas Private Sightseeing Tour

Prefer personalized experiences? Here are other private options we've covered in St Thomas
The Starting Line: Pickup and First Impressions
From the beginning, this tour emphasizes comfort and convenience. Being picked up from your hotel or cruise port in an air-conditioned vehicle means no stressful transfers or waiting around. This private setup ensures your group moves smoothly through the day without feeling rushed or crowded—a key advantage for those who value personalized service.
First Stop: Drake’s Seat – Panoramic Perfection
Your journey kicks off at Drake’s Seat, just a 15-minute stop, but one packed with breathtaking views. As you look out over Magens Bay and the British Virgin Islands, you’ll quickly realize why this spot is a photography favorite. The guide will give you some background and help capture your best shots, which many reviews highlight as a memorable part of the trip. We loved the way guides like Desmond make the most of these scenic moments, sharing insights that deepen your appreciation of the landscape.
Skyline Drive: Elevated Vistas
Next, you’ll head to Skyline Drive, perched 900 feet above Charlotte Amalie. The observation deck offers a panoramic view of the city—a perfect spot for a quick photo op or just soaking in the scenery. Here, you can step off the bus to get closer to the scenery, which many travelers find offers a peaceful, awe-inspiring pause in the tour.
Mountain Top: A Must-See Lookout
Standing at 1,500 feet, Mountain Top is arguably the highlight for most visitors. The views are among the most spectacular you’ll experience on St. Thomas, and the guide’s commentary about the island’s geography and history adds depth to your visit. With about 30 minutes here, it’s enough time to take photos, enjoy a snack, or browse the local shops. Reviewers often mention this as a favorite stop, with Desmond’s engaging anecdotes making the experience even more memorable.
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Historic and Cultural Landmarks
The tour continues with visits to Blackbeards Castle, the oldest synagogue in North America, and the 99 Steps. Each site offers a window into the island’s past, with opportunities for photos and learning.
- Blackbeards Castle: A National Historic Landmark, it’s an iconic site that many travelers enjoy exploring briefly. While the visit is short—about five minutes—its significance and photo opportunities are priceless.
- St. Thomas Synagogue: As the oldest active synagogue, it offers both history and beauty, with a quick stop to admire its architecture.
- 99 Steps: A charming, historic staircase that invites photos and reflection on the island’s colonial history.
Emancipation Garden and Passing Through Market Square
Next, the tour passes by Market Square, where you can snap photos while your guide explains the area’s cultural importance—a true local flavor. The Emancipation Garden provides a meaningful stop to see monuments like the Liberty Bell replica and learn about the island’s history of emancipation, adding a layer of depth to your visit.
The Religious and Artistic Touches
The Frederick Evangelical Lutheran Church and the Three Queens Statue offer further cultural insights. The latter, in particular, is a favorite for capturing photos while your guide shares background info, enriching your understanding of the island’s maritime history.
A Peek Into Local Life: Frenchtown
The quaint fishing village of Frenchtown is a charming stop to take in local life and snap photos of colorful buildings and boats. It’s a quick 10-minute visit but provides a genuine glimpse into the everyday scene of St. Thomas.
The Beach Time: Magens Bay or Alternatives
After soaking in the sights, you’ll spend approximately three hours at Magens Bay, Coki Point, or Brewers Bay, depending on your preference. Magens Bay, with its iconic curved shoreline, is often the highlight, but there’s a fee of $7 if you choose to swim or lounge there. Many reviewers like Dianne appreciated the flexibility and the possibility to enjoy the beach at their own pace. If swimming isn’t your thing, you might choose to relax and enjoy the scenery or explore nearby areas.
Wrapping Up in Charlotte Amalie
The final hour is dedicated to experiencing Charlotte Amalie’s vibrant streets, shops, and eateries. This gives you a chance to buy souvenirs, sample local snacks, or just soak in the island’s lively atmosphere. Many travelers find this a perfect way to end the day, combining relaxation with the chance for some last-minute exploration.
The Practicalities: What You Need to Know

The price of $599 covers private transportation, bottled water, parking fees, hotel or port pickup, and the services of a dedicated guide. The tour is designed to be flexible and accommodating, with reviews praising guides like Desmond and Raymond for their attentiveness and knowledge.
The tour’s length of six hours strikes a good balance—long enough to see the highlights without feeling rushed, but not so long that it tires you out. You’ll want to consider extra costs for optional activities, like the $7 beach admission fee or meals, which you can choose based on your preferences.
The small group size (up to 10) ensures a more intimate experience, allowing your guide to tailor the day to your interests. This setup is ideal for travelers seeking personalized attention and a relaxed pace, especially if you enjoy in-depth commentary and spontaneous photo stops.
The Reviews Speak Volumes
Most reviews are glowing, with a 4.6 average rating. Travelers frequently mention guides like Desmond as “amazing,” “knowledgeable,” and “flexible,” which makes a big difference in how memorable the tour becomes. However, a few reviews point out issues with transportation, specifically an older, less comfortable vehicle with some service problems, so if comfort is a priority, it’s worth noting.
The Sum Up: Is This Tour Right for You?
For travelers seeking a balanced mix of scenic views, historic sites, and local flavor, this private tour offers excellent value. The flexibility to customize the experience, combined with the expertise of guides who genuinely enjoy sharing the island’s stories, makes it a top choice for those who want to go beyond the usual tourist spots.
If you’re a small group or family that appreciates personalized service and stunning vistas without the rush of a large bus tour, this experience fits the bill. It’s especially ideal for travelers who want to spend quality time at each stop, take plenty of photos, and learn about St. Thomas from someone passionate and knowledgeable.
However, if you prefer a more casual, freeform day without scheduled stops or are sensitive to older vehicles, you might want to explore other options or clarify vehicle conditions beforehand. But overall, this tour offers a well-rounded, engaging, and authentic way to experience the beauty and history of St. Thomas.
FAQs

How long is the tour?
The tour lasts about six hours, including all stops, photo opportunities, and free time at the beach and Charlotte Amalie.
Are meals included?
No, meals are not included. You can buy food and snacks during your time in Charlotte Amalie or at the beach, with prices ranging from $10 to $50.
What is the price for the group?
The cost is $599 per group, accommodating up to 10 people, making it a good value for small groups or families.
Is pickup included?
Yes, hotel or port pickup and drop-off are included, making logistics straightforward.
Are the stops at the viewpoints and historic sites lengthy?
Most stops are brief but impactful—15 to 30 minutes—enough for photos and quick visits, with some longer time allocated for Magens Bay.
Can the tour be canceled?
Yes, cancellations up to 24 hours in advance are fully refundable, with weather considerations sometimes leading to rescheduling or refunds.
This private tour of St. Thomas promises a personalized, scenic, and culturally rich experience — perfect for those who seek a genuine connection with the island’s beauty and history, all while enjoying the comfort of private transportation and expert guidance.
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