If you’re seeking an intimate, well-rounded way to explore the beautiful island of St. Thomas, this 6-hour private sightseeing tour promises just that. While we haven’t personally taken this specific journey, reviews and detailed itineraries paint a compelling picture of a well-curated experience that combines stunning vistas, cultural insights, and effortless comfort.
What makes this tour stand out? First, it’s tailored entirely to your group, meaning you skip the crowded bus and get a more personalized, flexible experience. Second, the variety of stops — from breathtaking lookout points to historical landmarks — ensures you get a true taste of what makes St. Thomas special. Lastly, the guides are praised for their knowledge and friendly approach, making the journey both informative and fun.
One potential consideration is the cost, at $599 for up to ten people. While that may seem high at first glance, the inclusion of private transportation, multiple iconic sights, and expert guidance means you’re paying for convenience, personalized attention, and quality time with stunning scenery. This tour suits travelers who want a relaxed, flexible day focused on authentic sights rather than rushing through crowds or pre-set itineraries.
Good To Know

- Private, customizable experience tailored to your group’s interests
- Stunning viewpoints such as Drake’s Seat and Mountain Top for memorable photos
- Cultural landmarks including Blackbeards Castle and the St. Thomas Synagogue
- Flexible beach time at Magens Bay for relaxation or swimming
- Expert guides offering insightful commentary and photo assistance
- Value for money considering private transport, scenic stops, and personalized service
This private 6-hour tour of St. Thomas offers a superb way to see the island beyond the typical cruise-ship rush. Organizing a private trip means you decide what’s important — whether that’s panoramic views, local history, or simply some downtime at the beach. The emphasis on authentic experiences, led by friendly guides, helps you feel like a local rather than just another tourist.
The cost of $599 includes private transportation, bottled water, parking fees, and the assistance of a knowledgeable, English-speaking guide. This level of service is especially meaningful if you’re traveling with a small group or family, as it guarantees a comfortable, intimate experience with plenty of room for questions and spontaneous stops.
Starting at Drake’s Seat
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Your adventure begins with a stop at Drake’s Seat, a legendary lookout point. Here, you’ll enjoy sweeping views of Magens Bay and the nearby British Virgin Islands, perfect for scattering a few photos among friends or family. Reviewers highlight the guide’s helpfulness in capturing those memory-making moments — they’ll lend a hand with your camera, ensuring the landscapes are framed perfectly.
Expect about 15 minutes here, just enough time to soak in the scenery and snap some pictures. Though the site is free to visit, the real value comes from the guide’s commentary, sharing insights about the significance of each spot.
Skyline Drive Scenic Lookout
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Next, you’ll ascend to Skyline Drive, a viewpoint perched 900 feet above sea level. From this vantage, you’ll get a spectacular panorama of Charlotte Amalie. The tour allows a short 20-minute stop for photos, with the guide offering tips to maximize your shots and share interesting facts about the area’s history.
Guests often mention how this stop offers a perfect blend of breathtaking views and a chance to breathe in the fresh island air. It’s an ideal place to pause for photos and take in the vastness of the Caribbean.
Mountain Top: The Iconic Viewpoint
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As you climb higher to Mountain Top — 1,500 feet above sea level — you’ll find what many call the most spectacular view on the island. This spot is more than just a photo op; it’s a chance to appreciate the island’s lush landscape and sparkling coastline.
Here, you’ll have about 30 minutes, which includes some shopping at duty-free stores, a favorite among visitors. One reviewer noted, “The views here are simply stunning, and the tour guide was great about helping us get the perfect shot.” Expect a lively, bustling atmosphere but also ample opportunity for quiet moments with the scenery.
Blackbeards Castle & Historic Landmarks
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Your journey continues with a brief visit to Blackbeards Castle, a National Historic Landmark. While only a few minutes are allocated, guests can enjoy photographing this historic site and gaining insights into its pirate lore and island significance.
Next, a quick stop at the St. Thomas Synagogue allows for a glimpse into the island’s cultural tapestry. With just five minutes at each site, the focus is on capturing the essence of these landmarks through photos and commentary. Reviewers find these stops add depth to the experience without feeling rushed.
The 99 Steps and Emancipation Garden
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Walking the 99 Steps is a favorite for history lovers and photo enthusiasts alike. You’ll have a brief five-minute window to snap pictures and imagine the journey of early settlers. Nearby, Emancipation Garden offers a peaceful spot to explore monuments like the Liberty Bell replica and statues of historical figures.
Guests appreciate how the guide shares stories behind each monument, enriching the visual experience. Expect about 15 minutes here to wander, photograph, and absorb the historical atmosphere.
Passing Market Square & The Frederick Evangelical Lutheran Church
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As the tour passes through Market Square, your guide will explain its importance as a hub of activity and commerce. It’s an excellent opportunity to capture lively street scenes. The church visit is a quick 10-minute stop where you can photograph the historic architecture and listen to stories about its origins.
The Three Queens Statue & Frenchtown
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The Three Queens Statue is a colorful, vibrant monument, perfect for photos and learning about the island’s maritime history. A brief five-minute stop allows for quick snaps and background info from your guide.
Finally, a visit to Frenchtown, a quaint fishing village, offers authentic Caribbean charm. You’ll have about 10 minutes to walk around, capture the colorful boats and lively streets, and imagine what life is like in this lively enclave.
Relaxing at Magens Bay or Coki Point Beach
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The tour culminates with about three hours at Magens Bay, Coki Point, or Brewers Bay, giving you the chance to swim, relax, or take more photos. Entrance to Magens Bay costs $7 for those over 13, which you’ll need to cover yourself, but the stunning sand and clear waters make it well worth the extra expense.
This flexible beach stop is highly valued by guests, many of whom describe it as a highlight and perfect way to unwind after a busy morning of sightseeing.
Wrapping Up in Charlotte Amalie
To finish your day, you’ll spend an hour exploring Charlotte Amalie, with time for shopping or sampling local foods. The lively atmosphere, combined with the tour’s previous stops, provides a well-rounded snapshot of island life.
This private tour is ideal for travelers who want a personalized, comfortably paced way to see key sights and hidden gems of St. Thomas. The private setup means more flexibility, and the guide’s local knowledge ensures you get insightful stories and photo tips that enhance your experience.
It’s particularly suited for groups or families, as the cost covers up to ten people, making it a cost-effective way to enjoy a luxurious, tailored day outdoors. The emphasis on scenic viewpoints, cultural landmarks, and relaxed beach time makes it a balanced itinerary for those wanting both adventure and downtime.
While the $599 price might seem steep, the inclusion of private transport, expert guidance, and the chance to customize your day makes it a valuable option, especially if you prefer avoiding crowded group tours.
This 6-hour private sightseeing tour offers a relaxed yet comprehensive way to discover the best of St. Thomas. It balances iconic viewpoints with historical landmarks, cultural insights, and beach relaxation, all led by a friendly, knowledgeable guide. The flexibility to tailor stops and the intimate setting make this experience stand out for those wanting a deeper, more personal connection to the island.
Perfect for small groups, families, or couples who value comfort and customization, this tour elevates a standard sightseeing experience into something genuinely memorable. While it’s an investment, the ease of private transportation, expert narration, and stunning scenery make it a worthwhile choice for travelers seeking quality over quantity.
Who Should Consider This Tour?
If you’re looking for a private, flexible day that combines breathtaking views, cultural stops, and beach relaxation, this tour is ideal. It’s especially suited for travelers who prefer a more personalized experience, value comfort and convenience, and are willing to invest in a high-quality, curated day on the island.
Those eager to avoid large crowds but still hit all the major spots will find this tour offers the perfect balance of guided insight and free time to soak in the Caribbean vibes.
Is this a private tour?
Yes, it’s exclusively for your group, up to ten people, ensuring a personalized experience.
What is included in the price?
Private transportation, bottled water, parking fees, hotel/port pickup and drop-off, and assistance with your photos are included.
Are admission fees covered?
Most stops are free; the only fee you pay is for the beach entry at Magens Bay, which costs $7 for those over 13.
How long is the beach stop?
You’ll have about three hours at the beach of your choice — Magens Bay, Coki Point, or Brewers Bay.
Can I swim during the beach stop?
Yes, you’re free to swim and enjoy the clear waters, making it a perfect way to unwind.
What if the weather is bad?
The tour requires good weather; if canceled due to weather, you’ll be offered a different date or a full refund.
Is this suitable for all ages?
Most travelers can participate, although very young children should be considered based on individual stamina and interest.
Can I customize the stops?
While the itinerary covers key sights, the private nature allows some flexibility and personalized interest.
How far in advance should I book?
Most travelers plan about 51 days ahead, but early booking is recommended for peace of mind.
What’s the best way to prepare?
Bring comfortable shoes, sunscreen, camera, and a positive attitude — your guide will handle the rest!
In the end, this private tour offers a carefully curated taste of St. Thomas — blending scenic views, cultural richness, and relaxation into a memorable day. Whether you’re celebrating a special occasion or just want a stress-free way to explore, it’s a solid choice for making the most of your Caribbean getaway.
